Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Chicago to Sarasota is Delta Air Lines.
Cheapest Month
June
Travel Period: June 2024 - May 2025
The cheapest month(s) to fly from Chicago to Sarasota 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
Thursday
The cheapest day(s) of the week to fly from Chicago to Sarasota is Thursday.
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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
9am
The cheapest time of the day to fly from Chicago to Sarasota is in the 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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Total Duration
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Availability
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19:35 - 23:10MDW - SRQ
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19:35 (MDW)Chicago Midway Airport
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23:10 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5749)Boeing 737 Max 8 Passenger - 2h 35m
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07:25 - 11:09ORD - SRQ
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07:25 (ORD)Chicago O'Hare International Airport
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11:09 (SRQ)Sarasota/Bradenton Airport
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United Airlines (UA 1481)Boeing 737 700 - 2h 44m
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- Boeing 737 700
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09:25 - 13:00MDW - SRQ
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09:25 (MDW)Chicago Midway Airport
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13:00 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 4599)Boeing 737 700 - 2h 35m
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- Boeing 737 700
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09:30 - 13:05MDW - SRQ
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09:30 (MDW)Chicago Midway Airport
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13:05 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 4599)Boeing 737 Max 8 Passenger - 2h 35m
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09:35 - 13:10MDW - SRQ
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09:35 (MDW)Chicago Midway Airport
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13:10 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 4599)Boeing 737 800 - 2h 35m
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10:00 - 13:35MDW - SRQ
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10:00 (MDW)Chicago Midway Airport
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13:35 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 4599)Boeing 737 700 - 2h 35m
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10:35 - 14:19ORD - SRQ
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10:35 (ORD)Chicago O'Hare International Airport
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14:19 (SRQ)Sarasota/Bradenton Airport
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United Airlines (UA 2632)Boeing 737 700 - 2h 44m
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15:55 - 19:30MDW - SRQ
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15:55 (MDW)Chicago Midway Airport
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19:30 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5749)Boeing 737 700 - 2h 35m
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16:59 - 20:37RFD - SRQ
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16:59 (RFD)Chicago Rockford Airport
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20:37 (SRQ)Sarasota/Bradenton Airport
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Allegiant Air LLC (G4 2986)Airbus - 2h 38m
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16:59 - 20:37RFD - SRQ
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16:59 (RFD)Chicago Rockford Airport
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20:37 (SRQ)Sarasota/Bradenton Airport
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Allegiant Air LLC (G4 3010)Airbus - 2h 38m
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17:35 - 21:10MDW - SRQ
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17:35 (MDW)Chicago Midway Airport
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21:10 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5749)Boeing 737 700 - 2h 35m
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18:10 - 21:45MDW - SRQ
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18:10 (MDW)Chicago Midway Airport
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21:45 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5749)Boeing 737 700 - 2h 35m
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Connecting Flights
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05:35 - 07:00MDW - BNA08:10 - 11:00BNA - SRQ
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05:35 (MDW)Chicago Midway Airport08:10 (BNA)Nashville Airport
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07:00 (BNA)Nashville Airport11:00 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 270)Boeing 737 700 Southwest Airlines (WN 4592)Boeing 737 700 - 4h 25m (1h 10m)
- BNA Nashville 1h 10m
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06:05 - 08:55MDW - ATL10:30 - 12:05ATL - SRQ
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06:05 (MDW)Chicago Midway Airport10:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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08:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:05 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 925)Boeing 737 700 Southwest Airlines (WN 4976)Boeing 737 700 - 5h (1h 35m)
- ATL Atlanta 1h 35m
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06:05 - 08:55MDW - ATL11:00 - 12:30ATL - SRQ
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06:05 (MDW)Chicago Midway Airport11:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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08:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:30 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 925)Boeing 737 800 Southwest Airlines (WN 4976)Boeing 737 700 - 5h 25m (2h 05m)
- ATL Atlanta 2h 05m
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07:05 - 09:55MDW - ATL10:45 - 12:15ATL - SRQ
