Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Chicago to Houston is Frontier Airlines.
Cheapest Month
June
Travel Period: June 2024 - May 2025
The cheapest month(s) to fly from Chicago to Houston is June.
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Jun 2024
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Jul 2024
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Aug 2024
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Sep 2024
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Oct 2024
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Nov 2024
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
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May 2025
Cheapest Day of the Week
Wednesday
The cheapest day(s) of the week to fly from Chicago to Houston is Wednesday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Cheapest Time
6am
The cheapest time of the day to fly from Chicago to Houston is in the early morning.
Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm
Flight Schedules
Last Updated: Thu, 2 May, 2024
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All
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Total Duration
- Shortest
- Longest
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All
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Availability
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19:15 - 21:50MDW - IAH
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19:15 (MDW)Chicago Midway Airport
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21:50 (IAH)Houston George Bush Intercontinental Airport
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Southwest Airlines (WN 5553)Boeing 737 800 - 2h 35m
- Direct
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- M
- -
- -
- T
- F
- -
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- Boeing 737 800
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19:20 - 22:00MDW - HOU
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19:20 (MDW)Chicago Midway Airport
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22:00 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 2160)Boeing 737 700 - 2h 40m
- Direct
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- -
- -
- -
- -
- -
- S
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- Boeing 737 700
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19:40 - 22:24ORD - IAH
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19:40 (ORD)Chicago O'Hare International Airport
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22:24 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 2665)Boeing 737 900 - 2h 44m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
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21:10 - 23:40MDW - HOU
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21:10 (MDW)Chicago Midway Airport
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23:40 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 2160)Boeing 737 800 - 2h 30m
- Direct
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- -
- -
- -
- -
- -
- -
- S
- Boeing 737 800
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21:10 - 23:55ORD - IAH
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21:10 (ORD)Chicago O'Hare International Airport
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23:55 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 2144)Boeing 737 800 - 2h 45m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
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21:35 - 00:05+ 1MDW - HOU
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21:35 (MDW)Chicago Midway Airport
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00:05 (HOU)Houston Hobby Airport + 1
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Southwest Airlines (WN 1891)Boeing 737 Max 8 Passenger - 2h 30m
- Direct
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- -
- T
- W
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- -
- -
- -
- Boeing 737 Max 8 Passenger
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21:45 - 00:15+ 1MDW - HOU
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21:45 (MDW)Chicago Midway Airport
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00:15 (HOU)Houston Hobby Airport + 1
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Southwest Airlines (WN 1891)Boeing 737 Max 8 Passenger - 2h 30m
- Direct
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- M
- -
- -
- T
- F
- -
- -
- Boeing 737 Max 8 Passenger
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05:30 - 11:10MDW - HOU
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05:30 (MDW)Chicago Midway Airport
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11:10 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 3101)Boeing 737 700 - 5h 40m
- Direct
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- -
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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06:00 - 08:45ORD - IAH
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06:00 (ORD)Chicago O'Hare International Airport
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08:45 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 1995)Boeing 737 900 - 2h 45m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
