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 $102 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 july: one-way - $102, two-way – $175.

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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 $102. The fastest nonstop flight takes 1h 53m. The fastest connecting flight — 4h 6m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $163 Find flight	5:15 pm Toronto Pearson International	6:15 pm Chicago O'Hare International	2h 0m	Air Canada	AC4990
from $163 Find flight	2:10 pm Toronto Pearson International	3:04 pm Chicago O'Hare International	1h 54m	Air Canada	AC507
from $163 Find flight	7:00 am Toronto Pearson International	7:59 am Chicago O'Hare International	1h 59m	Air Canada	AC5141
from $163 Find flight	9:00 am Toronto Pearson International	9:59 am Chicago O'Hare International	1h 59m	Air Canada	AC5143
from $242 Find flight	1:00 pm Toronto Pearson International	2:01 pm Chicago O'Hare International	2h 1m	Air Canada	AC5588
from $368 Find flight	6:35 pm Toronto Pearson International	7:29 pm Chicago O'Hare International	1h 54m	Air Canada	AC511
from $102 Find flight	7:25 am Toronto Toronto Island	11:24 am Chicago O'Hare International	4h 59m layover 1h 2m - Montreal	Air Canada	AC7952 AC3098
from $108 Find flight	7:00 am Toronto Pearson International	11:24 am Chicago O'Hare International	5h 24m layover 1h 24m - Montreal	Air Canada	AC400 AC3098
from $108 Find flight	6:15 am Toronto Pearson International	11:24 am Chicago O'Hare International	6h 9m layover 2h 9m - Montreal	Air Canada	AC480 AC3098
from $112 Find flight	6:00 pm Toronto Pearson International	7:38 am+1 день Chicago O'Hare International	14h 38m layover 10h 12m - Newark	Air Canada	AC3712 AC4458
from $125 Find flight	10:20 am Toronto Toronto Island	6:53 pm Chicago O'Hare International	9h 33m layover 6h 8m - Ottawa	Air Canada	AC7706 AC3553
from $126 Find flight	7:20 pm Toronto Toronto Island	7:55 am+1 день Chicago O'Hare International	13h 35m layover 10h 16m - Ottawa	Air Canada	AC7712 AC4103
from $156 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 $105 Find flight	4:20 pm Toronto Toronto Island	11:30 pm Chicago O'Hare International	8h 10m layover 2h 12m - Ottawa 1h 15m - Washington D.C.	Air Canada	AC7710 AC4694 AC4420
from $111 Find flight	4:00 pm Toronto Pearson International	11:30 pm Chicago O'Hare International	8h 30m layover 2h 24m - Ottawa 1h 15m - Washington D.C.	Air Canada	AC460 AC4694 AC4420
from $150 Find flight	11:15 pm Toronto Pearson International	11:24 am+1 день Chicago O'Hare International	13h 9m layover 5h 40m - Ottawa 2h 59m - Montreal	Air Canada	AC470 AC8002 AC3098

