Air Canada Toronto to Chicago Flights

One way Round trip

Adults

Children under 12

Infants under 2 without place

Economy

Business

First

done

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 $518 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 september: one-way - $518, two-way – $888.

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 $518. There’re no direct flights. The fastest connecting flight – 4h 6m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $518 Find flight	8:25 am Toronto Toronto Island	6:46 pm Chicago O'Hare International	11h 21m layover 7h 12m - Montreal	Air Canada	AC7954 AC3109
from $546 Find flight	0:30 am Toronto Pearson International	7:55 am Chicago O'Hare International	8h 25m layover 4h 58m - Ottawa	Air Canada	AC472 AC4103
from $608 Find flight	8:50 am Toronto Toronto Island	11:56 am Chicago O'Hare International	4h 6m layover 0h 50m - Ottawa	Air Canada	AC7704 AC4113
from $1451 Find flight	11:20 pm Toronto Pearson International	10:35 pm+2 дня Chicago Midway	48h 15m layover 17h 59m - Montreal 23h 45m - Atlanta	Air Canada	AC432 AC8569 F92779
from $1484 Find flight	11:20 pm Toronto Pearson International	11:51 pm+1 день Chicago Midway	25h 31m layover 12h 19m - Montreal 8h 1m - Philadelphia	Air Canada	AC432 AC8859 F91617

Show All Flights

*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 08/24/2025

Air Canada Flight Schedule Toronto to Chicago

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	Flight Details	Flight Time	Price
0:30 am — 7:55 am	0:30 am — 1:35 am AC472 Air Canada Toronto — Ottawa 4h 58m stop 6:33 am — 7:55 am AC4103 Air Canada Ottawa — Chicago	8h 25m including layover	Find flight from$546
11:20 pm — 10:35 pm +2 days	11:20 pm — 0:41 am AC432 Air Canada Toronto — Montreal 17h 59m stop 6:40 pm — 9:45 pm AC8569 Air Canada Montreal — Atlanta 23h 45m stop 9:30 pm — 10:35 pm F92779 Frontier Airlines Atlanta — Chicago	48h 15m including layover	Find flight from$1451
11:20 pm — 11:51 pm +1 day	11:20 pm — 0:41 am AC432 Air Canada Toronto — Montreal 12h 19m stop 1:00 pm — 2:37 pm AC8859 Air Canada Montreal — Philadelphia 8h 1m stop 10:38 pm — 11:51 pm F91617 Frontier Airlines Philadelphia — Chicago	25h 31m including layover	Find flight from$1484
8:25 am — 6:46 pm	8:25 am — 9:43 am AC7954 Air Canada Toronto — Montreal 7h 12m stop 4:55 pm — 6:46 pm AC3109 Air Canada Montreal — Chicago	11h 21m including layover	Find flight from$518
8:50 am — 11:56 am	8:50 am — 9:47 am AC7704 Air Canada Toronto — Ottawa 50m stop 10:37 am — 11:56 am AC4113 Air Canada Ottawa — Chicago	4h 6m including layover	Find flight from$608

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 08/24/2025

Flight Information

There are 6 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 8:50 am. Nonstop flight is 4h 6m. The time difference between Toronto and Chicago is 1h.

The fastest flight 4h 6m
Average flight time 11h 21m
The earliest flight 0:30 am
The latest flight 8:50 am
Distance 436 ml

The cheapest months for traveling to Chicago are july (from 518 $).

The cheapest flight by Air Canada that our users were able to find is $518. This airfare is economy class on one-way AC7954 flight for July 31, 2025 leaving Toronto Island in Toronto at 8:25 am, 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:

Other Popular Airlines on the Route

Besides Air Canada there are other 7 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 7 direct flights every day from Toronto. Airlines and fares are below:

PD - Porter Airlines

from $84

Find
UA - United Airlines

from $98

Find

See more direct flights

Connecting Flights

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

PD - Porter Airlines

from $204

Find
UA - United Airlines

from $422

Find
F8 - Freedom Airlines

from $226

Find
AV - Avianca

from $1982

Find
SY - Sun Country Airlines

from $413

Find
WS - WestJet

from $270

Find
TS - Air Transat

from $235

Find

See more connecting flights

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.