Cheap flights Toronto to Chicago

From

To

Depart

Return

Passengers

1 passenger, economy

Nonstop flights from Toronto to Chicago: American Airlines, Air Canada, Passaredo Linhas Aereas and 2 more. Nonstop flights per week: 25. Flight time: 2 hours 5 minutes. Distance: 717 km. Tickets from KSh16 177 (departure 14 November).

Prices updated on 26 October at 11:04

See also: Flights from Toronto Flights to Chicago

Cheap flights Toronto to Chicago

Compare prices, duration and stops

Filters

Stops

Direct only 1 stop 2+ stops

Price

KSh16 177 KSh35 269 KSh35 269

Airlines

Air Canada American Airlines Passaredo Linhas Aereas Porter Airlines United Airlines

PD 2703

10:35

Billy Bishop Toronto City Centre Airport (YTZ)

Tue, 27 Oct

2h 5min

Direct

11:40

Chicago O'Hare International Airport (ORD)

Tue, 27 Oct

KSh22 598

AA 3606

13:15

Toronto Lester B. Pearson International Airport (YYZ)

Tue, 27 Oct

2h 5min

Direct

14:20

Chicago O'Hare International Airport (ORD)

Tue, 27 Oct

KSh21 577

AA 3610 🔥 Hot deal

18:25

Toronto Lester B. Pearson International Airport (YYZ)

Tue, 27 Oct

2h 5min

Direct

19:30

Chicago O'Hare International Airport (ORD)

Tue, 27 Oct

KSh21 577

AC 511

18:55

Toronto Lester B. Pearson International Airport (YYZ)

Tue, 27 Oct

2h 3min

Direct

19:58

Chicago O'Hare International Airport (ORD)

Tue, 27 Oct

KSh35 269

PD 7932

13:10

Billy Bishop Toronto City Centre Airport (YTZ)

Wed, 28 Oct

24h 12min

1 stop

12:22

Chicago Rockford International Airport (RFD)

Thu, 29 Oct +1

KSh27 540

AA 3608

15:14

Toronto Lester B. Pearson International Airport (YYZ)

Wed, 28 Oct

2h

Direct

16:14

Chicago O'Hare International Airport (ORD)

Wed, 28 Oct

KSh27 758

AA 3524

07:29

Toronto Lester B. Pearson International Airport (YYZ)

Thu, 29 Oct

2h 10min

Direct

08:39

Chicago O'Hare International Airport (ORD)

Thu, 29 Oct

KSh21 749

PD 2703

10:35

Billy Bishop Toronto City Centre Airport (YTZ)

Thu, 29 Oct

2h 5min

Direct

11:40

Chicago O'Hare International Airport (ORD)

Thu, 29 Oct

KSh32 311

AA 5045

18:07

Toronto Lester B. Pearson International Airport (YYZ)

Sun, 1 Nov

6h 54min

1 stop

00:01

Chicago O'Hare International Airport (ORD)

Mon, 2 Nov +1

KSh18 350

PD 2703

10:30

Billy Bishop Toronto City Centre Airport (YTZ)

Fri, 6 Nov

2h 5min

Direct

11:35

Chicago O'Hare International Airport (ORD)

Fri, 6 Nov

KSh23 798

PD 2703

10:30

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 8 Nov

2h 5min

Direct

11:35

Chicago O'Hare International Airport (ORD)

Sun, 8 Nov

KSh20 880

PD 2723

16:15

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 8 Nov

20h 8min

1 stop

11:23

Chicago O'Hare International Airport (ORD)

Mon, 9 Nov +1

KSh21 074

PD 2705

16:35

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 8 Nov

2h 5min

Direct

17:40

Chicago O'Hare International Airport (ORD)

Sun, 8 Nov

KSh20 784

PD 2703

10:30

Billy Bishop Toronto City Centre Airport (YTZ)

Mon, 9 Nov

2h 5min

Direct

11:35

Chicago O'Hare International Airport (ORD)

Mon, 9 Nov

KSh23 709

PD 2703

10:30

Billy Bishop Toronto City Centre Airport (YTZ)

Wed, 11 Nov

2h 5min

Direct

11:35

Chicago O'Hare International Airport (ORD)

Wed, 11 Nov

KSh21 247

AC 7958

10:45

Billy Bishop Toronto City Centre Airport (YTZ)

Wed, 11 Nov

5h 17min

1 stop

15:02

Chicago O'Hare International Airport (ORD)

Wed, 11 Nov

KSh22 472

UA 2243

17:55

Toronto Lester B. Pearson International Airport (YYZ)

Thu, 12 Nov

2h 10min

Direct

19:05

Chicago O'Hare International Airport (ORD)

Thu, 12 Nov

KSh18 873

AC 501

08:20

Toronto Lester B. Pearson International Airport (YYZ)

