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 $122 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 august: one-way - $122, two-way – $209.
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
10:10 am — 10:58 am
10:10 am — 10:58 am AC7527 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$122
10:10 am — 10:59 am
10:10 am — 10:59 am AC505 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$122
11:16 am — 12:03 pm
11:16 am — 12:03 pm AC4408 Air Canada
Toronto — Chicago
1h 47m
Find flight
from$138
12:15 pm — 1:21 pm
12:15 pm — 1:21 pm AC5137 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$141
12:55 pm — 1:44 pm
12:55 pm — 1:44 pm AC507 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$122
12:55 pm — 1:43 pm
12:55 pm — 1:43 pm AC7611 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$122
1:44 pm — 2:50 pm
1:44 pm — 2:50 pm AC5143 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$141
1:51 pm — 2:50 pm
1:51 pm — 2:50 pm AC5588 Air Canada
Toronto — Chicago
1h 59m
Find flight
from$129
2:55 pm — 3:43 pm
2:55 pm — 3:43 pm AC7673 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$122
2:55 pm — 3:44 pm
2:55 pm — 3:44 pm AC509 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$130
4:30 pm — 5:18 pm
4:30 pm — 5:18 pm AC7679 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$122
4:40 pm — 5:29 pm
4:40 pm — 5:29 pm AC511 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$130
5:40 pm — 6:38 pm
5:40 pm — 6:38 pm AC4990 Air Canada
Toronto — Chicago
1h 58m
Find flight
from$141
6:15 pm — 7:03 pm
6:15 pm — 7:03 pm AC7681 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$122
6:15 pm — 7:04 pm
6:15 pm — 7:04 pm AC513 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$130
6:40 am — 7:29 am
6:40 am — 7:29 am AC501 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$122
6:40 am — 7:28 am
6:40 am — 7:28 am AC7509 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$122
7:14 pm — 8:20 pm
7:14 pm — 8:20 pm AC4961 Air Canada
Toronto — Chicago
2h 6m
Find flight
from$141
8:25 am — 9:14 am
8:25 am — 9:14 am AC503 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$122
8:25 am — 9:13 am
8:25 am — 9:13 am AC7701 Air Canada
Toronto — Chicago
1h 48m
Find flight
from$122
8:55 pm — 9:44 pm
8:55 pm — 9:44 pm AC515 Air Canada
Toronto — Chicago
1h 49m
Find flight
from$122
0:30 am — 11:40 am
0:30 am — 1:45 am AC7562 Air Canada
Toronto — Montreal
8h 30m stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
12h 10m
including layover
Find flight
from$300
0:30 am — 10:05 am
0:30 am — 1:45 am AC7562 Air Canada
Toronto — Montreal
6h 55m stop
8:40 am — 10:05 am AC7591 Air Canada
Montreal — Chicago
10h 35m
including layover
Find flight
from$300
10:00 am — 3:00 pm
10:00 am — 11:15 am AC406 Air Canada
Toronto — Montreal
2h 20m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
6h
including layover
Find flight
from$137
10:15 am — 3:00 pm
10:15 am — 11:25 am AC7958 Air Canada
Toronto — Montreal
2h 10m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
5h 45m
including layover
Find flight
from$131
10:15 am — 2:44 pm
10:15 am — 12:27 pm AC8106 Air Canada
Toronto — Atlanta
58m stop
1:25 pm — 2:44 pm UA4556 United Airlines
Atlanta — Chicago
5h 29m
including layover
Find flight
from$357
10:15 am — 2:41 pm
10:15 am — 12:27 pm AC8106 Air Canada
Toronto — Atlanta
1h 3m stop
1:30 pm — 2:41 pm UA5202 United Airlines
Atlanta — Chicago
5h 26m
including layover
Find flight
from$462
10:21 am — 1:50 pm
10:21 am — 11:42 am AC3937 Air Canada
Toronto — Washington D.C.
