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 $126 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 may: one-way - $126, two-way – $216.
Direct flights
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Check prices for return flight
Find flights
Below is a detailed 2019 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
10:55 am — 11:37 am
10:55 am — 11:37 am AC505 Air Canada
Toronto — Chicago
1h 42m
Find flight
from$223
12:00 pm — 12:48 pm
12:00 pm — 12:48 pm AC507 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$131
12:15 pm — 1:21 pm
12:15 pm — 1:21 pm AC5137 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$143
12:55 pm — 1:37 pm
12:55 pm — 1:37 pm AC507 Air Canada
Toronto — Chicago
1h 42m
Find flight
from$223
1:44 pm — 2:50 pm
1:44 pm — 2:50 pm AC5143 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$143
1:51 pm — 2:44 pm
1:51 pm — 2:44 pm AC5143 Air Canada
Toronto — Chicago
1h 53m
Find flight
from$386
2:55 pm — 3:43 pm
2:55 pm — 3:43 pm AC509 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$130
3:40 pm — 4:22 pm
3:40 pm — 4:22 pm AC509 Air Canada
Toronto — Chicago
1h 42m
Find flight
from$198
4:10 pm — 4:58 pm
4:10 pm — 4:58 pm AC511 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$130
4:35 pm — 5:17 pm
4:35 pm — 5:17 pm AC511 Air Canada
Toronto — Chicago
1h 42m
Find flight
from$198
5:39 pm — 6:40 pm
5:39 pm — 6:40 pm AC4990 Air Canada
Toronto — Chicago
2h 1m
Find flight
from$205
5:40 pm — 6:38 pm
5:40 pm — 6:38 pm AC4990 Air Canada
Toronto — Chicago
1h 58m
Find flight
from$143
6:10 pm — 6:52 pm
6:10 pm — 6:52 pm AC513 Air Canada
Toronto — Chicago
1h 42m
Find flight
from$198
6:15 pm — 7:03 pm
6:15 pm — 7:03 pm AC513 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$131
6:40 am — 7:22 am
6:40 am — 7:22 am AC501 Air Canada
Toronto — Chicago
1h 42m
Find flight
from$198
7:14 pm — 8:20 pm
7:14 pm — 8:20 pm AC4961 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$143
7:20 pm — 8:24 pm
7:20 pm — 8:24 pm AC4961 Air Canada
Toronto — Chicago
2h 4m
Find flight
from$694
8:45 am — 9:27 am
8:45 am — 9:27 am AC503 Air Canada
Toronto — Chicago
1h 42m
Find flight
from$198
8:50 pm — 9:32 pm
8:50 pm — 9:32 pm AC515 Air Canada
Toronto — Chicago
1h 42m
Find flight
from$198
8:55 pm — 9:43 pm
8:55 pm — 9:43 pm AC515 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$130
0:30 am — 10:07 am
0:30 am — 1:47 am AC7562 Air Canada
Toronto — Montreal
6h 48m stop
8:35 am — 10:07 am AC7591 Air Canada
Montreal — Chicago
10h 37m
including layover
Find flight
from$293
0:30 am — 8:07 am
0:30 am — 1:45 am AC7562 Air Canada
Toronto — Montreal
4h 45m stop
6:30 am — 8:07 am AC3054 Air Canada
Montreal — Chicago
8h 37m
including layover
Find flight
from$440
10:00 am — 2:58 pm
10:00 am — 11:12 am AC406 Air Canada
Toronto — Montreal
2h 23m stop
1:35 pm — 2:58 pm AC7595 Air Canada
Montreal — Chicago
5h 58m
including layover
Find flight
from$193
10:10 am — 6:23 pm
10:10 am — 11:09 am AC446 Air Canada
Toronto — Ottawa
5h 58m stop
5:07 pm — 6:23 pm UA3553 United Airlines
Ottawa — Chicago
9h 13m
including layover
Find flight
from$1137
10:15 am — 2:58 pm
10:15 am — 11:25 am AC7958 Air Canada
Toronto — Montreal
2h 10m stop
1:35 pm — 2:58 pm AC7595 Air Canada
Montreal — Chicago
5h 43m
including layover
Find flight
from$184
10:15 am — 7:13 pm
10:15 am — 11:25 am AC7958 Air Canada
Toronto — Montreal
6h 25m stop
5:50 pm — 7:13 pm AC7597 Air Canada
Montreal — Chicago
9h 58m
including layover
Find flight
from$305
10:19 am — 1:37 pm
10:19 am — 11:45 am AC3937 Air Canada
Toronto — Washington D.C.
