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Cheap flights Toronto to Chicago

1 passenger, economy

Nonstop flights from Toronto to Chicago: American Airlines, Porter Airlines, Air Canada and 2 more. Nonstop flights per week: 36. Flight time: 2 hours 5 minutes. Distance: 717 km. Tickets from £97 (departure 15 November).

Prices updated on 7 November at 11:09

See also: Flights from TorontoFlights to Chicago

Cheap flights Toronto to Chicago

Compare prices, duration and stops

American Airlines
AA 6352
13:17
Pearson International Airport (YYZ)
Sat, 7 Nov
2h 20min
Direct
14:37
O'Hare International Airport (ORD)
Sat, 7 Nov
£212
American Airlines
AA 3610
18:21
Pearson International Airport (YYZ)
Sat, 7 Nov
2h 20min
Direct
19:41
O'Hare International Airport (ORD)
Sat, 7 Nov
£133
Air Canada
AC 501
08:20
Pearson International Airport (YYZ)
Sun, 8 Nov
2h 3min
Direct
09:23
O'Hare International Airport (ORD)
Sun, 8 Nov
£155
Porter Airlines
PD 2703
10:30
Toronto City Centre Airport (YTZ)
Sun, 8 Nov
2h 5min
Direct
11:35
O'Hare International Airport (ORD)
Sun, 8 Nov
£124
Porter Airlines
PD 2723
16:15
Toronto City Centre Airport (YTZ)
Sun, 8 Nov
20h 8min
1 stop
11:23
O'Hare International Airport (ORD)
Mon, 9 Nov +1
£125
Porter Airlines
PD 2705
16:35
Toronto City Centre Airport (YTZ)
Sun, 8 Nov
2h 5min
Direct
17:40
O'Hare International Airport (ORD)
Sun, 8 Nov
£124
Porter Airlines
PD 2703
10:30
Toronto City Centre Airport (YTZ)
Mon, 9 Nov
2h 5min
Direct
11:35
O'Hare International Airport (ORD)
Mon, 9 Nov
£141
American Airlines
AA 3610
18:21
Pearson International Airport (YYZ)
Mon, 9 Nov
2h 20min
Direct
19:41
O'Hare International Airport (ORD)
Mon, 9 Nov
£135
American Airlines
AA 3524
07:09
Pearson International Airport (YYZ)
Tue, 10 Nov
2h 30min
Direct
08:39
O'Hare International Airport (ORD)
Tue, 10 Nov
£197
American Airlines
AA 6488
11:36
Pearson International Airport (YYZ)
Tue, 10 Nov
2h 25min
Direct
13:01
O'Hare International Airport (ORD)
Tue, 10 Nov
£128
Porter Airlines
PD 2703
10:30
Toronto City Centre Airport (YTZ)
Wed, 11 Nov
2h 5min
Direct
11:35
O'Hare International Airport (ORD)
Wed, 11 Nov
£126
Air Canada
AC 7958
10:45
Toronto City Centre Airport (YTZ)
Wed, 11 Nov
5h 17min
1 stop
15:02
O'Hare International Airport (ORD)
Wed, 11 Nov
£134
Porter Airlines
PD 7932
13:10
Toronto City Centre Airport (YTZ)
Wed, 11 Nov
24h 8min
1 stop
12:18
Chicago Rockford International Airport (RFD)
Thu, 12 Nov +1
£185
American Airlines
AA 3610 🔥 Hot deal
18:21
Pearson International Airport (YYZ)
Wed, 11 Nov
2h 20min
Direct
19:41
O'Hare International Airport (ORD)
Wed, 11 Nov
£127
American Airlines
AA 3524
07:09
Pearson International Airport (YYZ)
