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 TSh326 066 (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

TSh326 066 TSh710 865 TSh710 865

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

TSh455 475

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

TSh434 897

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

TSh434 897

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

TSh710 865

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

TSh555 089

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

TSh559 468

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

TSh438 357

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

TSh651 243

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

TSh369 855

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

TSh479 667

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

TSh420 841

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

TSh424 761

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

TSh418 912

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

TSh477 860

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

TSh428 252

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

TSh452 934

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

TSh380 390

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

TSh337 580

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

TSh338 498

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

TSh469 041

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

TSh402 744

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

TSh464 203

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

TSh326 066

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

TSh329 434

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

TSh343 765

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

TSh542 442

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

TSh330 751

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

TSh438 847

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

TSh540 574

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

TSh427 640

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

TSh438 847

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

TSh412 604

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

TSh610 332

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

TSh451 158

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

TSh561 030

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

TSh528 938

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

TSh480 800

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

TSh525 447

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

TSh480 800

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

TSh525 447

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

TSh480 800

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

TSh525 447

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

TSh480 800

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

TSh548 353

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

TSh548 353

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

TSh347 409

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 TSh434 897

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

TSh326 066

Air Canada

Mon, Tue, Wed, Fri, Sun

Price from

TSh337 580

American Airlines

Tue, Wed, Thu, Fri, Sun

Price from

TSh369 855

United Airlines

Thu

Price from

TSh380 390

Passaredo Linhas Aereas

Mon, Tue, Thu, Fri, Sat, Sun

Price from

TSh464 203

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 TSh380 390.

United Airlines Average price: TSh380 390 · Flights: 1 · Direct: 1
Porter Airlines Average price: TSh452 689 · Flights: 6 · Direct: 2
American Airlines Average price: TSh463 315 · Flights: 5 · Direct: 4
Air Canada Average price: TSh474 492 · Flights: 5 · Direct: 3
Passaredo Linhas Aereas Average price: TSh495 468 · 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 TSh326 066. Days before departure: 19. 4–7 days before departure tickets cost from TSh369 855, 1–3 days before — from TSh434 897.

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

TSh138 229

YTO

Toronto — Bridgetown

Canada → Barbados

BGI

from

TSh144 629

YTO

Toronto — Halifax

Canada → Canada

YHZ

from

TSh183 917

YTO

Toronto — Calgary

Canada → Canada

YYC

from

TSh192 614

YTO

Toronto — Montreal

Canada → Canada

YHU

from

TSh232 362

YTO

Toronto — Winnipeg

Canada → Canada

YWG

from

TSh233 831

YTO

Toronto — Fort Lauderdale

Canada → United States

FLL

from

TSh234 903

YTO

Toronto — New York

Canada → United States

NYC

from

TSh245 223

Popular destinations to Chicago

All →

PHL

Philadelphia — Chicago

United States → United States

CHI

from

TSh47 618

BNA

Nashville — Chicago

United States → United States

CHI

from

TSh79 526

DEN

Denver — Chicago

United States → United States

CHI

from

TSh92 387

FLL

Fort Lauderdale — Chicago

United States → United States

CHI

from

TSh108 097

ATL

Atlanta — Chicago

United States → United States

CHI

from

TSh110 638

DFW

Dallas — Chicago

United States → United States

CHI

from

TSh131 431

TPA

Tampa — Chicago

United States → United States

CHI

from

TSh133 972

LAS

Las Vegas — Chicago

United States → United States

CHI

from

TSh157 092

NYC

New York — Chicago

United States → United States

CHI

from

TSh207 159

Cheap flights Toronto to Chicago

Price from: TSh326 066
Average price: TSh455 475
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

TSh22 196

change

2 GB

data

15

days

TSh30 828

change

5 GB

data

30

days

TSh34 528

change

3 GB

data

30

days

TSh39 460

change

5 GB

data

30

days

TSh55 491

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 TSh326 066.

The average ticket price Toronto Chicago is TSh455 475. The cheapest ticket costs TSh326 066, 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 TSh326 066. The most expensive month is February 2027, with tickets from TSh480 800.

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.