Air Canada Toronto to Chicago Flights

Page navigation

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 $105 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 - $105, two-way – $180.

Direct flights

Check to choose departure date Check to choose departure date

Check prices for return flight

Find flights

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 $105. The fastest nonstop flight takes 1h 44m. The fastest connecting flight — 3h 42m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $108 Find flight	4:40 pm Toronto Pearson International	5:29 pm Chicago O'Hare International	1h 49m	Air Canada	AC511
from $108 Find flight	6:15 pm Toronto Pearson International	7:04 pm Chicago O'Hare International	1h 49m	Air Canada	AC513
from $108 Find flight	2:55 pm Toronto Pearson International	3:44 pm Chicago O'Hare International	1h 49m	Air Canada	AC509
from $108 Find flight	1:51 pm Toronto Pearson International	2:50 pm Chicago O'Hare International	1h 59m	Air Canada	AC5588
from $111 Find flight	6:40 am Toronto Pearson International	7:29 am Chicago O'Hare International	1h 49m	Air Canada	AC501
from $111 Find flight	6:40 am Toronto Pearson International	7:28 am Chicago O'Hare International	1h 48m	Air Canada	AC7509

from $111 Find flight	8:25 am Toronto Pearson International	9:14 am Chicago O'Hare International	1h 49m	Air Canada	AC503
from $111 Find flight	10:10 am Toronto Pearson International	10:59 am Chicago O'Hare International	1h 49m	Air Canada	AC505
from $111 Find flight	10:10 am Toronto Pearson International	10:58 am Chicago O'Hare International	1h 48m	Air Canada	AC7527
from $111 Find flight	12:55 pm Toronto Pearson International	1:44 pm Chicago O'Hare International	1h 49m	Air Canada	AC507
from $105 Find flight	11:15 am Toronto Toronto Island	3:00 pm Chicago O'Hare International	4h 45m layover 1h 10m - Montreal	Air Canada	AC7960 AC7595
from $105 Find flight	3:15 pm Toronto Toronto Island	7:00 pm Chicago O'Hare International	4h 45m layover 1h 10m - Montreal	Air Canada	AC7968 AC7597
from $105 Find flight	4:15 pm Toronto Toronto Island	9:15 pm Chicago O'Hare International	6h 0m layover 2h 25m - Montreal	Air Canada	AC7970 AC7599