54m stop
12:39 pm — 1:37 pm AC5967 Air Canada
Washington D.C. — Chicago
4h 18m
including layover
Find flight
from$395
10:25 am — 1:53 pm
10:25 am — 11:50 am AC3937 Air Canada
Toronto — Washington D.C.
1h 5m stop
12:55 pm — 1:53 pm AC5967 Air Canada
Washington D.C. — Chicago
4h 28m
including layover
Find flight
from$141
10:30 am — 5:00 pm
10:30 am — 12:02 pm AC7624 Air Canada
Toronto — Boston
3h 21m stop
3:23 pm — 5:00 pm UA1598 United Airlines
Boston — Chicago
7h 30m
including layover
Find flight
from$303
10:40 am — 4:38 pm
10:40 am — 12:12 pm AC7650 Air Canada
Toronto — Newark
2h 57m stop
3:09 pm — 4:38 pm UA743 United Airlines
Newark — Chicago
6h 58m
including layover
Find flight
from$512
10:40 am — 4:39 pm
10:40 am — 12:12 pm AC7650 Air Canada
Toronto — Newark
2h 58m stop
3:10 pm — 4:39 pm UA5134 United Airlines
Newark — Chicago
6h 59m
including layover
Find flight
from$1105
11:00 am — 3:27 pm
11:00 am — 12:14 pm AC408 Air Canada
Toronto — Montreal
1h 41m stop
1:55 pm — 3:27 pm AC7595 Air Canada
Montreal — Chicago
5h 27m
including layover
Find flight
from$135
11:10 am — 8:12 am
+1 day
11:10 am — 12:09 pm AC448 Air Canada
Toronto — Ottawa
18h 51m stop
7:00 am — 8:12 am AC4103 Air Canada
Ottawa — Chicago
22h 2m
including layover
Find flight
from$626
11:10 am — 6:23 pm
11:10 am — 12:09 pm AC448 Air Canada
Toronto — Ottawa
4h 58m stop
5:07 pm — 6:23 pm UA3553 United Airlines
Ottawa — Chicago
8h 13m
including layover
Find flight
from$1163
11:15 am — 3:27 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
1h 30m stop
1:55 pm — 3:27 pm AC7595 Air Canada
Montreal — Chicago
5h 12m
including layover
Find flight
from$126
11:15 am — 7:13 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
5h 25m stop
5:50 pm — 7:13 pm AC7597 Air Canada
Montreal — Chicago
8h 58m
including layover
Find flight
from$283
11:15 am — 6:44 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
4h 42m stop
5:07 pm — 6:44 pm UA4074 United Airlines
Montreal — Chicago
8h 29m
including layover
Find flight
from$591
12:00 pm — 7:13 pm
12:00 pm — 1:12 pm AC410 Air Canada
Toronto — Montreal
4h 38m stop
5:50 pm — 7:13 pm AC7597 Air Canada
Montreal — Chicago
8h 13m
including layover
Find flight
from$332
12:15 pm — 7:13 pm
12:15 pm — 1:25 pm AC7962 Air Canada
Toronto — Montreal
4h 25m stop
5:50 pm — 7:13 pm AC7597 Air Canada
Montreal — Chicago
7h 58m
including layover
Find flight
from$281
12:20 pm — 5:00 pm
12:20 pm — 1:52 pm AC7672 Air Canada
Toronto — Boston
1h 31m stop
3:23 pm — 5:00 pm UA1598 United Airlines
Boston — Chicago
5h 40m
including layover
Find flight
from$303
12:25 pm — 5:50 pm
12:25 pm — 1:51 pm AC710 Air Canada
Toronto — New York
2h 9m stop
4:00 pm — 5:50 pm UA5905 United Airlines
New York — Chicago
6h 25m
including layover
Find flight
from$414
12:25 pm — 4:27 pm
12:25 pm — 1:51 pm AC710 Air Canada
Toronto — New York
1h 9m stop
3:00 pm — 4:27 pm UA765 United Airlines
New York — Chicago
5h 2m
including layover
Find flight
from$414
12:35 pm — 6:05 pm
12:35 pm — 1:44 pm AC7363 Air Canada
Toronto — Detroit
4h 1m stop
5:45 pm — 6:05 pm UA4462 United Airlines
Detroit — Chicago
6h 30m
including layover
Find flight
from$393
12:35 pm — 4:08 pm
12:35 pm — 1:44 pm AC7363 Air Canada
Toronto — Detroit
2h 7m stop
3:51 pm — 4:08 pm DL3669 Delta Air Lines Inc.