Fri, 13 Nov

2h 3min

Direct

09:23

Chicago O'Hare International Airport (ORD)

Fri, 13 Nov

KSh16 749

PD 2703

10:30

Billy Bishop Toronto City Centre Airport (YTZ)

Fri, 13 Nov

2h 5min

Direct

11:35

Chicago O'Hare International Airport (ORD)

Fri, 13 Nov

KSh16 794

PD 2705

16:35

Billy Bishop Toronto City Centre Airport (YTZ)

Fri, 13 Nov

2h 5min

Direct

17:40

Chicago O'Hare International Airport (ORD)

Fri, 13 Nov

KSh23 271

PD 2721

09:10

Billy Bishop Toronto City Centre Airport (YTZ)

Sat, 14 Nov

27h 13min

1 stop

11:23

Chicago O'Hare International Airport (ORD)

Sun, 15 Nov +1

KSh19 982

P3 2703

10:30

Billy Bishop Toronto City Centre Airport (YTZ)

Sat, 14 Nov

2h 5min

Direct

11:35

Chicago O'Hare International Airport (ORD)

Sat, 14 Nov

KSh23 031

PD 2705 Best price

16:35

Billy Bishop Toronto City Centre Airport (YTZ)

Sat, 14 Nov

2h 5min

Direct

17:40

Chicago O'Hare International Airport (ORD)

Sat, 14 Nov

KSh16 177

PD 2703

18:35

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 15 Nov

2h 5min

Direct

19:40

Chicago O'Hare International Airport (ORD)

Sun, 15 Nov

KSh16 345

PD 2703

10:30

Billy Bishop Toronto City Centre Airport (YTZ)

Mon, 16 Nov

2h 5min

Direct

11:35

Chicago O'Hare International Airport (ORD)

Mon, 16 Nov

KSh17 056

AA 3524

15:09

Toronto Lester B. Pearson International Airport (YYZ)

Fri, 20 Nov

2h 30min

Direct

16:39

Chicago O'Hare International Airport (ORD)

Fri, 20 Nov

KSh26 913

PD 2705

16:35

Billy Bishop Toronto City Centre Airport (YTZ)

Fri, 20 Nov

2h 5min

Direct

17:40

Chicago O'Hare International Airport (ORD)

Fri, 20 Nov

KSh16 410

AC 7956

09:50

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 22 Nov

6h 12min

1 stop

15:02

Chicago O'Hare International Airport (ORD)

Sun, 22 Nov

KSh21 773

AC 7958

18:45

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 22 Nov

5h 17min

1 stop

23:02

Chicago O'Hare International Airport (ORD)

Sun, 22 Nov

KSh26 820

PD 2705

16:35

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 22 Nov

2h 5min

Direct

17:40

Chicago O'Hare International Airport (ORD)

Sun, 22 Nov

KSh21 217

AC 7956

09:50

Billy Bishop Toronto City Centre Airport (YTZ)

Mon, 23 Nov

6h 10min

1 stop

15:00

Chicago O'Hare International Airport (ORD)

Mon, 23 Nov

KSh21 773

PD 2703

10:10

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 20 Dec

1h 55min

Direct

11:05

Chicago O'Hare International Airport (ORD)

Sun, 20 Dec

KSh20 471

PD 2705

16:35

Billy Bishop Toronto City Centre Airport (YTZ)

Thu, 31 Dec

2h 5min

Direct

17:40

Chicago O'Hare International Airport (ORD)

Thu, 31 Dec

KSh30 281

PD 2705

00:35

Billy Bishop Toronto City Centre Airport (YTZ)

Fri, 8 Jan

1h 55min

Direct

01:30

Chicago O'Hare International Airport (ORD)

Fri, 8 Jan

KSh22 384

PD 525

10:40

Toronto Lester B. Pearson International Airport (YYZ)

Tue, 12 Jan

23h 33min

1 stop

09:13

Chicago O'Hare International Airport (ORD)

Wed, 13 Jan +1

KSh27 835

AC 8549

03:20

Billy Bishop Toronto City Centre Airport (YTZ)

Tue, 2 Feb

2h 1min

Direct

04:21

Chicago O'Hare International Airport (ORD)

Tue, 2 Feb

KSh26 243

P3 2705

00:35

Billy Bishop Toronto City Centre Airport (YTZ)

Thu, 4 Feb

1h 55min

Direct

01:30

Chicago O'Hare International Airport (ORD)

Thu, 4 Feb

KSh23 854

P3 2705

00:35

Billy Bishop Toronto City Centre Airport (YTZ)

Mon, 8 Feb

1h 55min

Direct

01:30

Chicago O'Hare International Airport (ORD)

Mon, 8 Feb

KSh26 070

P3 2705

00:35

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 14 Feb

1h 55min

Direct

01:30

Chicago O'Hare International Airport (ORD)

