Air Canada Toronto to Chicago Flights

Cheapflightsplus.com will find cheap Air Canada flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $87 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Air Canada, arrivals and departure details below.

Find Cheap Airfare Toronto (ON) — Chicago (IL) by Air Canada

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in december: one-way - $87, two-way – $149.
Direct flights
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Below is a detailed 2020 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
10:10 am — 10:59 am
10:10 am — 10:59 am AC505 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$114
11:16 am — 12:03 pm
11:16 am — 12:03 pm AC4408 Air Canada
Toronto — Chicago
1h 47m
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from$121
12:55 pm — 1:44 pm
12:55 pm — 1:44 pm AC507 Air Canada
Toronto — Chicago
1h 49m
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from$114
1:50 pm — 2:39 pm
1:50 pm — 2:39 pm AC5137 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$99
2:55 pm — 3:44 pm
2:55 pm — 3:44 pm AC509 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$114
3:10 pm — 4:05 pm
3:10 pm — 4:05 pm AC7673 Air Canada
Toronto — Chicago
1h 55m
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from$99
4:30 pm — 5:18 pm
4:30 pm — 5:18 pm AC7679 Air Canada
Toronto — Chicago
1h 48m
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from$114
6:40 am — 7:29 am
6:40 am — 7:29 am AC501 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$114
8:25 am — 9:14 am
8:25 am — 9:14 am AC503 Air Canada
Toronto — Chicago
1h 49m
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from$114
0:30 am — 10:05 am
0:30 am — 1:45 am AC7562 Air Canada
Toronto — Montreal
6h 55m stop
8:40 am — 10:05 am AC7591 Air Canada
Montreal — Chicago
10h 35m
including layover
Find flight
from$260
10:15 am — 3:00 pm
10:15 am — 11:25 am AC7958 Air Canada
Toronto — Montreal
2h 10m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
5h 45m
including layover
Find flight
from$111
11:15 am — 3:00 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
1h 10m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
4h 45m
including layover
Find flight
from$111
12:15 pm — 6:31 pm
12:15 pm — 1:25 pm AC7962 Air Canada
Toronto — Montreal
3h 30m stop
4:55 pm — 6:31 pm AC7597 Air Canada
Montreal — Chicago
7h 16m
including layover
Find flight
from$87
1:15 pm — 6:31 pm
1:15 pm — 2:25 pm AC7964 Air Canada
Toronto — Montreal
2h 30m stop
4:55 pm — 6:31 pm AC7597 Air Canada
Montreal — Chicago
6h 16m
including layover
Find flight
from$87
2:15 pm — 6:31 pm
2:15 pm — 3:25 pm AC7966 Air Canada
Toronto — Montreal
1h 30m stop
4:55 pm — 6:31 pm AC7597 Air Canada
Montreal — Chicago
5h 16m
including layover
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from$87
3:15 pm — 7:00 pm
3:15 pm — 4:25 pm AC7968 Air Canada
Toronto — Montreal
1h 10m stop
5:35 pm — 7:00 pm AC7597 Air Canada
Montreal — Chicago
4h 45m
including layover
Find flight
from$111
4:15 pm — 9:15 pm
4:15 pm — 5:25 pm AC7970 Air Canada
Toronto — Montreal
2h 25m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
6h
including layover
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from$111
5:15 pm — 9:15 pm
5:15 pm — 6:25 pm AC7972 Air Canada
Toronto — Montreal
1h 25m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
5h
including layover
Find flight
from$111
6:20 am — 10:16 am
6:20 am — 7:39 am AC480 Air Canada
Toronto — Montreal
1h 1m stop
8:40 am — 10:16 am AC7591 Air Canada
Montreal — Chicago
4h 56m
including layover
Find flight
from$95
7:15 am — 12:00 pm
7:15 am — 8:25 am AC7952 Air Canada
Toronto — Montreal
2h 5m stop
10:30 am — 12:00 pm AC3653 Air Canada
Montreal — Chicago
5h 45m
including layover
Find flight
from$87
8:10 am — 11:43 am
8:10 am — 9:14 am AC442 Air Canada
Toronto — Ottawa
1h 21m stop
10:35 am — 11:43 am AC4238 Air Canada
Ottawa — Chicago
4h 33m
including layover
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from$95
9:15 am — 3:00 pm
9:15 am — 10:25 am AC7956 Air Canada
Toronto — Montreal
3h 10m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
6h 45m
including layover
Find flight
from$111
*Departure and arrival times are local. Last updated on 11/29/2020

Flight Information

There are 23 flights by Air Canada from Toronto to Chicago every week with departures from Pearson International, Toronto Island, Buttonville Municipal. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 0:30 am to 9:55 am. Nonstop flight is 1h 44m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 1h 44m
  • Average flight time 1h 48m
  • The earliest flight 0:30 am
  • The latest flight 9:55 am
  • Distance 436 ml

The cheapest months for traveling to Chicago are november (from 87 $), october (from 88 $).

The cheapest flight by Air Canada that our users were able to find is $87. This airfare is economy class on one-way AC7964 flight for November 19, 2020 leaving Toronto Island in Toronto at 1:15 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Air Canada there are other 5 airline carriers between Toronto and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Toronto to Chicago.

Nonstop flights

There are 35 direct flights every day from Toronto. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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