Cheap flights Toronto — Chicago (YTO — CHI)

Good to know - Cheap tickets Toronto — Chicago

Cheapest flight found $119
Minimal flight time 46m
Flight distance 701 km
Most popular airline United Airlines

Airfare Toronto – Chicago by month

Here you can find out in what months how much a ticket Toronto – Chicago costs to buy cheap plane tickets.

Month One-way Round-trip
November 2025
October 2025
September 2025
August 2025
July 2025
June 2025
May 2025
April 2025
March 2025
February 2025
January 2025
December 2024

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Toronto — Chicago

Departure Arrival Flight days Flight Airlines Flight time Airports
00:15 01:05 mon 3S442 AeroLogic 1h 50m Pearson International Airport — O'Hare International Airport Select dates
00:15 01:05 mon 3S442 DHL 1h 50m Pearson International Airport — O'Hare International Airport Select dates
06:30 07:25 daily AA4731 American Airlines 1h 55m Pearson International Airport — O'Hare International Airport Select dates
06:30 07:26 mon, tue, wed, thu, sun AA3524 American Airlines 1h 56m Pearson International Airport — O'Hare International Airport Select dates
07:00 07:59 daily UA490 United Airlines 1h 59m Pearson International Airport — O'Hare International Airport Select dates
07:55 08:45 daily PD2387 Porter Airlines Canada 1h 50m Toronto City Centre Airport — Chicago Midway International Airport Select dates
07:55 08:45 tue, wed, thu, fri, sat, sun PD2387 Porter 1h 50m Toronto City Centre Airport — Chicago Midway International Airport Select dates
08:03 08:42 mon NetJets 1h 39m Pearson International Airport — Chicago Executive Airport Select dates
08:15 09:09 daily AC503 Air Canada 1h 54m Pearson International Airport — O'Hare International Airport Select dates
09:00 09:59 daily UA1538 United Airlines 1h 59m Pearson International Airport — O'Hare International Airport Select dates
All routes

Dynamics airfare Toronto — Chicago by month for the last year

according to LowCost.Club for the last year

The airfare depends on the departure date. Our chart shows the low season prices on route Toronto — Chicago

The graph shows that booking flights Toronto — Chicago is best planned for August and flights Toronto — Chicago — Toronto in the month of May.

Flights Toronto — Chicago

The selection of cheap flights Toronto — Chicago

Here you can find and purchase the cheapest flights Toronto — Chicago from $119 and Toronto — Chicago — Toronto from $143.

The price of the flight Toronto — Chicago (United States) — Toronto from $143 (round-trip).

The average price of the flight Toronto — Chicago (United States) — Toronto $322 (round-trip).

Low cost flights Toronto — Chicago (YTO — CHI)

The distance between Toronto and Chicago 436 miles (or 701 kilometres).

The time difference between Toronto and Chicago is 1 h.

Minimal flight time from Toronto to Chicago 46m.

LowCostClub always do a comparison of airfares Toronto — Chicago with several airlines (include AeroLogic, DHL, American Airlines). They will always give you all available options so you can find the cheapest flight to Chicago. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Toronto — Chicago. Last week, for instance, the cheapest round-trip prices stood at $143 while the cheapest one-way price that was available within the last week cost $119

Routes from nearby cities to Chicago

A flight from a neighbouring city can help you save money on plane tickets.

The most frequent flight to Chicago is from Buffalo. The cheapest airfare can be purchased with a flight from Cleveland from $50. The nearest airports from Toronto with a flight to Chicago are in Detroit.

Popular International routes from Toronto

Toronto — Chania

Toronto — Shymkent

Toronto — Jeju

Popular routes from Chicago

If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:

Popular domestic routes from Toronto

FAQ about Toronto — Chicago

Yes, they do: 3S442, AA4731, AA3524, UA490, PD2387, , AC503, UA1538, UA3929, UA5563, UA5676, AA6488, AC8905, UA3605, AA4770, BR657, K4295, K4297, AC507, BR659, BR683, UA3616, AA3608, PD2393, AC8909, UA1371, UA2121, AA4530, AC511, UA3776, UA3753, UA3752, UA3640

Yes, you can fly from Toronto to Chicago. Toronto has 5 airports (Pearson International Airport, Toronto Downtown, Hamilton Airport, Buttonville Municipalcipal, Toronto City Centre Airport) for flights. AeroLogic, DHL, American Airlines, United Airlines, Porter Airlines Canada, Porter, NetJets, Air Canada, EVA Air, Kalitta Air depart from Toronto on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Aer Lingus Regional, Aeromexico, Air China, Air France, Air India, Alaska Horizon, Apex Logistics, avianca, British Airways, Cargolux, Cathay Pacific, China Airlines, China Southern Airlines, Copa Airlines, Delta Air Lines, Emirates, Ethiopian Airlines, Etihad Airways, FedEx, Icelandair, ITA Airways, Jet Linx Aviation, KLM, Korean Air, LOT, Lufthansa, Qatar Airways, Royal Jordanian, SAS, Sun Country Airlines, Swiss, TAP Express, Turkish Airlines, UPS, Virgin Atlantic, WestJet.

A direct flight lasts an average of 46m, during which time the aircraft covers a distance of 701 km.

The price of flights Toronto — Chicago starts from $119.

Planes fly Toronto — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

In Toronto — Pearson International Airport, Toronto Downtown, Hamilton Airport, Buttonville Municipalcipal, Toronto City Centre Airport. In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport.

The following flights fly between Toronto and Chicago: 3S442, 3S442, AA4731, AA3524, UA490, PD2387, PD2387, AC503, UA1538, UA1538, UA3929, UA5563, UA5676, AA6488, AA6488, AC8905, UA3605, AA4770, AA4770, BR657, K4295, K4295, K4295, K4297, K4295, AC507, BR659, BR683, BR683, UA3616, K4297, UA3616, K4295, AA3608, AA3608, AA3608, PD2393, PD2393, K4295, K4297, AC8909, AC8909, UA1371, UA2121, AA4530, AC511, UA3776, AA4530, UA3753, UA3752, UA3640, UA3640, UA3640, 3S442

High season is considered to be February and the cheapest month is August. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Toronto — Chicago flight deals.

The following airlines have direct flights Toronto — Chicago: AeroLogic, DHL, American Airlines, United Airlines, Porter Airlines Canada, Porter, NetJets, Air Canada, EVA Air, Kalitta Air.

All the following airlines flights Toronto — Chicago: Aer Lingus Regional, AeroLogic, Aeromexico, Air Canada, Air China, Air France, Air India, Alaska Horizon, American Airlines, Apex Logistics, avianca, British Airways, Cargolux, Cathay Pacific, China Airlines, China Southern Airlines, Copa Airlines, Delta Air Lines, DHL, Emirates, Ethiopian Airlines, Etihad Airways, EVA Air, FedEx, Icelandair, ITA Airways, Jet Linx Aviation, Kalitta Air, KLM, Korean Air, LOT, Lufthansa, NetJets, Porter, Porter Airlines Canada, Qatar Airways, Royal Jordanian, SAS, Sun Country Airlines, Swiss, TAP Express, Turkish Airlines, United Airlines, UPS, Virgin Atlantic, WestJet.

Low price calendar

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