Cheap flights from Canada to Chicago

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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
Porter Airlines
24 Mar.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
Porter Airlines
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
Porter Airlines
29 May
12:00 a.m.
YTZ
Toronto Island airport
1h 47m
MDW
12:47 a.m.
Chicago Midway airport
Porter Airlines
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
Porter Airlines
01 Jun.
12:00 a.m.
YTZ
Toronto Island airport
1h 47m
MDW
12:47 a.m.
Chicago Midway airport
Porter Airlines
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
Porter Airlines
24 Mar.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
Porter Airlines
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
Porter Airlines
24 Apr.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
Porter Airlines
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
Porter Airlines
16 Apr.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
Porter Airlines
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
Calgary to Chicago Flights
Fastest flight time
5h 36m
Cheapest price
332 C$
Calgary to Indianapolis Flights
Fastest flight time
9h 01m
Cheapest price
459 C$

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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