Cheap Flights from Toronto, ON to Chicago, IL from $79
On Cheapflightsplus.com you will find 9 direct and 116 connecting flights from Toronto to Chicago. You can compare airfare deals from 9 airlines and multiple travel sites from $79, book and save on cheap plane tickets and last minute offers. Also check out YTO-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Flight Information
Below we will explain in detail what the flights cost on the destination from Toronto to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Toronto and Chicago is 701 miles. Time difference between the cities is 1h. Airplanes depart 00:30 to 23:50 from 3 Toronto airports and arrive 00:30 to 23:50 to 7 Chicago airports. Average flight time is 1h 54m.
- The fastest flight 1h 49m
- Average flight time 1h 54m
- The earliest flight 00:30
- The latest flight 23:50
- Distance 436 ml
Best Flights from Toronto to Chicago Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $79 | 15:35 Toronto Toronto Island | 16:24 Chicago Midway | 1h 49m | Porter Airlines | PD2393 |
| from $93 | 14:10 Toronto Pearson International | 15:04 Chicago O'Hare International | 1h 54m | United Airlines | UA8307 |
| from $114 | 17:15 Toronto Pearson International | 18:15 Chicago O'Hare International | 2h 0m | United Airlines | UA1371 |
| from $108 | 21:10 Toronto Pearson International | 07:38+1 день Chicago O'Hare International | 11h 28m layover 7h 12m - Newark | United Airlines | UA8266 UA2164 |
| from $129 | 08:10 Toronto Pearson International | 14:33 Chicago O'Hare International | 7h 23m layover 3h 43m - Washington D.C. | United Airlines | UA8271 UA2331 |
The cheapest months to travel to Chicago are october (from 79 $), september (from 94 $), july (from 97 $).
The most expensive months are february (from 212 $), january (from 197 $), november (from 173 $).
What is the lowest airfare Toronto to Chicago?
The cheapest plane ticket found by our users is $79. This airfare is for economy class on one-way PD2393 flight by Porter Airlines for October 7, 2025 which leaves Toronto Island in Toronto at 15:35 am and arrives at Chicago Midway at 16:24.
Flight Schedule Toronto (Ontario) to Chicago (Illinois)
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Popular Airlines on the Route
The flight Toronto — Chicago is served by 9 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Air Canada - 6 departures per week at the price of from $ 490 . And the most expensive tickets are offered by Finnair airline - from $ 3309.
Direct flights
There are 9 nonstop flights on the route. The fastest direct flight is PD2393 by Porter Airlines takes 1h 49m and the cheapest is PD2393 by Porter Airlines for $79.
- PD - Porter Airlinesfrom $79Find
- UA - United Airlinesfrom $93Find
- TS - Air Transatfrom $119Find
Connecting Flights
There are 116 flights with layovers on the route. The fastest connecting flight is AC7704 by Air Canada takes 4h 6m and the cheapest is PD2393 by Porter Airlines for $108.
- F8 - Freedom Airlinesfrom $214Find
- AC - Air Canadafrom $490Find
- PD - Porter Airlinesfrom $193Find
- AV - Aviancafrom $1071Find
- SY - Sun Country Airlinesfrom $336Find
- AY - Finnairfrom $3278Find
- UA - United Airlinesfrom $108Find
- WS - WestJetfrom $226Find
- TS - Air Transatfrom $222Find
Airports
You can fly from Toronto to Chicago from 3 airports (Buttonville Municipal, Toronto Island, Pearson International).
Toronto airports
- Buttonville Municipal-YKZFind
- Toronto Island-YTZfrom $79Find
- Pearson International-YYZfrom $93Find
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Toronto by 9 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top International Destinations from Toronto
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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