1h 3m stop
12:45 pm — 1:50 pm AC5967 Air Canada
Washington D.C. — Chicago
4h 29m
including layover
Find flight
from$143
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$139
10:45 am — 2:55 pm
10:45 am — 12:10 pm AC7616 Air Canada
Toronto — Washington D.C.
1h 35m stop
1:45 pm — 2:55 pm UA2284 United Airlines
Washington D.C. — Chicago
5h 10m
including layover
Find flight
from$374
11:00 am — 3:00 pm
11:00 am — 12:15 pm AC408 Air Canada
Toronto — Montreal
1h 20m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
5h
including layover
Find flight
from$137
11:10 pm — 10:05 am
+1 day
11:10 pm — 0:25 am AC430 Air Canada
Toronto — Montreal
8h 15m stop
8:40 am — 10:05 am AC7591 Air Canada
Montreal — Chicago
11h 55m
including layover
Find flight
from$301
11:15 am — 3:00 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
1h 10m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
4h 45m
including layover
Find flight
from$126
12:05 pm — 4:54 pm
12:05 pm — 1:36 pm AC7652 Air Canada
Toronto — Newark
1h 49m stop
3:25 pm — 4:54 pm AC5134 Air Canada
Newark — Chicago
5h 49m
including layover
Find flight
from$181
12:05 pm — 6:19 pm
12:05 pm — 1:36 pm AC7652 Air Canada
Toronto — Newark
2h 53m stop
4:29 pm — 6:19 pm AC5096 Air Canada
Newark — Chicago
7h 14m
including layover
Find flight
from$222
12:45 pm — 4:17 pm
12:45 pm — 1:53 pm AC7363 Air Canada
Toronto — Detroit
2h 2m stop
3:55 pm — 4:17 pm DL6263 Delta Air Lines Inc.
Detroit — Chicago
4h 32m
including layover
Find flight
from$254
12:45 pm — 4:20 pm
12:45 pm — 1:56 pm AC7363 Air Canada
Toronto — Detroit
2h 4m stop
4:00 pm — 4:20 pm WN1510 Southwest Airlines
Detroit — Chicago
4h 35m
including layover
Find flight
from$254
12:45 pm — 4:30 pm
12:45 pm — 1:56 pm AC7363 Air Canada
Toronto — Detroit
2h 19m stop
4:15 pm — 4:30 pm WN1367 Southwest Airlines
Detroit — Chicago
4h 45m
including layover
Find flight
from$270
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$134
1:15 pm — 7:00 pm
1:15 pm — 2:25 pm AC7964 Air Canada
Toronto — Montreal
3h 10m stop
5:35 pm — 7:00 pm AC7597 Air Canada
Montreal — Chicago
6h 45m
including layover
Find flight
from$126
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$331
1:35 pm — 4:53 pm
1:35 pm — 3:11 pm AC7325 Air Canada
Toronto — Covington
1h 19m stop
4:30 pm — 4:53 pm UA4251 United Airlines
Covington — Chicago
4h 18m
including layover
Find flight
from$337
1:35 pm — 4:54 pm
1:35 pm — 3:11 pm AC8599 Air Canada
Toronto — Covington
1h 19m stop
4:30 pm — 4:54 pm UA4251 United Airlines
Covington — Chicago
4h 19m
including layover
Find flight
from$426
2:00 pm — 7:00 pm
2:00 pm — 3:15 pm AC414 Air Canada
Toronto — Montreal
2h 20m stop
5:35 pm — 7:00 pm AC7597 Air Canada
Montreal — Chicago
6h
including layover
Find flight
from$137
2:10 pm — 5:10 pm
2:10 pm — 3:49 pm AC7311 Air Canada
Toronto — Indianapolis
1h 6m stop
4:55 pm — 5:10 pm UA4015 United Airlines
Indianapolis — Chicago
4h
including layover
Find flight
from$388
2:15 pm — 7:00 pm
2:15 pm — 3:25 pm AC7966 Air Canada
