Cheap Flights from Toronto to Chicago
Cheap Toronto-Chicago Flight Tickets
These prices are the lowest available for the specified locations on the Obilet website. Prices may vary depending on the selected date, location, and availability of the flight.
Cheapest Travel on Obilet
:
€ 255.83
The Most Favorable Price
:
United AirlinesThe Most Active Airline
:
Air CanadaAverage Number of Trips Per Day
:
15Shortest Flight Time
:
1hr 55minDistance
:
703 KMCheap Flight Tickets from Toronto to Chicago
United Airlines
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
09:00
Chicago
Chicago Ohare Airport
10:05
Air Canada
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
09:00
Chicago
Chicago Ohare Airport
10:05
Air Canada
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
06:50
Chicago
Chicago Ohare Airport
08:03
United Airlines
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
06:50
Chicago
Chicago Ohare Airport
08:03
United Airlines
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
17:30
Chicago
Chicago Ohare Airport
18:50
Air Canada
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
17:30
Chicago
Chicago Ohare Airport
18:50
Air Canada
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
06:20
Chicago
Chicago Ohare Airport
11:18
Air Canada
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
07:00
Chicago
Chicago Ohare Airport
11:18
American Airlines
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
11:38
Chicago
Chicago Ohare Airport
12:33
Air Canada
27 December 2025-Saturday
Toronto
Lester B Pearson Airport
12:05
Chicago
Chicago Ohare Airport
13:01
The prices shown are starting ticket prices. Prices may vary depending on the selected date, location, and trip availability.
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Estimated Cheapest Toronto - Chicago Flight Tickets by Month
Airlines Operating Flights from Toronto to Chicago
Popular Flights Departing From Toronto
Popular Flights Arriving At Chicago
Toronto - Airports
Chicago - Airports
Alternative Flights Between Toronto - Chicago
Popular Chicago Hotels
You can choose among various hotel options in Chicago to suit different styles and budgets for a comfortable and enjoyable stay. From boutique hotels in historical areas to modern business hotels, there is a wide range. Choose the most suitable accommodation for your trip and enjoy a relaxing experience.
Frequently Asked Questions
How long does flight take from Toronto - Chicago?
On average, the trip from Toronto - Chicago takes 1 hour 55 minute.
Which airlines organize flights between Toronto - Chicago?
Airline companies that organize flights between Toronto - Chicago: Air Canada, Delta Air Lines, United Airlines, American Airlines are the companies.
Which airline company organizes the most flights between Toronto - Chicago?
The company that organizes the most flights between Toronto - Chicago: Air Canada
How much is the cheap flight ticket between Toronto - Chicago?
Cheap flight ticket between Toronto - Chicago is € 255.83.
Which airports can I use for Toronto - Chicago flight?
Buttonville Muni Airport, City Centre Airport, Lester B Pearson Airport, Downsview Airport can be used as the departure airport on the Toronto - Chicago flight, and Chicago Midway Airport, Waukegan Rgnl Airport, Chicago Ohare Airport, Meigs Field Airport can also be used as the arrival airport.
