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Find cheap flights to Chicago
When is the best time to fly to Chicago?
512 CAD
459 CAD
406 CAD
353 CAD
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Price
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353 - 484 CAD
|
When is the best time to fly to Chicago?
Most travellers find the cheapest round-trip airfare to Chicago when booking during the month of February.
When is the best time to book flights to Chicago?
Most flyers found that booking flight tickets 60 days in advance of their planned departure date is, on average, the best time to get cheap flights to Chicago.
What is the cheapest day to depart on your flight to Chicago?
Most of our users find that booking their departure to Chicago on a Wednesday is the cheapest. Conversely, departing on a Sunday seems to be the most expensive.
What is the cheapest time of day to fly to Chicago?
In general, when looking for the cheapest flight to Chicago, our data indicates that noon flights are the most cost-effective. evening flights tend to be the most expensive.
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
YTZ
08 Dec.
Toronto Island airport
1h 48m
MDW
Chicago Midway airport
MDW
14 Dec.
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
236 CAD
Porter Airlines
YTZ
15 Nov.
Toronto Island airport
1h 47m
MDW
Chicago Midway airport
MDW
18 Nov.
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
240 CAD
Major Airline
YTZ
12 Feb.
Toronto Island airport
1h 53m
MDW
Chicago Midway airport
MDW
16 Feb.
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
268 CAD
Major Airline
YTZ
26 Mar.
Toronto Island airport
1h 50m
MDW
Chicago Midway airport
MDW
21 Apr.
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
268 CAD
Porter Airlines
YTZ
15 Nov.
Toronto Island airport
1h 47m
MDW
Chicago Midway airport
MDW
17 Nov.
Chicago Midway airport
1h 42m
YTZ
Toronto Island airport
271 CAD
Delta
YYZ
06 Nov.
Toronto Pearson Intl airport
3h 39m
1 Stop
ORD
Chicago O'Hare Intl airport
ORD
26 Nov.
Chicago O'Hare Intl airport
3h 09m
1 Stop
YYZ
Toronto Pearson Intl airport
283 CAD
Porter Airlines
YTZ
15 Nov.
Toronto Island airport
1h 47m
MDW
Chicago Midway airport
MDW
18 Nov.
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
240 CAD
Porter Airlines
YTZ
08 Dec.
Toronto Island airport
1h 48m
MDW
Chicago Midway airport
MDW
14 Dec.
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
236 CAD
Porter Airlines
YTZ
20 Nov.
Toronto Island airport
1h 50m
MDW
Chicago Midway airport
MDW
26 Nov.
Chicago Midway airport
1h 35m
YTZ
Toronto Island airport
287 CAD
Major Airline
YTZ
26 Mar.
Toronto Island airport
1h 50m
MDW
Chicago Midway airport
MDW
21 Apr.
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
268 CAD
Porter Airlines
YTZ
13 Dec.
Toronto Island airport
1h 50m
MDW
Chicago Midway airport
MDW
15 Dec.
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
283 CAD
Porter Airlines
YTZ
15 Nov.
Toronto Island airport
1h 47m
MDW
Chicago Midway airport
MDW
17 Nov.
Chicago Midway airport
1h 42m
YTZ
Toronto Island airport
271 CAD
Which airlines operate flights to Chicago?
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
Popular routes to Chicago
Most frequently searched flights to Chicago along with the cheapest price and shortest flight duration
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Start planning your trip to Chicago
Top car rentals in Chicago
Experience Chicago from behind the wheel! Learn more about the best car rental deals here
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Get an overview of the top hotels in the most popular neighbourhoods of Chicago
Flights to other cities in United States
Lost the lust for Chicago? Check out some flights to other cities in United States
Flights to other destinations
Lost the lust for Chicago? Check out some flights to other destinations
*Flight prices to Chicago 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.