Toronto — Montreal
2h 10m stop
5:35 pm — 7:00 pm AC7597 Air Canada
Montreal — Chicago
5h 45m
including layover
Find flight
from$129
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$134
3:00 pm — 9:15 pm
3:00 pm — 4:15 pm AC416 Air Canada
Toronto — Montreal
3h 35m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
7h 15m
including layover
Find flight
from$137
3:15 pm — 9:15 pm
3:15 pm — 4:25 pm AC7968 Air Canada
Toronto — Montreal
3h 25m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
7h
including layover
Find flight
from$128
3:15 pm — 7:00 pm
3:15 pm — 4:25 pm AC7968 Air Canada
Toronto — Montreal
1h 10m stop
5:35 pm — 7:00 pm AC7597 Air Canada
Montreal — Chicago
4h 45m
including layover
Find flight
from$129
3:15 pm — 9:10 pm
3:15 pm — 4:38 pm AC7504 Air Canada
Toronto — Baltimore
3h 27m stop
8:05 pm — 9:10 pm WN3943 Southwest Airlines
Baltimore — Chicago
6h 55m
including layover
Find flight
from$299
3:15 pm — 6:32 pm
3:15 pm — 4:38 pm AC8128 Air Canada
Toronto — Baltimore
44m stop
5:22 pm — 6:32 pm UA473 United Airlines
Baltimore — Chicago
4h 17m
including layover
Find flight
from$392
3:30 pm — 7:51 pm
3:30 pm — 4:57 pm AC8230 Air Canada
Toronto — New York
1h 3m stop
6:00 pm — 7:51 pm UA1709 United Airlines
New York — Chicago
5h 21m
including layover
Find flight
from$335
3:55 pm — 8:11 pm
3:55 pm — 5:44 pm AC8574 Air Canada
Toronto — Raleigh
1h 1m stop
6:45 pm — 8:11 pm UA4557 United Airlines
Raleigh — Chicago
5h 16m
including layover
Find flight
from$406
4:00 pm — 9:15 pm
4:00 pm — 5:15 pm AC418 Air Canada
Toronto — Montreal
2h 35m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
6h 15m
including layover
Find flight
from$137
4:15 pm — 9:15 pm
4:15 pm — 5:25 pm AC7970 Air Canada
Toronto — Montreal
2h 25m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
6h
including layover
Find flight
from$126
4:35 pm — 8:14 pm
4:35 pm — 6:05 pm AC8072 Air Canada
Toronto — Philadelphia
40m stop
6:45 pm — 8:14 pm UA365 United Airlines
Philadelphia — Chicago
4h 39m
including layover
Find flight
from$382
4:50 pm — 10:55 pm
4:50 pm — 6:15 pm AC7618 Air Canada
Toronto — Washington D.C.
3h 45m stop
10:00 pm — 10:55 pm AC4420 Air Canada
Washington D.C. — Chicago
7h 5m
including layover
Find flight
from$143
4:55 pm — 8:10 pm
4:55 pm — 5:58 pm AC7407 Air Canada
Toronto — Cleveland
1h 57m stop
7:55 pm — 8:10 pm WN617 Southwest Airlines
Cleveland — Chicago
4h 15m
including layover
Find flight
from$531
4:55 pm — 8:50 pm
4:55 pm — 5:59 pm AC7407 Air Canada
Toronto — Cleveland
2h 31m stop
8:30 pm — 8:50 pm WN2840 Southwest Airlines
Cleveland — Chicago
4h 55m
including layover
Find flight
from$542
4:55 pm — 8:25 pm
4:55 pm — 5:58 pm AC7407 Air Canada
Toronto — Cleveland
2h 12m stop
8:10 pm — 8:25 pm WN2993 Southwest Airlines
Cleveland — Chicago
4h 30m
including layover
Find flight
from$569
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$138
5:15 pm — 9:15 pm
5:15 pm — 6:25 pm AC7972 Air Canada
Toronto — Montreal
