Air Canada Toronto to Chicago Flights

Return flight: Chicago – Toronto
Page navigation
Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap Air Canada flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $282 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 - $282, two-way – $484.
Direct flights
  • Check to choose departure date Check to choose departure date
Check prices for return flight
Find flights

Cheap Flights from Toronto to Chicago by Air Canada

Look at the list of plane tickets for the most connecting flights by Air Canada, their prices start from $282. There’re no direct flights. The fastest connecting flight – 5h 45m.
Price Departure Arrival Flight Time Airline Flight
from $282
Find flight
12:00 pm
Toronto
Pearson International
 7:55 pm
Chicago
O'Hare International
 8h 55m
layover
5h 2m - Montreal
 Air Canada
AC410
AC8967
from $425
Find flight
2:00 pm
Toronto
Pearson International
 6:45 pm
Chicago
O'Hare International
 5h 45m
layover
1h 27m - Montreal
 Air Canada
AC414
AC3653
from $423
Find flight
10:25 pm
Toronto
Pearson International
 1:06 pm+2 дня
Chicago
Midway
 39h 41m
layover
10h 58m - Ottawa
23h 42m - Baltimore
 Air Canada
AC470
AC8869
F93087
from $726
Find flight
11:30 pm
Toronto
Pearson International
 5:33 am+2 дня
Chicago
Midway
 31h 3m
layover
18h 17m - Montreal
2h 6m - Las Vegas
 Air Canada
AC432
AC1275
F92330
Show All Flights
*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/21/2024
Below is a detailed 2025 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
10:25 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$423
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$726
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$282
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$425
*Departure and arrival times are local. Last updated on 12/21/2024

Flight Information

There are 5 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 10:25 pm to 2:00 pm. Nonstop flight is 5h 45m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 5h 45m
  • Average flight time 19h 59m
  • The earliest flight 10:25 pm
  • The latest flight 2:00 pm
  • Distance 436 ml

The cheapest months for traveling to Chicago are november (from 235 $), january (from 282 $), december (from 423 $).

The most expensive and popular months are february (from 425 $), december (from 423 $), january (from 282 $).

The cheapest flight by Air Canada that our users were able to find is $282. This airfare is economy class on one-way AC410 flight for January 12, 2025 leaving Pearson International in Toronto at 12:00 pm, it includes all taxes and additional fees.

Find same flight?

Air Canada Airplanes on the Route

List of the most popular Air Canada airplanes flying from Toronto to Chicago:

  • Airbus A320
    from $282
    Find

Other Popular Airlines on the Route

Besides Air Canada there are other 6 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 15 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):

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.

Back