Detroit — Chicago
4h 33m
including layover
Find flight
from$418
12:35 pm — 5:03 pm
12:35 pm — 1:53 pm AC7339 Air Canada
Toronto — Columbus
2h 45m stop
4:38 pm — 5:03 pm UA4135 United Airlines
Columbus — Chicago
5h 28m
including layover
Find flight
from$473
12:50 pm — 5:19 pm
12:50 pm — 2:20 pm AC1792 Air Canada
Toronto — Quebec City
1h 8m stop
3:28 pm — 5:19 pm AC3409 Air Canada
Quebec City — Chicago
5h 29m
including layover
Find flight
from$882
1:00 pm — 7:12 pm
1:00 pm — 2:14 pm AC412 Air Canada
Toronto — Montreal
3h 26m stop
5:40 pm — 7:12 pm AC7597 Air Canada
Montreal — Chicago
7h 12m
including layover
Find flight
from$135
1:10 pm — 6:23 pm
1:10 pm — 2:09 pm AC452 Air Canada
Toronto — Ottawa
2h 58m stop
5:07 pm — 6:23 pm AC3553 Air Canada
Ottawa — Chicago
6h 13m
including layover
Find flight
from$1051
1:15 pm — 7:12 pm
1:15 pm — 2:25 pm AC7964 Air Canada
Toronto — Montreal
3h 15m stop
5:40 pm — 7:12 pm AC7597 Air Canada
Montreal — Chicago
6h 57m
including layover
Find flight
from$126
1:15 pm — 9:23 pm
1:15 pm — 2:25 pm AC7964 Air Canada
Toronto — Montreal
5h 35m stop
8:00 pm — 9:23 pm AC7599 Air Canada
Montreal — Chicago
9h 8m
including layover
Find flight
from$283
1:15 pm — 6:44 pm
1:15 pm — 2:25 pm AC7964 Air Canada
Toronto — Montreal
2h 42m stop
5:07 pm — 6:44 pm UA4074 United Airlines
Montreal — Chicago
6h 29m
including layover
Find flight
from$659
1:25 pm — 5:47 pm
1:25 pm — 2:53 pm AC712 Air Canada
Toronto — New York
1h 7m stop
4:00 pm — 5:47 pm UA741 United Airlines
New York — Chicago
5h 22m
including layover
Find flight
from$336
1:40 pm — 6:20 pm
1:40 pm — 3:06 pm AC712 Air Canada
Toronto — New York
1h 24m stop
4:30 pm — 6:20 pm UA5854 United Airlines
New York — Chicago
5h 40m
including layover
Find flight
from$414
2:00 pm — 7:13 pm
2:00 pm — 3:12 pm AC414 Air Canada
Toronto — Montreal
2h 38m stop
5:50 pm — 7:13 pm AC7597 Air Canada
Montreal — Chicago
6h 13m
including layover
Find flight
from$193
2:00 pm — 9:23 pm
2:00 pm — 3:12 pm AC414 Air Canada
Toronto — Montreal
4h 48m stop
8:00 pm — 9:23 pm AC7599 Air Canada
Montreal — Chicago
8h 23m
including layover
Find flight
from$332
2:00 pm — 6:44 pm
2:00 pm — 3:12 pm AC414 Air Canada
Toronto — Montreal
1h 55m stop
5:07 pm — 6:44 pm AC3663 Air Canada
Montreal — Chicago
5h 44m
including layover
Find flight
from$1051
2:10 pm — 6:23 pm
2:10 pm — 3:09 pm AC454 Air Canada
Toronto — Ottawa
1h 58m stop
5:07 pm — 6:23 pm AC3553 Air Canada
Ottawa — Chicago
5h 13m
including layover
Find flight
from$1051
2:15 pm — 7:12 pm
2:15 pm — 3:25 pm AC7966 Air Canada
Toronto — Montreal
2h 15m stop
5:40 pm — 7:12 pm AC7597 Air Canada
Montreal — Chicago
5h 57m
including layover
Find flight
from$126
2:15 pm — 9:23 pm
2:15 pm — 3:25 pm AC7966 Air Canada
Toronto — Montreal
4h 35m stop
8:00 pm — 9:23 pm AC7599 Air Canada
