Starting at $154
Starting at $206
Helping travelers to find the best flight offers
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Calgary to Chicago:
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.
Starting at $154
Starting at $206
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 Calgary to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A direct flight is the most convenient and comfortable way to fly from Calgary to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
Unable to find information about the schedule of direct flights from
Calgary — Chicago
02/05/2025
Departure date
Direct flight
UA1655
Starting at $208
Calgary — Chicago
02/25/2025
Departure date
Direct flight
UA1655
Starting at $362
Calgary — Chicago
02/27/2025
Departure date
Direct flight
WS1574
Starting at $95
Calgary — Chicago
03/06/2025
Departure date
Direct flight
WS1574
Starting at $101
Calgary — Chicago
09/10/2025
Departure date
Direct flight
AA1633
Starting at $132
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 Calgary to Chicago
Below you will find a list of airlines operating flights on the Calgary — Chicago route and the starting prices for flights of each specific airline on it.
The cheapest one-way flight from Calgary to Chicago departs on 02/27/2025, is operated by Westjet and costs $95
The cheapest roundtrip flight from Calgary to Chicago departs on 03/14/2025, is operated by Air Canada and costs $196
Fastest flight from Calgary to Chicago takes 3h 26m
There are direct flights on this route 2 days a week: We and Th
The distance between Calgary and Chicago is 2249km (1394 miles). There are 16 direct flights from Calgary to Chicago. The time difference between Calgary and Chicago is 1h . Flights from Calgary begin at 12:41 PM. The latest flight from Calgary departs at 12:41 PM.
We couldn't find any special offers for flights from Calgary to Chicago
The cheapest flight ticket from Calgary to Chicago according to data for the last 48 hours costs $95
Often the best time to buy tickets from Calgary to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Calgary to Chicago can be found flying in these months: June.
The fastest flights from Calgary to Chicago start from 3 hours 26 minutes in the air.
The following airlines operate direct flights on the route Calgary — Chicago: United Airlines, Westjet, American Airlines
