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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
Major Airline
13 Jan.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
9h 39m
1 Stop
YYZ
9:39 a.m.
+1
Toronto Pearson Intl airport
15 Jan.
12:00 a.m.
YYZ
Toronto Pearson Intl airport
2h 17m
ORD
1:17 a.m.
Chicago O'Hare Intl airport
258 C$
Delta
06 Feb.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
7h 32m
1 Stop
YYZ
7:32 a.m.
+1
Toronto Pearson Intl airport
09 Feb.
12:00 a.m.
YYZ
Toronto Pearson Intl airport
2h 17m
ORD
1:17 a.m.
Chicago O'Hare Intl airport
267 C$
Major Airline
13 Jan.
11:00 p.m.
MDW
Chicago Midway airport
1h 35m
YTZ
1:35 a.m.
+1
Toronto Island airport
15 Jan.
12:00 a.m.
YTZ
Toronto Island airport
1h 53m
MDW
12:53 a.m.
Chicago Midway airport
267 C$
WestJet
04 Feb.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
5h 59m
1 Stop
YYC
3:59 a.m.
+1
Calgary airport
19 Feb.
10:00 p.m.
YYC
Calgary airport
3h 42m
ORD
2:42 a.m.
+1
Chicago O'Hare Intl airport
269 C$
Porter Airlines
10 Jan.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
12 Jan.
12:00 a.m.
YTZ
Toronto Island airport
1h 53m
MDW
12:53 a.m.
Chicago Midway airport
287 C$
Porter Airlines
28 Feb.
11:00 p.m.
MDW
Chicago Midway airport
1h 35m
YTZ
1:35 a.m.
+1
Toronto Island airport
07 Mar.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
288 C$
Porter Airlines
28 Feb.
11:00 p.m.
MDW
Chicago Midway airport
1h 35m
YTZ
1:35 a.m.
+1
Toronto Island airport
07 Mar.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
288 C$
Porter Airlines
20 Apr.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
25 Apr.
12:00 a.m.
YTZ
Toronto Island airport
1h 50m
MDW
12:50 a.m.
Chicago Midway airport
312 C$
Major Airline
13 Jan.
11:00 p.m.
MDW
Chicago Midway airport
1h 35m
YTZ
1:35 a.m.
+1
Toronto Island airport
15 Jan.
12:00 a.m.
YTZ
Toronto Island airport
1h 53m
MDW
12:53 a.m.
Chicago Midway airport
267 C$
Porter Airlines
10 Jan.
11:00 p.m.
MDW
Chicago Midway airport
1h 37m
YTZ
1:37 a.m.
+1
Toronto Island airport
12 Jan.
12:00 a.m.
YTZ
Toronto Island airport
1h 53m
MDW
12:53 a.m.
Chicago Midway airport
287 C$
United Airlines
03 May
11:00 p.m.
ORD
Chicago O'Hare Intl airport
1h 39m
YYZ
1:39 a.m.
+1
Toronto Pearson Intl airport
10 May
12:00 a.m.
YYZ
Toronto Pearson Intl airport
1h 55m
ORD
12:55 a.m.
Chicago O'Hare Intl airport
359 C$
American Airlines
10 Mar.
11:00 p.m.
ORD
Chicago O'Hare Intl airport
1h 43m
YYZ
1:43 a.m.
+1
Toronto Pearson Intl airport
17 Mar.
12:00 a.m.
YYZ
Toronto Pearson Intl airport
1h 53m
ORD
12:53 a.m.
Chicago O'Hare Intl airport
298 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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*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.