Thu, 12 Nov
2h 30min
Direct
08:39
O'Hare International Airport (ORD)
Thu, 12 Nov
£116
Porter Airlines
PD 6005
07:09
Pearson International Airport (YYZ)
Thu, 12 Nov
2h 30min
Direct
08:39
O'Hare International Airport (ORD)
Thu, 12 Nov
£126
Flair Airlines
F8 1602
07:35
Pearson International Airport (YYZ)
Thu, 12 Nov
9h 2min
1 stop
15:37
O'Hare International Airport (ORD)
Thu, 12 Nov
£135
American Airlines
AA 6488 🔥 Hot deal
11:36
Pearson International Airport (YYZ)
Thu, 12 Nov
2h 25min
Direct
13:01
O'Hare International Airport (ORD)
Thu, 12 Nov
£121
United Airlines
UA 2243
17:55
Pearson International Airport (YYZ)
Thu, 12 Nov
2h 10min
Direct
19:05
O'Hare International Airport (ORD)
Thu, 12 Nov
£112
Air Canada
AC 501
08:20
Pearson International Airport (YYZ)
Fri, 13 Nov
2h 3min
Direct
09:23
O'Hare International Airport (ORD)
Fri, 13 Nov
£100
Porter Airlines
PD 2703
10:30
Toronto City Centre Airport (YTZ)
Fri, 13 Nov
2h 5min
Direct
11:35
O'Hare International Airport (ORD)
Fri, 13 Nov
£100
American Airlines
AA 3606
13:17
Pearson International Airport (YYZ)
Fri, 13 Nov
2h 20min
Direct
14:37
O'Hare International Airport (ORD)
Fri, 13 Nov
£197
Porter Airlines
PD 2705
16:35
Toronto City Centre Airport (YTZ)
Fri, 13 Nov
2h 5min
Direct
17:40
O'Hare International Airport (ORD)
Fri, 13 Nov
£138
American Airlines
AA 3610
18:21
Pearson International Airport (YYZ)
Fri, 13 Nov
2h 20min
Direct
19:41
O'Hare International Airport (ORD)
Fri, 13 Nov
£116
Porter Airlines
PD 6073
18:21
Pearson International Airport (YYZ)
Fri, 13 Nov
2h 20min
Direct
19:41
O'Hare International Airport (ORD)
Fri, 13 Nov
£126
United Airlines
UA 1540
06:45
Pearson International Airport (YYZ)
Sat, 14 Nov
2h 9min
Direct
07:54
O'Hare International Airport (ORD)
Sat, 14 Nov
£139
Porter Airlines
PD 2721
09:10
Toronto City Centre Airport (YTZ)
Sat, 14 Nov
27h 13min
1 stop
11:23
O'Hare International Airport (ORD)
Sun, 15 Nov +1
£119
Passaredo Linhas Aereas
P3 2703
10:30
Toronto City Centre Airport (YTZ)
Sat, 14 Nov
2h 5min
Direct
11:35
O'Hare International Airport (ORD)
Sat, 14 Nov
£137
American Airlines
AA 3608
15:15
Pearson International Airport (YYZ)
Sat, 14 Nov
2h 20min
Direct
16:35
O'Hare International Airport (ORD)
Sat, 14 Nov
£186
Porter Airlines
PD 2705
16:35
Toronto City Centre Airport (YTZ)
Sat, 14 Nov
2h 5min
Direct
17:40
O'Hare International Airport (ORD)
Sat, 14 Nov
£178
Porter Airlines
PD 2703
10:29
Toronto City Centre Airport (YTZ)
Sun, 15 Nov
2h 5min
Direct
11:34
O'Hare International Airport (ORD)
Sun, 15 Nov
£125
Porter Airlines
PD 2703 Best price
18:35
Toronto City Centre Airport (YTZ)
Sun, 15 Nov
2h 5min
Direct
19:40
O'Hare International Airport (ORD)
Sun, 15 Nov
