Airfare Deals Toronto to Chicago

On HolidayPrice.com you will find 5 direct and 1 connecting flights from Toronto to Chicago at a price of from $132. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out YTO - CHI flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Toronto to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

One way flight from Toronto to Chicago

Below are the prices of tickets for direct one-way flights from Toronto to Chicago. The cheapest flight from Toronto to Chicago starts from $ 132 – the departure date for this flight is 28 December 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
28.12.2021 Tuesday
from $ 132 SmartFares
Economy Found 2021-11-21
Nonstop 1 hours 50 min
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20.12.2021 Monday
from $ 138 Trip.com
Economy Found 2021-11-20
Nonstop 1 hours 50 min
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23.12.2021 Thursday
from $ 165 Mytrip.com
Economy Found 2021-11-23
Nonstop 1 hours 50 min
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20.12.2021 Monday
from $ 209 SuperSaver
Economy Found 2021-11-20
2 Stopovers 9 hours 8 min
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20.12.2021 Monday
from $ 216 Mytrip.com
Economy Found 2021-11-20
1 Stopover 14 hours 48 min
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28.12.2021 Tuesday
from $ 219 MyHolidays
Economy Found 2021-11-21
1 Stopover 5 hours 36 min
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23.12.2021 Thursday
from $ 230 SuperSaver
Economy Found 2021-11-23
1 Stopover 6 hours 50 min
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23.12.2021 Thursday
from $ 234 Kiwi.com
Economy Found 2021-11-23
2 Stopovers 44 hours 12 min
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20.12.2021 Monday
from $ 296 Aviakassa
Economy Found 2021-11-20
3 Stopovers 33 hours 6 min
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28.12.2021 Tuesday
from $ 313 Kiwi.com
Economy Found 2021-11-21
2 Stopovers 37 hours 39 min
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23.12.2021 Thursday
from $ 355 Tickets.ru
Economy Found 2021-11-23
3 Stopovers 33 hours 45 min
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28.12.2021 Tuesday
from $ 1 047 Flightsmojo
Economy Found 2021-11-21
3 Stopovers 24 hours 28 min
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*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Toronto to Chicago

You can buy a round-trip ticket from Toronto to Chicago (United States) and back using the table below. The best offer starts from $ 230, the flight dates are: there on 18 December 2021 year and back on 02 January 2022 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Porter Airlines PD 391 Evening flight
Departure 18.12.21 18:15, Sa
Direct Trip 15 days
Return 02.01.22 23:15, Su
Air Transat TS 948 Evening flight
Departure 06.12.21 21:30, Mo
1 Stopover Trip 2 days
Return 08.12.21 13:15, We
Porter Airlines PD 383 Day flight
Departure 23.12.21 14:45, Th
Direct Trip 2 days
Return 25.12.21 20:25, Sa
Air Canada AC 7958 Day flight
Departure 17.02.22 15:15, Th
1 Stopover Trip 3 days
Return 20.02.22 15:25, Su
Air Transat TS 946 Day flight
Departure 11.12.21 13:45, Sa
1 Stopover Trip 20 days
Return 31.12.21 17:20, Fr
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Toronto to Chicago 2021

The current flight schedule for the route from Toronto to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 11 flights every day, from 1hours 47min. Local departure and arrival times are indicated.
07:4508:43
American Airlines AA3111 American Airlines AA3111
YYZ → ORD
Mo Tu We Th Fr Sa Su
Check price
08:3509:25
Air Canada AC7605 Air Canada AC7605
YYZ → ORD
Mo Tu We Th Fr Sa Su
Check price
08:5009:50
United Airlines UA3718 United Airlines UA3718
YYZ → ORD
Mo Tu We Th Fr Sa Su
Check price
09:0009:47
Porter Airlines PD383 Porter Airlines PD383
YTZ → MDW
Mo Tu We Th Fr - -
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09:3510:22
Porter Airlines PD385 Porter Airlines PD385
YTZ → MDW
- - - - - Sa -
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10:1511:02
Porter Airlines PD383 Porter Airlines PD383
YTZ → MDW
- - - - - - Su
Check price
10:5511:45
Air Canada AC7607 Air Canada AC7607
YYZ → ORD
Mo Tu We Th Fr Sa Su
Check price
12:0012:50
Air Canada AC7619 Air Canada AC7619
YYZ → ORD
Mo Tu We Th Fr Sa Su
Check price
13:3014:17
Porter Airlines PD391 Porter Airlines PD391
YTZ → MDW
Mo Tu We Th Fr - -
Check price
13:5514:55
United Airlines UA4603 United Airlines UA4603
YYZ → ORD
Mo Tu We Th Fr Sa Su
Check price
14:5515:45
Air Canada AC7609 Air Canada AC7609
YYZ → ORD
- - - - - Sa Su
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14:5515:45
Air Canada AC511 Air Canada AC511
YYZ → ORD
Mo Tu We Th Fr - -
Check price
Show all

