Flights from Chicago to Toronto

Our cheapest offers for flights from Chicago to Toronto

Here you can compare cheap flights from Chicago (CHI) to Toronto (YTO) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Toronto. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Chicago
Toronto
Outbound
02/13/26
1 Stopover (MSP)
WS8358, WS6325
05h 30min
Return
02/26/26
1 Stopover (DTW)
WS6343, WS7570
08h 38min
Westjet ?
$283
Best option
Chicago
Toronto
Outbound
02/13/26
1 Stopover (DCA)
AA0523, AA5665
04h 44min
Return
02/26/26
direct
AA3524
02h 15min
American Airlines ?
$472
Chicago
Toronto
Outbound
11/09/25
1 Stopover (BNA)
F93079, WS1393
25h 57min
Return
12/07/25
1 Stopover (MCO)
F81690, F92791
12h 34min
Frontier Airlines, Westjet ?
$315
Chicago
Toronto
Outbound
11/09/25
1 Stopover (DTW)
WS6899, WS6406
09h 30min
Return
12/07/25
1 Stopover (DTW)
WS6473, WS7064
03h 44min
Westjet ?
$320
Chicago
Toronto
Outbound
02/13/26
1 Stopover (DTW)
WS8377, WS6406
07h 34min
Return
02/26/26
1 Stopover (LGA)
WS6349, WS6940
06h 57min
Westjet ?
$334
Chicago
Toronto
Outbound
02/13/26
2 Stopovers (MEX, CUN)
Y40703, Y40102, F82613
22h 57min
Return
02/26/26
2 Stopovers (MCO, BWI)
F81690, F93274, F94063
28h 12min
Volaris, Flair Airlines ?
$683
Chicago
Toronto
Outbound
11/09/25
1 Stopover (SEA)
AS1464, AS0385
32h 35min
Return
12/07/25
1 Stopover (SEA)
AS0391, AS0538
14h 36min
Alaska Airlines ?
$951
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago to Toronto

Favorite airline: United Airlines
United Airlines is the most popular airline for flights from Chicago to Toronto.
United Airlines
52 %
Air Canada
23 %
Westjet
15 %
Cheapest weekday: e.g. Saturday
The cheapest day of departure is Monday, Thursday, Friday and Saturday. You can save up to 2 % when you fly on these days of the week.
Direct flights are the cheapest connection
Compared to direct flights, flights with a stopover on this route are on average 5 % more expensive.
non stop flight
1 stop
2 stops
01h 43min
05h 08min
15h 57min
$233
$244
$255
The favorite connection is non-stop
Non-stop flights are especially popular on this route. 75 % of travelers will book a direct flight.
Route
bookings
Direct flights
01h 43min, from $233
75 %
1 stopover Calgary International Airport-Banff
11h 11min, from $681
6 %
1 stopover Washington DC - Ronald Reagan National Airport, VA
05h 08min, from $244
5 %

Important flight information

Flight information: Chicago - Toronto

Roundtrip from $283.00
Flight duration min. 01:34 / max. 01:47
Return flight duration min. 01:50/ max. 02:17
Distance 702 km
Flights per week 162
Departure airport Airport Chicago-IL, all airports (CHI)
Arrival airport Airport Toronto (YTO)
Destination country Flights to Canada
Alternative flights to Toronto
Flight destinations with a similar price
Flight destinations with a similar price