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Cheap flights from Canada to Chicago
Flight information for Canada to Chicago
Find info about flight duration, direct flights, and airports for your flight from Canada to Chicago
| Best price found | 289 C$ | The best flight deal from Canada to Chicago found on momondo in the last 72 hours is 289 C$ | |
| Fastest flight time | 1h 41m | The fastest flight from Canada to Chicago takes 1h 41m. | |
| Direct flights | None | There are no direct flights from Canada to Chicago. Popular non-direct routes for this connection are Vancouver Intl - Chicago O'Hare Intl, Montreal Pierre Elliott Trudeau Intl - Chicago O'Hare Intl and Toronto Pearson Intl - Chicago O'Hare Intl. | |
| Airports in Chicago | 3 airports | There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD) |
Canada to Chicago flight comparison made easy
Below you can see the best fares for your route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Canada to Chicago by changing tabs
Quickest
Cheapest
Porter Airlines
24 Mar.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
27 Mar.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
217 C$
Porter Airlines
29 May
12:00 a.m.
YTZ
Toronto Island airport
1h 47m
MDW
12:47 a.m.
Chicago Midway airport
31 May
11:00 p.m.
MDW
Chicago Midway airport
1h 42m
YTZ
1:42 a.m.
+1
Toronto Island airport
238 C$
Porter Airlines
01 Jun.
12:00 a.m.
YTZ
Toronto Island airport
1h 47m
MDW
12:47 a.m.
Chicago Midway airport
07 Jun.
11:00 p.m.
MDW
Chicago Midway airport
1h 42m
YTZ
1:42 a.m.
+1
Toronto Island airport
253 C$
Porter Airlines
24 Mar.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
27 Mar.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
217 C$
Porter Airlines
24 Apr.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
26 Apr.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
254 C$
Porter Airlines
16 Apr.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
18 Apr.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
281 C$
Alternative routes for Canada to Chicago
Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Useful information for finding Canada to Chicago flight deals
Learn about all of the flight booking features offered by momondo for free.
How do I get Price Alerts for flights from Canada to Chicago?
Price Alerts will notify you by email when the price for flights to Chicago from Canada decreases. To activate this, select your desired travel dates and search for offers. While browsing through offers you’ll see the Price Alert widget toggle. Click it to turn on notifications.
How can I save money on flights from Canada to Chicago 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 aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.
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*Flight prices to Chicago are based on prices for economy tickets found by momondo users during searches within the last 72 hours. These prices may no longer be available.