Air Canada Toronto to Chicago Flights

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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 $196 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 april: one-way - $196, two-way – $336.

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Cheap Flights from Toronto to Chicago by Air Canada

Look at the list of plane tickets for the most popular direct and connecting flights by Air Canada, their prices start from $196. The fastest nonstop flight takes 1h 51m. The fastest connecting flight — 5h 20m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $196 Find flight	12:20 pm Toronto Pearson International	1:11 pm Chicago O'Hare International	1h 51m	Air Canada	AC503
from $196 Find flight	8:00 am Toronto Pearson International	8:57 am Chicago O'Hare International	1h 57m	Air Canada	AC501
from $196 Find flight	2:00 pm Toronto Pearson International	2:51 pm Chicago O'Hare International	1h 51m	Air Canada	AC505
from $240 Find flight	6:35 pm Toronto Pearson International	7:32 pm Chicago O'Hare International	1h 57m	Air Canada	AC8293
from $240 Find flight	8:00 am Toronto Pearson International	8:57 am Chicago O'Hare International	1h 57m	Air Canada	AC8533
from $240 Find flight	12:20 pm Toronto Pearson International	1:11 pm Chicago O'Hare International	1h 51m	Air Canada	AC8694
from $311 Find flight	2:00 pm Toronto Pearson International	2:51 pm Chicago O'Hare International	1h 51m	Air Canada	AC8307
from $787 Find flight	9:00 am Toronto Pearson International	10:05 am Chicago O'Hare International	2h 5m	Air Canada	AC5143
from $243 Find flight	4:30 pm Toronto Pearson International	11:20 pm Chicago O'Hare International	7h 50m layover 4h 9m - Washington D.C.	Air Canada	AC8784 AC4420
from $282 Find flight	0:30 am Toronto Pearson International	7:56 am Chicago O'Hare International	8h 26m layover 4h 7m - Montreal	Air Canada	AC7774 AC3054
from $332 Find flight	0:30 am Toronto Pearson International	8:02 am Chicago O'Hare International	8h 32m layover 4h 43m - Ottawa	Air Canada	AC472 AC4103
from $217 Find flight	2:05 pm Toronto Pearson International	11:00 pm Chicago O'Hare International	9h 55m layover 2h 38m - Ottawa 1h 56m - Newark	Air Canada	AC456 AC4495 AC4460
from $217 Find flight	10:20 am Toronto Toronto Island	6:35 pm Chicago O'Hare International	9h 15m layover 2h 49m - Ottawa 1h 26m - Washington D.C.	Air Canada	AC7706 AC4692 AC5543
from $232 Find flight	7:25 am Toronto Toronto Island	4:54 pm Chicago O'Hare International	10h 29m layover 2h 28m - Montreal 2h 15m - Newark	Air Canada	AC7952 AC4604 AC5279
from $232 Find flight	8:25 am Toronto Toronto Island	4:54 pm Chicago O'Hare International	9h 29m layover 1h 28m - Montreal 2h 15m - Newark	Air Canada	AC7954 AC4604 AC5279
from $265 Find flight	8:50 am Toronto Toronto Island	6:35 pm Chicago O'Hare International	10h 45m layover 4h 19m - Ottawa 1h 26m - Washington D.C.	Air Canada	AC7704 AC4692 AC5543

