Cheap flights from Toronto to Chicago
Selected dates may not give results due to COVID-19. We suggest you change the dates.
Round trip One way
Round trip
One way
Select departure
No results match your search criteria
  • Latest searches
Select arrival
No results match your search criteria
  • Latest searches
Round trip One way
Round trip
One way
{{ weekDay }}
{{ panel.label }}
Looking for a one-way flight?
{{ fromDate | dateToDayNumber }}

{{ fromDate | dateToMonthName }}

{{ fromDate | dateToDayName }}

{{ flexibleFromDateLabel }}
{{ option.label }}
?
{{ flexibleToDateLabel }}
{{ option.label }}
Class and passengers
Class
Economy
Available for Economy only
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
  • Compare with:
    Sponsored

Book a flight from Toronto to Chicago at the best time

The search engine of Fly Scanner suggests you the ideal solution for travelling to United States, offering alternative dates and airports of your choice to save even more. Avoid wasting time and find the right flight for you in a single search customized to your needs.

.

Find a direct flight Toronto to Chicago

If you're looking only for direct flights to Chicago, with our search engine you can filter the offers of hundreds of companies to get only the cheapest direct flights from Toronto to Chicago. Avoid unnecessary waste of time, compare all offers in one search.

Find the Toronto - Chicago low cost flight you prefer

Fly Scanner, once you enter your departure and arrival cities, will compare thousands of offers based on your needs.

Filter your search

Fly Scanner offers the possibility to customize your search according to different criteria:

  • Only direct flights
  • Only flights of one airline
  • Only flights departing or arriving at a specific airport
Other filters allow you to check prices for nearby dates to save even more on your trip to United States.

Frequently Asked Questions

Frequently asked questions about flights from Toronto to Chicago.

How much does a Toronto - Chicago flight cost?

The lowest price in the last 15 days for an airline ticket from Toronto to Chicago is $96.

How far is Toronto from Chicago?

Toronto is about 439 mi from Chicago.

What are the airports in Chicago?

At Chicago there are 3 airports: Midway, O'Hare, Rockford.

What are the airports in Toronto?

At Toronto there are 4 airports: John C. Munro, Kitchener Lake, Lester B. Pearson, Toronto Island Airport.

What are the most popular destinations searched for in United States?

The most searched cities in United States according to our users are: Atlanta, Los Angeles, Miami, New York City, Orlando.

What is the cheapest month to fly from Toronto to Chicago?

The cheapest month to fly from Toronto to Chicago is April.

What is the most expensive month to fly from Toronto to Chicago?

The most expensive month to fly from Toronto to Chicago is June.

What is the best day of the week to fly from Toronto to Chicago?

For flights from Toronto to Chicago Monday is on average the cheapest day to fly, while Sunday is the most expensive day to fly.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more