Show All Flights

*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/03/2020

Air Canada Flight Schedule Toronto to Chicago

Below is a detailed 2020 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
10:10 am — 10:58 am	10:10 am — 10:58 am AC7527 Air Canada Toronto — Chicago	1h 48m	Find flight from$111
10:10 am — 10:59 am	10:10 am — 10:59 am AC505 Air Canada Toronto — Chicago	1h 49m	Find flight from$111
11:16 am — 12:03 pm	11:16 am — 12:03 pm AC4408 Air Canada Toronto — Chicago	1h 47m	Find flight from$118
12:15 pm — 1:21 pm	12:15 pm — 1:21 pm AC5137 Air Canada Toronto — Chicago	2h 6m	Find flight from$119
12:55 pm — 1:44 pm	12:55 pm — 1:44 pm AC507 Air Canada Toronto — Chicago	1h 49m	Find flight from$111
12:55 pm — 1:43 pm	12:55 pm — 1:43 pm AC7611 Air Canada Toronto — Chicago	1h 48m	Find flight from$111
1:44 pm — 2:50 pm	1:44 pm — 2:50 pm AC5143 Air Canada Toronto — Chicago	2h 6m	Find flight from$119
1:51 pm — 2:50 pm	1:51 pm — 2:50 pm AC5588 Air Canada Toronto — Chicago	1h 59m	Find flight from$108
2:55 pm — 3:44 pm	2:55 pm — 3:44 pm AC509 Air Canada Toronto — Chicago	1h 49m	Find flight from$108
2:55 pm — 3:43 pm	2:55 pm — 3:43 pm AC7673 Air Canada Toronto — Chicago	1h 48m	Find flight from$111
4:30 pm — 5:18 pm	4:30 pm — 5:18 pm AC7679 Air Canada Toronto — Chicago	1h 48m	Find flight from$111
4:40 pm — 5:29 pm	4:40 pm — 5:29 pm AC511 Air Canada Toronto — Chicago	1h 49m	Find flight from$108
5:40 pm — 6:38 pm	5:40 pm — 6:38 pm AC4990 Air Canada Toronto — Chicago	1h 58m	Find flight from$119
6:15 pm — 7:04 pm	6:15 pm — 7:04 pm AC513 Air Canada Toronto — Chicago	1h 49m	Find flight from$108
6:15 pm — 7:03 pm	6:15 pm — 7:03 pm AC7681 Air Canada Toronto — Chicago	1h 48m	Find flight from$111
6:40 am — 7:29 am	6:40 am — 7:29 am AC501 Air Canada Toronto — Chicago	1h 49m	Find flight from$111
6:40 am — 7:28 am	6:40 am — 7:28 am AC7509 Air Canada Toronto — Chicago	1h 48m	Find flight from$111
7:14 pm — 8:20 pm	7:14 pm — 8:20 pm AC4961 Air Canada Toronto — Chicago	2h 6m	Find flight from$119
8:25 am — 9:14 am	8:25 am — 9:14 am AC503 Air Canada Toronto — Chicago	1h 49m	Find flight from$111
8:25 am — 9:13 am	8:25 am — 9:13 am AC7701 Air Canada Toronto — Chicago	1h 48m	Find flight from$128
8:55 pm — 9:43 pm	8:55 pm — 9:43 pm AC515 Air Canada Toronto — Chicago	1h 48m	Find flight from$111
8:55 pm — 9:39 pm	8:55 pm — 9:39 pm AC8257 Air Canada Toronto — Chicago	1h 44m	Find flight from$136
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$243
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$252
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$115
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$105
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$300
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$388
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$120
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$117
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$314
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$112
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$269
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$105
11:20 am — 5:01 pm	11:20 am — 1:32 pm AC7542 Air Canada Toronto — Atlanta 2h 8m stop 3:40 pm — 5:01 pm UA5921 United Airlines Atlanta — Chicago	6h 41m including layover	Find flight from$313
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$152
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$152
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$213
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$213
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$227
12:45 pm — 4:25 pm	12:45 pm — 1:53 pm AC7363 Air Canada Toronto — Detroit 2h 12m stop 4:05 pm — 4:25 pm WN2539 Southwest Airlines Detroit — Chicago	4h 40m including layover	Find flight from$252
12:45 pm — 4:22 pm	12:45 pm — 1:53 pm AC7363 Air Canada Toronto — Detroit 2h 7m stop 4:00 pm — 4:22 pm DL6301 Delta Air Lines Inc. Detroit — Chicago	4h 37m including layover	Find flight from$276
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$112
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$105
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$278
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$283
1:35 pm — 4:45 pm	1:35 pm — 3:11 pm AC7325 Air Canada Toronto — Covington 1h 10m stop 4:21 pm — 4:45 pm UA3587 United Airlines Covington — Chicago	4h 10m including layover	Find flight from$316
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$341
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$115
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$328
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$105
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$112
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$115
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$105
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$108
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$251
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$329
3:15 pm — 8:40 pm	3:15 pm — 4:40 pm AC7504 Air Canada Toronto — Baltimore 3h stop 7:40 pm — 8:40 pm WN4178 Southwest Airlines Baltimore — Chicago	6h 25m including layover	Find flight from$397
3:15 pm — 7:50 pm	3:15 pm — 4:40 pm AC7504 Air Canada Toronto — Baltimore 2h 10m stop 6:50 pm — 7:50 pm WN4414 Southwest Airlines Baltimore — Chicago	5h 35m including layover	Find flight from$478
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$282
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$313
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$115
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$105
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$320
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$446
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$455
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$478
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$116
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$105
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$290
5:25 pm — 8:07 pm	5:25 pm — 6:32 pm AC8272 Air Canada Toronto — Pittsburgh 48m stop 7:20 pm — 8:07 pm UA5363 United Airlines Pittsburgh — Chicago	3h 42m including layover	Find flight from$401
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$199
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$248
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$234
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$236
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$255
5:40 pm — 11:14 pm	5:40 pm — 7:52 pm AC8522 Air Canada Toronto — Atlanta 2h 8m stop 10:00 pm — 11:14 pm UA5758 United Airlines Atlanta — Chicago	6h 34m including layover	Find flight from$278
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$120
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$120
6:05 pm — 11:50 pm	6:05 pm — 8:17 pm AC7546 Air Canada Toronto — Atlanta 2h 38m stop 10:55 pm — 11:50 pm WN4429 Southwest Airlines Atlanta — Chicago	6h 45m including layover	Find flight from$544
6:15 pm — 11:28 pm	6:15 pm — 7:41 pm AC722 Air Canada Toronto — New York 2h 18m stop 9:59 pm — 11:28 pm NK331 Spirit Airlines New York — Chicago	6h 13m including layover	Find flight from$302
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$205
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$483
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$120
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$208
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$227