£97
Porter Airlines
PD 2705
16:35
Toronto City Centre Airport (YTZ)
Sun, 15 Nov
2h 5min
Direct
17:40
O'Hare International Airport (ORD)
Sun, 15 Nov
£218
Porter Airlines
PD 2703
10:30
Toronto City Centre Airport (YTZ)
Mon, 16 Nov
2h 5min
Direct
11:35
O'Hare International Airport (ORD)
Mon, 16 Nov
£101
Porter Airlines
PD 2705
16:35
Toronto City Centre Airport (YTZ)
Mon, 16 Nov
2h 5min
Direct
17:40
O'Hare International Airport (ORD)
Mon, 16 Nov
£175
Air Canada
AC 7958
10:45
Toronto City Centre Airport (YTZ)
Tue, 17 Nov
5h 17min
1 stop
15:02
O'Hare International Airport (ORD)
Tue, 17 Nov
£161
Air Canada
AC 7956
09:50
Toronto City Centre Airport (YTZ)
Wed, 18 Nov
6h 12min
1 stop
15:02
O'Hare International Airport (ORD)
Wed, 18 Nov
£157
Porter Airlines
PD 2705
16:35
Toronto City Centre Airport (YTZ)
Wed, 18 Nov
2h 5min
Direct
17:40
O'Hare International Airport (ORD)
Wed, 18 Nov
£124
Porter Airlines
PD 2703
10:29
Toronto City Centre Airport (YTZ)
Thu, 19 Nov
2h 5min
Direct
11:34
O'Hare International Airport (ORD)
Thu, 19 Nov
£172
American Airlines
AA 3524
15:09
Pearson International Airport (YYZ)
Fri, 20 Nov
2h 30min
Direct
16:39
O'Hare International Airport (ORD)
Fri, 20 Nov
£160
Air Canada
AC 7954
08:30
Toronto City Centre Airport (YTZ)
Fri, 20 Nov
7h 30min
1 stop
15:00
O'Hare International Airport (ORD)
Fri, 20 Nov
£119
Porter Airlines
PD 2705
16:35
Toronto City Centre Airport (YTZ)
Fri, 20 Nov
2h 5min
Direct
17:40
O'Hare International Airport (ORD)
Fri, 20 Nov
£98
Porter Airlines
PD 505
15:50
Pearson International Airport (YYZ)
Sat, 21 Nov
8h 44min
1 stop
23:34
O'Hare International Airport (ORD)
Sat, 21 Nov
£155
Flair Airlines
F8 1602
07:35
Pearson International Airport (YYZ)
Sun, 22 Nov
16h 59min
1 stop
23:34
O'Hare International Airport (ORD)
Sun, 22 Nov
£141
Air Canada
AC 7956
09:50
Toronto City Centre Airport (YTZ)
Sun, 22 Nov
6h 12min
1 stop
15:02
O'Hare International Airport (ORD)
Sun, 22 Nov
£129
Air Canada
AC 7958
10:45
Toronto City Centre Airport (YTZ)
Sun, 22 Nov
5h 17min
1 stop
15:02
O'Hare International Airport (ORD)
Sun, 22 Nov
£119
Porter Airlines
PD 2705
16:35
Toronto City Centre Airport (YTZ)
Sun, 22 Nov
2h 5min
Direct
17:40
O'Hare International Airport (ORD)
Sun, 22 Nov
£126
Air Canada
AC 7956
09:50
Toronto City Centre Airport (YTZ)
Mon, 23 Nov
6h 10min
1 stop
15:00
O'Hare International Airport (ORD)
Mon, 23 Nov
£129
Porter Airlines
PD 2703
10:29
Toronto City Centre Airport (YTZ)
Fri, 27 Nov
2h 5min
Direct
11:34
O'Hare International Airport (ORD)
Fri, 27 Nov
£129
Porter Airlines
PD 2703
10:10
Toronto City Centre Airport (YTZ)
Sun, 20 Dec
1h 55min
Direct
11:05
O'Hare International Airport (ORD)
Sun, 20 Dec
£122