1h 25m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
5h
including layover
Find flight
from$126
5:25 pm — 9:10 pm
5:25 pm — 6:33 pm AC7268 Air Canada
Toronto — Pittsburgh
2h 12m stop
8:45 pm — 9:10 pm WN1329 Southwest Airlines
Pittsburgh — Chicago
4h 45m
including layover
Find flight
from$346
5:30 pm — 7:20 am
+1 day
5:30 pm — 7:00 pm AC720 Air Canada
Toronto — New York
11h stop
6:00 am — 7:20 am WN1097 Southwest Airlines
New York — Chicago
14h 50m
including layover
Find flight
from$237
5:30 pm — 9:15 pm
5:30 pm — 6:45 pm AC498 Air Canada
Toronto — Montreal
1h 5m stop
7:50 pm — 9:15 pm AC7599 Air Canada
Montreal — Chicago
4h 45m
including layover
Find flight
from$296
5:40 pm — 11:25 pm
5:40 pm — 7:52 pm AC7546 Air Canada
Toronto — Atlanta
2h 38m stop
10:30 pm — 11:25 pm WN1443 Southwest Airlines
Atlanta — Chicago
6h 45m
including layover
Find flight
from$278
5:40 pm — 11:26 pm
5:40 pm — 7:52 pm AC7546 Air Canada
Toronto — Atlanta
2h 36m stop
10:28 pm — 11:26 pm DL2743 Delta Air Lines Inc.
Atlanta — Chicago
6h 46m
including layover
Find flight
from$281
5:40 pm — 10:55 pm
5:40 pm — 7:52 pm AC7546 Air Canada
Toronto — Atlanta
2h 18m stop
10:10 pm — 10:55 pm WN5469 Southwest Airlines
Atlanta — Chicago
6h 15m
including layover
Find flight
from$303
6:00 am — 12:04 pm
6:00 am — 7:40 am AC3892 Air Canada
Toronto — Washington D.C.
3h 20m stop
11:00 am — 12:04 pm AC5963 Air Canada
Washington D.C. — Chicago
7h 4m
including layover
Find flight
from$142
6:00 am — 9:20 am
6:00 am — 7:35 am AC3892 Air Canada
Toronto — Washington D.C.
40m stop
8:15 am — 9:20 am AC5443 Air Canada
Washington D.C. — Chicago
4h 20m
including layover
Find flight
from$143
6:20 am — 10:08 am
6:20 am — 7:55 am AC8528 Air Canada
Toronto — Boston
30m stop
8:25 am — 10:08 am UA775 United Airlines
Boston — Chicago
4h 48m
including layover
Find flight
from$245
6:20 pm — 11:40 pm
6:20 pm — 7:55 pm AC7676 Air Canada
Toronto — Boston
2h 5m stop
10:00 pm — 11:40 pm WN3551 Southwest Airlines
Boston — Chicago
6h 20m
including layover
Find flight
from$575
6:25 pm — 11:04 pm
6:25 pm — 7:56 pm AC7658 Air Canada
Toronto — Newark
1h 34m stop
9:30 pm — 11:04 pm AC5435 Air Canada
Newark — Chicago
5h 39m
including layover
Find flight
from$143
6:25 pm — 11:30 pm
6:25 pm — 7:59 pm AC7658 Air Canada
Toronto — Newark
2h 6m stop
10:05 pm — 11:30 pm WN1139 Southwest Airlines
Newark — Chicago
6h 5m
including layover
Find flight
from$247
6:25 pm — 9:50 pm
6:25 pm — 7:36 pm AC7367 Air Canada
Toronto — Detroit
2h 4m stop
9:40 pm — 9:50 pm WN1179 Southwest Airlines
Detroit — Chicago
4h 25m
including layover
Find flight
from$270
6:30 am — 10:05 am
6:30 am — 7:45 am AC480 Air Canada
Toronto — Montreal
55m stop
8:40 am — 10:05 am AC7591 Air Canada
Montreal — Chicago
4h 35m
including layover
Find flight
from$137
6:30 am — 11:40 am
6:30 am — 7:45 am AC480 Air Canada
Toronto — Montreal
2h 30m stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
6h 10m
including layover
Find flight
from$137
6:30 am — 10:40 am