Montreal — Chicago
8h 8m
including layover
Find flight
from$281
2:15 pm — 6:44 pm
2:15 pm — 3:25 pm AC7966 Air Canada
Toronto — Montreal
1h 42m stop
5:07 pm — 6:44 pm AC3663 Air Canada
Montreal — Chicago
5h 29m
including layover
Find flight
from$1042
2:25 pm — 7:49 pm
2:25 pm — 3:57 pm AC265 Air Canada
Toronto — Winnipeg
1h 25m stop
5:22 pm — 7:49 pm AC3215 Air Canada
Winnipeg — Chicago
6h 24m
including layover
Find flight
from$1312
3:00 pm — 7:12 pm
3:00 pm — 4:14 pm AC416 Air Canada
Toronto — Montreal
1h 26m stop
5:40 pm — 7:12 pm AC7597 Air Canada
Montreal — Chicago
5h 12m
including layover
Find flight
from$135
3:00 pm — 9:23 pm
3:00 pm — 4:12 pm AC416 Air Canada
Toronto — Montreal
3h 48m stop
8:00 pm — 9:23 pm AC7599 Air Canada
Montreal — Chicago
7h 23m
including layover
Find flight
from$141
3:00 pm — 6:44 pm
3:00 pm — 4:12 pm AC416 Air Canada
Toronto — Montreal
55m stop
5:07 pm — 6:44 pm AC3663 Air Canada
Montreal — Chicago
4h 44m
including layover
Find flight
from$1122
3:10 pm — 6:23 pm
3:10 pm — 4:09 pm AC456 Air Canada
Toronto — Ottawa
58m stop
5:07 pm — 6:23 pm AC3553 Air Canada
Ottawa — Chicago
4h 13m
including layover
Find flight
from$1051
3:15 pm — 7:12 pm
3:15 pm — 4:25 pm AC7968 Air Canada
Toronto — Montreal
1h 15m stop
5:40 pm — 7:12 pm AC7597 Air Canada
Montreal — Chicago
4h 57m
including layover
Find flight
from$126
3:15 pm — 9:23 pm
3:15 pm — 4:25 pm AC7968 Air Canada
Toronto — Montreal
3h 35m stop
8:00 pm — 9:23 pm AC7599 Air Canada
Montreal — Chicago
7h 8m
including layover
Find flight
from$132
3:45 pm — 9:57 pm
3:45 pm — 5:17 pm AC7686 Air Canada
Toronto — Newark
3h 11m stop
8:28 pm — 9:57 pm AC5435 Air Canada
Newark — Chicago
7h 12m
including layover
Find flight
from$869
3:45 pm — 8:25 pm
3:45 pm — 5:17 pm AC7686 Air Canada
Toronto — Newark
1h 44m stop
7:01 pm — 8:25 pm AC5067 Air Canada
Newark — Chicago
5h 40m
including layover
Find flight
from$869
4:00 pm — 9:23 pm
4:00 pm — 5:12 pm AC418 Air Canada
Toronto — Montreal
2h 48m stop
8:00 pm — 9:23 pm AC7599 Air Canada
Montreal — Chicago
6h 23m
including layover
Find flight
from$193
4:00 pm — 9:18 am
+1 day
4:00 pm — 5:12 pm AC418 Air Canada
Toronto — Montreal
14h 43m stop
7:55 am — 9:18 am AC7591 Air Canada
Montreal — Chicago
18h 18m
including layover
Find flight
from$540
4:15 pm — 9:22 pm
4:15 pm — 5:25 pm AC7970 Air Canada
Toronto — Montreal
2h 25m stop
7:50 pm — 9:22 pm AC7599 Air Canada
Montreal — Chicago
6h 7m
including layover
Find flight
from$126
4:15 pm — 9:18 am
+1 day
4:15 pm — 5:25 pm AC7970 Air Canada
Toronto — Montreal
14h 30m stop
7:55 am — 9:18 am AC7591 Air Canada
Montreal — Chicago
18h 3m
including layover
Find flight
from$608
4:40 pm — 10:25 pm
4:40 pm — 6:51 pm AC7546 Air Canada
Toronto — Atlanta
2h 43m stop
9:34 pm — 10:25 pm DL762 Delta Air Lines Inc.
