Good to know - Cheap tickets Toronto — Chicago
| Cheapest flight found | $119 |
|---|---|
| Minimal flight time | 26m |
| 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 |
|---|---|---|
| October 2026 | ||
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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 | 23:41 | mon | 3S442 | AeroLogic | 26m | Pearson International Airport — O'Hare International Airport | Select dates |
| 06:00 | 07:15 | mon | AA3524 | American Airlines | 2h 15m | Pearson International Airport — O'Hare International Airport | Select dates |
| 06:50 | 08:05 | mon, tue, thu, sun | UA3514 | United Airlines | 2h 15m | Pearson International Airport — O'Hare International Airport | Select dates |
| 08:03 | 08:42 | mon | NetJets | 1h 39m | Pearson International Airport — Chicago Executive Airport | Select dates | |
| 08:15 | 08:36 | thu | AC7323 | Air Canada | 1h 21m | Pearson International Airport — O'Hare International Airport | Select dates |
| 09:00 | 10:05 | tue | UA2235 | United Airlines | 2h 5m | Pearson International Airport — O'Hare International Airport | Select dates |
| 09:00 | 10:06 | mon, thu, fri, sat, sun | UA2235 | United Airlines | 2h 6m | Pearson International Airport — O'Hare International Airport | Select dates |
| 09:20 | 10:10 | mon, tue, thu, fri | PD2387 | Porter | 1h 50m | Toronto City Centre Airport — Chicago Midway International Airport | Select dates |
| 09:30 | 10:12 | fri | NetJets | 1h 42m | Pearson International Airport — Chicago Midway International Airport | Select dates | |
| 10:30 | 10:44 | sun | Turkish Airlines | 1h 14m | Pearson International Airport — O'Hare International Airport | Select dates |
Popular airlines flying Toronto — Chicago
Flight Toronto – Chicago is served by 32 airlines. 11 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Sales of tickets from Toronto to Chicago in the last 48 hours
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 May and flights Toronto — Chicago — Toronto in the month of July.
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).
- Departure city: Toronto
- IATA code of the city of origin: YTO
- Departure airports: Pearson International Airport, Toronto Downtown, Hamilton Airport, Buttonville Municipalcipal, Toronto City Centre Airport
- Departure country: Canada
- Destination city: Chicago
- IATA code of the destination city: CHI
- Destination airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Destination country: United States
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 26m.
LowCostClub always do a comparison of airfares Toronto — Chicago with several airlines (include AeroLogic, American Airlines, United 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 Sudbury. 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
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
Are there any direct flights Toronto — Chicago?
Yes, they do: 3S442, AA3524, UA3514, , AC7323, UA2235, PD2387, UA3444, UA3499, AC7303, 5Y812, AA3604, AC505, AA3606, BR683, AC507, PD2393, UA1253, UA3500, AA3608, AC8909, AC1048, AC509, AA3610, K4297, UA5780, DL8922
Can we fly from Toronto to Chicago?
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, American Airlines, United Airlines, NetJets, Air Canada, Porter, Turkish Airlines, Atlas Air, EVA Air, Kalitta Air, Delta Air Lines depart from Toronto on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Aer Lingus, Aeromexico, Air China, Air France, Air India, Alaska Airlines, Arajet, avianca, British Airways, Cargolux, Cathay Pacific, China Airlines Cargo, China Southern Airlines, Copa Airlines, Emirates, Ethiopian Airlines, Etihad Airways, FedEx, Icelandair, Jet Linx Aviation, KLM, Korean Air Cargo, LOT, Lufthansa, Porter Airlines Canada, Qatar Airways, Royal Jordanian, SAS, Slate Aviation, TAP Air Portugal, Virgin Atlantic, WestJet.
How long does it take to fly from Toronto to Chicago?
A direct flight lasts an average of 26m, during which time the aircraft covers a distance of 701 km.
How much do flights Toronto — Chicago cost?
The price of flights Toronto — Chicago starts from $119.
What days does the plane fly Toronto — Chicago?
Planes fly Toronto — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Toronto and Chicago?
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.
What flights are currently flying from Toronto to Chicago?
The following flights fly between Toronto and Chicago: 3S442, AA3524, UA3514, AC7323, UA2235, UA2235, PD2387, UA3444, UA3499, AC7303, 5Y812, AA3604, AA3604, AA3604, AC505, AA3606, BR683, AC507, PD2393, UA1253, UA3500, AA3608, AA3608, AC8909, AC1048, AC509, AA3610, K4297, UA5780, K4297, DL8922
What month is the cheapest to fly from Toronto to Chicago?
High season is considered to be January and the cheapest month is May. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Toronto — Chicago flight deals.
Which airlines direct fly from Toronto to Chicago?
The following airlines have direct flights Toronto — Chicago: AeroLogic, American Airlines, United Airlines, NetJets, Air Canada, Porter, Turkish Airlines, Atlas Air, EVA Air, Kalitta Air, Delta Air Lines.
Which airlines fly from Toronto to Chicago?
All the following airlines flights Toronto — Chicago: Aer Lingus, AeroLogic, Aeromexico, Air Canada, Air China, Air France, Air India, Alaska Airlines, American Airlines, Arajet, Atlas Air, avianca, British Airways, Cargolux, Cathay Pacific, China Airlines Cargo, China Southern Airlines, Copa Airlines, Delta Air Lines, Emirates, Ethiopian Airlines, Etihad Airways, EVA Air, FedEx, Icelandair, Jet Linx Aviation, Kalitta Air, KLM, Korean Air Cargo, LOT, Lufthansa, NetJets, Porter, Porter Airlines Canada, Qatar Airways, Royal Jordanian, SAS, Slate Aviation, TAP Air Portugal, Turkish Airlines, United Airlines, Virgin Atlantic, WestJet.