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 $125 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 october: one-way - $125, two-way – $214.
Direct flights
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Below is a detailed 2019 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$132
10:10 am — 10:58 am
10:10 am — 10:58 am AC8293 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$142
11:16 am — 12:03 pm
11:16 am — 12:03 pm AC4408 Air Canada
Toronto — Chicago
1h 47m
Find flight
from$141
12:15 pm — 1:21 pm
12:15 pm — 1:21 pm AC5137 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$142
12:55 pm — 1:44 pm
12:55 pm — 1:44 pm AC507 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$132
1:44 pm — 2:50 pm
1:44 pm — 2:50 pm AC5143 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$142
1:51 pm — 2:50 pm
1:51 pm — 2:50 pm AC5588 Air Canada
Toronto — Chicago
1h 59m
Find flight
from$129
2:55 pm — 3:44 pm
2:55 pm — 3:44 pm AC509 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$132
2:55 pm — 3:43 pm
2:55 pm — 3:43 pm AC8307 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$142
4:40 pm — 5:29 pm
4:40 pm — 5:29 pm AC511 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$132
5:40 pm — 6:38 pm
5:40 pm — 6:38 pm AC4990 Air Canada
Toronto — Chicago
1h 58m
Find flight
from$142
6:15 pm — 7:04 pm
6:15 pm — 7:04 pm AC513 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$132
6:40 am — 7:29 am
6:40 am — 7:29 am AC501 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$132
7:14 pm — 8:20 pm
7:14 pm — 8:20 pm AC4961 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$142
8:25 am — 9:14 am
8:25 am — 9:14 am AC503 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$132
8:55 pm — 9:44 pm
8:55 pm — 9:44 pm AC515 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$132
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$290
10:00 am — 3:00 pm
10:00 am — 11:15 am AC406 Air Canada
Toronto — Montreal
2h 20m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
6h
including layover
Find flight
from$137
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$125
10:21 am — 1:50 pm
10:21 am — 11:42 am AC3937 Air Canada
Toronto — Washington D.C.
1h 3m stop
12:45 pm — 1:50 pm AC5967 Air Canada
Washington D.C. — Chicago
4h 29m
including layover
Find flight
from$281
10:25 am — 1:53 pm
10:25 am — 11:50 am AC3937 Air Canada
Toronto — Washington D.C.
1h 5m stop
12:55 pm — 1:53 pm AC5967 Air Canada
Washington D.C. — Chicago
4h 28m
including layover
Find flight
from$139
10:45 am — 2:55 pm
10:45 am — 12:10 pm AC7616 Air Canada
Toronto — Washington D.C.
1h 35m stop
1:45 pm — 2:55 pm UA2284 United Airlines
Washington D.C. — Chicago
5h 10m
including layover
Find flight
from$375
11:00 am — 3:00 pm
11:00 am — 12:15 pm AC408 Air Canada
Toronto — Montreal
1h 20m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
5h
including layover
Find flight
from$134
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$129
12:05 pm — 4:54 pm
12:05 pm — 1:36 pm AC7652 Air Canada
Toronto — Newark
1h 49m stop
3:25 pm — 4:54 pm AC5134 Air Canada
Newark — Chicago
5h 49m
including layover
Find flight
from$471
12:05 pm — 6:19 pm
12:05 pm — 1:36 pm AC7652 Air Canada
Toronto — Newark
2h 53m stop
4:29 pm — 6:19 pm AC5096 Air Canada
Newark — Chicago
7h 14m
including layover
Find flight
from$472
12:45 pm — 4:30 pm
12:45 pm — 1:56 pm AC7363 Air Canada
Toronto — Detroit
2h 19m stop
4:15 pm — 4:30 pm WN1367 Southwest Airlines
Detroit — Chicago
4h 45m
including layover
Find flight
from$271
1:00 pm — 7:12 pm
1:00 pm — 2:14 pm AC412 Air Canada
Toronto — Montreal
3h 26m stop
5:40 pm — 7:12 pm AC7597 Air Canada
Montreal — Chicago