Atlanta — Chicago
6h 45m
including layover
Find flight
from$554
4:55 pm — 11:06 pm
4:55 pm — 6:19 pm AC7618 Air Canada
Toronto — Washington D.C.
3h 57m stop
10:16 pm — 11:06 pm AC4420 Air Canada
Washington D.C. — Chicago
7h 11m
including layover
Find flight
from$297
5:00 pm — 9:22 pm
5:00 pm — 6:14 pm AC420 Air Canada
Toronto — Montreal
1h 36m stop
7:50 pm — 9:22 pm AC7599 Air Canada
Montreal — Chicago
5h 22m
including layover
Find flight
from$140
5:00 pm — 9:18 am
+1 day
5:00 pm — 6:12 pm AC420 Air Canada
Toronto — Montreal
13h 43m stop
7:55 am — 9:18 am AC7591 Air Canada
Montreal — Chicago
17h 18m
including layover
Find flight
from$515
5:15 pm — 9:22 pm
5:15 pm — 6:25 pm AC7972 Air Canada
Toronto — Montreal
1h 25m stop
7:50 pm — 9:22 pm AC7599 Air Canada
Montreal — Chicago
5h 7m
including layover
Find flight
from$126
5:15 pm — 9:18 am
+1 day
5:15 pm — 6:25 pm AC7972 Air Canada
Toronto — Montreal
13h 30m stop
7:55 am — 9:18 am AC7591 Air Canada
Montreal — Chicago
17h 3m
including layover
Find flight
from$514
6:25 am — 11:39 am
6:25 am — 7:57 am AC520 Air Canada
Toronto — Newark
2h 18m stop
10:15 am — 11:39 am AC5206 Air Canada
Newark — Chicago
6h 14m
including layover
Find flight
from$561
6:30 am — 12:08 pm
6:30 am — 7:45 am AC7564 Air Canada
Toronto — Montreal
3h stop
10:45 am — 12:08 pm AC7593 Air Canada
Montreal — Chicago
6h 38m
including layover
Find flight
from$193
6:30 am — 11:55 am
6:30 am — 8:02 am AC524 Air Canada
Toronto — Boston
2h 13m stop
10:15 am — 11:55 am UA1251 United Airlines
Boston — Chicago
6h 25m
including layover
Find flight
from$278
6:30 am — 2:32 pm
6:30 am — 7:56 am AC8572 Air Canada
Toronto — New York
5h 4m stop
1:00 pm — 2:32 pm UA1478 United Airlines
New York — Chicago
9h 2m
including layover
Find flight
from$333
6:30 am — 4:27 pm
6:30 am — 7:56 am AC8572 Air Canada
Toronto — New York
7h 4m stop
3:00 pm — 4:27 pm UA765 United Airlines
New York — Chicago
10h 57m
including layover
Find flight
from$333
6:30 am — 11:32 am
6:30 am — 7:56 am AC700 Air Canada
Toronto — New York
2h 4m stop
10:00 am — 11:32 am UA1953 United Airlines
New York — Chicago
6h 2m
including layover
Find flight
from$403
6:30 am — 10:30 am
6:30 am — 7:56 am AC700 Air Canada
Toronto — New York
1h 3m stop
8:59 am — 10:30 am UA519 United Airlines
New York — Chicago
5h
including layover
Find flight
from$403
6:35 am — 12:00 pm
6:35 am — 8:46 am AC7540 Air Canada
Toronto — Atlanta
2h 9m stop
10:55 am — 12:00 pm UA241 United Airlines
Atlanta — Chicago
6h 25m
including layover
Find flight
from$433
6:35 am — 12:15 pm
6:35 am — 8:46 am AC7540 Air Canada
Toronto — Atlanta
2h 36m stop
11:22 am — 12:15 pm DL1648 Delta Air Lines Inc.
