Find cheap flights from Calgary to Chicago starting at $108.
Book one-way or return flights from Calgary to Chicago from as little as $108. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- YYC12:303h 35mDirectORD17:05Sun, May 26|Calgary - Chicago|WestJet$108$16534% OFF34% OFF$165$108
- YYC12:303h 35mDirectORD17:05Thu, May 30|Calgary - Chicago|WestJet$111$16533% OFF33% OFF$165$111
- YYC12:303h 35mDirectORD17:05Sun, Jun 2|Calgary - Chicago|WestJet$111$16533% OFF33% OFF$165$111
- YYC12:303h 35mDirectORD17:05Sat, Jun 1|Calgary - Chicago|WestJet$111$111
- YYC12:303h 35mDirectORD17:05Sat, May 25|Calgary - Chicago|WestJet$112$112
- YYC12:303h 35mDirectORD17:05Fri, May 31|Calgary - Chicago|WestJet$113$113
- YYC12:303h 27mDirectORD16:57Sat, Jun 22|Calgary - Chicago|WestJet$114$114
- YYC12:303h 35mDirectORD17:05Sat, May 18|Calgary - Chicago|WestJet$114$114
- YYC12:303h 35mDirectORD17:05Thu, May 23|Calgary - Chicago|WestJet$114$114
- YYC12:403h 30mDirectORD17:10Wed, May 8|Calgary - Chicago|United Airlines$115$115
- YYC13:003h 5mDirectCHI14:00Sun, May 5|Calgary - Chicago|WestJetFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Find more flights and airlines
Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Calgary to Chicago.
- CheapestYYC08:0026h 36m1 transferMDW11:36Calgary International Airport - Midway International AirportTue, Apr 30Flair Airlines$127
- YYC12:303h 27mDirectORD16:57Calgary International Airport - O'Hare International AirportMon, Jun 17WestJet$263
- YYC10:259h 23m1 transferRFD20:48Calgary International Airport - Chicago Rockford International AirportThu, May 30WestJet$374
- YYC10:259h 23m1 transferRFD20:48Calgary International Airport - Chicago Rockford International AirportThu, May 30WestJet$374Find More Flights
Frequently Asked Questions
How to find a cheap flight from Calgary to Chicago
Cheapest nonstop flight price | $108 |
---|---|
Cheapest round-trip ticket price | $173 |
Off-season for travel | May |
Peak season for travel | October |
Flight distance | 2,248.84km |
Average flight time | 4 hours 26 minutes |
Popular airline | WestJet |
Plan Your Trip Around Chicago
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