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$115
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$115
6:30 am — 10:44 am	6:30 am — 7:56 am AC8572 Air Canada Toronto — New York 1h 4m stop 9:00 am — 10:44 am UA5679 United Airlines New York — Chicago	5h 14m including layover	Find flight from$282
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$282
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$115
7:10 pm — 11:40 am +1 day	7:10 pm — 8:20 pm AC7976 Air Canada Toronto — Montreal 13h 55m stop 10:15 am — 11:40 am AC7593 Air Canada Montreal — Chicago	17h 30m including layover	Find flight from$323
7:10 pm — 10:05 am +1 day	7:10 pm — 8:20 pm AC7976 Air Canada Toronto — Montreal 12h 20m stop 8:40 am — 10:05 am UA8371 United Airlines Montreal — Chicago	15h 55m including layover	Find flight from$440
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$105
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$126
7:15 pm — 0:10 am +1 day	7:15 pm — 8:45 pm AC724 Air Canada Toronto — New York 2h 5m stop 10:50 pm — 0:10 am WN2855 Southwest Airlines New York — Chicago	5h 55m including layover	Find flight from$227
7:15 pm — 7:20 am +1 day	7:15 pm — 8:45 pm AC724 Air Canada Toronto — New York 9h 15m stop 6:00 am — 7:20 am WN674 Southwest Airlines New York — Chicago	13h 5m including layover	Find flight from$247
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$303
7:15 pm — 9:11 am +1 day	7:15 pm — 8:25 pm AC7976 Air Canada Toronto — Montreal 11h 5m stop 7:30 am — 9:11 am UA4230 United Airlines Montreal — Chicago	14h 56m including layover	Find flight from$328
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$337
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$132
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$309
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$314
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$120
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$117
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$328
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$328
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$115
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$120
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$120
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$120
8:35 am — 11:40 am	8:35 am — 9:38 am AC7403 Air Canada Toronto — Cleveland 1h 42m stop 11:20 am — 11:40 am WN2218 Southwest Airlines Cleveland — Chicago	4h 5m including layover	Find flight from$478
8:40 pm — 6:00 am +1 day	8:40 pm — 9:48 pm AC7369 Air Canada Toronto — Detroit 8h 7m stop 5:55 am — 6:00 am WN186 Southwest Airlines Detroit — Chicago	10h 20m including layover	Find flight from$309
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$300
8:50 pm — 6:05 am +1 day	8:50 pm — 10:10 pm AC7343 Air Canada Toronto — Columbus 7h 45m stop 5:55 am — 6:05 am WN4098 Southwest Airlines Columbus — Chicago	10h 15m including layover	Find flight from$391
8:55 am — 11:50 am	8:55 am — 10:02 am AC8204 Air Canada Toronto — Pittsburgh 1h 13m stop 11:15 am — 11:50 am UA1574 United Airlines Pittsburgh — Chicago	3h 55m including layover	Find flight from$387
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$175
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$175
8:55 pm — 6:00 am +1 day	8:55 pm — 9:58 pm AC7409 Air Canada Toronto — Cleveland 7h 52m stop 5:50 am — 6:00 am WN675 Southwest Airlines Cleveland — Chicago	10h 5m including layover	Find flight from$445
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$446
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$115
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$282
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$296
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$208
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$249
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$249
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$105
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$225
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$303
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$356
9:20 pm — 6:10 am +1 day	9:20 pm — 10:27 pm AC7306 Air Canada Toronto — Pittsburgh 7h 18m stop 5:45 am — 6:10 am WN2204 Southwest Airlines Pittsburgh — Chicago	9h 50m including layover	Find flight from$356
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$357
9:20 pm — 6:12 am +1 day	9:20 pm — 10:27 pm AC7306 Air Canada Toronto — Pittsburgh 7h 2m stop 5:29 am — 6:12 am AA2894 American Airlines Pittsburgh — Chicago	9h 52m including layover	Find flight from$519
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$523
9:30 am — 2:10 pm	9:30 am — 10:59 am AC7532 Air Canada Toronto — Philadelphia 2h 1m stop 1:00 pm — 2:10 pm WN4053 Southwest Airlines Philadelphia — Chicago	5h 40m including layover	Find flight from$343
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$156
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$380
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$432
0:30 am — 11:35 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 2h 10m stop 10:00 am — 11:35 am WN5034 Southwest Airlines Minneapolis — Chicago	12h 5m including layover	Find flight from$622
10:50 pm — 11:40 am +1 day	10:50 pm — 0:23 am AC271 Air Canada Toronto — Winnipeg 6h 7m stop 6:30 am — 7:56 am DL2829 Delta Air Lines Inc. Winnipeg — Minneapolis 2h stop 9:56 am — 11:40 am DL4729 Delta Air Lines Inc. Minneapolis — Chicago	13h 50m including layover	Find flight from$447
10:50 pm — 11:35 am +1 day	10:50 pm — 0:23 am AC271 Air Canada Toronto — Winnipeg 6h 7m stop 6:30 am — 7:56 am DL2829 Delta Air Lines Inc. Winnipeg — Minneapolis 2h 4m stop 10:00 am — 11:35 am WN5034 Southwest Airlines Minneapolis — Chicago	13h 45m including layover	Find flight from$587
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$196
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$196
11:10 pm — 10:40 am +1 day	11:10 pm — 0:25 am AC430 Air Canada Toronto — Montreal 6h 5m stop 6:30 am — 8:16 am UA4341 United Airlines Montreal — Newark 59m stop 9:15 am — 10:40 am UA426 United Airlines Newark — Chicago	12h 30m including layover	Find flight from$1249
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$189
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$205
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$255
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$287
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$189
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$196
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$189
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$189
7:10 pm — 10:23 am +1 day	7:10 pm — 8:20 pm AC7976 Air Canada Toronto — Montreal 9h 40m stop 6:00 am — 7:50 am DL5479 Delta Air Lines Inc. Montreal — Minneapolis 1h 1m stop 8:51 am — 10:23 am DL2859 Delta Air Lines Inc. Minneapolis — Chicago	16h 13m including layover	Find flight from$490
7:15 pm — 10:36 am +1 day	7:15 pm — 8:25 pm AC7976 Air Canada Toronto — Montreal 9h 35m 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	16h 21m including layover	Find flight from$385
9:00 am — 5:35 pm	9:00 am — 10:29 am AC704 Air Canada Toronto — New York 2h 1m stop 12:30 pm — 2:10 pm WN1444 Southwest Airlines New York — Nashville 1h 55m stop 4:05 pm — 5:35 pm WN2237 Southwest Airlines Nashville — Chicago	9h 35m including layover	Find flight from$209
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$216
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$205

