Cheap flights from Toronto to Chicago

Flights starting at $108. Choose between United Airlines, Air Canada, or Frontier Airlines to find the best price.

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Travelers usually depart from Toronto Pearson International, Billy Bishop Toronto City, Toronto Union Train Station, Toronto-Guildwood Train station, or Toronto - Yorkdale when they travel from Toronto to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago, IL - Union Station, Chicago Rockford International, or Chicago Downtown Greyhound Station. The distance between Toronto and Chicago is 701 km. The most popular airlines for this route are United Airlines, Air Canada, Frontier Airlines, Delta Air Lines, and Allegiant Air. Toronto and Chicago have 290 direct flights per week.

Weekly direct flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Direct flights19232119191616
Fly direct with

Flair Airlines on Tuesdays, Thursdays, and Saturdays.

Swoop on Mondays, and Thursdays.

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, Thursdays, Fridays, Saturdays, and Sundays.

Delta Air Lines on Tuesdays, Wednesdays, and Fridays.

American Airlines on Tuesdays, and Wednesdays.

Air Canada on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Check-in for a flight from Toronto to Chicago

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
United AirlinesUALUAYesNo
Air CanadaACAACYesNo
Frontier AirlinesFFTF9NoOpens 24 days before flight
Closes 1 hours before flight
Delta Air LinesDALDLYesOpens 24 days before flight
Closes 1 hours before flight
Allegiant AirAAYG4NoOpens 24 days before flight
Closes 1 hours before flight
Learn more about COVID-19 restrictions in United States in our dedicated Stories article.

Frequently asked questions

How long does it take to travel from Toronto to Chicago?
A one-way nonstop (direct) flight between Toronto and Chicago takes around 1.9 hours.
What is the flight distance between Toronto and Chicago?
The flight distance between Toronto and Chicago is 701 km.
What airlines offer nonstop (direct) flights between Toronto and Chicago?
Several carriers operate flights between Toronto and Chicago. Airlines offering nonstop (direct) flights include Flair Airlines, American Airlines, Air Canada, Delta Air Lines, WestJet, Porter Airlines, United Airlines, Swoop.
What are the most popular routes to and from Toronto?
Travelers frequently search for route combinations, such as Toronto and New York, Orlando, Las Vegas, Denver, Miami, Los Angeles, Atlanta, Mexico City, Bogotá, Dallas, Phoenix, Philadelphia, San Francisco, Cancún, Houston, Washington, D.C., Dhaka, Fort Lauderdale, London, Tampa.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Montreal, Vancouver, Calgary, Kuwait City, Winnipeg, Edmonton, Ottawa, Kelowna, Quebec City, Victoria, Saskatoon, Lima.
Which airports are there in Toronto?
Toronto is mainly served by Toronto Pearson International. But there are other airports nearby, including Billy Bishop Toronto City, Downsview Airport, Buttonville Municipal Airport.
What airports are near Toronto?
The main airport in Toronto is Toronto Pearson International. It is also served by Buffalo Niagara International, Greater Rochester International, John C. Munro Hamilton International, Niagara Falls International, Region of Waterloo International, London International, Kingston/Norman Rogers, Chautauqua County-Jamestown.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, General Wayne A. Downing Peoria International, Dane County Regional, Fort Wayne International, Central Illinois Regional, South Bend International, Quad City International, Kalamazoo/Battle Creek International, Decatur.
What buses and trains depart from Toronto?
A number of bus and train companies depart from Toronto, including GO Transit train.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Toronto and Chicago?
What is Virtual Interlining and how do I use it?
Which airlines fly between Toronto and Chicago?
When's the best time to travel between Toronto and Chicago?
What flights operate between Toronto and Chicago?
How many airports are there near Toronto?
How many airports are there near Chicago?
Is it possible to reach Toronto by bus or train?
What time do nonstop (direct) flights between Toronto and Chicago depart?
What time do nonstop (direct) flights between Toronto and Chicago arrive?
What time do flights between Toronto and Chicago depart?
What time do flights between Toronto and Chicago arrive?

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