Cheap flights from Toronto to Chicago, IL

Flights starting at £109. Choose between United Airlines, Air Canada, or Delta Air Lines to find the best price.

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Cheapest one-way trip

£116

Cheapest nonstop round-trip

£119

Cheapest round-trip

£194

Average round-trip

£227

Nonstop flights in January

£119 – £400

Round trips

Toronto YTZChicago MDW

Porter Airlines

£194
Toronto YTZChicago MDW

Porter Airlines

£194

Updated:

713 km
Distance
Duration
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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, ON - Union Bus Station 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 713 km. The most popular airlines for this route are United Airlines, Air Canada, Delta Air Lines, Porter Airlines, and American Airlines. Toronto and Chicago have 401 direct flights per week.

Weekly direct flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Direct flights19201928201720
Fly direct with

Porter Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

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

American Airlines on Thursdays.

Check-in for a flight from Toronto to Chicago

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
United AirlinesUALUAYesNo
Air CanadaACAACYesNo
Delta Air LinesDALDLYesOpens 24 days before flight
Closes 1 hours before flight
Porter AirlinesPOEPDYes0
0
American AirlinesAALAAYesNo

United States COVID-19 travel restrictions

Your trip summary

Most travelers from Toronto, YYZ can enter Chicago, ORD, but there are restrictions.

Departure

Visa requirements
  • Visa is not required
Forms and documents
  • Mandatory proof of COVID-19 vaccination for United States
  • Proof of negative pre-departure COVID-19 test results or recovery certificate may be required
  • Mandatory travel attestation form
  • Travel attestation form may be required for travelers with certain travel history

Return

Travel restrictions
  • Travel is allowed
  • Proof of negative pre-departure COVID-19 test results is not required
  • Quarantine is not required
Visa requirements
  • Visa is not required

Information is provided as guidance only and accurate at the time of publishing. Always check government websites and airline materials before booking and traveling.

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 2.0 hours.
What is the flight distance between Toronto and Chicago?
The flight distance between Toronto and Chicago is 713 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 American Airlines, Porter Airlines, Air Canada, United Airlines.
What are the most popular routes to and from Toronto?
Travelers frequently search for route combinations, such as Toronto and Vancouver, Montreal, Calgary, Istanbul, Winnipeg, Edmonton, Mexico City, Barcelona, Dublin, Athens, New York, Paris, Tirana, Amsterdam, Madrid, London, Budapest, Kyiv, Stockholm, Cancún.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and London, Dublin, Manchester, Athens, Orlando, San Francisco, Hyderabad, Vilnius, New York, Las Vegas, Edinburgh, Denver, Bangkok, Minneapolis, Riga, Glasgow, Austin, San Juan, Edmonton, Tallinn.
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, Region of Waterloo International, John C. Munro Hamilton International, Niagara Falls International, London International, 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, Dane County Regional, General Wayne A. Downing Peoria International, Fort Wayne International, Quad City International, South Bend International, Central Illinois Regional, Muskegon County, University of Illinois Willard.
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?
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?
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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Flights from Toronto

Flights to Chicago

Popular routes

Airports near Toronto

Airports near Chicago

  • O Hare International
  • Chicago Midway International
  • Gerald R. Ford International
  • General Mitchell International
  • Dane County Regional
  • General Wayne A. Downing Peoria International
  • Fort Wayne International
  • Central Illinois Regional
  • Quad City International
  • South Bend International
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