Flight Routes from Chicago to Toronto

Trip type

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
Best option
Chicago
Toronto
Outbound
05/16/26
direct
AC0508
01h 43min
Return
05/29/26
direct
AC0509
02h 00min
Air Canada ?
$219
Chicago
Toronto
Please note: transfer for connecting flight
Outbound
06/25/26
2 Stopovers (MEX, CUN)
Y40703, Y40102, TS0427
23h 50min
Return
06/30/26
1 Stopover (MEX)
F82626, AM0682
28h 33min
Volaris, Air Transat
$773
Chicago
Toronto
Outbound
05/16/26
direct
AC0510
01h 43min
Return
05/29/26
direct
AC0511
02h 00min
Air Canada ?
$236
Chicago
Toronto
Outbound
05/16/26
direct
UA0448
01h 44min
Return
05/29/26
direct
UA5934
02h 05min
United Airlines ?
$280
Chicago
Toronto
Outbound
06/25/26
direct
AC0510
01h 46min
Return
06/30/26
direct
AA3606
02h 02min
Air Canada ?
$391
Chicago
Toronto
Outbound
05/16/26
1 Stopover (MIA, FLL)
F92672, F81601
21h 13min
Return
05/29/26
2 Stopovers (YUL, LGA)
WS0816, AA4550, AA3050
28h 50min
Frontier Airlines, Flair Airlines ?
$440
Chicago
Toronto
Outbound
06/25/26
1 Stopover (DTW)
DL2358, DL4943
04h 12min
Return
06/30/26
1 Stopover (MSP)
DL3836, DL1471
05h 18min
Delta Air Lines ?
$461
Chicago
Toronto
Outbound
06/25/26
2 Stopovers (MSP, JFK, LGA)
SY0262, SY0567, PD0606
21h 51min
Return
06/30/26
1 Stopover (ATL)
WS8135, WS6949
15h 03min
Sun Country Airlines, Porter Airlines ?
$584
Chicago
Toronto
Outbound
06/25/26
1 Stopover (LGA)
DL2917, DL5173
06h 18min
Return
06/30/26
1 Stopover (LGA)
DL5183, DL2240
08h 01min
Delta Air Lines ?
$1,003
Chicago
Toronto
Outbound
07/26/26
direct
UA5591
02h 00min
Return
08/05/26
direct
UA3605
02h 06min
United Airlines ?
$2,856
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 $218.82
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