Sun, 14 Feb

KSh23 854

P3 2705

00:35

Billy Bishop Toronto City Centre Airport (YTZ)

Fri, 19 Feb

1h 55min

Direct

01:30

Chicago O'Hare International Airport (ORD)

Fri, 19 Feb

KSh26 070

P3 2705

00:35

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 21 Feb

1h 55min

Direct

01:30

Chicago O'Hare International Airport (ORD)

Sun, 21 Feb

KSh23 854

P3 2705

00:35

Billy Bishop Toronto City Centre Airport (YTZ)

Tue, 23 Feb

1h 55min

Direct

01:30

Chicago O'Hare International Airport (ORD)

Tue, 23 Feb

KSh26 070

P3 2703

18:10

Billy Bishop Toronto City Centre Airport (YTZ)

Sat, 27 Feb

1h 55min

Direct

19:05

Chicago O'Hare International Airport (ORD)

Sat, 27 Feb

KSh23 854

PD 2705

23:35

Billy Bishop Toronto City Centre Airport (YTZ)

Thu, 8 Apr

2h 5min

Direct

00:40

Chicago O'Hare International Airport (ORD)

Fri, 9 Apr +1

KSh27 206

PD 2705

23:35

Billy Bishop Toronto City Centre Airport (YTZ)

Sun, 11 Apr

2h 5min

Direct

00:40

Chicago O'Hare International Airport (ORD)

Mon, 12 Apr +1

KSh27 206

AC 7956

09:45

Billy Bishop Toronto City Centre Airport (YTZ)

Fri, 30 Apr

6h 3min

1 stop

14:48

Chicago O'Hare International Airport (ORD)

Fri, 30 Apr

KSh17 236

Direct flight schedule Toronto — Chicago

Direct flights: 5 · Airlines: 3 · First departure: 00:35 · Last departure: 16:35

Departure → arrivalFlightAirport DaysDurationPrice

00:35→01:30 Passaredo Linhas Aereas P3 2705 Billy Bishop Toronto City CentreYTZ MonTueWedThuFriSatSun 1h 55min

07:29→08:39 American Airlines AA 3524 Toronto Lester B. PearsonYYZ MonTueWedThuFriSatSun 2h 10min

10:30→11:25 Passaredo Linhas Aereas P3 2703 Billy Bishop Toronto City CentreYTZ MonTueWedThuFriSatSun 1h 55min

10:30→11:35 Porter Airlines PD 2703 Billy Bishop Toronto City CentreYTZ MonTueWedThuFriSatSun 2h 5min

16:35→17:40 Porter Airlines PD 2705 Billy Bishop Toronto City CentreYTZ MonTueWedThuFriSatSun 2h 5min

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 Tue, 27 Oct · One way from KSh21 577

Prices as of 26 October, 11:04 Moscow time

Cheap flights Toronto to Chicago

Porter Airlines

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

KSh16 177

Air Canada

Mon, Tue, Wed, Fri, Sun

Price from

KSh16 749

American Airlines

Tue, Wed, Thu, Fri, Sun

Price from

KSh18 350

United Airlines

Thu

Price from

KSh18 873

Passaredo Linhas Aereas

Mon, Tue, Thu, Fri, Sat, Sun

Price from

KSh23 031

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 KSh18 873.

United Airlines Average price: KSh18 873 · Flights: 1 · Direct: 1
Porter Airlines Average price: KSh22 460 · Flights: 6 · Direct: 2
American Airlines Average price: KSh22 987 · Flights: 5 · Direct: 4
Air Canada Average price: KSh23 541 · Flights: 5 · Direct: 3
Passaredo Linhas Aereas Average price: KSh24 582 · Flights: 2 · Direct: 2

Which airlines fly most often from Toronto to Chicago?

The most flight options on this route are offered by Porter Airlines — options found: 6.

Porter Airlines Flights: 6 · Direct: 2
American Airlines Flights: 5 · Direct: 4
Air Canada Flights: 5 · Direct: 3
Passaredo Linhas Aereas Flights: 2 · Direct: 2
United Airlines Flights: 1 · Direct: 1

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

The cheapest departure right now is Sat, 14 Nov — from KSh16 177. Days before departure: 19. 4–7 days before departure tickets cost from KSh18 350, 1–3 days before — from KSh21 577.

Before departureDeparture dateDifference from lowestPrice

1–3 days Tue, 27 Oct 33% more

4–7 days Sun, 1 Nov 13% more

8–14 days Sun, 8 Nov 29% more

15–21 days Sat, 14 Nov cheapest

22–30 days Fri, 20 Nov 1% more

Lowest prices for departures in the next 30 days.

How many flights per day operate from Toronto to Chicago?

Most flights operate on Tue (7), the fewest on Mon (3).

