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Cheap flights from Chicago to Canada
Chicago to Canada 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 Chicago to Canada by changing tabs
Quickest
Cheapest
Air Canada
28 Feb.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
1h 36m
YYZ
1:36 a.m.
+1
Toronto Pearson Intl airport
04 Mar.
12:00 a.m.
YYZ
Toronto Pearson Intl airport
1h 58m
ORD
12:58 a.m.
Chicago O'Hare Intl airport
210 C$
United Airlines
19 Jan.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
4h 14m
YYC
2:14 a.m.
+1
Calgary airport
23 Jan.
10:00 p.m.
YYC
Calgary airport
3h 42m
ORD
2:42 a.m.
+1
Chicago O'Hare Intl airport
213 C$
United Airlines
10 Apr.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
6h 45m
1 Stop
YYC
4:45 a.m.
+1
Calgary airport
18 Apr.
10:00 p.m.
YYC
Calgary airport
7h 21m
1 Stop
ORD
6:21 a.m.
+1
Chicago O'Hare Intl airport
243 C$
Delta
31 Mar.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
4h 45m
1 Stop
YYZ
4:45 a.m.
+1
Toronto Pearson Intl airport
03 Apr.
12:00 a.m.
YYZ
Toronto Pearson Intl airport
2h 11m
ORD
1:11 a.m.
Chicago O'Hare Intl airport
253 C$
Major Airline
28 Feb.
11:00 p.m.
MDW
Chicago Midway airport
1h 35m
YTZ
1:35 a.m.
+1
Toronto Island airport
04 Mar.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
266 C$
United Airlines
09 Apr.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
1h 35m
YYZ
1:35 a.m.
+1
Toronto Pearson Intl airport
11 Apr.
12:00 a.m.
YYZ
Toronto Pearson Intl airport
2h 07m
ORD
1:07 a.m.
Chicago O'Hare Intl airport
268 C$
American Airlines
01 Jul.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
1h 40m
YYZ
1:40 a.m.
+1
Toronto Pearson Intl airport
08 Jul.
12:00 a.m.
YYZ
Toronto Pearson Intl airport
1h 42m
ORD
12:42 a.m.
Chicago O'Hare Intl airport
346 C$
Major Airline
28 Feb.
11:00 p.m.
MDW
Chicago Midway airport
1h 35m
YTZ
1:35 a.m.
+1
Toronto Island airport
04 Mar.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
266 C$
Porter Airlines
03 Apr.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
04 Apr.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
283 C$
Porter Airlines
21 May
11:00 p.m.
MDW
Chicago Midway airport
1h 42m
YTZ
1:42 a.m.
+1
Toronto Island airport
24 May
12:00 a.m.
YTZ
Toronto Island airport
1h 45m
MDW
12:45 a.m.
Chicago Midway airport
298 C$
Porter Airlines
07 Feb.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
10 Feb.
12:00 a.m.
YTZ
Toronto Island airport
1h 53m
MDW
12:53 a.m.
Chicago Midway airport
273 C$
Air Canada
28 Feb.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
1h 36m
YYZ
1:36 a.m.
+1
Toronto Pearson Intl airport
04 Mar.
12:00 a.m.
YYZ
Toronto Pearson Intl airport
1h 58m
ORD
12:58 a.m.
Chicago O'Hare Intl airport
210 C$
Alternative routes for Chicago to Canada
Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
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Flights to Canada from:
Flights to other cities in Canada
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*Flight prices to Canada 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.