Direct flight schedule Toronto — Chicago

Direct flights: 8 · Airlines: 4 · First departure: 00:35 · Last departure: 18:21

Departure → arrivalFlightAirport DaysDurationPrice
00:35→01:30 Passaredo Linhas Aereas P3 2705 Toronto City CentreYTZ MonTueWedThuFriSatSun 1h 55min
07:09→08:39 American Airlines AA 3524 PearsonYYZ MonTueWedThuFriSatSun 2h 30min
08:20→09:23 Air Canada AC 501 PearsonYYZ MonTueWedThuFriSatSun 2h 3min
10:30→11:25 Passaredo Linhas Aereas P3 2703 Toronto City CentreYTZ MonTueWedThuFriSatSun 1h 55min
10:30→11:35 Porter Airlines PD 2703 Toronto City CentreYTZ MonTueWedThuFriSatSun 2h 5min
11:36→13:01 American Airlines AA 6488 PearsonYYZ MonTueWedThuFriSatSun 2h 25min
16:35→17:40 Porter Airlines PD 2705 Toronto City CentreYTZ MonTueWedThuFriSatSun 2h 5min
18:21→19:41 American Airlines AA 3610 PearsonYYZ MonTueWedThuFriSatSun 2h 20min
Local time: departure at the departure airport, arrival at the arrival airport. Days and prices are based on tickets found for the coming months.

Low price calendar

From
To
Lowest price of the month Fri, 20 Nov · One way from £98

Prices as of 7 November, 11:10 Moscow time

Cheap flights Toronto to Chicago

Porter Airlines
Porter Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
£98
American Airlines
American Airlines
Mon, Tue, Wed, Thu, Fri, Sat
Price from
£116
Air Canada
Air Canada
Mon, Tue, Wed, Fri, Sun
Price from
£119
Flair Airlines
Flair Airlines
Thu, Sun
Price from
£135
United Airlines
United Airlines
Thu, Sat
Price from
£139

Which airlines offer the cheapest flights from Toronto to Chicago?

Based on collected data, the cheapest flights are offered by United Airlines with an average ticket price of £126.

  • United Airlines Average price: £126 · Flights: 2 · Direct: 2
  • Air Canada Average price: £133 · Flights: 5 · Direct: 2
  • Flair Airlines Average price: £138 · Flights: 1 · Direct: 0
  • Porter Airlines Average price: £141 · Flights: 9 · Direct: 4
  • Passaredo Linhas Aereas Average price: £146 · Flights: 2 · Direct: 2
  • American Airlines Average price: £152 · Flights: 6 · Direct: 6

Which airlines fly most often from Toronto to Chicago?

The most flight options on this route are offered by Porter Airlines — options found: 9.

  • Porter Airlines Flights: 9 · Direct: 4
  • American Airlines Flights: 6 · Direct: 6
  • Air Canada Flights: 5 · Direct: 2
  • United Airlines Flights: 2 · Direct: 2
  • Passaredo Linhas Aereas Flights: 2 · Direct: 2
  • Flair Airlines Flights: 1 · Direct: 0

How many days before departure is it cheapest to buy a Toronto — Chicago ticket?

The cheapest departure right now is Fri, 20 Nov — from £98. Days before departure: 13. 4–7 days before departure tickets cost from £119, 1–3 days before — from £128.

Before departureDeparture dateDifference from lowestPrice
1–3 days Tue, 10 Nov 31% more
4–7 days Sat, 14 Nov 22% more
8–14 days Fri, 20 Nov cheapest
15–21 days Sun, 22 Nov 22% more

Lowest prices for departures in the next 30 days.

How many flights per day operate from Toronto to Chicago?

Most flights operate on Fri (10), the fewest on Mon (5).