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06:05 - 20:40ORD - IAH
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06:05 (ORD)Chicago O'Hare International Airport
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20:40 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 336)Boeing 737 900 - 14h 35m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
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06:10 - 08:45MDW - HOU
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06:10 (MDW)Chicago Midway Airport
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08:45 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 5171)Boeing 737 800 - 2h 35m
- Direct
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- -
- -
- -
- -
- -
- S
- -
- Boeing 737 800
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06:50 - 09:30MDW - HOU
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06:50 (MDW)Chicago Midway Airport
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09:30 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 5171)Boeing 737 700 - 2h 40m
- Direct
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- -
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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07:00 - 11:10MDW - HOU
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07:00 (MDW)Chicago Midway Airport
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11:10 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 15)Boeing 737 700 - 4h 10m
- Direct
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- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
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07:15 - 13:23ORD - IAH
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07:15 (ORD)Chicago O'Hare International Airport
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13:23 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 1106)Boeing 737 700 - 6h 08m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 700
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07:15 - 17:20ORD - IAH
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07:15 (ORD)Chicago O'Hare International Airport
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17:20 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 2674)Airbus - 10h 05m
- Direct
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- -
- -
- -
- -
- -
- -
- S
- Airbus
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07:15 - 18:45ORD - IAH
-
07:15 (ORD)Chicago O'Hare International Airport
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18:45 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 1500)Boeing 737 800 - 11h 30m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
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07:20 - 13:05MDW - HOU
-
07:20 (MDW)Chicago Midway Airport
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13:05 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 3101)Boeing 737 700 - 5h 45m
- Direct
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- M
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- -
- T
- F
- -
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- Boeing 737 700
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07:20 - 10:00MDW - HOU
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07:20 (MDW)Chicago Midway Airport
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10:00 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 5171)Boeing 737 800 - 2h 40m
- Direct
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- M
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- -
- T
- F
- -
- -
- Boeing 737 800
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07:35 - 10:05MDW - HOU
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07:35 (MDW)Chicago Midway Airport
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10:05 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 5171)Boeing 737 800 - 2h 30m
- Direct
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- -
- -
- -
- -
- -
- -
- S
- Boeing 737 800
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07:45 - 10:33ORD - IAH
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07:45 (ORD)Chicago O'Hare International Airport
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10:33 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 1943)Boeing 737 900 - 2h 48m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
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08:20 - 11:00ORD - IAH
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08:20 (ORD)Chicago O'Hare International Airport
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11:00 (IAH)Houston George Bush Intercontinental Airport
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American Airlines (AA 1636)Boeing 737 800 - 2h 40m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
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08:50 - 11:49ORD - IAH
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08:50 (ORD)Chicago O'Hare International Airport
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11:49 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 2483)Boeing 737 Max 8 Passenger - 2h 59m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 Max 8 Passenger
