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Find cheap flights to Chicago

Fri. 19/4
Fri. 26/4
Any month
Compare vs. momondo |

When is the best time to fly to Chicago?

+45.0%
+30.0%
+15.0%
Base
Price
345 - 491 CAD

Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
Quickest
Cheapest
Porter Airlines
Porter Airlines
YUL
01 Jun.
Montreal Pierre Elliott Trudeau Intl airport
3h 37m
1 Stop
MDW
Chicago Midway airport
Porter Airlines
MDW
10 Jun.
Chicago Midway airport
5h 10m
1 Stop
YUL
Montreal Pierre Elliott Trudeau Intl airport
257 CAD
Porter Airlines
Porter Airlines
YUL
25 May
Montreal Pierre Elliott Trudeau Intl airport
3h 37m
1 Stop
MDW
Chicago Midway airport
Porter Airlines
MDW
28 May
Chicago Midway airport
5h 10m
1 Stop
YUL
Montreal Pierre Elliott Trudeau Intl airport
261 CAD
Porter Airlines
Porter Airlines
YTZ
31 May
Toronto Island airport
1h 45m
MDW
Chicago Midway airport
Porter Airlines
MDW
03 Jun.
Chicago Midway airport
1h 42m
YTZ
Toronto Island airport
271 CAD
Porter Airlines
Porter Airlines
YTZ
01 Jun.
Toronto Island airport
1h 47m
MDW
Chicago Midway airport
Porter Airlines
MDW
04 Jun.
Chicago Midway airport
1h 40m
YTZ
Toronto Island airport
275 CAD
Porter Airlines
Porter Airlines
YUL
31 May
Montreal Pierre Elliott Trudeau Intl airport
4h 32m
1 Stop
MDW
Chicago Midway airport
Porter Airlines
MDW
05 Jun.
Chicago Midway airport
6h 10m
1 Stop
YUL
Montreal Pierre Elliott Trudeau Intl airport
279 CAD
Porter Airlines
Porter Airlines
YTZ
10 Aug.
Toronto Island airport
1h 47m
MDW
Chicago Midway airport
Porter Airlines
MDW
18 Aug.
Chicago Midway airport
1h 42m
YTZ
Toronto Island airport
283 CAD
United Airlines
United Airlines
YYZ
27 Aug.
Toronto Pearson Intl airport
1h 47m
ORD
Chicago O'Hare Intl airport
United Airlines
ORD
03 Sep.
Chicago O'Hare Intl airport
1h 36m
YYZ
Toronto Pearson Intl airport
309 CAD
Porter Airlines
Porter Airlines
YTZ
31 May
Toronto Island airport
1h 45m
MDW
Chicago Midway airport
Porter Airlines
MDW
03 Jun.
Chicago Midway airport
1h 42m
YTZ
Toronto Island airport
271 CAD
Porter Airlines
Porter Airlines
YTZ
01 Jun.
Toronto Island airport
1h 47m
MDW
Chicago Midway airport
Porter Airlines
MDW
04 Jun.
Chicago Midway airport
1h 40m
YTZ
Toronto Island airport
275 CAD
Porter Airlines
Porter Airlines
YTZ
10 Aug.
Toronto Island airport
1h 47m
MDW
Chicago Midway airport
Porter Airlines
MDW
18 Aug.
Chicago Midway airport
1h 42m
YTZ
Toronto Island airport
283 CAD
United Airlines
United Airlines
YYZ
03 Sep.
Toronto Pearson Intl airport
1h 56m
ORD
Chicago O'Hare Intl airport
United Airlines
ORD
07 Sep.
Chicago O'Hare Intl airport
1h 36m
YYZ
Toronto Pearson Intl airport
297 CAD
American Airlines
American Airlines
YYZ
04 May
Toronto Pearson Intl airport
2h 01m
ORD
Chicago O'Hare Intl airport
American Airlines
ORD
11 May
Chicago O'Hare Intl airport
1h 33m
YYZ
Toronto Pearson Intl airport
308 CAD

Airports near Chicago

Below you will find all the airports in Chicago along with their distance from the city centre
Chicago Midway
13 km from city centre
Chicago O'Hare Intl
24 km from city centre
Chicago Greater Rockford
126 km from city centre

Quick facts about Chicago

Time, currency, and the basics — see the local time and get an idea of how much money you will spend on the basics in Chicago
Local time
Currency
US Dollar
Beer
Domestic Beer (.5 litre)
2.42 CAD
Food
Inexpensive restaurant
20 CAD
Public transport
One-way ticket
3.36 CAD

Start planning your trip to Chicago