Cheap flights from Toronto, Canada
to Chicago, IL

Flights starting at CA$172. Choose between United Airlines, Frontier Airlines, or Air Canada to find the best price.

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Tips to know when travelling to Chicago

Round trips

One-way trips

Toronto YTZChicago MDW
CA$225
Toronto YTZChicago MDW
CA$268
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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, IL - California Ave. The distance between Toronto and Chicago is 713 km. The most popular airlines for this route are United Airlines, Frontier Airlines, Air Canada, Spirit Airlines, and WestJet. Toronto and Chicago have 401 direct flights per week.

Weekly direct flights

Discover the top airlines offering direct flights from Toronto to Chicago in the next month. You’ll find the number of daily direct flights per airline in the table.

Weekly direct flights for Sun 21.05 - Sat 27.05

AirlineSun 21.05Mon 22.05Tue 23.05Wed 24.05Thu 25.05Fri 26.05Sat 27.05
------------477
---------------------
1222221
---------5---------

Weekly direct flights for Sun 28.05 - Sat 03.06

AirlineSun 28.05Mon 29.05Tue 30.05Wed 31.05Thu 01.06Fri 02.06Sat 03.06
12611115910
---------------------
2222121
American Airlines
---------------------

Weekly direct flights for Sun 04.06 - Sat 10.06

AirlineSun 04.06Mon 05.06Tue 06.06Wed 07.06Thu 08.06Fri 09.06Sat 10.06
101211111186
1------------------
222221---
---------------------

Weekly direct flights for Sun 11.06 - Sat 17.06

AirlineSun 11.06Mon 12.06Tue 13.06Wed 14.06Thu 15.06Fri 16.06Sat 17.06
56910831
------64365
---122221
American Airlines
---------------------

Check-in for a flight from Toronto to Chicago

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
United AirlinesUALUAYesNo
Frontier AirlinesFFTF9NoOpens 24 days before flight
Closes 1 hours before flight
Air CanadaACAACYesNo
Spirit AirlinesNKSNKNoOpens 24 days before flight
Closes 1 hours before flight
WestJetWJAWSNoOpens 24 days before flight
Closes 1 hours before flight

United States COVID-19 travel restrictions

Your trip summary

Departure

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

Return

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

Frequently asked questions

How long does it take to travel from Toronto to Chicago?
What is the flight distance between Toronto and Chicago?
What airlines offer nonstop (direct) flights between Toronto and Chicago?
What are the most popular routes to and from Toronto?
What are the most popular routes to and from Chicago?
Which airports are there in Toronto?
What airports are near Toronto?
What airports are near Chicago?
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?
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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