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/04/2025

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
11:00 am — 11:59 am	11:00 am — 11:59 am AC4408 Air Canada Toronto — Chicago	1h 59m	Find flight from$787
12:20 pm — 1:11 pm	12:20 pm — 1:11 pm AC503 Air Canada Toronto — Chicago	1h 51m	Find flight from$196
12:20 pm — 1:11 pm	12:20 pm — 1:11 pm AC8694 Air Canada Toronto — Chicago	1h 51m	Find flight from$240
2:00 pm — 2:51 pm	2:00 pm — 2:51 pm AC505 Air Canada Toronto — Chicago	1h 51m	Find flight from$196
2:00 pm — 2:51 pm	2:00 pm — 2:51 pm AC8307 Air Canada Toronto — Chicago	1h 51m	Find flight from$311
3:30 pm — 4:30 pm	3:30 pm — 4:30 pm AC5137 Air Canada Toronto — Chicago	2h	Find flight from$787
5:30 pm — 6:37 pm	5:30 pm — 6:37 pm AC4990 Air Canada Toronto — Chicago	2h 7m	Find flight from$787
6:35 pm — 7:32 pm	6:35 pm — 7:32 pm AC8293 Air Canada Toronto — Chicago	1h 57m	Find flight from$240
6:35 pm — 7:32 pm	6:35 pm — 7:32 pm AC509 Air Canada Toronto — Chicago	1h 57m	Find flight from$242
6:52 am — 8:05 am	6:52 am — 8:05 am AC5141 Air Canada Toronto — Chicago	2h 13m	Find flight from$788
8:00 am — 8:57 am	8:00 am — 8:57 am AC501 Air Canada Toronto — Chicago	1h 57m	Find flight from$196
8:00 am — 8:57 am	8:00 am — 8:57 am AC8533 Air Canada Toronto — Chicago	1h 57m	Find flight from$240
9:00 am — 10:05 am	9:00 am — 10:05 am AC5143 Air Canada Toronto — Chicago	2h 5m	Find flight from$787
9:00 pm — 10:07 pm	9:00 pm — 10:07 pm AC4961 Air Canada Toronto — Chicago	2h 7m	Find flight from$787
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$282
0:30 am — 8:02 am	0:30 am — 1:37 am AC472 Air Canada Toronto — Ottawa 4h 43m stop 6:20 am — 8:02 am AC4103 Air Canada Ottawa — Chicago	8h 32m including layover	Find flight from$332
10:25 am — 2:45 pm	10:25 am — 11:40 am AC7958 Air Canada Toronto — Montreal 1h 30m stop 1:10 pm — 2:45 pm AC8961 Air Canada Montreal — Chicago	5h 20m including layover	Find flight from$244
11:00 am — 7:55 pm	11:00 am — 12:18 pm AC408 Air Canada Toronto — Montreal 6h 2m stop 6:20 pm — 7:55 pm AC8967 Air Canada Montreal — Chicago	9h 55m including layover	Find flight from$260
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$282
1:20 pm — 9:28 pm	1:20 pm — 2:54 pm AC8990 Air Canada Toronto — New York 4h 51m stop 7:45 pm — 9:28 pm AA417 American Airlines New York — Chicago	9h 8m including layover	Find flight from$316
1:20 pm — 8:33 pm	1:20 pm — 2:54 pm AC8990 Air Canada Toronto — New York 3h 56m stop 6:50 pm — 8:33 pm AA1263 American Airlines New York — Chicago	8h 13m including layover	Find flight from$316
3:25 pm — 7:55 pm	3:25 pm — 4:40 pm AC7968 Air Canada Toronto — Montreal 1h 40m stop 6:20 pm — 7:55 pm AC8967 Air Canada Montreal — Chicago	5h 30m including layover	Find flight from$244
4:30 pm — 11:20 pm	4:30 pm — 6:07 pm AC8784 Air Canada Toronto — Washington D.C. 4h 9m stop 10:16 pm — 11:20 pm AC4420 Air Canada Washington D.C. — Chicago	7h 50m including layover	Find flight from$243
7:00 am — 2:45 pm	7:00 am — 8:28 am AC400 Air Canada Toronto — Montreal 4h 42m stop 1:10 pm — 2:45 pm AC8961 Air Canada Montreal — Chicago	8h 45m including layover	Find flight from$290
9:10 am — 4:12 pm	9:10 am — 10:48 am AC8984 Air Canada Toronto — New York 3h 42m stop 2:30 pm — 4:12 pm AA1689 American Airlines New York — Chicago	8h 2m including layover	Find flight from$585
10:20 am — 6:35 pm	10:20 am — 11:16 am AC7706 Air Canada Toronto — Ottawa 2h 49m stop 2:05 pm — 3:55 pm AC4692 Air Canada Ottawa — Washington D.C. 1h 26m stop 5:21 pm — 6:35 pm AC5543 Air Canada Washington D.C. — Chicago	9h 15m including layover	Find flight from$217
2:05 pm — 11:00 pm	2:05 pm — 3:12 pm AC456 Air Canada Toronto — Ottawa 2h 38m stop 5:50 pm — 7:33 pm AC4495 Air Canada Ottawa — Newark 1h 56m stop 9:29 pm — 11:00 pm AC4460 Air Canada Newark — Chicago	9h 55m including layover	Find flight from$217
7:25 am — 4:54 pm	7:25 am — 8:40 am AC7952 Air Canada Toronto — Montreal 2h 28m stop 11:08 am — 1:00 pm AC4604 Air Canada Montreal — Newark 2h 15m stop 3:15 pm — 4:54 pm AC5279 Air Canada Newark — Chicago	10h 29m including layover	Find flight from$232
8:25 am — 4:54 pm	8:25 am — 9:40 am AC7954 Air Canada Toronto — Montreal 1h 28m stop 11:08 am — 1:00 pm AC4604 Air Canada Montreal — Newark 2h 15m stop 3:15 pm — 4:54 pm AC5279 Air Canada Newark — Chicago	9h 29m including layover	Find flight from$232

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

*Departure and arrival times are local. Last updated on 04/04/2025

Flight Information

There are 14 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 9:10 am. Nonstop flight is 1h 51m. The time difference between Toronto and Chicago is 1h.

The fastest flight 1h 51m
Average flight time 1h 57m
The earliest flight 0:30 am
The latest flight 9:10 am
Distance 436 ml

The cheapest months for traveling to Chicago are december (from 196 $), november (from 217 $), january (from 312 $).

The most expensive and popular months are february (from 470 $), january (from 312 $), november (from 217 $).

The cheapest flight by Air Canada that our users were able to find is $196. 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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Air Canada Airplanes on the Route

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

A220-300

from $196

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De Havilland Canada DHC-8-400 Dash 8Q

from $217

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A220

from $240

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Canadair 900

from $243

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Canadair Regional Jet 900

from $258

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Boeing 737 MAX 8

from $260

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Airbus A320

from $260

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Embraer 175 (short wing)

from $316

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Airbus A319

from $515

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Boeing 737

from $787

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Other Popular Airlines on the Route

Besides Air Canada there are other 1 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:

UA - United Airlines

from $85

Find

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?

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