Cheap Flights from Chicago, IL to Toronto, ON from $37

Return flight: Toronto – Chicago

On Cheapflightsplus.com you will find 44 direct and 699 connecting flights from Chicago to Toronto. You can compare airfare deals from 17 airlines and multiple travel sites from $37, book and save on cheap plane tickets and last minute offers. Also check out CHI-YTO 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 Chicago to Toronto depends on and how to choose the most interesting flight option for you.

Distance between Chicago and Toronto is 701 miles. Time difference between the cities is 1h. Airplanes depart 05:05 to 23:45 from 7 Chicago airports and arrive 05:05 to 23:45 to 3 Toronto airports. Average flight time is 1h 44m.

  • The fastest flight 1h 38m
  • Average flight time 1h 44m
  • The earliest flight 05:05
  • The latest flight 23:45
  • Distance 436 ml

The cheapest months to travel to Toronto are october (from 37 $), september (from 41 $), august (from 68 $).

The most expensive months are november (from 156 $), february (from 135 $), december (from 127 $).

What is the lowest airfare Chicago to Toronto?

The cheapest plane ticket found by our users is $37. This airfare is for economy class on one-way UA8088 flight by United Airlines for October 7, 2025 which leaves O'Hare International in Chicago at 18:30 am and arrives at Toronto Pearson International at 21:12.

Economy class
$37
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Business class
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First class
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Flight Schedule Chicago (Illinois) to Toronto (Ontario)

07:04 — 09:58
1h 54m flight time
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from$41
Chicago — Toronto
UA3440 United Airlines
07:10 — 09:58
1h 48m flight time
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from$37
Chicago — Toronto
UA5293 United Airlines
08:55 — 11:49
1h 54m flight time
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from$37
Chicago — Toronto
UA3601 United Airlines
09:40 — 12:20
1h 40m flight time
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from$68
Chicago — Toronto
PD2388 Porter Airlines
10:00 — 12:38
1h 38m flight time
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from$37
Chicago — Toronto
UA8472 United Airlines
10:48 — 13:42
1h 54m flight time
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from$37
Chicago — Toronto
UA5916 United Airlines
12:00 — 14:38
1h 38m flight time
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from$37
Chicago — Toronto
UA8070 United Airlines
12:00 — 14:38
1h 38m flight time
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from$41
Chicago — Toronto
UA8027 United Airlines
12:52 — 15:46
1h 54m flight time
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from$37
Chicago — Toronto
UA5583 United Airlines
13:01 — 15:46
1h 45m flight time
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from$84
Chicago — Toronto
AC4899 Air Canada
14:00 — 16:44
1h 44m flight time
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from$84
Chicago — Toronto
AC8906 Air Canada
15:50 — 18:32
1h 42m flight time
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from$268
Chicago — Toronto
AC508 Air Canada
16:42 — 19:37
1h 55m flight time
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from$37
Chicago — Toronto
UA5716 United Airlines
17:50 — 20:32
1h 42m flight time
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from$42
Chicago — Toronto
PD2394 Porter Airlines
18:01 — 20:44
1h 43m flight time
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from$37
Chicago — Toronto
UA265 United Airlines
18:30 — 21:12
1h 42m flight time
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from$37
Chicago — Toronto
UA8088 United Airlines
20:25 — 23:07
1h 42m flight time
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from$88
Chicago — Toronto
UA8473 United Airlines
21:14 — 23:58
1h 44m flight time
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from$80
Chicago — Toronto
UA1756 United Airlines
Full flight schedule will help you in detecting at what time planes fly from Chicago to Toronto. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
*Departure and arrival times - local. Updated on October 8, 2025.

Popular Airlines on the Route

The flight Chicago — Toronto is served by 17 regular airlines and 8 low-cost airlines. Most of the flights on this route are operated by Air Canada - 81 departures per week at the price of from $ 84 . And the most expensive tickets are offered by Austrian Airlines airline - from $ 6460.

Direct flights

There are 44 nonstop flights on the route. The fastest direct flight is UA8472 by United Airlines takes 1h 38m and the cheapest is UA8088 by United Airlines for $37.

  • AC - Air Canada
    from $84
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  • PD - Porter Airlines
    from $42
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  • UA - United Airlines
    from $37
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  • TS - Air Transat
    from $77
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See more direct flights

Connecting Flights

There are 699 flights with layovers on the route. The fastest connecting flight is WS8263 by WestJet takes 3h 6m and the cheapest is UA8088 by United Airlines for $40.

  • AC - Air Canada
    from $103
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  • OS - Austrian Airlines
    from $4177
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  • SY - Sun Country Airlines
    from $144
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  • UA - United Airlines
    from $40
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  • LX - SWISS International Air Lines
    from $4187
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  • G4 - Allegiant Air
    from $156
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  • AS - Alaska Airlines
    from $378
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  • F9 - Frontier Airlines
    from $155
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  • TK - Turkish Airlines
    from $1798
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  • AY - Finnair
    from $2022
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  • HA - Hawaiian Airlines
    from $352
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  • Y4 - Volaris
    from $450
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See more connecting flights

Airports

You can fly from Chicago to Toronto from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $37
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  • Midway-MDW
    from $42
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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Toronto airports

  • Buttonville Municipal-YKZ
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  • Toronto Island-YTZ
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  • Pearson International-YYZ
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How to book a plane ticket yourself?

How to book an air 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.

    To find a plane ticket, please select dates.

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