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07:05 (MDW)Chicago Midway Airport10:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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09:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:15 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1572)Boeing 737 800 Southwest Airlines (WN 4976)Boeing 737 800 - 4h 10m (50m)
- ATL Atlanta 50m
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07:05 - 09:25MDW - DAL10:55 - 14:15DAL - SRQ
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07:05 (MDW)Chicago Midway Airport10:55 (DAL)Dallas/Fort Worth Love Field Airport
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09:25 (DAL)Dallas/Fort Worth Love Field Airport14:15 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1102)Boeing 737 800 Southwest Airlines (WN 297)Boeing 737 Max 8 Passenger - 6h 10m (1h 30m)
- DAL Dallas 1h 30m
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07:15 - 09:40ORD - DAL10:55 - 14:15DAL - SRQ
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07:15 (ORD)Chicago O'Hare International Airport10:55 (DAL)Dallas/Fort Worth Love Field Airport
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09:40 (DAL)Dallas/Fort Worth Love Field Airport14:15 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5820)Boeing 737 Max 8 Passenger Southwest Airlines (WN 297)Boeing 737 Max 8 Passenger - 6h (1h 15m)
- DAL Dallas 1h 15m
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07:30 - 09:05ORD - BNA11:35 - 14:30BNA - SRQ
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07:30 (ORD)Chicago O'Hare International Airport11:35 (BNA)Nashville Airport
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09:05 (BNA)Nashville Airport14:30 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 658)Boeing 737 700 Southwest Airlines (WN 2590)Boeing 737 800 - 6h (2h 30m)
- BNA Nashville 2h 30m
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08:15 - 11:10MDW - BWI12:40 - 15:10BWI - SRQ
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08:15 (MDW)Chicago Midway Airport12:40 (BWI)Baltimore Washington International Airport
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11:10 (BWI)Baltimore Washington International Airport15:10 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5903)Boeing 737 800 Southwest Airlines (WN 4595)Boeing 737 Max 8 Passenger - 5h 55m (1h 30m)
- BWI Baltimore 1h 30m
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08:35 - 11:30MDW - BWI13:05 - 15:40BWI - SRQ
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08:35 (MDW)Chicago Midway Airport13:05 (BWI)Baltimore Washington International Airport
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11:30 (BWI)Baltimore Washington International Airport15:40 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5903)Boeing 737 700 Southwest Airlines (WN 4595)Boeing 737 700 - 6h 05m (1h 35m)
- BWI Baltimore 1h 35m
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08:55 - 11:15MDW - PIT13:40 - 16:10PIT - SRQ
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08:55 (MDW)Chicago Midway Airport13:40 (PIT)Pittsburgh International Airport
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11:15 (PIT)Pittsburgh International Airport16:10 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 2676)Boeing 737 Max 8 Passenger Southwest Airlines (WN 3558)Boeing 737 Max 8 Passenger - 6h 15m (2h 25m)
- PIT 2h 25m
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09:40 - 10:50MDW - STL12:55 - 16:10STL - SRQ
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09:40 (MDW)Chicago Midway Airport12:55 (STL)St Louis Lambert Intl Airport
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10:50 (STL)St Louis Lambert Intl Airport16:10 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5846)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2177)Boeing 737 Max 8 Passenger - 5h 30m (2h 05m)
- STL Saint Louis 2h 05m
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09:50 - 11:00MDW - STL13:55 - 17:10STL - SRQ
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09:50 (MDW)Chicago Midway Airport13:55 (STL)St Louis Lambert Intl Airport
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11:00 (STL)St Louis Lambert Intl Airport17:10 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5846)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2177)Boeing 737 700 - 6h 20m (2h 55m)
- STL Saint Louis 2h 55m
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10:15 - 12:25MDW - CMH14:55 - 17:15CMH - SRQ
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10:15 (MDW)Chicago Midway Airport14:55 (CMH)Columbus Port Columbus Intl Airport
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12:25 (CMH)Columbus Port Columbus Intl Airport17:15 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1223)Boeing 737 700 Southwest Airlines (WN 4240)Boeing 737 700 - 6h (2h 30m)
- CMH Columbus 2h 30m
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10:30 - 12:00ORD - BNA13:55 - 16:45BNA - SRQ
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10:30 (ORD)Chicago O'Hare International Airport13:55 (BNA)Nashville Airport
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12:00 (BNA)Nashville Airport16:45 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 659)Boeing 737 800 Southwest Airlines (WN 2590)Boeing 737 800 - 5h 15m (1h 55m)
- BNA Nashville 1h 55m
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10:30 - 12:00ORD - BNA13:25 - 16:15BNA - SRQ
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10:30 (ORD)Chicago O'Hare International Airport13:25 (BNA)Nashville Airport
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12:00 (BNA)Nashville Airport16:15 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 659)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2590)Boeing 737 800 - 4h 45m (1h 25m)
- BNA Nashville 1h 25m
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10:35 - 13:20MDW - BWI15:00 - 17:35BWI - SRQ
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10:35 (MDW)Chicago Midway Airport15:00 (BWI)Baltimore Washington International Airport
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13:20 (BWI)Baltimore Washington International Airport17:35 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 575)Boeing 737 Max 8 Passenger Southwest Airlines (WN 5869)Boeing 737 700 - 6h (1h 40m)
- BWI Baltimore 1h 40m
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11:45 - 14:00MDW - DAL15:15 - 18:35DAL - SRQ
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11:45 (MDW)Chicago Midway Airport15:15 (DAL)Dallas/Fort Worth Love Field Airport