6:30 am — 8:00 am AC8572 Air Canada
Toronto — New York
1h stop
9:00 am — 10:40 am UA519 United Airlines
New York — Chicago
5h 10m
including layover
Find flight
from$335
7:00 am — 11:40 am
7:00 am — 8:15 am AC400 Air Canada
Toronto — Montreal
2h stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
5h 40m
including layover
Find flight
from$137
7:15 am — 11:40 am
7:15 am — 8:25 am AC7952 Air Canada
Toronto — Montreal
1h 50m stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
5h 25m
including layover
Find flight
from$129
7:15 am — 11:42 am
7:15 am — 8:25 am AC7952 Air Canada
Toronto — Montreal
1h 40m stop
10:05 am — 11:42 am AC3653 Air Canada
Montreal — Chicago
5h 27m
including layover
Find flight
from$267
7:15 pm — 10:05 am
+1 day
7:15 pm — 8:25 pm AC7976 Air Canada
Toronto — Montreal
12h 15m stop
8:40 am — 10:05 am AC7591 Air Canada
Montreal — Chicago
15h 50m
including layover
Find flight
from$361
7:15 pm — 9:09 am
+1 day
7:15 pm — 8:25 pm AC7976 Air Canada
Toronto — Montreal
11h 5m stop
7:30 am — 9:09 am UA3589 United Airlines
Montreal — Chicago
14h 54m
including layover
Find flight
from$402
7:25 am — 1:50 pm
7:25 am — 8:50 am AC7608 Air Canada
Toronto — Washington D.C.
3h 55m stop
12:45 pm — 1:50 pm UA5967 United Airlines
Washington D.C. — Chicago
7h 25m
including layover
Find flight
from$157
7:25 am — 10:49 am
7:25 am — 8:50 am AC8552 Air Canada
Toronto — Washington D.C.
55m stop
9:45 am — 10:49 am UA609 United Airlines
Washington D.C. — Chicago
4h 24m
including layover
Find flight
from$368
7:25 am — 11:11 am
7:25 am — 8:50 am AC7608 Air Canada
Toronto — Washington D.C.
1h 9m stop
9:59 am — 11:11 am UA609 United Airlines
Washington D.C. — Chicago
4h 46m
including layover
Find flight
from$374
7:30 am — 1:50 pm
7:30 am — 8:55 am AC7608 Air Canada
Toronto — Washington D.C.
3h 50m stop
12:45 pm — 1:50 pm AC5967 Air Canada
Washington D.C. — Chicago
7h 20m
including layover
Find flight
from$142
7:40 pm — 11:05 pm
7:40 pm — 9:01 pm AC3904 Air Canada
Toronto — Washington D.C.
59m stop
10:00 pm — 11:05 pm AC4420 Air Canada
Washington D.C. — Chicago
4h 25m
including layover
Find flight
from$305
7:55 am — 10:45 am
7:55 am — 9:34 am AC7309 Air Canada
Toronto — Indianapolis
1h 1m stop
10:35 am — 10:45 am UA3779 United Airlines
Indianapolis — Chicago
3h 50m
including layover
Find flight
from$388
7:55 am — 11:54 am
7:55 am — 9:34 am AC7309 Air Canada
Toronto — Indianapolis
2h 11m stop
11:45 am — 11:54 am UA4245 United Airlines
Indianapolis — Chicago
4h 59m
including layover
Find flight
from$411
8:00 am — 11:40 am
8:00 am — 9:15 am AC402 Air Canada
Toronto — Montreal
1h stop
10:15 am — 11:40 am AC7593 Air Canada
Montreal — Chicago
4h 40m
including layover
Find flight
from$137
8:15 pm — 5:10 am
+1 day
8:15 pm — 10:08 pm AC33 Air Canada
Toronto — Vancouver
49m stop
10:57 pm — 5:10 am AC5104 Air Canada
Vancouver — Chicago
9h 55m
including layover
Find flight
from$490
8:30 am — 1:50 pm
8:30 am — 9:52 am AC7556 Air Canada
Toronto — Washington D.C.
