Cheap flights from Toronto to Chicago

Flights starting at $84. Choose between Air Canada, United Airlines, or Allegiant Air to find the best price.

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Travelers usually depart from Toronto Pearson International, Billy Bishop Toronto City, Toronto-Guildwood Train station, Toronto Union Train Station, or Toronto - Highway Terminal 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 Air Canada, United Airlines, Allegiant Air, Delta Air Lines, and Frontier Airlines. Toronto and Chicago have 301 direct flights per week.

Weekly direct flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Direct flights17181718171616
Fly direct with

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

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
Air CanadaACAACYesNo
United AirlinesUALUAYesNo
Allegiant AirAAYG4NoOpens 24 days before flight
Closes 1 hours before flight
Delta Air LinesDALDLYesOpens 24 days before flight
Closes 1 hours before flight
Frontier AirlinesFFTF9NoOpens 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 Air Canada, United Airlines, WestJet, Flair Airlines, Porter Airlines.
What are the most popular routes to and from Toronto?
Travelers frequently search for route combinations, such as Toronto and Vancouver, Montreal, Istanbul, Calgary, London, New York, Mexico City, Edmonton, Houston, Barcelona, Dublin, Amsterdam, Warsaw, Bucharest, Winnipeg, Atlanta, Milan, Cancún, Edinburgh, Berlin.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and Phoenix, Las Vegas, Denver, Orlando, San Francisco, Los Angeles, Tampa, Miami, Salt Lake City, New York, Atlanta, London, Sacramento, Minneapolis, Mexico City, Paris, Austin, Washington, D.C., Fort Lauderdale, Fort Myers.
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 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?
Yes, it's possible to combine different modes of transport between Toronto and Chicago thanks to our Virtual Interlining technology. Making use of not only flights but also trains and buses between Toronto and Chicago can give rise to new adventures. Read more about how Virtual Interlining works on Kiwi.com Stories.
What is Virtual Interlining and how do I use it?
Virtual Interlining provides a revolutionary way of traveling. You can combine different modes of transport like flights, trains, and buses into one itinerary. And this often saves money. Thanks to the world's largest carrier database, the Kiwi.com search function enables anyone to mix and match different modes of transport easily.
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?
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?

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.

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