Atlanta — Chicago
6h 40m
including layover
Find flight
from$480
7:00 am — 12:08 pm
7:00 am — 8:12 am AC400 Air Canada
Toronto — Montreal
2h 33m stop
10:45 am — 12:08 pm AC7593 Air Canada
Montreal — Chicago
6h 8m
including layover
Find flight
from$193
7:10 am — 11:28 am
7:10 am — 8:09 am AC440 Air Canada
Toronto — Ottawa
2h 3m stop
10:12 am — 11:28 am AC4238 Air Canada
Ottawa — Chicago
5h 18m
including layover
Find flight
from$1058
7:15 am — 12:08 pm
7:15 am — 8:25 am AC7952 Air Canada
Toronto — Montreal
2h 20m stop
10:45 am — 12:08 pm AC7593 Air Canada
Montreal — Chicago
5h 53m
including layover
Find flight
from$132
7:15 am — 11:57 am
7:15 am — 8:25 am AC7952 Air Canada
Toronto — Montreal
1h 50m stop
10:15 am — 11:57 am UA4745 United Airlines
Montreal — Chicago
5h 42m
including layover
Find flight
from$1635
7:20 am — 12:59 pm
7:20 am — 8:25 am AC7331 Air Canada
Toronto — Nashville
2h 45m stop
11:10 am — 12:59 pm UA3785 United Airlines
Nashville — Chicago
6h 39m
including layover
Find flight
from$467
7:20 am — 11:51 am
7:20 am — 8:25 am AC7331 Air Canada
Toronto — Nashville
1h 45m stop
10:10 am — 11:51 am UA506 United Airlines
Nashville — Chicago
5h 31m
including layover
Find flight
from$467
7:25 am — 1:33 pm
7:25 am — 8:49 am AC7608 Air Canada
Toronto — Washington D.C.
3h 46m stop
12:35 pm — 1:33 pm AC5967 Air Canada
Washington D.C. — Chicago
7h 8m
including layover
Find flight
from$146
7:25 am — 12:45 pm
7:25 am — 8:49 am AC7608 Air Canada
Toronto — Washington D.C.
2h 56m stop
11:45 am — 12:45 pm UA369 United Airlines
Washington D.C. — Chicago
6h 20m
including layover
Find flight
from$490
7:25 am — 11:46 am
7:25 am — 8:49 am AC7608 Air Canada
Toronto — Washington D.C.
1h 56m stop
10:45 am — 11:46 am UA810 United Airlines
Washington D.C. — Chicago
5h 21m
including layover
Find flight
from$490
7:25 am — 1:37 pm
7:25 am — 8:49 am AC7608 Air Canada
Toronto — Washington D.C.
3h 50m stop
12:39 pm — 1:37 pm UA5967 United Airlines
Washington D.C. — Chicago
7h 12m
including layover
Find flight
from$1171
8:00 am — 12:08 pm
8:00 am — 9:12 am AC402 Air Canada
Toronto — Montreal
1h 33m stop
10:45 am — 12:08 pm AC7593 Air Canada
Montreal — Chicago
5h 8m
including layover
Find flight
from$193
8:15 am — 12:08 pm
8:15 am — 9:25 am AC7954 Air Canada
Toronto — Montreal
1h 20m stop
10:45 am — 12:08 pm AC7593 Air Canada
Montreal — Chicago
4h 53m
including layover
Find flight
from$132
8:30 am — 11:42 am
8:30 am — 9:52 am AC7370 Air Canada
Toronto — Washington D.C.
53m stop
10:45 am — 11:42 am AC5963 Air Canada
Washington D.C. — Chicago
4h 12m
including layover
Find flight
from$297
8:30 am — 1:37 pm
8:30 am — 9:52 am AC7370 Air Canada
Toronto — Washington D.C.
