Flights North America Canada Chicago to Canada

Cheap flights from Chicago to Canada

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Flight information for Chicago to Canada

Find info about flight duration, direct flights, and airports for your flight from Chicago to Canada
Best Price Found $158 The best flight deal from Chicago to Canada found on momondo in the last 72 hours is $158
Fastest flight time 1h 29m The fastest flight from Chicago to Canada takes 1h 29m.
Direct flights None There are no direct flights from Chicago to Canada. Popular non-direct routes for this connection are Chicago O'Hare Intl - Toronto Pearson Intl, Chicago O'Hare Intl - Montreal Pierre Elliott Trudeau Intl and Chicago O'Hare Intl - Vancouver Intl.

Easily compare round-trip flights from Chicago to Canada

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Canada by changing tabs
Quickest
Cheapest
Porter Airlines
Jul 17
MDW
Chicago Midway
1h 42m
YTZ
Toronto Island
Jul 20
YTZ
Toronto Island
1h 47m
MDW
Chicago Midway
Multiple Airlines
Sep 10
ORD
Chicago O'Hare Intl
5h 25m
1 stop
YYZ
Toronto Pearson Intl
Sep 14
YYZ
Toronto Pearson Intl
5h 26m
1 stop
ORD
Chicago O'Hare Intl
Major Airline
May 23
ORD
Chicago O'Hare Intl
1h 47m
YYZ
Toronto Pearson Intl
May 25
YYZ
Toronto Pearson Intl
2h 00m
ORD
Chicago O'Hare Intl

Find the cheapest one-way flights from Chicago to Canada

If you're looking for one-way flights from Chicago to Canada, view some of our deals below provided by Porter Airlines, Delta and Aeromexico
Quickest
Cheapest
Porter Airlines
Sep 16
MDW
Chicago Midway
1h 42m
YTZ
Toronto Island
Delta
Apr 9
MDW
Chicago Midway
3h 57m
1 stop
YYZ
Toronto Pearson Intl
Aeromexico
Apr 4
MDW
Chicago Midway
7h 00m
1 stop
YYZ
Toronto Pearson Intl

Useful information for finding Chicago to Canada flight deals

Learn about all of the flight booking features offered by momondo for free.

How do I get Price Alerts for flights from Chicago to Canada?

Confirm your travel details to search for the latest offers for flights from Chicago to Canada. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

How can I save money on flights from Chicago to Canada with momondo?

By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

How does momondo find its flight prices?

We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.


Flights from Chicago to:

Flights North America Canada Chicago to Canada