Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Porter Airlines

The cheapest airline(s) flying from Toronto to Chicago is Porter Airlines.

  • Porter Airlines Porter Airlines
  • Air Canada Air Canada
  • United Airlines United Airlines
  • Air Transat Air Transat
  • American Airlines American Airlines
  • WestJet WestJet
  • Alaska Airlines Alaska Airlines
Cheapest Month April

Travel Period: February 2025 - January 2026

The cheapest month(s) to fly from Toronto to Chicago is April.

  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
  • Jan 2026
Cheapest Day of the Week Friday

The cheapest day(s) of the week to fly from Toronto to Chicago is Friday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Thu, 2 Jan, 2025

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      • 06:52 YYZ
        08:05 ORD
        2Hrs, 13m Direct
      • YYZToronto Lester B Pearson Intl Airport 06:52 - ORD 08:05 2h 13m Direct
      • YYZToronto Lester B Pearson Intl Airport 06:52
      • ORDChicago O'Hare International Airport 08:05
      • 2h 13m
      • Direct
      • United Airlines (UA 3534)Embraer 175
      • United Airlines (UA 3534)
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      • Embraer 175
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      What’s the fastest flight time from Toronto to Chicago?

      The fastest flight time for direct flights from Toronto to Chicago is 2 hours 13 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Toronto to Chicago?

      The most popular airline flying from Toronto to Chicago is Air Canada. Find the latest flight deals on Wego.

      How far is Chicago from Toronto?

      The flight distance between Toronto and Chicago is 701km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 06:52. The last flight of the day departs at 06:52. See the full list of flight times on Wego.

      How many airlines offer direct flights from Toronto to Chicago?

      There are 1 airlines that offer direct flights from Toronto to Chicago. Find out the list of airlines on Wego.

      Popular Airlines Flying From Toronto to Chicago

      Air Canada ‏()
      Porter Airlines ‏()

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