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14:00 (DAL)Dallas/Fort Worth Love Field Airport18:35 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1207)Boeing 737 Max 8 Passenger Southwest Airlines (WN 297)Boeing 737 Max 8 Passenger - 5h 50m (1h 15m)
- DAL Dallas 1h 15m
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11:50 - 13:15MDW - BNA13:55 - 16:45BNA - SRQ
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11:50 (MDW)Chicago Midway Airport13:55 (BNA)Nashville Airport
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13:15 (BNA)Nashville Airport16:45 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 692)Boeing 737 700 Southwest Airlines (WN 2590)Boeing 737 800 - 3h 55m (40m)
- BNA Nashville 40m
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12:05 - 13:15MDW - STL13:55 - 17:10STL - SRQ
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12:05 (MDW)Chicago Midway Airport13:55 (STL)St Louis Lambert Intl Airport
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13:15 (STL)St Louis Lambert Intl Airport17:10 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 3279)Boeing 737 700 Southwest Airlines (WN 2177)Boeing 737 700 - 4h 05m (40m)
- STL Saint Louis 40m
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12:55 - 15:45MDW - ATL18:35 - 20:05ATL - SRQ
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12:55 (MDW)Chicago Midway Airport18:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport20:05 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 576)Boeing 737 700 Southwest Airlines (WN 4591)Boeing 737 Max 8 Passenger - 6h 10m (2h 50m)
- ATL Atlanta 2h 50m
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15:00 - 17:40MDW - HOU19:20 - 22:35HOU - SRQ
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15:00 (MDW)Chicago Midway Airport19:20 (HOU)Houston Hobby Airport
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17:40 (HOU)Houston Hobby Airport22:35 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 5165)Boeing 737 700 Southwest Airlines (WN 1892)Boeing 737 700 - 6h 35m (1h 40m)
- HOU Houston 1h 40m
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15:35 - 18:25MDW - ATL22:00 - 23:30ATL - SRQ
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15:35 (MDW)Chicago Midway Airport22:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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18:25 (ATL)Atlanta Hartsfield-Jackson Intl Airport23:30 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1476)Boeing 737 Max 8 Passenger Southwest Airlines (WN 4591)Boeing 737 Max 8 Passenger - 6h 55m (3h 35m)
- ATL Atlanta 3h 35m
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16:30 - 19:15MDW - BWI20:30 - 23:00BWI - SRQ
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16:30 (MDW)Chicago Midway Airport20:30 (BWI)Baltimore Washington International Airport
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19:15 (BWI)Baltimore Washington International Airport23:00 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1833)Boeing 737 Max 8 Passenger Southwest Airlines (WN 4944)Boeing 737 700 - 5h 30m (1h 15m)
- BWI Baltimore 1h 15m
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16:30 - 20:45MDW - ATL21:30 - 23:00ATL - SRQ
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16:30 (MDW)Chicago Midway Airport21:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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20:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport23:00 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1011)Boeing 737 700 Southwest Airlines (WN 4591)Boeing 737 Max 8 Passenger - 5h 30m (45m)
- ATL Atlanta 45m
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16:50 - 18:15MDW - BNA18:55 - 21:45BNA - SRQ
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16:50 (MDW)Chicago Midway Airport18:55 (BNA)Nashville Airport
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18:15 (BNA)Nashville Airport21:45 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1599)Boeing 737 700 Southwest Airlines (WN 2590)Boeing 737 700 - 3h 55m (40m)
- BNA Nashville 40m
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17:05 - 19:55MDW - ATL21:30 - 23:00ATL - SRQ
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17:05 (MDW)Chicago Midway Airport21:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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19:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport23:00 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1476)Boeing 737 800 Southwest Airlines (WN 4591)Boeing 737 Max 8 Passenger - 4h 55m (1h 35m)
- ATL Atlanta 1h 35m
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17:25 - 20:05+ 1MDW - HOU20:50 - 00:05+ 1HOU - SRQ
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17:25 (MDW)Chicago Midway Airport20:50 (HOU)Houston Hobby Airport
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20:05 (HOU)Houston Hobby Airport + 100:05 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 1891)Boeing 737 Max 8 Passenger Southwest Airlines (WN 1892)Boeing 737 Max 8 Passenger - 5h 40m (45m)
- HOU Houston 45m
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18:30 - 21:20MDW - ATL22:00 - 23:30ATL - SRQ
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18:30 (MDW)Chicago Midway Airport22:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
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21:20 (ATL)Atlanta Hartsfield-Jackson Intl Airport23:30 (SRQ)Sarasota/Bradenton Airport
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Southwest Airlines (WN 2672)Boeing 737 Max 8 Passenger Southwest Airlines (WN 4591)Boeing 737 Max 8 Passenger - 4h (40m)
- ATL Atlanta 40m
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No Schedules
Sorry, there are no schedules matching your filters. Try removing one.
reset
What’s the fastest flight time from Chicago to Sarasota?
The fastest flight time for direct flights from Chicago to Sarasota is 2 hours 35 minutes. Check latest flight schedules & prices on Wego.
How far is Sarasota from Chicago?
The flight distance between Chicago and Sarasota is 1682km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 05:35. The last flight of the day departs at 19:35. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to Sarasota?
There are 3 airlines that offer direct flights from Chicago to Sarasota. Find out the list of airlines on Wego.