|Best Price Found||$379||The best flight deal from Calgary to Chicago found on momondo in the last 72 hours is $379|
|Fastest flight time||5h 56m||The fastest flight from Calgary to Chicago takes 5h 56m|
|Direct flights||None||There are no direct flights from Calgary to Chicago. Popular non-direct routes for this connection are Calgary Airport - Chicago O'Hare Intl Airport and Calgary Airport - Chicago Midway Airport.|
|Airports in Chicago||3 airports||There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)|
The cheapest time of year to fly to Chicago from Calgary is January. Most expensive is December
The cheapest day of the week is typically Wednesday. The most expensive is typically Friday
in the evening
Calgary to Chicago flights are approximately 56% more expensive in the morning than in the evening
American Airlines, United Airlines, and WestJet are the most popular carriers operating from Calgary to Chicago
Calgary - Chicago O'Hare Intl
Fly from Calgary to Chicago O'Hare Intl for the best Calgary - Chicago flight prices
0 days before
The cheapest time to buy a flight from Calgary to Chicago is approximately 0 days to departure
Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!
Not because the flight is going to Africa we can’t get better service on board
The crew all the way from Medicine Hat to Thunder Bay were wonderful! I think Selva was the name of the stewardess on my flight from Medicine Hat to Calgary and she was delightful! It was pretty early in the morning and she was the right amount of pep without being overbearing. She was very organized and professional as well thank you! My flight from Calgary to Toronto was fantastic! I've been on large planes before and the boarding process was very well done by the crew. I was bumped to a window seat (such a blessing) and the selection of entertainment was great. The plane was very clean and modern. Vic the stewardess really stood out and was very kind and professional thank you Vic! I don't remember the names of the ladies on my flight from Toronto to Thunder Bay but they were fantastic as well! Its always a rough time flying into Thunder Bay that late but they made the journey as comfortable as possible, thank you both! All in all thanks Westjet team you did a great job and I look forward to flying with you again!
Due to the global impact of COVID-19, some of our airline partners operating flights from Calgary to Chicago, such as United Airlines, American Airlines, and WestJet may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.
Chicago is 1397.6 mi away from Calgary. In terms of flight time, this usually takes a little over 4h 25m.