Find cheap flights to Chicago

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When is the best time to fly to Chicago?

+45.0%
+30.0%
+15.0%
Base
Price
342 - 493 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
YTZ
12:00 am
Toronto Island airport
1h 50m
12:50 am
MDW
Chicago Midway airport
Porter Airlines
MDW
11:00 pm
Chicago Midway airport
1h 37m
1:37 am
+1
YTZ
Toronto Island airport
233 CAD
Porter Airlines
Porter Airlines
YTZ
12:00 am
Toronto Island airport
1h 50m
12:50 am
MDW
Chicago Midway airport
Porter Airlines
MDW
11:00 pm
Chicago Midway airport
1h 37m
1:37 am
+1
YTZ
Toronto Island airport
233 CAD
Porter Airlines
Porter Airlines
YTZ
12:00 am
Toronto Island airport
1h 50m
12:50 am
MDW
Chicago Midway airport
Porter Airlines
MDW
11:00 pm
Chicago Midway airport
1h 37m
1:37 am
+1
YTZ
Toronto Island airport
248 CAD
Porter Airlines
Porter Airlines
YTZ
12:00 am
Toronto Island airport
1h 47m
12:47 am
MDW
Chicago Midway airport
Porter Airlines
MDW
11:00 pm
Chicago Midway airport
1h 40m
1:40 am
+1
YTZ
Toronto Island airport
250 CAD
Porter Airlines
Porter Airlines
YTZ
12:00 am
Toronto Island airport
1h 47m
12:47 am
MDW
Chicago Midway airport
Porter Airlines
MDW
11:00 pm
Chicago Midway airport
1h 42m
1:42 am
+1
YTZ
Toronto Island airport
256 CAD
Delta
Delta
YOW
12:00 am
Ottawa airport
9h 37m
2 Stops
8:37 am
ORD
Chicago O'Hare International airport
Delta
ORD
11:00 pm
Chicago O'Hare International airport
13h 01m
1 Stop
1:01 pm
+1
YOW
Ottawa airport
265 CAD
Air Canada
Air Canada
YYZ
12:00 am
Toronto Pearson Intl airport
1h 48m
12:48 am
ORD
Chicago O'Hare International airport
Air Canada
ORD
11:00 pm
Chicago O'Hare International airport
1h 31m
1:31 am
+1
YYZ
Toronto Pearson Intl airport
270 CAD
Air Canada
Air Canada
YYZ
12:00 am
Toronto Pearson Intl airport
1h 48m
12:48 am
ORD
Chicago O'Hare International airport
Air Canada
ORD
11:00 pm
Chicago O'Hare International airport
1h 36m
1:36 am
+1
YYZ
Toronto Pearson Intl airport
271 CAD
United Airlines
United Airlines
YYZ
12:00 am
Toronto Pearson Intl airport
1h 49m
12:49 am
ORD
Chicago O'Hare International airport
United Airlines
ORD
11:00 pm
Chicago O'Hare International airport
1h 36m
1:36 am
+1
YYZ
Toronto Pearson Intl airport
278 CAD
Air Canada
Air Canada
YYZ
12:00 am
Toronto Pearson Intl airport
1h 48m
12:48 am
ORD
Chicago O'Hare International airport
Air Canada
ORD
11:00 pm
Chicago O'Hare International airport
1h 37m
1:37 am
+1
YYZ
Toronto Pearson Intl airport
270 CAD
United Airlines
United Airlines
YYZ
12:00 am
Toronto Pearson Intl airport
1h 49m
12:49 am
ORD
Chicago O'Hare International airport
United Airlines
ORD
11:00 pm
Chicago O'Hare International airport
1h 37m
1:37 am
+1
YYZ
Toronto Pearson Intl airport
285 CAD
Air Canada
Air Canada
YYZ
12:00 am
Toronto Pearson Intl airport
1h 49m
12:49 am
ORD
Chicago O'Hare International airport
Air Canada
ORD
11:00 pm
Chicago O'Hare International airport
1h 37m
1:37 am
+1
YYZ
Toronto Pearson Intl airport
270 CAD

Which airlines operate flights to Chicago?

While low cost carriers are the cheapest, don’t forget that the fares often do not include checked baggage, meals, or drinks. Take a look at our estimated additional fees in your search results to get an idea of how much extra you may have to pay.


Airports near Chicago

Below you will find all the airports in Chicago along with the distance from the city centre
Chicago Midway
13 km from city centre
Chicago O'Hare International
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)
2.34 CAD
Food
Inexpensive restaurant
20 CAD
Public transport
One-way ticket
3.28 CAD

Start planning your trip to Chicago