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 $101 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
Cheap Flights from Toronto to Chicago by Air Canada
Price | Departure | Arrival | Flight Time | Airline | Flight |
---|---|---|---|---|---|
from $108 | 5:15 pm Toronto Pearson International | 6:15 pm Chicago O'Hare International | 2h 0m | Air Canada | AC4990 |
from $108 | 1:00 pm Toronto Pearson International | 2:01 pm Chicago O'Hare International | 2h 1m | Air Canada | AC5588 |
from $153 | 2:45 pm Toronto Pearson International | 3:50 pm Chicago O'Hare International | 2h 5m | Air Canada | AC5137 |
from $101 | 7:25 am Toronto Toronto Island | 11:24 am Chicago O'Hare International | 4h 59m layover 1h 2m - Montreal | Air Canada | AC7952 AC3098 |
from $101 | 8:25 am Toronto Toronto Island | 2:47 pm Chicago O'Hare International | 7h 22m layover 3h 33m - Montreal | Air Canada | AC7954 AC8963 |
from $106 | 7:00 am Toronto Pearson International | 11:24 am Chicago O'Hare International | 5h 24m layover 1h 24m - Montreal | Air Canada | AC400 AC3098 |
from $106 | 6:15 am Toronto Pearson International | 11:24 am Chicago O'Hare International | 6h 9m layover 2h 9m - Montreal | Air Canada | AC480 AC3098 |
from $106 | 6:15 am Toronto Pearson International | 11:24 am Chicago O'Hare International | 6h 9m layover 2h 9m - Montreal | Air Canada | AC480 AC3532 |
from $106 | 6:15 am Toronto Pearson International | 9:52 am Chicago O'Hare International | 4h 37m layover 0h 44m - Montreal | Air Canada | AC480 AC521 |
from $106 | 7:00 am Toronto Pearson International | 11:24 am Chicago O'Hare International | 5h 24m layover 1h 24m - Montreal | Air Canada | AC400 AC3532 |
from $106 | 9:00 am Toronto Pearson International | 2:47 pm Chicago O'Hare International | 6h 47m layover 2h 54m - Montreal | Air Canada | AC404 AC8963 |
from $106 | 8:00 am Toronto Pearson International | 2:47 pm Chicago O'Hare International | 7h 47m layover 3h 54m - Montreal | Air Canada | AC402 AC8963 |
from $123 | 10:20 am Toronto Toronto Island | 6:53 pm Chicago O'Hare International | 9h 33m layover 6h 8m - Ottawa | Air Canada | AC7706 AC3553 |
from $153 | 8:50 am Toronto Toronto Island | 11:56 am Chicago O'Hare International | 4h 6m layover 0h 50m - Ottawa | Air Canada | AC7704 AC4113 |
from $103 | 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 $148 | 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 |
Air Canada Flight Schedule Toronto to Chicago
Departure | Arrival | 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$161 |
|
12:10 pm — 1:04 pm
|
12:10 pm — 1:04 pm
AC505
Air Canada
Toronto — Chicago
|
1h 54m |
Find flight
from$153 |
|
1:00 pm — 2:01 pm
|
1:00 pm — 2:01 pm
AC5588
Air Canada
Toronto — Chicago
|
2h 1m |
Find flight
from$108 |
|
2:10 pm — 3:04 pm
|
2:10 pm — 3:04 pm
AC507
Air Canada
Toronto — Chicago
|
1h 54m |
Find flight
from$108 |
|
2:45 pm — 3:50 pm
|
2:45 pm — 3:50 pm
AC5137
Air Canada
Toronto — Chicago
|
2h 5m |
Find flight
from$153 |
|
4:30 pm — 5:24 pm
|
4:30 pm — 5:24 pm
AC8909
Air Canada
Toronto — Chicago
|
1h 54m |
Find flight
from$171 |
|
5:15 pm — 6:15 pm
|
5:15 pm — 6:15 pm
AC4990
Air Canada
Toronto — Chicago
|
2h |
Find flight
from$108 |
|
6:35 pm — 7:29 pm
|
6:35 pm — 7:29 pm
AC511
Air Canada
Toronto — Chicago
|
1h 54m |
Find flight
from$161 |
|
7:00 am — 7:59 am
|
7:00 am — 7:59 am
AC5141
Air Canada
Toronto — Chicago
|
1h 59m |
Find flight
from$108 |
|
8:15 am — 9:09 am
|