2h 53m stop
12:45 pm — 1:50 pm AC5967 Air Canada
Washington D.C. — Chicago
6h 20m
including layover
Find flight
from$142
8:30 am — 11:57 am
8:30 am — 9:52 am AC7556 Air Canada
Toronto — Washington D.C.
59m stop
10:51 am — 11:57 am AC5963 Air Canada
Washington D.C. — Chicago
4h 27m
including layover
Find flight
from$142
8:30 am — 12:04 pm
8:30 am — 9:55 am AC7370 Air Canada
Toronto — Washington D.C.
1h 5m stop
11:00 am — 12:04 pm AC5963 Air Canada
Washington D.C. — Chicago
4h 34m
including layover
Find flight
from$143
8:50 am — 11:53 am
8:50 am — 10:01 am AC7361 Air Canada
Toronto — Detroit
1h 31m stop
11:32 am — 11:53 am UA2047 United Airlines
Detroit — Chicago
4h 3m
including layover
Find flight
from$357
8:50 pm — 6:05 am
+1 day
8:50 pm — 10:11 pm AC7343 Air Canada
Toronto — Columbus
7h 39m stop
5:50 am — 6:05 am WN1267 Southwest Airlines
Columbus — Chicago
10h 15m
including layover
Find flight
from$521
8:55 pm — 7:30 am
+1 day
8:55 pm — 10:25 pm AC728 Air Canada
Toronto — New York
7h 40m stop
6:05 am — 7:30 am WN1797 Southwest Airlines
New York — Chicago
11h 35m
including layover
Find flight
from$208
8:55 pm — 7:20 am
+1 day
8:55 pm — 10:25 pm AC728 Air Canada
Toronto — New York
7h 35m stop
6:00 am — 7:20 am WN674 Southwest Airlines
New York — Chicago
11h 25m
including layover
Find flight
from$208
8:55 pm — 6:05 am
+1 day
8:55 pm — 9:58 pm AC7409 Air Canada
Toronto — Cleveland
7h 52m stop
5:50 am — 6:05 am WN452 Southwest Airlines
Cleveland — Chicago
10h 10m
including layover
Find flight
from$531
9:00 am — 3:00 pm
9:00 am — 10:15 am AC404 Air Canada
Toronto — Montreal
3h 20m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
7h
including layover
Find flight
from$137
9:00 am — 1:40 pm
9:00 am — 10:29 am AC8226 Air Canada
Toronto — New York
1h 31m stop
12:00 pm — 1:40 pm UA2202 United Airlines
New York — Chicago
5h 40m
including layover
Find flight
from$335
9:00 am — 1:36 pm
9:00 am — 10:29 am AC704 Air Canada
Toronto — New York
1h 31m stop
12:00 pm — 1:36 pm UA2202 United Airlines
New York — Chicago
5h 36m
including layover
Find flight
from$352
9:00 pm — 7:15 am
+1 day
9:00 pm — 10:35 pm AC7688 Air Canada
Toronto — Newark
7h 25m stop
6:00 am — 7:15 am WN206 Southwest Airlines
Newark — Chicago
11h 15m
including layover
Find flight
from$248
9:00 pm — 7:25 am
+1 day
9:00 pm — 10:35 pm AC7688 Air Canada
Toronto — Newark
7h 35m stop
6:10 am — 7:25 am WN2607 Southwest Airlines
Newark — Chicago
11h 25m
including layover
Find flight
from$297
9:00 pm — 7:20 am
+1 day
9:00 pm — 10:35 pm AC7688 Air Canada
Toronto — Newark
7h 25m stop
6:00 am — 7:20 am WN2439 Southwest Airlines
Newark — Chicago
11h 20m
including layover
Find flight
from$297
9:15 am — 3:00 pm
9:15 am — 10:25 am AC7956 Air Canada
Toronto — Montreal
3h 10m stop
1:35 pm — 3:00 pm AC7595 Air Canada
Montreal — Chicago
6h 45m
including layover
Find flight