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08:55 - 11:30MDW - HOU
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08:55 (MDW)Chicago Midway Airport
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11:30 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 3596)Boeing 737 Max 8 Passenger - 2h 35m
- Direct
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- -
- T
- W
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- -
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- -
- Boeing 737 Max 8 Passenger
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08:55 - 15:20ORD - IAH
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08:55 (ORD)Chicago O'Hare International Airport
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15:20 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 404)Boeing 757 300 Series - 6h 25m
- Direct
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- M
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- W
- T
- F
- S
- S
- Boeing 757 300 Series
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09:15 - 13:45MDW - HOU
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09:15 (MDW)Chicago Midway Airport
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13:45 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 329)Boeing 737 700 - 4h 30m
- Direct
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- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
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09:35 - 12:20MDW - IAH
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09:35 (MDW)Chicago Midway Airport
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12:20 (IAH)Houston George Bush Intercontinental Airport
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Southwest Airlines (WN 833)Boeing 737 Max 8 Passenger - 2h 45m
- Direct
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- -
- -
- -
- -
- -
- -
- S
- Boeing 737 Max 8 Passenger
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09:40 - 12:15MDW - HOU
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09:40 (MDW)Chicago Midway Airport
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12:15 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 3596)Boeing 737 Max 8 Passenger - 2h 35m
- Direct
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- -
- -
- -
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- -
- S
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- Boeing 737 Max 8 Passenger
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10:00 - 13:50MDW - HOU
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10:00 (MDW)Chicago Midway Airport
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13:50 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 3262)Boeing 737 700 - 3h 50m
- Direct
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- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
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10:05 - 12:40MDW - HOU
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10:05 (MDW)Chicago Midway Airport
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12:40 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 2446)Boeing 737 800 - 2h 35m
- Direct
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- -
- -
- -
- -
- -
- -
- S
- Boeing 737 800
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10:20 - 13:00MDW - IAH
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10:20 (MDW)Chicago Midway Airport
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13:00 (IAH)Houston George Bush Intercontinental Airport
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Southwest Airlines (WN 1764)Boeing 737 800 - 2h 40m
- Direct
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- -
- T
- W
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- -
- -
- -
- Boeing 737 800
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10:25 - 13:05MDW - IAH
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10:25 (MDW)Chicago Midway Airport
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13:05 (IAH)Houston George Bush Intercontinental Airport
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Southwest Airlines (WN 1764)Boeing 737 800 - 2h 40m
- Direct
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- M
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- -
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- F
- -
- -
- Boeing 737 800
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10:42 - 13:25ORD - IAH
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10:42 (ORD)Chicago O'Hare International Airport
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13:25 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 1788)Boeing 737 900 - 2h 43m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
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11:35 - 14:10MDW - HOU
-
11:35 (MDW)Chicago Midway Airport
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14:10 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 2158)Boeing 737 Max 8 Passenger - 2h 35m
- Direct
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- M
- -
- -
- T
- F
- -
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- Boeing 737 Max 8 Passenger