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from Toronto takes 01:26 minutes (excluding transfers). The distance between Toronto and Chicago is 435 miles (700 kilometers). Planes depart from Toronto between 00:00 and 23:59. The fastest flight from the company United Airlines with flight number UA 547. Flies for just 01:41 minutes with departure from Pearson and arrival in O'Hare.

time

Average flight time

01:26 min

distance

Distance

435 mi

The earliest flight

The earliest flight

00:00

The latest flight

The latest flight

23:59

Airplane

The fastest flight

01:41

Airlines

Direct flight

There are 5 airlines that fly directly from Toronto to Chicago. The most popular company carrying out non-stop flights is United Airlines.

*Flight number

Flights with Transfers

Flights with transfers from Toronto to Chicago can be bought from 1 airlines:

  • Air Canada: Pittsburgh

*Transit cities

Airports

Airports serving the air communication between Toronto and Chicago. You can fly to Chicago from 2 Toronto airports. Planes arrive at 2 airport in Chicago.

Toronto airports:

Pearson  ~ 20 km* from $ 74Toronto City Centre Airport  ~ 3 km* from $ 90

Chicago airports:

O'Hare  ~ 25 km* from $ 74Chicago Midway  ~ 14 km* from $ 90

*Distance from the airport to the city center

Aircraft

You can fly from Toronto to Chicago on board of 5 airlines that utilize 14 aircraft models.

  • Airbus A319
  • Airbus A320
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 737-900
  • Canadair reg jet 700
  • Canadair regional jet
  • DeHavilland Dash 8 Q400
  • Embraer 170
  • Embraer 175
  • Embraer 190
  • Embraer EMB 175
  • Embraer ERJ-135/140/145 Regional Jet
  • Embraer RJ145

Connecting cities

The list of cities on transfer flights to Chicago from Toronto. The best options are to fly through: Pittsburgh.

Cheap airline tickets from Toronto to United States

Here is a list of flights from Toronto to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Toronto - New York AC 728 Air Canada Embraer 190
04:05 Pearson
in a way 1 hours 24 min Direct
05:29 LaGuardia
Flights
from $ 98
10 May 2022
Toronto - Los Angeles AC 791 Air Canada Boeing 787-900
15:00 Pearson
in a way 5 hours 6 min Direct
20:06 Los Angeles
Flights
from $ 137
07 December 2021
Toronto - Miami WO 820 World Airways Boeing 737-800
16:05 Hamilton
in a way 3 hours 1 min Direct
19:06 Fort Lauderdale Executive Airport
Flights
from $ 125
13 January 2022
Toronto - Chicago UA 547 United Airlines Boeing 737-800
15:15 Pearson
in a way 1 hours 41 min Direct
16:56 O'Hare
Flights
from $ 132
28 December 2021
Toronto - San Francisco AC 737 Air Canada Boeing 787-900
15:00 Pearson
in a way 5 hours 0 min Direct
20:00 San Francisco
Flights
from $ 204
12 December 2021

All flights from Toronto

Flights from Canada to Chicago

Here are the cheapest flight bookings from Canada to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

Toronto - Chicago UA 547 United Airlines Boeing 737-800
15:15 Pearson
in a way 1 hours 41 min Direct
16:56 O'Hare
Flights
from $ 132
28 December 2021
Vancouver - Chicago UA 664 United Airlines Airbus A320
17:00 Vancouver
in a way 3 hours 59 min Direct
20:59 O'Hare
Flights
from $ 159
14 June 2022
Montreal - Chicago AC 7599 Air Canada Embraer EMB 175
02:50 St. Hubert Airport
in a way 2 hours 10 min Direct
05:00 O'Hare
Flights
from $ 186
18 December 2021
Ottawa - Chicago UA 5387 United Airlines Embraer 175
14:15 Ottawa/Macdonald-Cartier
in a way 2 hours 19 min Direct
16:34 O'Hare
Flights
from $ 177
18 December 2021
Edmonton - Chicago DL 4442 Delta Air Lines Canadair Regional Jet 900
21:55 Edmonton
in a way 6 hours 18 min 1 Stopover
04:13 O'Hare
Flights
from $ 240
03 December 2021

All flights to Chicago

Tips for buying a ticket

Toronto – Chicago – Toronto round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Toronto to Chicago
Chicago city

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