Skyscanner home

Cheap Flights from Chicago to Canmore

Compare Chicago to Canmore flight deals

Find the cheapest month or even day of the year to fly to Canmore

Book the best Canmore fare with no extra fees

Flight deals from Chicago to Canmore

Looking for a cheap last-minute deal or the best return flight from Chicago to Canmore? Find the lowest prices on one-way and return tickets right here.
Calgary.R 2,166 per passenger.Departing Sat, 1 Aug.One-way flight with Lufthansa.Outbound indirect flight with Lufthansa, departs from Chicago O'Hare International on Sat, 1 Aug, arriving in Calgary.Price includes taxes and charges.From R 2,166, select.
Calgary.R 2,239 per passenger.Departing Mon, 14 Sep.One-way flight with American Airlines.Outbound direct flight with American Airlines departs from Chicago O'Hare International on Mon, 14 Sep, arriving in Calgary.Price includes taxes and charges.From R 2,239, select.
Calgary.R 2,256 per passenger.Departing Sat, 15 Aug.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 15 Aug, arriving in Calgary.Price includes taxes and charges.From R 2,256, select.
Calgary.R 2,256 per passenger.Departing Fri, 2 Oct.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 2 Oct, arriving in Calgary.Price includes taxes and charges.From R 2,256, select.
Calgary.R 2,263 per passenger.Departing Thu, 15 Apr.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 15 Apr, arriving in Calgary.Price includes taxes and charges.From R 2,263, select.
Calgary.R 2,283 per passenger.Departing Tue, 28 Jul.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 28 Jul, arriving in Calgary.Price includes taxes and charges.From R 2,283, select.
Calgary.R 2,370 per passenger.Departing Mon, 9 Nov.One-way flight with WestJet.Outbound direct flight with WestJet departs from Chicago O'Hare International on Mon, 9 Nov, arriving in Calgary.Price includes taxes and charges.From R 2,370, select.
Calgary.R 2,412 per passenger.Departing Tue, 4 May.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 4 May, arriving in Calgary.Price includes taxes and charges.From R 2,412, select.
Calgary.R 2,414 per passenger.Departing Wed, 6 Jan.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 6 Jan, arriving in Calgary.Price includes taxes and charges.From R 2,414, select.
Calgary.R 2,415 per passenger.Departing Sat, 5 Dec.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 5 Dec, arriving in Calgary.Price includes taxes and charges.From R 2,415, select.
Calgary.R 2,478 per passenger.Departing Tue, 23 Jun.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 23 Jun, arriving in Calgary.Price includes taxes and charges.From R 2,478, select.
Calgary.R 2,570 per passenger.Departing Thu, 4 Mar.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 4 Mar, arriving in Calgary.Price includes taxes and charges.From R 2,570, select.
Calgary.R 2,672 per passenger.Departing Tue, 30 Jun.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue, 30 Jun, arriving in Calgary.Price includes taxes and charges.From R 2,672, select.
Calgary.R 4,249 per passenger.Departing Thu, 31 Dec.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 31 Dec, arriving in Calgary.Price includes taxes and charges.From R 4,249, select.
Calgary.R 5,914 per passenger.Departing Thu, 4 Mar.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 4 Mar, arriving in Calgary.Price includes taxes and charges.From R 5,914, select.
Show more deals

Chicago to Canmore: Flight information

The things to know before you go.
Fly intoCalgary Airport
Distance to Canmore92.6 km
Cheapest flightR 2,166
Cheapest month to flyAugust
Most popular airlineAmerican Airlines
Average flight time3 hrs, 56 mins

Find the cheapest month to fly from Chicago to Canmore

We’re always keeping an eye on fares, so you can find the best flight deal in seconds. It looks like Chicago to Canmore flights are currently cheapest in August. We’ve based this on flights into Calgary Airport.
Jun
from R 2,482
Jul
from R 2,286
Aug
from R 2,169
Sep
from R 2,242
Oct
from R 2,260
Nov
from R 2,374
Dec
from R 2,419
Jan
from R 2,418
Feb
Find prices
Mar
from R 2,574
Apr
from R 2,267
May
from R 2,416

Finding cheap flights from Chicago to Canmore: Frequently asked questions

The best price we found for a return flight from Chicago to Canmore is R 4,641. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
American Airlines, Air Canada, United all offer direct flights to Calgary Airport.
We've checked every Chicago to Canmore fare we could find, and the cheapest upcoming date to fly seems to be on Thursday, 29 October 2026. Overall, the cheapest month to fly from Chicago to Canmore is usually October.
If you're flying from Chicago, the cheapest airport near Canmore is Calgary – which is 92.6 km away from the centre of Canmore. We've found flights into this airport from R 4,641.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Canmore on Thursday, 29 October 2026.
No airlines currently offer direct flights between Chicago and Canmore. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Canmore but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Canmore is around 40 days in advance, so don’t leave your flight to the last minute.
Calgary Airport is the best option, and is around 92.6km from Canmore.
Calgary Airport is closest to Canmore, at around 92.6 km away.
The cheapest airline that flies to Canmore is WestJet .