Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Best option Chicago Toronto | Outbound 10/18/25 direct AC5138 01h 46min | Return 11/17/25 direct AC0509 01h 57min | | ![]() | ? | $122 | |
Chicago Toronto | Outbound 07/15/25 1 Stopover (MCO) NK0507, WS1225 28h 02min | Return 07/20/25 1 Stopover (BNA) WS1428, NK2028 25h 48min | | ![]() | $273 | ||
Chicago Toronto | Outbound 09/23/25 direct AC5138 01h 46min | Return 09/30/25 direct AC0507 01h 54min | | ![]() | ? | $134 | |
Chicago Toronto | Outbound 09/23/25 direct UA5334 01h 55min | Return 09/30/25 direct UA8287 01h 53min | | ![]() | ? | $135 | |
Chicago Toronto | Outbound 10/05/25 direct UA0265 01h 43min | Return 10/16/25 direct UA3605 02h 01min | | ![]() | $142 | ||
Chicago Toronto | Outbound 10/18/25 direct UA8472 01h 38min | Return 11/17/25 direct AC0501 01h 57min | | ![]() | ? | $145 | |
Chicago Toronto | Outbound 10/18/25 1 Stopover (EWR) UA0563, UA3400 05h 33min | Return 11/17/25 direct AC0509 01h 57min | | ![]() | ? | $145 | |
Chicago Toronto | Outbound 09/23/25 direct AA4530 01h 40min | Return 09/30/25 direct AA3608 01h 55min | | ![]() | ? | $149 | |
Chicago Toronto | Outbound 10/05/25 direct AC5138 01h 46min | Return 10/16/25 direct UA8278 01h 53min | | ![]() | ? | $153 | |
Chicago Toronto | Outbound 10/08/25 direct AA3456 02h 05min | Return 10/27/25 1 Stopover (LGA) AA4556, AA2041 07h 05min | | ![]() | ? | $157 |
Stops
- Direct flight
Airline
- American Airlines
- United Airlines
- Air Canada
- Westjet
- Spirit Airlines
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 | $122.00 |
---|---|
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 (ORD, MDW, RFD) (CHI) |
Arrival airport | Airport Toronto (YTO) |
Destination country | Flights to Canada |
Alternative flights to Toronto
- Flight Boston - Toronto from $210
- Flight San Francisco - Toronto from $265
- Flight New York - Toronto from $123
- Flight Tampa - Toronto from $129
- Flight Miami - Toronto from $270
- Flight Washington-DC - Toronto from $201
Flight destinations with a similar price
- Flight Chicago - Las Vegas from $128
- Flight Chicago - Tampa from $117
- Flight Chicago - Fort Myers from $113
- Flight Chicago - St. Louis from $128
- Flight Chicago - Louisville from $128
- Flight Chicago - Owensboro from $113