There are most likely no direct flights on the Chicago — Calgary route
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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.
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There are most likely no direct flights on the Chicago — Calgary route
The minimum one-way ticket price from Chicago to Calgary is $104 (September 2026), while the maximum is $139 (November 2026). On average, a ticket costs $122–$139.
Chicago — Calgary
09/18/2026
Departure
Direct flight
UA1156
starting at $170
starting at $170
starting at $168
The route Chicago — Calgary is served by several airlines: United Airlines 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 $168 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.
The cheapest flight ticket from Chicago to Calgary according to data for the last 48 hours costs $168
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: September, November.
The fastest flights from Chicago to Calgary start from 3 hours 59 minutes in the air.
The following airlines operate direct flights on the route Chicago — Calgary: United Airlines
The cheapest one-way flight from Chicago to Calgary departs on 09/18/2026, is operated by American Airlines and costs $168
The cheapest roundtrip flight from Chicago to Calgary departs on 10/18/2026, is operated by United Airlines and costs $268
Fastest flight from Chicago to Calgary takes 3h 59m
There are direct flights on this route 1 day a week: Fr
The distance between Chicago and Calgary is 2250km (1395 miles). There are 61 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 8:46 PM
We couldn't find any special offers for flights from Chicago to Calgary