7h 12m
including layover
Find flight
from$134
1:15 pm — 7:00 pm
1:15 pm — 2:25 pm AC7964 Air Canada
Toronto — Montreal
3h 10m stop
5:35 pm — 7:00 pm AC7597 Air Canada
Montreal — Chicago
6h 45m
including layover
Find flight
from$131
1:25 pm — 5:47 pm
1:25 pm — 2:53 pm AC712 Air Canada
Toronto — New York
1h 7m stop
4:00 pm — 5:47 pm UA741 United Airlines
New York — Chicago
5h 22m
including layover
Find flight
from$332
1:35 pm — 4:53 pm
1:35 pm — 3:11 pm AC7325 Air Canada
Toronto — Covington
1h 19m stop
4:30 pm — 4:53 pm UA4251 United Airlines
Covington — Chicago
4h 18m
including layover
Find flight
from$338
2:00 pm — 7:00 pm
2:00 pm — 3:15 pm AC414 Air Canada
Toronto — Montreal
2h 20m stop
5:35 pm — 7:00 pm AC7597 Air Canada
Montreal — Chicago
6h
including layover
Find flight
from$157
2:15 pm — 7:00 pm
2:15 pm — 3:25 pm AC7966 Air Canada
Toronto — Montreal
2h 10m stop
5:35 pm — 7:00 pm AC7597 Air Canada
Montreal — Chicago
5h 45m
including layover
Find flight
from$125
3:00 pm — 7:12 pm
3:00 pm — 4:14 pm AC416 Air Canada
Toronto — Montreal
1h 26m stop
5:40 pm — 7:12 pm AC7597 Air Canada
Montreal — Chicago
5h 12m
including layover
Find flight
from$134
3:00 pm — 9:15 pm
3:00 pm — 4:15 pm AC416 Air Canada
Toronto — Montreal
3h 35m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
7h 15m
including layover
Find flight
from$369
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$125
3:15 pm — 9:15 pm
3:15 pm — 4:25 pm AC7968 Air Canada
Toronto — Montreal
3h 25m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
7h
including layover
Find flight
from$129
4:00 pm — 9:15 pm
4:00 pm — 5:15 pm AC418 Air Canada
Toronto — Montreal
2h 35m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
6h 15m
including layover
Find flight
from$217
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
Find flight
from$129
4:55 pm — 8:25 pm
4:55 pm — 5:59 pm AC7407 Air Canada
Toronto — Cleveland
2h 6m stop
8:05 pm — 8:25 pm WN1427 Southwest Airlines
Cleveland — Chicago
4h 30m
including layover
Find flight
from$583
5:00 pm — 9:22 pm
5:00 pm — 6:14 pm AC420 Air Canada
Toronto — Montreal
1h 36m stop
7:50 pm — 9:22 pm AC7599 Air Canada
Montreal — Chicago
5h 22m
including layover
Find flight
from$138
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$172
5:40 pm — 11:25 pm
5:40 pm — 7:52 pm AC7546 Air Canada
Toronto — Atlanta
2h 38m stop
10:30 pm — 11:25 pm WN1443 Southwest Airlines
Atlanta — Chicago
6h 45m
including layover
Find flight
from$279
6:00 am — 9:20 am
6:00 am — 7:35 am AC3892 Air Canada
Toronto — Washington D.C.
40m stop
8:15 am — 9:20 am AC5443 Air Canada
Washington D.C. — Chicago
4h 20m
including layover
Find flight
from$143
6:00 am — 12:04 pm
6:00 am — 7:40 am AC3892 Air Canada
Toronto — Washington D.C.
3h 20m stop
11:00 am — 12:04 pm AC5963 Air Canada
Washington D.C. — Chicago
7h 4m
including layover
Find flight
from$162
6:20 am — 10:08 am
6:20 am — 7:55 am AC8528 Air Canada
Toronto — Boston
30m stop
8:25 am — 10:08 am UA775 United Airlines
Boston — Chicago
4h 48m
including layover
Find flight
from$245
6:25 pm — 11:30 pm
6:25 pm — 7:59 pm AC7658 Air Canada
Toronto — Newark
2h 6m stop
10:05 pm — 11:30 pm WN1139 Southwest Airlines
Newark — Chicago
6h 5m
including layover
Find flight
from$261
6:30 am — 10:05 am
6:30 am — 7:45 am AC480 Air Canada
Toronto — Montreal
55m stop
8:40 am — 10:05 am AC7591 Air Canada
Montreal — Chicago
4h 35m
including layover
Find flight
from$137
6:30 am — 11:40 am
6:30 am — 7:45 am AC480 Air Canada
Toronto — Montreal
2h 30m stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
6h 10m
including layover
Find flight
from$137
7:00 am — 11:40 am
7:00 am — 8:15 am AC400 Air Canada