2h 47m stop
12:39 pm — 1:37 pm AC5967 Air Canada
Washington D.C. — Chicago
6h 7m
including layover
Find flight
from$297
8:35 am — 11:50 am
8:35 am — 9:44 am AC7361 Air Canada
Toronto — Detroit
1h 43m stop
11:27 am — 11:50 am UA5958 United Airlines
Detroit — Chicago
4h 15m
including layover
Find flight
from$323
8:35 am — 11:16 am
8:35 am — 9:36 am AC7403 Air Canada
Toronto — Cleveland
1h 19m stop
10:55 am — 11:16 am UA785 United Airlines
Cleveland — Chicago
3h 41m
including layover
Find flight
from$507
8:35 am — 10:51 am
8:35 am — 9:36 am AC7403 Air Canada
Toronto — Cleveland
54m stop
10:30 am — 10:51 am UA5643 United Airlines
Cleveland — Chicago
3h 16m
including layover
Find flight
from$558
8:40 am — 11:43 am
8:40 am — 9:58 am AC7337 Air Canada
Toronto — Columbus
1h 27m stop
11:25 am — 11:43 am UA1280 United Airlines
Columbus — Chicago
4h 3m
including layover
Find flight
from$473
8:45 am — 12:02 pm
8:45 am — 9:52 am AC7264 Air Canada
Toronto — Pittsburgh
1h 43m stop
11:35 am — 12:02 pm UA1574 United Airlines
Pittsburgh — Chicago
4h 17m
including layover
Find flight
from$443
8:55 pm — 6:37 am
+1 day
8:55 pm — 10:27 pm AC7678 Air Canada
Toronto — Boston
6h 33m stop
5:00 am — 6:37 am UA203 United Airlines
Boston — Chicago
10h 42m
including layover
Find flight
from$387
8:55 pm — 6:46 am
+1 day
8:55 pm — 10:04 pm AC7367 Air Canada
Toronto — Detroit
8h 21m stop
6:25 am — 6:46 am UA5429 United Airlines
Detroit — Chicago
10h 51m
including layover
Find flight
from$444
9:00 am — 2:58 pm
9:00 am — 10:12 am AC404 Air Canada
Toronto — Montreal
3h 23m stop
1:35 pm — 2:58 pm AC7595 Air Canada
Montreal — Chicago
6h 58m
including layover
Find flight
from$218
9:00 pm — 6:45 am
+1 day
9:00 pm — 10:32 pm AC530 Air Canada
Toronto — Newark
6h 54m stop
5:26 am — 6:45 am UA2139 United Airlines
Newark — Chicago
10h 45m
including layover
Find flight
from$317
9:05 am — 6:37 pm
9:05 am — 10:31 am AC8226 Air Canada
Toronto — New York
6h 29m stop
5:00 pm — 6:37 pm UA2010 United Airlines
New York — Chicago
10h 32m
including layover
Find flight
from$403
9:05 am — 7:52 pm
9:05 am — 10:31 am AC8226 Air Canada
Toronto — New York
7h 44m stop
6:15 pm — 7:52 pm UA1709 United Airlines
New York — Chicago
11h 47m
including layover
Find flight
from$403
9:05 am — 6:30 pm
9:05 am — 10:31 am AC8226 Air Canada
Toronto — New York
6h 9m stop
4:40 pm — 6:30 pm UA5854 United Airlines
New York — Chicago
10h 25m
including layover
Find flight
from$403
9:05 am — 5:50 pm
9:05 am — 10:31 am AC8226 Air Canada
Toronto — New York
5h 29m stop
4:00 pm — 5:50 pm UA5905 United Airlines
New York — Chicago
9h 45m
including layover
Find flight
from$403
9:05 am — 1:32 pm
9:05 am — 10:31 am AC704 Air Canada
Toronto — New York
1h 29m stop
12:00 pm — 1:32 pm UA2202 United Airlines
New York — Chicago
5h 27m
including layover
Find flight
from$414
9:05 am — 2:32 pm
9:05 am — 10:31 am AC704 Air Canada
Toronto — New York
2h 29m stop
1:00 pm — 2:32 pm UA1478 United Airlines
New York — Chicago
6h 27m
including layover
Find flight
from$414
9:10 am — 6:23 pm
9:10 am — 10:09 am AC444 Air Canada
Toronto — Ottawa
6h 58m stop
5:07 pm — 6:23 pm UA3553 United Airlines
Ottawa — Chicago
10h 13m
including layover
Find flight
from$1137
9:15 am — 2:58 pm
9:15 am — 10:25 am AC7956 Air Canada
Toronto — Montreal
3h 10m stop
1:35 pm — 2:58 pm AC7595 Air Canada
Montreal — Chicago
6h 43m
including layover
Find flight
from$184
9:15 pm — 9:18 am
+1 day
9:15 pm — 10:25 pm AC7980 Air Canada
Toronto — Montreal
9h 30m stop
7:55 am — 9:18 am AC7591 Air Canada
Montreal — Chicago
13h 3m
including layover
Find flight
from$507
9:15 pm — 8:07 am
+1 day
9:15 pm — 10:25 pm AC7980 Air Canada
Toronto — Montreal
8h 5m stop
6:30 am — 8:07 am UA3519 United Airlines
Montreal — Chicago
11h 52m
including layover
Find flight
from$534
9:20 pm — 6:51 am
+1 day
9:20 pm — 10:30 pm AC7306 Air Canada
Toronto — Pittsburgh
7h 42m stop
6:12 am — 6:51 am UA1445 United Airlines
Pittsburgh — Chicago
10h 31m
including layover
Find flight
from$272
9:20 pm — 6:55 am
+1 day
9:20 pm — 10:49 pm AC7538 Air Canada
Toronto — Philadelphia
6h 41m stop
5:30 am — 6:55 am UA1631 United Airlines
Philadelphia — Chicago
10h 35m
including layover
Find flight
from$366
10:15 am — 6:55 pm
10:15 am — 11:25 am AC7958 Air Canada
Toronto — Montreal
2h 10m stop
1:35 pm — 2:59 pm AC7636 Air Canada
Montreal — New York
2h 16m stop
5:15 pm — 6:55 pm DL301 Delta Air Lines Inc.