from$128
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$268
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$361
9:20 pm — 6:13 am
+1 day
9:20 pm — 10:49 pm AC7538 Air Canada
Toronto — Philadelphia
6h 11m stop
5:00 am — 6:13 am AA2324 American Airlines
Philadelphia — Chicago
9h 53m
including layover
Find flight
from$424
9:20 pm — 6:08 am
+1 day
9:20 pm — 10:27 pm AC7306 Air Canada
Toronto — Pittsburgh
7h 2m stop
5:29 am — 6:08 am AA2897 American Airlines
Pittsburgh — Chicago
9h 48m
including layover
Find flight
from$499
9:20 pm — 6:00 am
+1 day
9:20 pm — 10:24 pm AC7926 Air Canada
Toronto — Pittsburgh
7h 11m stop
5:35 am — 6:00 am WN2296 Southwest Airlines
Pittsburgh — Chicago
9h 40m
including layover
Find flight
from$623
9:46 am — 2:49 pm
9:46 am — 11:22 am AC3098 Air Canada
Toronto — Newark
1h 58m stop
1:20 pm — 2:49 pm AC5939 Air Canada
Newark — Chicago
6h 3m
including layover
Find flight
from$185
9:55 am — 2:45 pm
9:55 am — 12:17 pm AC7209 Air Canada
Toronto — Savannah
1h 3m stop
1:20 pm — 2:45 pm UA1233 United Airlines
Savannah — Chicago
5h 50m
including layover
Find flight
from$453
0:30 am — 11:34 am
0:30 am — 1:45 am AC7562 Air Canada
Toronto — Montreal
4h 15m stop
6:00 am — 7:53 am DL5479 Delta Air Lines Inc.
Montreal — Minneapolis
2h 2m stop
9:55 am — 11:34 am DL3528 Delta Air Lines Inc.
Minneapolis — Chicago
12h 4m
including layover
Find flight
from$373
0:30 am — 10:20 am
0:30 am — 1:45 am AC7562 Air Canada
Toronto — Montreal
3h 50m stop
5:35 am — 7:32 am DL6278 Delta Air Lines Inc.
Montreal — Detroit
2h 43m stop
10:15 am — 10:20 am WN3379 Southwest Airlines
Detroit — Chicago
10h 50m
including layover
Find flight
from$418
0:30 am — 10:36 am
0:30 am — 1:45 am AC7562 Air Canada
Toronto — Montreal
4h 15m stop
6:00 am — 7:50 am DL5479 Delta Air Lines Inc.
Montreal — Minneapolis
1h stop
8:50 am — 10:36 am DL3622 Delta Air Lines Inc.
Minneapolis — Chicago
11h 6m
including layover
Find flight
from$515
11:00 am — 9:44 pm
11:00 am — 12:15 pm AC408 Air Canada
Toronto — Montreal
3h 25m stop
3:40 pm — 5:13 pm AC7742 Air Canada
Montreal — Newark
2h 57m stop
8:10 pm — 9:44 pm AC4458 Air Canada
Newark — Chicago
11h 44m
including layover
Find flight
from$233
11:00 am — 6:41 pm
11:00 am — 12:15 pm AC408 Air Canada
Toronto — Montreal
2h 5m stop
2:20 pm — 4:05 pm AC8172 Air Canada
Montreal — Washington D.C.
1h 10m stop
5:15 pm — 6:41 pm AC5543 Air Canada
Washington D.C. — Chicago
8h 41m
including layover
Find flight
from$233
11:15 am — 9:37 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
3h 15m stop
3:40 pm — 5:13 pm AC7742 Air Canada
Montreal — Newark
2h 52m stop
8:05 pm — 9:37 pm AC5435 Air Canada
Newark — Chicago
11h 22m
including layover
Find flight
from$225
11:15 am — 6:41 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
1h 55m stop
2:20 pm — 4:05 pm AC8172 Air Canada
Montreal — Washington D.C.