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11:50 - 14:29ORD - IAH
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11:50 (ORD)Chicago O'Hare International Airport
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14:29 (IAH)Houston George Bush Intercontinental Airport
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American Airlines (AA 1168)Boeing 737 800 - 2h 39m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
-
12:05 - 14:40MDW - HOU
-
12:05 (MDW)Chicago Midway Airport
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14:40 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 2158)Boeing 737 700 - 2h 35m
- Direct
-
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 700
-
12:45 - 18:45ORD - IAH
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12:45 (ORD)Chicago O'Hare International Airport
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18:45 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 2479)Airbus - 6h
- Direct
-
- M
- T
- W
- T
- F
- -
- S
- Airbus
-
12:49 - 15:32ORD - IAH
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12:49 (ORD)Chicago O'Hare International Airport
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15:32 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 2195)Boeing 737 800 - 2h 43m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
-
12:55 - 15:35MDW - IAH
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12:55 (MDW)Chicago Midway Airport
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15:35 (IAH)Houston George Bush Intercontinental Airport
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Southwest Airlines (WN 1764)Boeing 737 700 - 2h 40m
- Direct
-
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
-
13:55 - 19:05MDW - HOU
-
13:55 (MDW)Chicago Midway Airport
-
19:05 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 987)Boeing 737 700 - 5h 10m
- Direct
-
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
-
14:05 - 16:40MDW - HOU
-
14:05 (MDW)Chicago Midway Airport
-
16:40 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 2158)Boeing 737 Max 8 Passenger - 2h 35m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 Max 8 Passenger
-
14:15 - 18:56ORD - IAH
-
14:15 (ORD)Chicago O'Hare International Airport
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18:56 (IAH)Houston George Bush Intercontinental Airport
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United Airlines (UA 1927)Boeing 737 800 - 4h 41m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
-
14:15 - 16:55ORD - IAH
-
14:15 (ORD)Chicago O'Hare International Airport
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16:55 (IAH)Houston George Bush Intercontinental Airport
-
United Airlines (UA 2151)Boeing 737 900 - 2h 40m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
-
14:15 - 16:50MDW - IAH
-
14:15 (MDW)Chicago Midway Airport
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16:50 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 1764)Boeing 737 700 - 2h 35m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 700
-
14:20 - 17:00MDW - IAH
-
14:20 (MDW)Chicago Midway Airport
-
17:00 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 3241)Boeing 737 800 - 2h 40m
- Direct
-
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 800
-
14:20 - 17:00MDW - IAH
-
14:20 (MDW)Chicago Midway Airport
-
17:00 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 3241)Boeing 737 700 - 2h 40m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
-
14:50 - 19:30MDW - HOU
-
14:50 (MDW)Chicago Midway Airport
-
19:30 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2405)Boeing 737 Max 8 Passenger - 4h 40m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 Max 8 Passenger
-
15:00 - 17:40MDW - HOU
-
15:00 (MDW)Chicago Midway Airport
-
17:40 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 5165)Boeing 737 700 - 2h 40m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
-
15:10 - 17:50MDW - HOU
-
15:10 (MDW)Chicago Midway Airport
-
17:50 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2158)Boeing 737 800 - 2h 40m
- Direct
-
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 800
-
16:05 - 18:48ORD - IAH
-
16:05 (ORD)Chicago O'Hare International Airport
-
18:48 (IAH)Houston George Bush Intercontinental Airport
-
United Airlines (UA 1912)Boeing 737 900 - 2h 43m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
-
17:20 - 21:45MDW - HOU
-
17:20 (MDW)Chicago Midway Airport
-
21:45 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2258)Boeing 737 800 - 4h 25m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 800
-
17:25 - 20:05MDW - HOU
-
17:25 (MDW)Chicago Midway Airport
-
20:05 (HOU)Houston Hobby Airport
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Southwest Airlines (WN 1891)Boeing 737 Max 8 Passenger - 2h 40m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 Max 8 Passenger
-
17:45 - 20:25MDW - HOU
-
17:45 (MDW)Chicago Midway Airport
-
20:25 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2160)Boeing 737 Max 8 Passenger - 2h 40m
- Direct
-
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 Max 8 Passenger
-
17:50 - 20:35ORD - IAH
-
17:50 (ORD)Chicago O'Hare International Airport
-
20:35 (IAH)Houston George Bush Intercontinental Airport
-