Mon Flights: 3 · Direct: 2
Tue Flights: 7 · Direct: 6
Wed Flights: 4 · Direct: 2
Thu Flights: 5 · Direct: 5
Fri Flights: 6 · Direct: 5
Sat Flights: 3 · Direct: 2
Sun Flights: 7 · Direct: 3

Popular destinations from Toronto

All →

YTO

Toronto — Quebec

Canada → Canada

YQB

from

KSh6 858

YTO

Toronto — Bridgetown

Canada → Barbados

BGI

from

KSh7 176

YTO

Toronto — Halifax

Canada → Canada

YHZ

from

KSh9 125

YTO

Toronto — Calgary

Canada → Canada

YYC

from

KSh9 556

YTO

Toronto — Montreal

Canada → Canada

YHU

from

KSh11 528

YTO

Toronto — Winnipeg

Canada → Canada

YWG

from

KSh11 601

YTO

Toronto — Fort Lauderdale

Canada → United States

FLL

from

KSh11 655

YTO

Toronto — New York

Canada → United States

NYC

from

KSh12 167

Popular destinations to Chicago

All →

PHL

Philadelphia — Chicago

United States → United States

CHI

from

KSh2 363

BNA

Nashville — Chicago

United States → United States

CHI

from

KSh3 946

DEN

Denver — Chicago

United States → United States

CHI

from

KSh4 584

FLL

Fort Lauderdale — Chicago

United States → United States

CHI

from

KSh5 363

ATL

Atlanta — Chicago

United States → United States

CHI

from

KSh5 489

DFW

Dallas — Chicago

United States → United States

CHI

from

KSh6 521

TPA

Tampa — Chicago

United States → United States

CHI

from

KSh6 647

LAS

Las Vegas — Chicago

United States → United States

CHI

from

KSh7 794

NYC

New York — Chicago

United States → United States

CHI

from

KSh10 278

Cheap flights Toronto to Chicago

Price from: KSh16 177
Average price: KSh22 598
Flight time: 2 hours 5 minutes
Distance: 717 km
Рейсов в неделю: 25
Airlines: 5
Most frequent flight: PD 2703

Prices as of 26 October, 11:04 Moscow time

Airports on the Toronto — Chicago route

From → to	Flights	Direct	Airlines	Price from
Billy Bishop Toronto City Centre AirportYTZ Chicago O'Hare International AirportORD Cheapest	9	5	3
Toronto Lester B. Pearson International AirportYYZ Chicago O'Hare International AirportORD	9	7	4
Billy Bishop Toronto City Centre AirportYTZ Chicago Rockford International AirportRFD	1	0	1

Departure airports · Toronto

Billy Bishop Toronto City Centre AirportYTZ ≈ 3 km from the centre
Toronto Lester B. Pearson International AirportYYZ ≈ 20 km from the centre
John C. Munro Hamilton International AirportYHM no flights

Arrival airports · Chicago

Chicago O'Hare International AirportORD ≈ 25 km from the centre
Chicago Rockford International AirportRFD ≈ 126 km from the centre
Chunga AirstripCGX no flights
Dupage AirportDPA no flights
Chicago Midway International AirportMDW no flights
Chicago Executive AirportPWK no flights

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

change

3 GB

data

30

days

KSh1 101

change

2 GB

data

15

days

KSh1 530

change

5 GB

data

30

days

KSh1 713

change

3 GB

data

30

days

KSh1 958

change

5 GB

data

30

days

KSh2 753

Frequently Asked Questions

Yes. Nonstop flights from Toronto to Chicago are operated by: American Airlines, Air Canada, Passaredo Linhas Aereas, Porter Airlines, United Airlines. A nonstop flight takes 2 hours 5 minutes on average. Nonstop tickets start at KSh16 177.

The average ticket price Toronto Chicago is KSh22 598. The cheapest ticket costs KSh16 177, operated by Porter Airlines, flight PD 2705, departing Toronto on 14 November at 16:35, arriving Chicago on 14 November at 17:40. Prices as of 26 October.

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 6 hours.

Flights from Toronto to Chicago depart from these airports: Billy Bishop Toronto City Centre Airport (YTZ), Toronto Lester B. Pearson International Airport (YYZ). Most flights depart from Billy Bishop Toronto City Centre Airport. Arrival: Chicago 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 KSh16 177. The most expensive month is February 2027, with tickets from KSh23 854.

Tickets from Toronto to Chicago are sold by: Porter Airlines, American Airlines, Air Canada, Passaredo Linhas Aereas, United Airlines. All of them fly nonstop.

The distance from Toronto to Chicago is 717 km.

The first nonstop flight departs at 00:35 (P3 2705, Passaredo Linhas Aereas, Billy Bishop Toronto City Centre Airport), the last one at 16:35 (PD 2705, Porter Airlines, Billy Bishop Toronto City Centre Airport). Local time.