Recent Airfares from Canada to Chicago

Toronto to Chicago

from

2024-06-29 - 2024-07-03
Direct · 4-day round trip
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Montréal to Chicago

from

2024-07-20 - 2024-07-31
1 stop · 11-day round trip
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Calgary to Chicago

from

2024-07-01 - 2024-07-15
Direct · 14-day round trip
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Vancouver to Chicago

from

2024-09-03 - 2024-09-14
1 stop · 11-day round trip
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Ottawa to Chicago

from

2024-07-20 - 2024-07-31
1 stop · 11-day round trip
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Halifax to Chicago

from

2024-06-24 - 2024-06-28
1 stop · 4-day round trip
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Winnipeg to Chicago

from

2024-06-13 - 2024-06-16
1 stop · 3-day round trip
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Saskatoon to Chicago

from

2024-07-10 - 2024-07-14
1 stop · 4-day round trip
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Weather Averages for Chicago

Canada to Chicago flight information

  • The most popular flight routes from Canada to Chicago are Toronto to Chicago, Calgary to Chicago, Ottawa to Chicago
  • The cheapest flight from Canada to Chicago is from Toronto to Chicago, with airfares starting at EUR 189.96
  • The fastest flight from Canada to Chicago is from Toronto to Chicago, with an average flight time of 1h 47m
  • The most popular airlines flying from Canada to Chicago are United Airlines

Popular Airlines flying from Canada to Chicago

United Airlines ‏()

Popular routes from Canada to Chicago

Popular destinations from Canada