United Airlines (UA 1813)Boeing 737 900 - 2h 45m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
-
18:55 - 21:30MDW - HOU
-
18:55 (MDW)Chicago Midway Airport
-
21:30 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2160)Boeing 737 Max 8 Passenger - 2h 35m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 Max 8 Passenger
-
18:55 - 21:30MDW - IAH
-
18:55 (MDW)Chicago Midway Airport
-
21:30 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 5553)Boeing 737 800 - 2h 35m
- Direct
-
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 800
Connecting Flights
-
19:05 - 20:30+ 1MDW - BNA22:45 - 00:50+ 1BNA - IAH
-
19:05 (MDW)Chicago Midway Airport22:45 (BNA)Nashville Airport
-
20:30 (BNA)Nashville Airport + 100:50 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 3207)Boeing 737 700 Southwest Airlines (WN 2174)Boeing 737 Max 8 Passenger - 5h 45m (2h 15m)
- BNA Nashville 2h 15m
-
- -
- -
- -
- -
- -
- -
- S
-
19:05 - 20:30+ 1MDW - BNA22:40 - 00:40+ 1BNA - HOU
-
19:05 (MDW)Chicago Midway Airport22:40 (BNA)Nashville Airport
-
20:30 (BNA)Nashville Airport + 100:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 3207)Boeing 737 700 Southwest Airlines (WN 2089)Boeing 737 Max 8 Passenger - 5h 35m (2h 10m)
- BNA Nashville 2h 10m
-
- -
- -
- -
- -
- -
- -
- S
-
19:45 - 20:55MDW - STL21:45 - 23:45STL - HOU
-
19:45 (MDW)Chicago Midway Airport21:45 (STL)St Louis Lambert Intl Airport
-
20:55 (STL)St Louis Lambert Intl Airport23:45 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 4685)Boeing 737 800 Southwest Airlines (WN 2211)Boeing 737 800 - 4h (50m)
- STL Saint Louis 50m
-
- M
- -
- -
- T
- F
- -
- -
-
05:30 - 08:10MDW - AUS09:10 - 10:05AUS - HOU
-
05:30 (MDW)Chicago Midway Airport09:10 (AUS)Austin-Bergstrom International Airport
-
08:10 (AUS)Austin-Bergstrom International Airport10:05 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5387)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2080)Boeing 737 700 - 4h 35m (1h)
- AUS Austin 1h
-
- M
- -
- -
- T
- F
- -
- -
-
05:35 - 07:00MDW - BNA08:25 - 10:30BNA - IAH
-
05:35 (MDW)Chicago Midway Airport08:25 (BNA)Nashville Airport
-
07:00 (BNA)Nashville Airport10:30 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 270)Boeing 737 700 Southwest Airlines (WN 2230)Boeing 737 800 - 4h 55m (1h 25m)
- BNA Nashville 1h 25m
-
- M
- -
- -
- T
- F
- -
- -
-
05:35 - 08:15MDW - AUS08:55 - 09:55AUS - HOU
-
05:35 (MDW)Chicago Midway Airport08:55 (AUS)Austin-Bergstrom International Airport
-
08:15 (AUS)Austin-Bergstrom International Airport09:55 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5387)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2080)Boeing 737 700 - 4h 20m (40m)
- AUS Austin 40m
-
- -
- T
- W
- -
- -
- -
- -
-
05:40 - 09:10MDW - MCO10:30 - 12:05MCO - HOU
-
05:40 (MDW)Chicago Midway Airport10:30 (MCO)Orlando International Airport
-
09:10 (MCO)Orlando International Airport12:05 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 332)Boeing 737 800 Southwest Airlines (WN 2152)Boeing 737 700 - 6h 25m (1h 20m)
- MCO Orlando 1h 20m
-
- -
- T
- W
- -
- -
- -
- -
-
05:50 - 07:30MDW - DEN08:35 - 12:00DEN - IAH
-
05:50 (MDW)Chicago Midway Airport08:35 (DEN)Denver Intl Airport
-
07:30 (DEN)Denver Intl Airport12:00 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 1697)Boeing 737 700 Southwest Airlines (WN 2048)Boeing 737 Max 8 Passenger - 6h 10m (1h 05m)
- DEN Denver 1h 05m
-
- M
- -
- -
- T
- F
- -
- -
-
05:55 - 07:05MDW - STL07:45 - 09:50STL - HOU
-
05:55 (MDW)Chicago Midway Airport07:45 (STL)St Louis Lambert Intl Airport
-
07:05 (STL)St Louis Lambert Intl Airport09:50 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5846)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2208)Boeing 737 700 - 3h 55m (40m)
- STL Saint Louis 40m
-
- -
- -
- -
- -
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- -
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05:55 - 07:05MDW - STL10:15 - 12:20STL - HOU
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05:55 (MDW)Chicago Midway Airport10:15 (STL)St Louis Lambert Intl Airport
-
07:05 (STL)St Louis Lambert Intl Airport12:20 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5846)Boeing 737 Max 8 Passenger Southwest Airlines (WN 3250)Boeing 737 800 - 6h 25m (3h 10m)
- STL Saint Louis 3h 10m
-
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- -
- -
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- -
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06:05 - 08:55MDW - ATL11:00 - 12:10ATL - HOU
-
06:05 (MDW)Chicago Midway Airport11:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
08:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:10 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 925)Boeing 737 800 Southwest Airlines (WN 2075)Boeing 737 Max 8 Passenger - 6h 05m (2h 05m)
- ATL Atlanta 2h 05m
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- M
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06:15 - 09:45MDW - MCO10:35 - 12:10MCO - HOU
-
06:15 (MDW)Chicago Midway Airport10:35 (MCO)Orlando International Airport
-
09:45 (MCO)Orlando International Airport12:10 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 332)Boeing 737 700 Southwest Airlines (WN 2152)Boeing 737 Max 8 Passenger - 5h 55m (50m)
- MCO Orlando 50m
-
- -
- -
- -
- -
- -
- S
- -
-
06:20 - 07:45MDW - BNA08:25 - 10:35BNA - HOU