  • Mon Flights: 5 · Direct: 4
  • Tue Flights: 6 · Direct: 4
  • Wed Flights: 6 · Direct: 3
  • Thu Flights: 8 · Direct: 7
  • Fri Flights: 10 · Direct: 8
  • Sat Flights: 8 · Direct: 6
  • Sun Flights: 8 · Direct: 4

Popular destinations from Toronto

All →
YTO
Toronto — Winnipeg
Canada → Canada
YWG
from
£48
YTO
Toronto — Halifax
Canada → Canada
YHZ
from
£54
YTO
Toronto — Ottawa
Canada → Canada
YOW
from
£73
YTO
Toronto — Providenciales
Canada → Turks and Caicos Islands
PLS
from
£79
YTO
Toronto — Edmonton
Canada → Canada
YEA
from
£81
YTO
Toronto — Calgary
Canada → Canada
YYC
from
£82
YTO
Toronto — Moncton
Canada → Canada
YQM
from
£82
YTO
Toronto — Montreal
Canada → Canada
YHU
from
£84

Popular destinations to Chicago

All →
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
£32
BNA
Nashville — Chicago
United States → United States
CHI
from
£35
TPA
Tampa — Chicago
United States → United States
CHI
from
£40
DFW
Dallas — Chicago
United States → United States
CHI
from
£43
ATL
Atlanta — Chicago
United States → United States
CHI
from
£48
ORL
Orlando — Chicago
United States → United States
CHI
from
£50
DEN
Denver — Chicago
United States → United States
CHI
from
£55
LAX
Los Angeles — Chicago
United States → United States
CHI
from
£55
PHL
Philadelphia — Chicago
United States → United States
CHI
from
£60

Cheap flights Toronto to Chicago

Price from
£98
Average price
£138
Flight time
2 hours 5 minutes
Distance
717 km
Рейсов в неделю
36
Airlines
6
Most frequent flight
PD 2703

Prices as of 7 November, 11:09 Moscow time

Airports on the Toronto — Chicago route

From → to Flights Direct Airlines Price from
Toronto City Centre AirportYTZ O'Hare International AirportORD Cheapest
1053
Pearson International AirportYYZ O'Hare International AirportORD
14115
Toronto City Centre AirportYTZ Chicago Rockford International AirportRFD
101

Departure airports · Toronto

Arrival airports · Chicago

Трансфер из аэропорта O'Hare International Airport

Индивидуальная машина до курорта или отеля

Расстояние и время в пути — ориентировочные

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

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3 GB

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30

days

£7

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2 GB

data

15

days

£9

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5 GB

data

30

days

£10

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3 GB

data

30

days

£12

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5 GB

data

30

days

£17

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Frequently Asked Questions

Yes. Nonstop flights from Toronto to Chicago are operated by: American Airlines, Porter Airlines, Air Canada, Passaredo Linhas Aereas, United Airlines. A nonstop flight takes 2 hours 5 minutes on average. Nonstop tickets start at £97.
The average ticket price Toronto Chicago is £138. The cheapest ticket costs £97, operated by Porter Airlines, flight PD 2703, departing Toronto on 15 November at 18:35, arriving Chicago on 15 November at 19:40. Prices as of 7 November.
A nonstop flight takes 2 hours 5 minutes on average. The fastest is PD 2703 Porter Airlines: 1 hour 55 minutes. With a connection: from 5 hours 17 minutes, usually about 8 hours.
Flights from Toronto to Chicago depart from these airports: Pearson International Airport (YYZ), Toronto City Centre Airport (YTZ). Most flights depart from Pearson International Airport. Arrival: O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD).
Based on prices for the coming months, the cheapest month to fly is November: tickets from £98. The most expensive month is February 2027, with tickets from £142.
Tickets from Toronto to Chicago are sold by: Porter Airlines, American Airlines, Air Canada, Passaredo Linhas Aereas, United Airlines, Flair Airlines. Nonstop: American Airlines, Porter Airlines, Air Canada, Passaredo Linhas Aereas, United Airlines.
The distance from Toronto to Chicago is 717 km.
The first nonstop flight departs at 00:35 (P3 2705, Passaredo Linhas Aereas, Toronto City Centre Airport), the last one at 18:21 (AA 3610, American Airlines, Pearson International Airport). Local time.