1h 10m stop
5:15 pm — 6:41 pm AC5543 Air Canada
Washington D.C. — Chicago
8h 26m
including layover
Find flight
from$244
11:15 am — 6:53 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
1h 10m stop
1:35 pm — 2:59 pm AC746 Air Canada
Montreal — New York
2h 11m stop
5:10 pm — 6:53 pm DL305 Delta Air Lines Inc.
New York — Chicago
8h 38m
including layover
Find flight
from$304
11:15 am — 6:39 pm
11:15 am — 12:25 pm AC7960 Air Canada
Toronto — Montreal
1h 10m stop
1:35 pm — 2:59 pm AC746 Air Canada
Montreal — New York
2h 1m stop
5:00 pm — 6:39 pm UA2010 United Airlines
New York — Chicago
8h 24m
including layover
Find flight
from$342
12:15 pm — 10:39 pm
12:15 pm — 1:25 pm AC7962 Air Canada
Toronto — Montreal
2h 15m stop
3:40 pm — 5:16 pm AC7742 Air Canada
Montreal — Newark
3h 49m stop
9:05 pm — 10:39 pm AC4458 Air Canada
Newark — Chicago
11h 24m
including layover
Find flight
from$225
1:00 pm — 10:39 pm
1:00 pm — 2:15 pm AC412 Air Canada
Toronto — Montreal
1h 25m stop
3:40 pm — 5:16 pm AC7742 Air Canada
Montreal — Newark
3h 49m stop
9:05 pm — 10:39 pm AC4458 Air Canada
Newark — Chicago
10h 39m
including layover
Find flight
from$233
1:15 pm — 10:39 pm
1:15 pm — 2:25 pm AC7964 Air Canada
Toronto — Montreal
1h 15m stop
3:40 pm — 5:16 pm AC7742 Air Canada
Montreal — Newark
3h 49m stop
9:05 pm — 10:39 pm AC4458 Air Canada
Newark — Chicago
10h 24m
including layover
Find flight
from$225
1:15 pm — 9:44 pm
1:15 pm — 2:25 pm AC7964 Air Canada
Toronto — Montreal
1h 15m stop
3:40 pm — 5:16 pm AC7742 Air Canada
Montreal — Newark
2h 54m stop
8:10 pm — 9:44 pm AC5435 Air Canada
Newark — Chicago
9h 29m
including layover
Find flight
from$225
9:00 pm — 8:47 am
+1 day
9:00 pm — 10:35 pm AC7688 Air Canada
Toronto — Newark
7h 25m stop
6:00 am — 7:44 am DL748 Delta Air Lines Inc.
Newark — Detroit
38m stop
8:22 am — 8:47 am DL4068 Delta Air Lines Inc.
Detroit — Chicago
12h 47m
including layover
Find flight
from$257
9:15 am — 6:41 pm
9:15 am — 10:25 am AC7956 Air Canada
Toronto — Montreal
3h 55m stop
2:20 pm — 4:05 pm AC8172 Air Canada
Montreal — Washington D.C.
1h 10m stop
5:15 pm — 6:41 pm AC5543 Air Canada
Washington D.C. — Chicago
10h 26m
including layover
Find flight
from$244
*Departure and arrival times are local. Last updated on 08/18/2019

Flight Information

There are 24 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 9:55 am. Nonstop flight is 1h 47m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 1h 47m
  • Average flight time 1h 49m
  • The earliest flight 0:30 am
  • The latest flight 9:55 am
  • Distance 436 ml

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

The cheapest flight by Air Canada that our users were able to find is $122. This airfare is economy class on one-way AC515 flight for August 23, 2019 leaving Pearson International in Toronto at 8:55 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 61 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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