-
06:20 (MDW)Chicago Midway Airport08:25 (BNA)Nashville Airport
-
07:45 (BNA)Nashville Airport10:35 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 270)Boeing 737 Max 8 Passenger Southwest Airlines (WN 5436)Boeing 737 800 - 4h 15m (40m)
- BNA Nashville 40m
-
- -
- T
- W
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- -
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- -
-
06:30 - 10:10MDW - RSW11:35 - 13:00RSW - HOU
-
06:30 (MDW)Chicago Midway Airport11:35 (RSW)Southwest Florida International Airport
-
10:10 (RSW)Southwest Florida International Airport13:00 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5357)Boeing 737 700 Southwest Airlines (WN 1379)Boeing 737 700 - 6h 30m (1h 25m)
- RSW Fort Myers 1h 25m
-
- -
- -
- -
- -
- -
- S
- -
-
07:00 - 08:45ORD - DEN09:30 - 12:50DEN - HOU
-
07:00 (ORD)Chicago O'Hare International Airport09:30 (DEN)Denver Intl Airport
-
08:45 (DEN)Denver Intl Airport12:50 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 1260)Boeing 737 700 Southwest Airlines (WN 3367)Boeing 737 700 - 5h 50m (45m)
- DEN Denver 45m
-
- -
- -
- -
- -
- -
- -
- S
-
07:00 - 09:25ORD - DAL11:30 - 12:40DAL - HOU
-
07:00 (ORD)Chicago O'Hare International Airport11:30 (DAL)Dallas/Fort Worth Love Field Airport
-
09:25 (DAL)Dallas/Fort Worth Love Field Airport12:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5820)Boeing 737 700 Southwest Airlines (WN 19)Boeing 737 800 - 5h 40m (2h 05m)
- DAL Dallas 2h 05m
-
- -
- T
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- -
- -
- -
-
07:00 - 09:20MDW - DAL11:15 - 12:20DAL - IAH
-
07:00 (MDW)Chicago Midway Airport11:15 (DAL)Dallas/Fort Worth Love Field Airport
-
09:20 (DAL)Dallas/Fort Worth Love Field Airport12:20 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 1102)Boeing 737 800 Southwest Airlines (WN 5795)Boeing 737 700 - 5h 20m (1h 55m)
- DAL Dallas 1h 55m
-
- -
- T
- W
- -
- -
- -
- -
-
07:00 - 09:20MDW - DAL11:30 - 12:40DAL - HOU
-
07:00 (MDW)Chicago Midway Airport11:30 (DAL)Dallas/Fort Worth Love Field Airport
-
09:20 (DAL)Dallas/Fort Worth Love Field Airport12:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 1102)Boeing 737 800 Southwest Airlines (WN 19)Boeing 737 800 - 5h 40m (2h 10m)
- DAL Dallas 2h 10m
-
- -
- T
- W
- -
- -
- -
- -
-
07:00 - 09:25MDW - DAL11:30 - 12:40DAL - HOU
-
07:00 (MDW)Chicago Midway Airport11:30 (DAL)Dallas/Fort Worth Love Field Airport
-
09:25 (DAL)Dallas/Fort Worth Love Field Airport12:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 15)Boeing 737 700 Southwest Airlines (WN 19)Boeing 737 700 - 5h 40m (2h 05m)
- DAL Dallas 2h 05m
-
- M
- -
- -
- T
- F
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- -
-
07:00 - 09:25ORD - DAL11:30 - 12:40DAL - HOU
-
07:00 (ORD)Chicago O'Hare International Airport11:30 (DAL)Dallas/Fort Worth Love Field Airport
-
09:25 (DAL)Dallas/Fort Worth Love Field Airport12:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5820)Boeing 737 800 Southwest Airlines (WN 19)Boeing 737 700 - 5h 40m (2h 05m)
- DAL Dallas 2h 05m
-
- M
- -
- -
- T
- F
- -
- -
-
07:00 - 09:25ORD - DAL11:15 - 12:20DAL - IAH
-
07:00 (ORD)Chicago O'Hare International Airport11:15 (DAL)Dallas/Fort Worth Love Field Airport
-
09:25 (DAL)Dallas/Fort Worth Love Field Airport12:20 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 5820)Boeing 737 700 Southwest Airlines (WN 5795)Boeing 737 700 - 5h 20m (1h 50m)
- DAL Dallas 1h 50m
-
- -
- T
- W
- -
- -
- -
- -
-
07:05 - 09:25MDW - DAL11:10 - 12:20DAL - HOU
-
07:05 (MDW)Chicago Midway Airport11:10 (DAL)Dallas/Fort Worth Love Field Airport
-
09:25 (DAL)Dallas/Fort Worth Love Field Airport12:20 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 1102)Boeing 737 800 Southwest Airlines (WN 19)Boeing 737 700 - 5h 15m (1h 45m)
- DAL Dallas 1h 45m
-
- -
- -
- -
- -
- -
- S
- -
-
07:15 - 09:40ORD - DAL11:10 - 12:20DAL - HOU
-
07:15 (ORD)Chicago O'Hare International Airport11:10 (DAL)Dallas/Fort Worth Love Field Airport
-
09:40 (DAL)Dallas/Fort Worth Love Field Airport12:20 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5820)Boeing 737 Max 8 Passenger Southwest Airlines (WN 19)Boeing 737 700 - 5h 05m (1h 30m)
- DAL Dallas 1h 30m
-
- -
- -
- -
- -
- -
- S
- -
-
07:20 - 08:30MDW - STL10:45 - 12:55STL - HOU
-
07:20 (MDW)Chicago Midway Airport10:45 (STL)St Louis Lambert Intl Airport
-
08:30 (STL)St Louis Lambert Intl Airport12:55 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5846)Boeing 737 700 Southwest Airlines (WN 3250)Boeing 737 800 - 5h 35m (2h 15m)
- STL Saint Louis 2h 15m
-
- -
- -
- -
- -
- -
- -
- S
-
07:30 - 10:00ORD - DAL12:25 - 13:35DAL - HOU
-
07:30 (ORD)Chicago O'Hare International Airport12:25 (DAL)Dallas/Fort Worth Love Field Airport
-
10:00 (DAL)Dallas/Fort Worth Love Field Airport13:35 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5820)Boeing 737 Max 8 Passenger Southwest Airlines (WN 21)Boeing 737 700 - 6h 05m (2h 25m)
- DAL Dallas 2h 25m
-
- -
- -
- -
- -
- -
- -
- S
-
07:30 - 09:05ORD - BNA11:45 - 13:50BNA - HOU
-
07:30 (ORD)Chicago O'Hare International Airport11:45 (BNA)Nashville Airport
-
09:05 (BNA)Nashville Airport13:50 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 658)Boeing 737 700 Southwest Airlines (WN 366)Boeing 737 700 - 6h 20m (2h 40m)
- BNA Nashville 2h 40m
