Cheap flights from Toronto to Chicago
Flights starting at $84. Choose between Air Canada, United Airlines, or Allegiant Air to find the best price.
100+ million searches a day to find you the best available price.
Explore unique options you won’t find anywhere else.
Discover flight options and prices the airlines don’t want you to see.
Tips to know when travelling to Chicago
Search by stops
Search by carrier
Search by price
Search by departure date
Find the best day to fly to Chicago
One-way trips

By subscribing you agree to receive offers according to the conditions described in our Privacy Policy.
Weekly direct flights
Mondays | Tuesdays | Wednesdays | Thursdays | Fridays | Saturdays | Sundays | |
---|---|---|---|---|---|---|---|
Direct flights | 17 | 18 | 17 | 18 | 17 | 16 | 16 |
Air Canada on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
Flair Airlines on Tuesdays, Thursdays, and Saturdays.
Porter Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
WestJet on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
Check-in for a flight from Toronto to Chicago
Name | Carrier code | IATA Code | Passport needed during booking | Online check-in available |
---|---|---|---|---|
Air Canada | ACA | AC | Yes | No |
United Airlines | UAL | UA | Yes | No |
Allegiant Air | AAY | G4 | No | Opens 24 days before flight Closes 1 hours before flight |
Delta Air Lines | DAL | DL | Yes | Opens 24 days before flight Closes 1 hours before flight |
Frontier Airlines | FFT | F9 | No | Opens 24 days before flight Closes 1 hours before flight |
Frequently asked questions
Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.
Explore alternative trips
Flights from Toronto
- Flights from Toronto to Vancouver
- Flights from Toronto to Montreal
- Flights from Toronto to Istanbul
- Flights from Toronto to Calgary
- Flights from Toronto to London
- Flights from Toronto to New York
- Flights from Toronto to Mexico City
- Flights from Toronto to Edmonton
- Flights from Toronto to Houston
- Flights from Toronto to Barcelona
- Flights from Toronto to Dublin
- Flights from Toronto to Amsterdam
- Flights from Toronto to Warsaw
- Flights from Toronto to Bucharest
- Flights from Toronto to Winnipeg
- Flights from Toronto to Atlanta
- Flights from Toronto to Milan
- Flights from Toronto to Cancún
- Flights from Toronto to Edinburgh
- Flights from Toronto to Berlin
Flights to Chicago
- Flights from Phoenix to Chicago
- Flights from Las Vegas to Chicago
- Flights from Denver to Chicago
- Flights from Orlando to Chicago
- Flights from San Francisco to Chicago
- Flights from Los Angeles to Chicago
- Flights from Tampa to Chicago
- Flights from Miami to Chicago
- Flights from Salt Lake City to Chicago
- Flights from New York to Chicago
- Flights from Atlanta to Chicago
- Flights from London to Chicago
- Flights from Sacramento to Chicago
- Flights from Minneapolis to Chicago
- Flights from Mexico City to Chicago
- Flights from Paris to Chicago
- Flights from Austin to Chicago
- Flights from Washington, D.C. to Chicago
- Flights from Fort Lauderdale to Chicago
- Flights from Fort Myers to Chicago
Popular routes
- Flights from London to Nantes
- Flights from Málaga to Austin
- Flights from Vilnius to Istanbul
- Flights from Naples to Phoenix
- Flights from Coimbatore to Hyderabad
- Flights from Ho Chi Minh City to Angeles
- Flights from Agra to Mumbai
- Flights from Málaga to Dublin
- Flights from Lisbon to Tallinn
- Flights from Destin to Austin
Search, compare, and book flights, trains, or buses to get there.