Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Calgary. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Chicago to Calgary, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
The route Chicago — Calgary is served by several airlines: United Airlines, Westjet, and American Airlines. This gives passengers more freedom in choosing flights. You can consider not only the price but also schedules, baggage policies, and onboard service. Our service compares all offers so you can find tickets from $151 and choose the most convenient option. Thanks to airline competition, you may also find promotional fares or special offers, helping you save even more. Plan your trip in advance and choose the best flights without overpaying.
Chicago — Calgary
06/03/2026
Departure
Direct flight
UA1156
starting at $298
Chicago — Calgary
06/04/2026
Departure
Direct flight
UA1156
starting at $240
Chicago — Calgary
06/08/2026
Departure
Direct flight
WS1611
starting at $393
Chicago — Calgary
06/25/2026
Departure
Direct flight
UA764
starting at $338
There are most likely no direct flights on the Chicago — Calgary route
The cheapest one-way flight from Chicago to Calgary departs on 06/03/2026, is operated by American Airlines and costs $151
The cheapest roundtrip flight from Chicago to Calgary departs on 06/18/2026, is operated by United Airlines and costs $371
Fastest flight from Chicago to Calgary takes 3h 44m
There are direct flights on this route 3 days a week: Mo, We, and Th
The distance between Chicago and Calgary is 2249km (1394 miles). There are 5 direct flights from Chicago to Calgary. The time difference between Chicago and Calgary is 1h. Flights from Chicago begin at 8:40 AM. The latest flight from Chicago departs at 8:50 PM
We couldn't find any special offers for flights from Chicago to Calgary
The cheapest flight ticket from Chicago to Calgary according to data for the last 48 hours costs $151
Often the best time to buy tickets from Chicago to Calgary is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Calgary can be found flying in these months: June.
The fastest flights from Chicago to Calgary start from 3 hours 44 minutes in the air.
The following airlines operate direct flights on the route Chicago — Calgary: United Airlines, Westjet
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Calgary