-
- -
- -
- -
- -
- -
- S
- -
-
07:35 - 09:45MDW - MSY10:35 - 11:50MSY - HOU
-
07:35 (MDW)Chicago Midway Airport10:35 (MSY)New Orleans Louis Armstrong Intl Airport
-
09:45 (MSY)New Orleans Louis Armstrong Intl Airport11:50 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 3389)Boeing 737 700 Southwest Airlines (WN 2473)Boeing 737 800 - 4h 15m (50m)
- MSY New Orleans 50m
-
- -
- T
- W
- -
- -
- -
- -
-
07:40 - 09:55MDW - DAL12:25 - 13:35DAL - HOU
-
07:40 (MDW)Chicago Midway Airport12:25 (DAL)Dallas/Fort Worth Love Field Airport
-
09:55 (DAL)Dallas/Fort Worth Love Field Airport13:35 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 1092)Boeing 737 700 Southwest Airlines (WN 21)Boeing 737 700 - 5h 55m (2h 30m)
- DAL Dallas 2h 30m
-
- -
- -
- -
- -
- -
- -
- S
-
08:00 - 11:30MDW - TPA12:50 - 14:15TPA - HOU
-
08:00 (MDW)Chicago Midway Airport12:50 (TPA)Tampa International Airport
-
11:30 (TPA)Tampa International Airport14:15 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 748)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2213)Boeing 737 700 - 6h 15m (1h 20m)
- TPA Tampa 1h 20m
-
- -
- T
- W
- -
- -
- -
- -
-
08:10 - 11:45MDW - MCO12:20 - 13:55MCO - HOU
-
08:10 (MDW)Chicago Midway Airport12:20 (MCO)Orlando International Airport
-
11:45 (MCO)Orlando International Airport13:55 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2966)Boeing 737 700 Southwest Airlines (WN 5570)Boeing 737 700 - 5h 45m (35m)
- MCO Orlando 35m
-
- M
- -
- -
- T
- F
- -
- -
-
08:10 - 11:45MDW - MCO12:30 - 14:10MCO - IAH
-
08:10 (MDW)Chicago Midway Airport12:30 (MCO)Orlando International Airport
-
11:45 (MCO)Orlando International Airport14:10 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 2966)Boeing 737 700 Southwest Airlines (WN 2242)Boeing 737 700 - 6h (45m)
- MCO Orlando 45m
-
- M
- -
- -
- T
- F
- -
- -
-
08:15 - 09:55MDW - DEN10:40 - 14:00DEN - HOU
-
08:15 (MDW)Chicago Midway Airport10:40 (DEN)Denver Intl Airport
-
09:55 (DEN)Denver Intl Airport14:00 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 1699)Boeing 737 Max 8 Passenger Southwest Airlines (WN 3243)Boeing 737 Max 8 Passenger - 5h 45m (45m)
- DEN Denver 45m
-
- -
- T
- W
- -
- -
- -
- -
-
08:25 - 10:45MDW - DAL13:00 - 14:05DAL - HOU
-
08:25 (MDW)Chicago Midway Airport13:00 (DAL)Dallas/Fort Worth Love Field Airport
-
10:45 (DAL)Dallas/Fort Worth Love Field Airport14:05 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5610)Boeing 737 Max 8 Passenger Southwest Airlines (WN 27)Boeing 737 800 - 5h 40m (2h 15m)
- DAL Dallas 2h 15m
-
- -
- T
- W
- -
- -
- -
- -
-
08:25 - 10:45MDW - DAL11:30 - 12:40DAL - HOU
-
08:25 (MDW)Chicago Midway Airport11:30 (DAL)Dallas/Fort Worth Love Field Airport
-
10:45 (DAL)Dallas/Fort Worth Love Field Airport12:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5610)Boeing 737 Max 8 Passenger Southwest Airlines (WN 19)Boeing 737 800 - 4h 15m (45m)
- DAL Dallas 45m
-
- -
- T
- W
- -
- -
- -
- -
-
08:30 - 11:20MDW - BWI12:45 - 15:05BWI - HOU
-
08:30 (MDW)Chicago Midway Airport12:45 (BWI)Baltimore Washington International Airport
-
11:20 (BWI)Baltimore Washington International Airport15:05 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5903)Boeing 737 800 Southwest Airlines (WN 2111)Boeing 737 800 - 6h 35m (1h 25m)
- BWI Baltimore 1h 25m
-
- -
- -
- -
- -
- -
- -
- S
-
08:45 - 11:00MDW - SDF12:15 - 13:40SDF - HOU
-
08:45 (MDW)Chicago Midway Airport12:15 (SDF)Louisville International Airport
-
11:00 (SDF)Louisville International Airport13:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5791)Boeing 737 Max 8 Passenger Southwest Airlines (WN 1387)Boeing 737 700 - 4h 55m (1h 15m)
- SDF 1h 15m
-
- M
- -
- -
- T
- F
- -
- -
-
08:50 - 11:45MDW - RDU12:25 - 14:25RDU - HOU
-
08:50 (MDW)Chicago Midway Airport12:25 (RDU)Raleigh/Durham Airport
-
11:45 (RDU)Raleigh/Durham Airport14:25 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5923)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2191)Boeing 737 700 - 5h 35m (40m)
- RDU Morrisville 40m
-
- -
- -
- -
- -
- -
- S
- -
-
09:00 - 11:20MDW - DAL13:00 - 14:10DAL - HOU
-
09:00 (MDW)Chicago Midway Airport13:00 (DAL)Dallas/Fort Worth Love Field Airport
-
11:20 (DAL)Dallas/Fort Worth Love Field Airport14:10 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 5610)Boeing 737 800 Southwest Airlines (WN 27)Boeing 737 700 - 5h 10m (1h 40m)
- DAL Dallas 1h 40m
-
- M
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- -
- T
- F
- -
- -
-
09:10 - 12:00MDW - DCA13:00 - 15:20DCA - HOU
-
09:10 (MDW)Chicago Midway Airport13:00 (DCA)Washington Ronald Reagan National Airport
-
12:00 (DCA)Washington Ronald Reagan National Airport15:20 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 1698)Boeing 737 Max 8 Passenger Southwest Airlines (WN 4882)Boeing 737 Max 8 Passenger - 6h 10m (1h)
- DCA Washington 1h
-
- M
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- -
- T
- F
- -
- -
-
09:15 - 12:05MDW - ATL13:30 - 14:40ATL - HOU
-
09:15 (MDW)Chicago Midway Airport13:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
12:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport14:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2174)Boeing 737 Max 8 Passenger Southwest Airlines (WN 849)Boeing 737 700 - 5h 25m (1h 25m)
- ATL Atlanta 1h 25m
