Cheap flights from Canada to Chicago from C$ 161
Return
1 adult
Economy
0 bags
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Sat 25/3
Sat 1/4
Deals available from 900+ travel sites.
Flight information for Canada to Chicago
Find info about flight duration, direct flights, and airports for your flight from Canada to Chicago
Fastest flight time | 1h 35m |
|---|---|
Direct flights | Every day |
Airports in Chicago | 3 airports |
The fastest flight from Canada to Chicago takes 1h 35m
Direct flights go from Canada to Chicago every day.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)
How to get the cheapest flight ticket from Canada to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest airline that flies to Chicago from Canada?
Swoop. ANA, Air New Zealand, and Egypt Air are the most popular carriers operating from Canada to Chicago
What is the cheapest Canada to Chicago flight route?
Toronto Island - Chicago Midway. Fly from Toronto Island to Chicago Midway for the best Canada - Chicago flight prices
Easily compare round-trip flights from Canada to Chicago
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 Canada to Chicago by changing tabs
Porter Airlines![Porter Airlines]()
15 Apr.![Porter Airlines]()
22 Apr.
YTZ6:45 a.m.Toronto Island
1h 47m
MDW8:32 a.m.Chicago Midway
MDW8:30 a.m.Chicago Midway
1h 42m
YTZ10:12 a.m.Toronto Island
Air Canada![Air Canada]()
21 Apr.![Air Canada]()
22 Apr.
YYZ3:44 p.m.Toronto Pearson Intl
4h 18m
1 stop
ORD8:02 p.m.Chicago O'Hare Intl
ORD2:40 a.m.Chicago O'Hare Intl
1h 37m
YYZ4:17 a.m.Toronto Pearson Intl
United Airlines![United Airlines]()
10 Apr.![United Airlines]()
14 Apr.
YYZ5:15 p.m.Toronto Pearson Intl
2h 02m
ORD7:17 p.m.Chicago O'Hare Intl
ORD3:13 a.m.Chicago O'Hare Intl
1h 42m
YYZ4:55 a.m.Toronto Pearson Intl
American Airlines![American Airlines]()
21 Apr.![American Airlines]()
22 Apr.
YYZ3:42 p.m.Toronto Pearson Intl
12h 26m
1 stop
ORD4:08 a.m.Chicago O'Hare Intl
ORD5:36 a.m.Chicago O'Hare Intl
4h 40m
1 stop
YYZ10:16 a.m.Toronto Pearson Intl
Multiple Airlines![Multiple Airlines]()
18 Apr.![Multiple Airlines]()
25 Apr.
YUL2:50 p.m.Montreal Pierre Elliott Trudeau Intl
2h 31m
ORD5:21 p.m.Chicago O'Hare Intl
ORD3:15 a.m.Chicago O'Hare Intl
2h 04m
YUL5:19 a.m.Montreal Pierre Elliott Trudeau Intl
Find the cheapest one-way flights from Canada to Chicago
If you're looking for one-way flights from Canada to Chicago, view some of our deals below provided by Air Canada and Porter Airlines
Search last-minute flights to Chicago from Canada
Find and compare round-trip flight prices for your last-minute flight from Canada to Chicago
Multiple Airlines![Multiple Airlines]()
26 Mar.![Multiple Airlines]()
29 Mar.
YYZ1:40 p.m.Toronto Pearson Intl
15h 27m
1 stop
ORD5:07 a.m.Chicago O'Hare Intl
ORD4:45 a.m.Chicago O'Hare Intl
13h 40m
1 stop
YYZ6:25 p.m.Toronto Pearson Intl
United Airlines![United Airlines]()
30 Mar.![United Airlines]()
2 Apr.
YQB1:00 a.m.Québec City
5h 54m
1 stop
ORD6:54 a.m.Chicago O'Hare Intl
ORD5:30 p.m.Chicago O'Hare Intl
12h 47m
1 stop
YQB6:17 a.m.Québec City
Porter Airlines![Porter Airlines]()