8:15 am — 9:09 am
AC503
Air Canada
Toronto — Chicago
|
1h 54m |
Find flight
from$153 |
|
8:15 am — 9:08 am
|
8:15 am — 9:08 am
AC8901
Air Canada
Toronto — Chicago
|
1h 53m |
Find flight
from$161 |
|
9:00 am — 9:59 am
|
9:00 am — 9:59 am
AC5143
Air Canada
Toronto — Chicago
|
1h 59m |
Find flight
from$108 |
|
9:00 pm — 10:05 pm
|
9:00 pm — 10:05 pm
AC4961
Air Canada
Toronto — Chicago
|
2h 5m |
Find flight
from$108 |
|
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$182 |
|
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$123 |
|
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$129 |
|
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$175 |
|
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$186 |
|
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$177 |
|
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$106 |
|
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
AC3532
Air Canada
Montreal — Chicago
|
6h 9m including layover |
Find flight
from$106 |
|
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$101 |
|
7:25 am — 11:24 am
|
7:25 am — 8:42 am
AC7952
Air Canada
Toronto — Montreal
1h 3m stop
9:45 am — 11:24 am
AC3532
Air Canada
Montreal — Chicago
|
4h 59m including layover |
Find flight
from$101 |
|
8:00 am — 2:47 pm
|
8:00 am — 9:21 am
AC402
Air Canada
Toronto — Montreal
3h 54m stop
1:15 pm — 2:47 pm
AC8963
Air Canada
Montreal — Chicago
|
7h 47m including layover |
Find flight
from$106 |
|
8:25 am — 2:47 pm
|
8:25 am — 9:42 am
AC7954
Air Canada
Toronto — Montreal
3h 33m stop
1:15 pm — 2:47 pm
AC8963
Air Canada
Montreal — Chicago
|
7h 22m including layover |
Find flight
from$101 |
|
9:00 am — 2:47 pm
|
9:00 am — 10:21 am
AC404
Air Canada
Toronto — Montreal
2h 54m stop
1:15 pm — 2:47 pm
AC8963
Air Canada
Montreal — Chicago
|
6h 47m including layover |
Find flight
from$106 |
|
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$190 |
|
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$148 |
|
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$271 |
|
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$108 |
|
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$103 |
|
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$215 |
Flight Information
There are 13 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 135 $), august (from 164 $), may (from 194 $).
The most expensive and popular months are november (from 866 $), july (from 222 $), may (from 194 $).
The cheapest flight by Air Canada that our users were able to find is $101. 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.
Air Canada Airplanes on the Route
List of the most popular Air Canada airplanes flying from Toronto to Chicago:
- Boeing 737from $108Find
- Embraer 175from $108Find
Other Popular Airlines on the Route
Besides Air Canada there are other 10 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 39 direct flights every day from Toronto. Airlines and fares are below:
- from $55Find
- from $72Find
- TS - Air Transatfrom $87Find
Connecting Flights
List of flights with layovers (1 and more stops):
- from $129Find
- from $84Find
- F8 - Freedom Airlinesfrom $120Find
- AS - Alaska Airlinesfrom $218Find
- AV - Aviancafrom $408Find
- SY - Sun Country Airlinesfrom $162Find
- WS - WestJetfrom $132Find
- AM - Aeromexicofrom $498Find
- LX - SWISS International Air Linesfrom $3152Find
- TS - Air Transatfrom $146Find
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.