New York — Chicago
9h 40m
including layover
Find flight
from$321
11:15 am — 6:55 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
1h 10m stop
1:35 pm — 2:59 pm AC7636 Air Canada
Montreal — New York
2h 16m stop
5:15 pm — 6:55 pm DL301 Delta Air Lines Inc.
New York — Chicago
8h 40m
including layover
Find flight
from$321
11:15 am — 5:50 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
1h 10m stop
1:35 pm — 2:59 pm AC7636 Air Canada
Montreal — New York
1h 1m stop
4:00 pm — 5:50 pm UA5905 United Airlines
New York — Chicago
7h 35m
including layover
Find flight
from$926
1:10 pm — 9:23 pm
1:10 pm — 2:09 pm AC452 Air Canada
Toronto — Ottawa
2h 31m stop
4:40 pm — 5:23 pm AC478 Air Canada
Ottawa — Montreal
2h 37m stop
8:00 pm — 9:23 pm AC7599 Air Canada
Montreal — Chicago
9h 13m
including layover
Find flight
from$401
2:15 pm — 3:27 pm
+1 day
2:15 pm — 3:25 pm AC7966 Air Canada
Toronto — Montreal
1h 15m stop
4:40 pm — 7:39 pm AC783 Air Canada
Montreal — Los Angeles
13h 38m stop
9:17 am — 3:27 pm NK730 Spirit Airlines
Los Angeles — Chicago
26h 12m
including layover
Find flight
from$550
2:15 pm — 5:08 am
+1 day
2:15 pm — 3:25 pm AC7966 Air Canada
Toronto — Montreal
1h 15m stop
4:40 pm — 7:39 pm AC783 Air Canada
Montreal — Los Angeles
3h 41m stop
11:20 pm — 5:08 am UA660 United Airlines
Los Angeles — Chicago
15h 53m
including layover
Find flight
from$732
8:55 pm — 3:08 pm
+2 days
8:55 pm — 10:21 pm AC728 Air Canada
Toronto — New York
14h 9m stop
12:30 pm — 2:29 pm NK921 Spirit Airlines
New York — Myrtle Beach
23h 16m stop
1:45 pm — 3:08 pm NK842 Spirit Airlines
Myrtle Beach — Chicago
43h 13m
including layover
Find flight
from$285
9:15 am — 10:46 pm
9:15 am — 10:25 am AC7956 Air Canada
Toronto — Montreal
3h 10m stop
1:35 pm — 3:16 pm AC8122 Air Canada
Montreal — Baltimore
6h 24m stop
9:40 pm — 10:46 pm NK369 Spirit Airlines
Baltimore — Chicago
14h 31m
including layover
Find flight
from$779
9:15 pm — 9:12 am
+1 day
9:15 pm — 10:25 pm AC7980 Air Canada
Toronto — Montreal
7h 10m stop
5:35 am — 7:35 am DL6278 Delta Air Lines Inc.
Montreal — Detroit
1h stop
8:35 am — 9:12 am DL2728 Delta Air Lines Inc.
Detroit — Chicago
12h 57m
including layover
Find flight
from$471
*Departure and arrival times are local. Last updated on 04/22/2019

Flight Information

There are 21 flight 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 9:20 pm. Nonstop flight is 1h 42m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 1h 42m
  • Average flight time 1h 48m
  • The earliest flight 0:30 am
  • The latest flight 9:20 pm
  • Distance 436 ml

The cheapest months for traveling to Chicago are october, december, november, The most expensive and popular months are february.

The cheapest flight by Air Canada that our users were able to find is $126. This airfare is economy class on one-way AC7966 flight for April 24, 2019 leaving Toronto Island in Toronto at 2:15 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Air Canada there are other 5 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 31 direct flights every day from Toronto. Airlines and fares are below:

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Connecting Flights

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

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  • 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.

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