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Cheapest flights for Toronto – Chicago (YTO – CHI)

Aviasales.ge will find you the cheapest airfare for Toronto – Chicago by comparing the ticket prices to Chicago using 45 agencies, five booking systems, and 728 airlines. Where exactly you buy your tickets for Toronto – Chicago is up to you.

Direct flight for from Toronto to Chicago

The easiest way to to get to your destination is a direct flight. Direct flights for from Toronto to Chicago are offered by:

  • American Airlines (daily AA3604)
  • Air Canada (daily AC505)
  • United Airlines (daily UA3404)
  • Porter Airlines (6 days per week, flight PD2387)

Chicago is served by 6 airports: DuPage Airport, Chicago Rockford International Airport, Chicago Executive Airport, O'Hare International Airport, Chicago Midway International Airport and Merrill C Meigs. Direct flights for Toronto – Chicago are operated by:
  • Air Canada, United Airlines from Pearson International Airport to O'Hare International Airport
Flight with layover for the route from Toronto to Chicago

An alternative option for Toronto – Chicago (round-trip) would be a flight with a layover. Prices start at 865 up to 918.

A flight with a layover on the route Toronto – Chicago will allow you to make your trip more interesting. The layover could be in:

  • Cleveland (flight AC1111 Air Canada)

This is a great chance to get to know these cities. Layovers are usually at least six hours.

Please keep in mind that depending on the number of days remaining until your departure, ticket prices for Toronto – Chicago could change by more than 113%.

Aviasales.ge suggests buying tickets for Toronto – Chicago in advance in order to choose the conditions for your flight that best suit your preferences and budget.

General information on flight Toronto – Chicago (YTO – CHI)
1 ⁠hr 55 ⁠min
Average flight duration
701 km
Distance
1 ⁠hr
Current time difference
161
Number of flights per week
₾335
Lowest price
Average ticket price
06:19
Earliest flight out
21:00
Latest flight out

Ticket prices for Toronto – Chicago by month *

Month One-way Round-trip
May 2025 14.05.2025
01.05 - 08.05.2025

* Prices found by users over the last 48 hours (they do not represent an offer).

Cheapest flight for from Toronto to Chicago found by our users over the last 48 hours: ticket with United Airlines with a departure on 14.05.2025 and a price of 415 GEL.
Fastest flight for from Toronto to Chicago: ticket with Porter Airlines with the nearest departure on 13.05.2025 and a flight duration of 1hrs. 50min..
Airlines flying from Toronto to Chicago
Airports serving Toronto – Chicago

Toronto airports serving flights to Chicago:

  • Pearson International Airport (YYZ)
  • Toronto City Centre Airport (YTZ)

Chicago airports accepting flights from Toronto:

  • O'Hare International Airport (ORD)
  • Chicago Midway International Airport (MDW)