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Find cheap flights to Chicago
When is the best time to fly to Chicago?
550 C$
480 C$
410 C$
344 C$
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Price
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344 C$ - 489 C$
|
When is the best time to fly to Chicago?
From most locations, the cheapest flights to Chicago can be found during the month of February; however great deals can be found at other times.
When is the best time to book flights to Chicago?
On average, from most locations, when planning your trip to Chicago, try to book your flight in the region of 60 days in advance for the cheapest prices.
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 Monday 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
American Airlines
10 Feb.
YYZ
Toronto Pearson Intl airport
2h 17m
ORD
Chicago O'Hare Intl airport
13 Feb.
ORD
Chicago O'Hare Intl airport
5h 07m
1 Stop
YYZ
Toronto Pearson Intl airport
254 C$
Porter Airlines
20 Jan.
YTZ
Toronto Island airport
1h 53m
MDW
Chicago Midway airport
24 Jan.
MDW
Chicago Midway airport
1h 35m
YTZ
Toronto Island airport
259 C$
Porter Airlines
01 Mar.
YTZ
Toronto Island airport
1h 50m
MDW
Chicago Midway airport
31 Mar.
MDW
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
263 C$
Porter Airlines
10 Feb.
YTZ
Toronto Island airport
1h 53m
MDW
Chicago Midway airport
13 Feb.
MDW
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
268 C$
Delta
21 Jan.
YYZ
Toronto Pearson Intl airport
4h 58m
1 Stop
ORD
Chicago O'Hare Intl airport
29 Jan.
ORD
Chicago O'Hare Intl airport
1h 43m
YYZ
Toronto Pearson Intl airport
272 C$
Porter Airlines
13 Jan.
YTZ
Toronto Island airport
1h 53m
MDW
Chicago Midway airport
16 Jan.
MDW
Chicago Midway airport
1h 35m
YTZ
Toronto Island airport
281 C$
Air Canada
22 Mar.
YYZ
Toronto Pearson Intl airport
1h 50m
ORD
Chicago O'Hare Intl airport
27 Mar.
ORD
Chicago O'Hare Intl airport
1h 36m
YYZ
Toronto Pearson Intl airport
313 C$
Porter Airlines
01 Mar.
YTZ
Toronto Island airport
1h 50m
MDW
Chicago Midway airport
31 Mar.
MDW
Chicago Midway airport
1h 37m
YTZ
Toronto Island airport
263 C$
Porter Airlines
20 Jan.
YTZ
Toronto Island airport
1h 53m
MDW
Chicago Midway airport
24 Jan.
MDW
Chicago Midway airport
1h 35m
YTZ
Toronto Island airport
259 C$
United Airlines
10 Mar.
YYZ
Toronto Pearson Intl airport
1h 53m
ORD
Chicago O'Hare Intl airport
14 Mar.
ORD
Chicago O'Hare Intl airport
1h 35m
YYZ
Toronto Pearson Intl airport
288 C$
Porter Airlines
13 Jan.
YTZ
Toronto Island airport
1h 53m
MDW
Chicago Midway airport
16 Jan.
MDW
Chicago Midway airport
1h 35m
YTZ
Toronto Island airport
281 C$
Porter Airlines
10 Jan.
YTZ
Toronto Island airport
1h 53m
MDW
Chicago Midway airport
17 Jan.
MDW
Chicago Midway airport
1h 35m
YTZ
Toronto Island airport
289 C$
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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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.