-
- -
- T
- W
- -
- -
- -
- -
-
09:15 - 11:55MDW - AUS12:40 - 13:35AUS - HOU
-
09:15 (MDW)Chicago Midway Airport12:40 (AUS)Austin-Bergstrom International Airport
-
11:55 (AUS)Austin-Bergstrom International Airport13:35 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 6041)Boeing 737 Max 8 Passenger Southwest Airlines (WN 5365)Boeing 737 Max 8 Passenger - 4h 20m (45m)
- AUS Austin 45m
-
- -
- -
- -
- -
- -
- S
- -
-
09:20 - 12:10MDW - ATL14:25 - 15:35ATL - HOU
-
09:20 (MDW)Chicago Midway Airport14:25 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
12:10 (ATL)Atlanta Hartsfield-Jackson Intl Airport15:35 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2174)Boeing 737 700 Southwest Airlines (WN 849)Boeing 737 Max 8 Passenger - 6h 15m (2h 15m)
- ATL Atlanta 2h 15m
-
- M
- -
- -
- T
- F
- -
- -
-
09:35 - 11:15MDW - DEN12:40 - 16:00DEN - IAH
-
09:35 (MDW)Chicago Midway Airport12:40 (DEN)Denver Intl Airport
-
11:15 (DEN)Denver Intl Airport16:00 (IAH)Houston George Bush Intercontinental Airport
-
Southwest Airlines (WN 2203)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2237)Boeing 737 700 - 6h 25m (1h 25m)
- DEN Denver 1h 25m
-
- -
- T
- W
- -
- -
- -
- -
-
09:35 - 12:25MDW - DCA13:05 - 15:25DCA - HOU
-
09:35 (MDW)Chicago Midway Airport13:05 (DCA)Washington Ronald Reagan National Airport
-
12:25 (DCA)Washington Ronald Reagan National Airport15:25 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 1698)Boeing 737 700 Southwest Airlines (WN 4882)Boeing 737 700 - 5h 50m (40m)
- DCA Washington 40m
-
- -
- T
- W
- -
- -
- -
- -
-
09:35 - 11:50MDW - DAL14:05 - 15:20DAL - HOU
-
09:35 (MDW)Chicago Midway Airport14:05 (DAL)Dallas/Fort Worth Love Field Airport
-
11:50 (DAL)Dallas/Fort Worth Love Field Airport15:20 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 3400)Boeing 737 Max 8 Passenger Southwest Airlines (WN 31)Boeing 737 700 - 5h 45m (2h 15m)
- DAL Dallas 2h 15m
-
- -
- -
- -
- -
- -
- -
- S
-
09:35 - 11:50MDW - DAL13:10 - 14:20DAL - HOU
-
09:35 (MDW)Chicago Midway Airport13:10 (DAL)Dallas/Fort Worth Love Field Airport
-
11:50 (DAL)Dallas/Fort Worth Love Field Airport14:20 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 3400)Boeing 737 Max 8 Passenger Southwest Airlines (WN 27)Boeing 737 Max 8 Passenger - 4h 45m (1h 20m)
- DAL Dallas 1h 20m
-
- -
- -
- -
- -
- -
- -
- S
-
09:40 - 11:55MDW - MSY14:20 - 15:40MSY - HOU
-
09:40 (MDW)Chicago Midway Airport14:20 (MSY)New Orleans Louis Armstrong Intl Airport
-
11:55 (MSY)New Orleans Louis Armstrong Intl Airport15:40 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 3389)Boeing 737 Max 8 Passenger Southwest Airlines (WN 6097)Boeing 737 700 - 6h (2h 25m)
- MSY New Orleans 2h 25m
-
- -
- -
- -
- -
- -
- -
- S
-
09:40 - 11:55MDW - MSY12:50 - 14:05MSY - HOU
-
09:40 (MDW)Chicago Midway Airport12:50 (MSY)New Orleans Louis Armstrong Intl Airport
-
11:55 (MSY)New Orleans Louis Armstrong Intl Airport14:05 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 3389)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2473)Boeing 737 700 - 4h 25m (55m)
- MSY New Orleans 55m
-
- -
- -
- -
- -
- -
- -
- S
-
09:45 - 11:25MDW - DEN12:20 - 15:45DEN - HOU
-
09:45 (MDW)Chicago Midway Airport12:20 (DEN)Denver Intl Airport
-
11:25 (DEN)Denver Intl Airport15:45 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 2203)Boeing 737 Max 8 Passenger Southwest Airlines (WN 493)Boeing 737 700 - 6h (55m)
- DEN Denver 55m
-
- M
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- -
- T
- F
- -
- -
-
09:45 - 11:50MDW - OKC12:55 - 14:20OKC - HOU
-
09:45 (MDW)Chicago Midway Airport12:55 (OKC)Oklahoma City Will Rogers Airport
-
11:50 (OKC)Oklahoma City Will Rogers Airport14:20 (HOU)Houston Hobby Airport
-
Southwest Airlines (WN 1670)Boeing 737 700 Southwest Airlines (WN 5638)Boeing 737 Max 8 Passenger - 4h 35m (1h 05m)
- OKC Oklahoma City 1h 05m
-
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- F
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What’s the fastest flight time from Chicago to Houston?
The fastest flight time for direct flights from Chicago to Houston is 2 hours 30 minutes. Check latest flight schedules & prices on Wego.
What’s the most popular airline flying from Chicago to Houston?
The most popular airline flying from Chicago to Houston is American Airlines. Find the latest flight deals on Wego.
How far is Houston from Chicago?
The flight distance between Chicago and Houston is 1516km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 05:30. The last flight of the day departs at 19:15. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to Houston?
There are 3 airlines that offer direct flights from Chicago to Houston. Find out the list of airlines on Wego.
All Airports in Chicago
Popular Airlines flying from Chicago to Houston
Popular destinations from Houston
Popular destinations from Chicago
Popular Hotels in Houston
- InterContinental Houston - Medical Center
- Crowne Plaza Houston Galleria Area, an IHG Hotel
- Hyatt Regency Houston West
- DoubleTree by Hilton Hotel & Suites Houston by the Galleria
- Houston Marriott Westchase
- Holiday Inn HOUSTON DOWNTOWN
- HYATT house Houston/Galleria
- Cambria Hotel Houston Downtown Convention Center
- Homewood Suites by Hilton Houston Near the Galleria
- Hyatt Regency Houston