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 $176 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 - $176, two-way – $302.
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Below is a detailed 2024 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
0:30 am — 7:56 am
0:30 am — 1:53 am AC7774 Air Canada
Toronto — Montreal
4h 7m stop
6:00 am — 7:56 am AC3054 Air Canada
Montreal — Chicago
8h 26m
including layover
Find flight
from$252
10:25 pm — 1:06 pm
+2 days
10:25 pm — 11:32 pm AC470 Air Canada
Toronto — Ottawa
10h 58m stop
10:30 am — 12:20 pm AC8869 Air Canada
Ottawa — Baltimore
23h 42m stop
12:02 pm — 1:06 pm F93087 Frontier Airlines
Baltimore — Chicago
39h 41m
including layover
Find flight
from$420
11:30 pm — 7:56 am
+1 day
11:30 pm — 0:48 am AC432 Air Canada
Toronto — Montreal
5h 12m stop
6:00 am — 7:56 am AC3054 Air Canada
Montreal — Chicago
9h 26m
including layover
Find flight
from$252
11:30 pm — 0:13 am
+2 days
11:30 pm — 0:48 am AC432 Air Canada
Toronto — Montreal
7h 22m stop
8:10 am — 10:35 am AC8565 Air Canada
Montreal — Denver
10h 20m stop
8:55 pm — 0:13 am F92210 Frontier Airlines
Denver — Chicago
25h 43m
including layover
Find flight
from$609
11:30 pm — 5:33 am
+2 days
11:30 pm — 0:48 am AC432 Air Canada
Toronto — Montreal
18h 17m stop
7:05 pm — 9:53 pm AC1275 Air Canada
Montreal — Las Vegas
2h 6m stop
11:59 pm — 5:33 am F92330 Frontier Airlines
Las Vegas — Chicago
31h 3m
including layover
Find flight
from$720
12:00 pm — 7:55 pm
12:00 pm — 1:18 pm AC410 Air Canada
Toronto — Montreal
5h 2m stop
6:20 pm — 7:55 pm AC8967 Air Canada
Montreal — Chicago
8h 55m
including layover
Find flight
from$280
12:20 pm — 1:11 pm
12:20 pm — 1:11 pm AC503 Air Canada
Toronto — Chicago
1h 51m
Find flight
from$176
2:00 pm — 2:51 pm
2:00 pm — 2:51 pm AC505 Air Canada
Toronto — Chicago
1h 51m
Find flight
from$176
2:00 pm — 6:45 pm
2:00 pm — 3:18 pm AC414 Air Canada
Toronto — Montreal
1h 27m stop
4:45 pm — 6:45 pm AC3653 Air Canada
Montreal — Chicago
5h 45m
including layover
Find flight
from$421
8:00 am — 8:57 am
8:00 am — 8:57 am AC501 Air Canada
Toronto — Chicago
1h 57m
Find flight
from$176
*Departure and arrival times are local. Last updated on 11/21/2024

Flight Information

There are 3 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 8:00 am. Nonstop flight is 1h 51m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 1h 51m
  • Average flight time 1h 51m
  • The earliest flight 0:30 am
  • The latest flight 8:00 am
  • Distance 436 ml

The cheapest months for traveling to Chicago are december (from 176 $), november (from 217 $), january (from 280 $).

The most expensive and popular months are february (from 421 $), january (from 280 $), november (from 217 $).

The cheapest flight by Air Canada that our users were able to find is $176. This airfare is economy class on one-way AC503 flight for December 14, 2024 leaving Pearson International in Toronto at 12:20 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Air Canada there are other 8 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 22 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):

  • from $144
    Find
  • from $164
    Find
  • from $165
    Find
  • F8 - Freedom Airlines
    from $182
    Find
  • AS - Alaska Airlines
    from $360
    Find
  • TK - Turkish Airlines
    from $1659
    Find
  • AY - Finnair
    from $1370
    Find
  • TS - Air Transat
    from $167
    Find
See more connecting flights

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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