30 Mar.![Porter Airlines]()
2 Apr.
YTZ5:30 a.m.Toronto Island
1h 47m
MDW7:17 a.m.Chicago Midway
MDW8:30 a.m.Chicago Midway
1h 42m
YTZ10:12 a.m.Toronto Island
American Airlines![American Airlines]()
30 Mar.![American Airlines]()
3 Apr.
YYZ11:00 a.m.Toronto Pearson Intl
2h 08m
ORD1:08 p.m.Chicago O'Hare Intl
ORD7:06 a.m.Chicago O'Hare Intl
6h 19m
1 stop
YYZ1:25 p.m.Toronto Pearson Intl
Delta![Delta]()
30 Mar.![Delta]()
3 Apr.
YYZ9:40 a.m.Toronto Pearson Intl
5h 38m
1 stop
ORD3:18 p.m.Chicago O'Hare Intl
ORD2:10 a.m.Chicago O'Hare Intl
6h 32m
1 stop
YYZ8:42 a.m.Toronto Pearson Intl
Best airlines flying from Canada to Chicago
Compare and see reviews for airlines that fly from Canada to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom C$ 131 | Free Cancellation | Rating 7.3 161 reviews | |||
| PriceFrom C$ 170 | Free Cancellation | Rating 7.8 783 reviews | |||
| PriceFrom C$ 176 | Free Cancellation | Rating 0.0 0 reviews | |||
| PriceFrom C$ 189 | Free Cancellation | Rating 6.1 17 reviews | |||
| PriceFrom C$ 216 | Free Cancellation | Rating 7.2 2,055 reviews | |||
| PriceFrom C$ 224 | Free Cancellation | Rating 10.0 1 review | |||
| PriceFrom C$ 230 | Free Cancellation | Rating 8.2 53 reviews | |||
| PriceFrom C$ 260 | Free Cancellation | Rating 7.3 325 reviews | |||
| PriceFrom C$ 283 | Free Cancellation | Rating 7.2 1,676 reviews | |||
| PriceFrom C$ 291 | Free Cancellation | Rating 7.7 113 reviews |
Air Canada flights from Canada to Chicago
Our best Air Canada deals on Canada to Chicago flight tickets
Air Canada![Air Canada]()
21 Apr.![Air Canada]()
22 Apr.
YYZ3:44 p.m.Toronto Pearson Intl
4h 18m
1 stop
ORD8:02 p.m.Chicago O'Hare Intl
ORD2:40 a.m.Chicago O'Hare Intl
1h 37m
YYZ4:17 a.m.Toronto Pearson Intl
Air Canada![Air Canada]()
21 Apr.![Air Canada]()
22 Apr.
YYZ3:44 p.m.Toronto Pearson Intl
4h 18m
1 stop
ORD8:02 p.m.Chicago O'Hare Intl
ORD3:15 a.m.Chicago O'Hare Intl
5h 11m
1 stop
YYZ8:26 a.m.Toronto Pearson Intl
United Airlines flights from Canada to Chicago
Our best United Airlines deals on Canada to Chicago flight tickets
United Airlines![United Airlines]()
10 Apr.![United Airlines]()
14 Apr.
YYZ5:15 p.m.Toronto Pearson Intl
2h 02m
ORD7:17 p.m.Chicago O'Hare Intl
ORD3:13 a.m.Chicago O'Hare Intl
1h 42m
YYZ4:55 a.m.Toronto Pearson Intl
United Airlines![United Airlines]()
20 Apr.![United Airlines]()
22 Apr.
YYZ5:15 p.m.Toronto Pearson Intl
2h 02m
ORD7:17 p.m.Chicago O'Hare Intl
ORD9:55 a.m.Chicago O'Hare Intl
7h 14m
1 stop
YYZ5:09 p.m.Toronto Pearson Intl
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
Similar Canada to Chicago flights
Flexible with your destination? Broaden your search and find flights similar to your Canada to Chicago route
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Why use momondo?
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