Cheap Flights from Chicago, IL to Toronto, ON from $41

Return flight: Toronto – Chicago
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On Cheapflightsplus.com you will find 8 direct and 79 connecting flights from Chicago to Toronto. You can compare airfare deals from 10 airlines and multiple travel sites from $41, 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.

Find One-Way and Round-Trip Chicago to Toronto Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $41 (one-way), $70 (round-trip).
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Best Flights from Chicago to Toronto Today

Take a look at the list of non stop flights and flights with layovers from Chicago to Toronto with the lowest price of $41. The fastest direct flight takes 1h 40m and the fastest connecting – 3h 13m.
Price Departure Arrival Flight Duration Airline Flight
from $41
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07:04
Chicago
O'Hare International
 09:58
Toronto
Pearson International
 1h 54m United Airlines
UA3440
from $42
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17:50
Chicago
Midway
 20:32
Toronto
Toronto Island
 1h 42m Porter Airlines
PD2394
from $68
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09:40
Chicago
Midway
 12:20
Toronto
Toronto Island
 1h 40m Porter Airlines
PD2388
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 16, 2025
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 Arrival Flight Details Flight Duration Price
07:04 — 09:58
07:04 — 09:58 UA3440 United Airlines
Chicago — Toronto
1h 54m
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from$41
07:15 — 13:47
07:10 — 10:28 UA563 United Airlines
Chicago — Newark
1h 26m stop
12:03 — 13:47 UA3400 United Airlines
Newark — Toronto
5h 32m
including layover
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from$92
08:52 — 19:05
08:52 — 11:55 UA2277 United Airlines
Chicago — Washington D.C.
5h 17m stop
17:12 — 19:05 UA3453 United Airlines
Washington D.C. — Toronto
9h 13m
including layover
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from$92
09:00 — 22:14
09:00 — 11:59 UA1851 United Airlines
Chicago — Washington D.C.
8h 41m stop
20:40 — 22:14 UA8557 United Airlines
Washington D.C. — Toronto
12h 14m
including layover
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from$92
09:40 — 12:20
09:40 — 12:20 PD2388 Porter Airlines
Chicago — Toronto
1h 40m
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from$68
09:40 — 12:20
09:40 — 12:20 TS7058 Air Transat
Chicago — Toronto
1h 40m
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from$101
10:00 — 22:14
10:00 — 12:58 UA466 United Airlines
Chicago — Washington D.C.
7h 42m stop
20:40 — 22:14 UA8557 United Airlines
Washington D.C. — Toronto
11h 14m
including layover
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from$91
10:50 — 13:42
10:50 — 13:42 UA3568 United Airlines
Chicago — Toronto
1h 52m
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from$79
10:50 — 19:05
10:50 — 13:49 UA758 United Airlines
Chicago — Washington D.C.
3h 23m stop
17:12 — 19:05 UA3453 United Airlines
Washington D.C. — Toronto
7h 15m
including layover
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from$83
13:05 — 19:05
13:05 — 16:10 UA1140 United Airlines
Chicago — Washington D.C.
1h 2m stop
17:12 — 19:05 UA3453 United Airlines
Washington D.C. — Toronto
5h
including layover
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from$83
16:43 — 19:37
16:43 — 19:37 UA3525 United Airlines
Chicago — Toronto
1h 54m
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from$87
17:50 — 20:32
17:50 — 20:32 PD2394 Porter Airlines
Chicago — Toronto
1h 42m
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from$42
17:50 — 20:32
17:50 — 20:32 TS7315 Air Transat
Chicago — Toronto
1h 42m
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from$76
21:14 — 23:58
21:14 — 23:58 UA1756 United Airlines
Chicago — Toronto
1h 44m
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from$79
21:31 — 10:04
+1 day
21:31 — 00:30 UA276 United Airlines
Chicago — Washington D.C.
7h 52m stop
08:22 — 10:04 UA3612 United Airlines
Washington D.C. — Toronto
11h 33m
including layover
Find flight
from$91
*Departure and arrival times - local. Updated on September 16, 2025

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 22:15 from 7 Chicago airports and arrive 05:05 to 22:15 to 3 Toronto airports. Average flight time is 1h 43m.

  • The fastest flight 1h 40m
  • Average flight time 1h 43m
  • The earliest flight 05:05
  • The latest flight 22:15
  • Distance 436 ml

The cheapest months to travel to Toronto are september (from 41 $), october (from 42 $), august (from 68 $).

The most expensive months are november (from 155 $), february (from 135 $), december (from 127 $).

What is the lowest airfare Chicago to Toronto?

The cheapest plane ticket found by our users is $41. This airfare is for economy class on one-way UA3440 flight by United Airlines for September 27, 2025 which leaves O'Hare International in Chicago at 07:04 am and arrives at Toronto Pearson International at 09:58.

Economy class
$41
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Business class
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First class
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Popular Airlines on the Route

The flight Chicago — Toronto is served by 10 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by Air Canada - 2 departures per week at the price of from $ 179 . And the most expensive tickets are offered by Austrian Airlines airline - from $ 6424.

Direct flights

There are 8 nonstop flights on the route. The fastest direct flight is PD2388 by Porter Airlines takes 1h 40m and the cheapest is UA3440 by United Airlines for $41.

  • PD - Porter Airlines
    from $42
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  • UA - United Airlines
    from $41
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  • TS - Air Transat
    from $76
    Find
See more direct flights

Connecting Flights

There are 79 flights with layovers on the route. The fastest connecting flight is WS8179 by WestJet takes 3h 13m and the cheapest is UA3440 by United Airlines for $83.

  • AC - Air Canada
    from $179
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  • F9 - Frontier Airlines
    from $247
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  • OS - Austrian Airlines
    from $6424
    Find
  • UA - United Airlines
    from $83
    Find
  • WS - WestJet
    from $211
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  • TP - TAP Portugal
    from $2232
    Find
  • LX - SWISS International Air Lines
    from $4164
    Find
  • NK - Spirit Airlines
    from $141
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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 $41
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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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Airplanes

There are flights to Toronto from Chicago by 10 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Top International Destinations from Chicago

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.

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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