starting at $96
starting at $100
starting at $108
starting at $138
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Toronto. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Chicago to Toronto, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
The route Chicago — Toronto is served by many carriers — 4 in total, including Air Transat, Porter Airlines, Passaredo Linhas Aereas, and Air Canada. This gives passengers wide opportunities: from finding the lowest fare (from $96) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
starting at $96
starting at $100
starting at $108
starting at $138
Chicago — Toronto
09/11/2026
Departure
Direct flight
TS7950
starting at $96
Chicago — Toronto
07/15/2026
Departure
Direct flight
PD2394
starting at $100
Chicago — Toronto
07/18/2026
Departure
Direct flight
PD2388
starting at $101
Chicago — Toronto
07/25/2026
Departure
Direct flight
P32388
starting at $108
Chicago — Toronto
11/08/2026
Departure
Direct flight
TS2704
starting at $120
Chicago — Toronto
06/29/2026
Departure
Direct flight
AC8550
starting at $138
Chicago — Toronto
06/22/2026
Departure
Direct flight
AC8550
starting at $141
Chicago — Toronto
06/20/2026
Departure
Direct flight
P32388
starting at $145
Chicago — Toronto
06/14/2026
Departure
Direct flight
PD2388
starting at $195
Chicago — Toronto
06/15/2026
Departure
Direct flight
PD2394
starting at $195
There are most likely no direct flights on the Chicago — Toronto route
We couldn't find any special offers for flights from Chicago to Toronto
The cheapest one-way flight from Chicago to Toronto departs on 09/11/2026, is operated by Air Transat and costs $96
The cheapest roundtrip flight from Chicago to Toronto departs on 06/12/2026, is operated by Porter Airlines and costs $211
Fastest flight from Chicago to Toronto takes 1h 40m
There are direct flights on this route 5 days a week: Su, Mo, We, Fr, and Sa
The distance between Chicago and Toronto is 701km (435 miles). The time difference between Chicago and Toronto is 1h
The cheapest flight ticket from Chicago to Toronto according to data for the last 48 hours costs $96
Often the best time to buy tickets from Chicago to Toronto is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Toronto can be found flying in these months: September, July, November.
The fastest flights from Chicago to Toronto start from 1 hour 40 minutes in the air.
The following airlines operate direct flights on the route Chicago — Toronto: Air Transat, Porter Airlines, Passaredo Linhas Aereas
In different months, ticket prices from Chicago to Toronto vary: minimum — $96 (September 2026), maximum — $141 (June 2026). Typically, the flight costs $115–$120.
Ticket prices for Chicago — Toronto are higher at the start and end of the period but lowest in the middle. This creates a convenient window for booking at a reduced price.
Prices fall from June 2026 to September 2026 (32%), then rise from September 2026 to November 2026 (+25%). The best period is July 2026–September 2026 ($99), the most expensive is June 2026–July 2026 ($121).
The best time to buy is July 2026–September 2026, when prices are at their lowest. This can save you up to 18% compared to the expensive months (June 2026–July 2026).
Monthly price variation is 15.3%. On this route, your departure date noticeably affects the cost, and choosing wisely can lead to real savings.