Toronto — Montreal
2h stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
5h 40m
including layover
Find flight
from$217
7:15 am — 11:40 am
7:15 am — 8:25 am AC7952 Air Canada
Toronto — Montreal
1h 50m stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
5h 25m
including layover
Find flight
from$125
7:15 am — 11:42 am
7:15 am — 8:25 am AC7952 Air Canada
Toronto — Montreal
1h 40m stop
10:05 am — 11:42 am AC3653 Air Canada
Montreal — Chicago
5h 27m
including layover
Find flight
from$267
7:25 am — 1:50 pm
7:25 am — 8:50 am AC7608 Air Canada
Toronto — Washington D.C.
3h 55m stop
12:45 pm — 1:50 pm UA5967 United Airlines
Washington D.C. — Chicago
7h 25m
including layover
Find flight
from$177
7:30 am — 1:50 pm
7:30 am — 8:55 am AC7608 Air Canada
Toronto — Washington D.C.
3h 50m stop
12:45 pm — 1:50 pm AC5967 Air Canada
Washington D.C. — Chicago
7h 20m
including layover
Find flight
from$143
7:40 pm — 11:05 pm
7:40 pm — 9:01 pm AC3904 Air Canada
Toronto — Washington D.C.
59m stop
10:00 pm — 11:05 pm AC4420 Air Canada
Washington D.C. — Chicago
4h 25m
including layover
Find flight
from$139
8:00 am — 11:40 am
8:00 am — 9:15 am AC402 Air Canada
Toronto — Montreal
1h stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
4h 40m
including layover
Find flight
from$276
8:30 am — 1:50 pm
8:30 am — 9:52 am AC7556 Air Canada
Toronto — Washington D.C.
2h 53m stop
12:45 pm — 1:50 pm AC5967 Air Canada
Washington D.C. — Chicago
6h 20m
including layover
Find flight
from$143
8:30 am — 11:57 am
8:30 am — 9:52 am AC7556 Air Canada
Toronto — Washington D.C.
59m stop
10:51 am — 11:57 am AC5963 Air Canada
Washington D.C. — Chicago
4h 27m
including layover
Find flight
from$162
8:55 pm — 7:30 am
+1 day
8:55 pm — 10:25 pm AC728 Air Canada
Toronto — New York
7h 40m stop
6:05 am — 7:30 am WN1797 Southwest Airlines
New York — Chicago
11h 35m
including layover
Find flight
from$238
9:00 am — 3:00 pm
9:00 am — 10:15 am AC404 Air Canada
Toronto — Montreal
3h 20m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
7h
including layover
Find flight
from$157
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$129
9:20 pm — 6:51 am
+1 day
9:20 pm — 10:30 pm AC7306 Air Canada
Toronto — Pittsburgh
7h 42m stop
6:12 am — 6:51 am UA1445 United Airlines
Pittsburgh — Chicago
10h 31m
including layover
Find flight
from$269
9:20 pm — 6:55 am
+1 day
9:20 pm — 10:49 pm AC7538 Air Canada
Toronto — Philadelphia
6h 41m stop
5:30 am — 6:55 am UA1631 United Airlines
Philadelphia — Chicago
10h 35m
including layover
Find flight
from$362
9:46 am — 2:49 pm
9:46 am — 11:22 am AC3098 Air Canada
Toronto — Newark
1h 58m stop
1:20 pm — 2:49 pm AC5939 Air Canada
Newark — Chicago
6h 3m
including layover
Find flight
from$644
*Departure and arrival times are local. Last updated on 10/16/2019

Flight Information

There are 16 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 9:46 am. Nonstop flight is 1h 47m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 1h 47m
  • Average flight time 1h 49m
  • The earliest flight 0:30 am
  • The latest flight 9:46 am
  • Distance 436 ml

The cheapest months for traveling to Chicago are july, october, september, The most expensive and popular months are august, december, february.

The cheapest flight by Air Canada that our users were able to find is $125. This airfare is economy class on one-way AC7966 flight for October 23, 2019 leaving Toronto Island in Toronto at 2:15 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 37 direct flights every day from Toronto. Airlines and fares are below:

See more direct flights

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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