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 06/23/2025

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 — 12:01 pm	11:00 am — 12:01 pm AC4408 Air Canada Toronto — Chicago	2h 1m	Find flight from$186
12:10 pm — 1:04 pm	12:10 pm — 1:04 pm AC505 Air Canada Toronto — Chicago	1h 54m	Find flight from$163
1:00 pm — 2:01 pm	1:00 pm — 2:01 pm AC5588 Air Canada Toronto — Chicago	2h 1m	Find flight from$242
2:10 pm — 3:04 pm	2:10 pm — 3:04 pm AC507 Air Canada Toronto — Chicago	1h 54m	Find flight from$163
2:45 pm — 3:50 pm	2:45 pm — 3:50 pm AC5137 Air Canada Toronto — Chicago	2h 5m	Find flight from$242
5:15 pm — 6:15 pm	5:15 pm — 6:15 pm AC4990 Air Canada Toronto — Chicago	2h	Find flight from$163
6:35 pm — 7:29 pm	6:35 pm — 7:29 pm AC511 Air Canada Toronto — Chicago	1h 54m	Find flight from$368
7:00 am — 7:59 am	7:00 am — 7:59 am AC5141 Air Canada Toronto — Chicago	1h 59m	Find flight from$163
8:15 am — 9:09 am	8:15 am — 9:09 am AC503 Air Canada Toronto — Chicago	1h 54m	Find flight from$163
8:15 am — 9:08 am	8:15 am — 9:08 am AC8901 Air Canada Toronto — Chicago	1h 53m	Find flight from$174
9:00 am — 9:59 am	9:00 am — 9:59 am AC5143 Air Canada Toronto — Chicago	1h 59m	Find flight from$163
9:00 pm — 10:05 pm	9:00 pm — 10:05 pm AC4961 Air Canada Toronto — Chicago	2h 5m	Find flight from$242
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$184
10:20 am — 6:53 pm	10:20 am — 11:17 am AC7706 Air Canada Toronto — Ottawa 6h 8m stop 5:25 pm — 6:53 pm AC3553 Air Canada Ottawa — Chicago	9h 33m including layover	Find flight from$125
11:15 pm — 7:55 am +1 day	11:15 pm — 0:20 am AC470 Air Canada Toronto — Ottawa 6h 13m stop 6:33 am — 7:55 am AC4103 Air Canada Ottawa — Chicago	9h 40m including layover	Find flight from$131
12:25 pm — 8:16 pm	12:25 pm — 1:43 pm AC7962 Air Canada Toronto — Montreal 4h 57m stop 6:40 pm — 8:16 pm AC8965 Air Canada Montreal — Chicago	8h 51m including layover	Find flight from$178
1:55 pm — 7:57 pm	1:55 pm — 3:32 pm AC1394 Air Canada Toronto — Newark 2h 43m stop 6:15 pm — 7:57 pm AC5067 Air Canada Newark — Chicago	7h 2m including layover	Find flight from$189
3:25 pm — 8:16 pm	3:25 pm — 4:43 pm AC7968 Air Canada Toronto — Montreal 1h 57m stop 6:40 pm — 8:16 pm AC8965 Air Canada Montreal — Chicago	5h 51m including layover	Find flight from$180
6:00 pm — 7:38 am +1 day	6:00 pm — 7:48 pm AC3712 Air Canada Toronto — Newark 10h 12m stop 6:00 am — 7:38 am AC4458 Air Canada Newark — Chicago	14h 38m including layover	Find flight from$112
6:15 am — 11:24 am	6:15 am — 7:36 am AC480 Air Canada Toronto — Montreal 2h 9m stop 9:45 am — 11:24 am AC3098 Air Canada Montreal — Chicago	6h 9m including layover	Find flight from$108
7:00 am — 11:24 am	7:00 am — 8:21 am AC400 Air Canada Toronto — Montreal 1h 24m stop 9:45 am — 11:24 am AC3098 Air Canada Montreal — Chicago	5h 24m including layover	Find flight from$108
7:25 am — 11:24 am	7:25 am — 8:43 am AC7952 Air Canada Toronto — Montreal 1h 2m stop 9:45 am — 11:24 am AC3098 Air Canada Montreal — Chicago	4h 59m including layover	Find flight from$102
8:50 am — 11:56 am	8:50 am — 9:45 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$156
10:25 am — 8:05 pm	10:25 am — 11:43 am AC7958 Air Canada Toronto — Montreal 1h 42m stop 1:25 pm — 2:45 pm AC732 Air Canada Montreal — New York 3h 45m stop 6:30 pm — 8:05 pm NK2178 Spirit Airlines New York — Chicago	10h 40m including layover	Find flight from$193
11:15 pm — 11:24 am +1 day	11:15 pm — 0:20 am AC470 Air Canada Toronto — Ottawa 5h 40m stop 6:00 am — 6:46 am AC8002 Air Canada Ottawa — Montreal 2h 59m stop 9:45 am — 11:24 am AC3098 Air Canada Montreal — Chicago	13h 9m including layover	Find flight from$150
3:25 pm — 1:49 pm +1 day	3:25 pm — 4:43 pm AC7968 Air Canada Toronto — Montreal 2h 17m stop 7:00 pm — 9:55 pm AC1197 Air Canada Montreal — Atlanta 14h 52m stop 12:47 pm — 1:49 pm F92291 Frontier Airlines Atlanta — Chicago	23h 24m including layover	Find flight from$276
4:00 pm — 11:30 pm	4:00 pm — 5:05 pm AC460 Air Canada Toronto — Ottawa 2h 24m stop 7:29 pm — 9:04 pm AC4694 Air Canada Ottawa — Washington D.C. 1h 15m stop 10:19 pm — 11:30 pm AC4420 Air Canada Washington D.C. — Chicago	8h 30m including layover	Find flight from$111
4:20 pm — 11:30 pm	4:20 pm — 5:17 pm AC7710 Air Canada Toronto — Ottawa 2h 12m stop 7:29 pm — 9:04 pm AC4694 Air Canada Ottawa — Washington D.C. 1h 15m stop 10:19 pm — 11:30 pm AC4420 Air Canada Washington D.C. — Chicago	8h 10m including layover	Find flight from$105
5:25 pm — 6:37 am +1 day	5:25 pm — 6:43 pm AC7972 Air Canada Toronto — Montreal 1h 17m stop 8:00 pm — 9:47 pm AC8898 Air Canada Montreal — Newark 7h 13m stop 5:00 am — 6:37 am NK2543 Spirit Airlines Newark — Chicago	14h 12m including layover	Find flight from$218

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

*Departure and arrival times are local. Last updated on 06/23/2025

Flight Information

There are 12 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 9:00 pm. Nonstop flight is 1h 53m. The time difference between Toronto and Chicago is 1h.

The fastest flight 1h 53m
Average flight time 1h 59m
The earliest flight 0:30 am
The latest flight 9:00 pm
Distance 436 ml

The cheapest months for traveling to Chicago are june (from 137 $), august (from 167 $), may (from 207 $).

The most expensive and popular months are november (from 879 $), july (from 225 $), may (from 207 $).

The cheapest flight by Air Canada that our users were able to find is $102. This airfare is economy class on one-way AC7952 flight for June 29, 2025 leaving Toronto Island in Toronto at 7:25 am, 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:

Boeing 737

from $163

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Embraer 175

from $163

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Other Popular Airlines on the Route

Besides Air Canada there are other 9 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:

PD - Porter Airlines

from $56

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UA - United Airlines

from $73

Find
TS - Air Transat

from $89

Find

See more direct flights

Connecting Flights

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

PD - Porter Airlines

from $131

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UA - United Airlines

from $85

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F8 - Freedom Airlines

from $122

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AV - Avianca

from $451

Find
SY - Sun Country Airlines

from $164

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WS - WestJet

from $134

Find
AM - Aeromexico

from $505

Find
LX - SWISS International Air Lines

from $3201

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TS - Air Transat

from $148

Find

See more connecting flights

How to book an air ticket yourself?

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