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Cheap flights from Toronto to Chicago, USA


Find cheapest flight deals from Toronto to Chicago. We have partnered with hundreds of airlines and travel suppliers to offer you the best deals available. Our online flight search engine will help you compare hundreds of ticket prices on Toronto to Chicago flights.

Toronto to Chicago, USA Flight information

Flight depart from: Toronto
Flight Arrive in: Chicago
Low Season to travel: January, February, April, May, September, October, November
High Season to travel: March, June, July, August, December
Airlines flying on this route: American Airlines , Air Canada , Delta Air Lines , United Airlines , WESTJET

Cheapest dates of the month to fly from Toronto to Chicago flights. Lowest fares are based on historical flight searches.

Month
Cheapest Fare
Departure Date
Return Date
November C$ 265.13Nov 19, 2018Dec 13, 2018
December C$ 265.13Dec 11, 2018Dec 13, 2018
January C$ 265.13Jan 13, 2019Jan 14, 2019
February C$ 276.33Feb 05, 2019Feb 07, 2019
February C$ 276.33Feb 05, 2019Feb 13, 2019
March C$ 292.17Mar 01, 2019Mar 03, 2019
March C$ 292.17Mar 01, 2019Mar 09, 2019
March C$ 292.17Mar 01, 2019Mar 11, 2019
March C$ 292.17Mar 11, 2019Mar 13, 2019
March C$ 292.17Mar 11, 2019Mar 19, 2019
March C$ 292.17Mar 11, 2019Mar 23, 2019
March C$ 292.17Mar 11, 2019Mar 25, 2019
March C$ 292.17Mar 22, 2019Mar 26, 2019
May C$ 411.37May 13, 2019May 20, 2019
July C$ 395.98Jul 01, 2019Aug 30, 2019

Price drop guarantee on Toronto to Chicago flights


We offer price drop guarantee on all airline tickets from Toronto to Chicago. If the price of the exact same flights and dates drops after your purchase, we offer up to C$ 100 as a future travel credit which can be used to purchase any flight in the future with NanakFlights.

Get C$ 10 gas card reward
on all airline tickets


We also offer C$ 10 gas card on every round trip flight purchased with NanakFlights. Only flights originating from Canada to anywhere in the World are eligible for C$ 10 gas card offer. We offer C$ 5 on reverse flights.

Our Popular Airlines


Use our online flight booking tool to select your origin and destination, departure and return dates, and airline of choice.


Air Canada
Jet Airways
Lufthansa
Emirates
Air China
Etihad

China Airlines
Swiss Airways
United Airlines
Air India
Turkish Airlines
West Jet
Austrian Airline
Singapore Airline

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