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

*Departure and arrival times are local. Last updated on 04/03/2020

Flight Information

There are 25 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 44m. The time difference between Toronto and Chicago is 1h.

The fastest flight 1h 44m
Average flight time 1h 48m
The earliest flight 0:30 am
The latest flight 9:55 am
Distance 436 ml

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

The cheapest flight by Air Canada that our users were able to find is $105. This airfare is economy class on one-way AC7970 flight for April 8, 2020 leaving Toronto Island in Toronto at 4:15 pm, it includes all taxes and additional fees.

Find same flight?

Air Canada Airplanes on the Route

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

Bombardier DHC-8 Q400

from $105

Find
Embraer 190

from $108

Find
Embraer RJ135/140/145

from $108

Find
Embraer 175

from $111

Find
Embraer Lineage 1000

from $112

Find
Airbus A320-100/200

from $112

Find
Boeing 737 MAX 8 pax

from $115

Find
Bombardier CRJ 700

from $117

Find
Embraer 175 (short wing)

from $118

Find
Boeing 737-700

from $118

Find

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 33 direct flights every day from Toronto. Airlines and fares are below:

AA - American Airlines

from $110

Find
UA - United Airlines

from $109

Find

See more direct flights

Connecting Flights

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

AA - American Airlines

from $129

Find
PD - Porter Airlines

from $196

Find
DL - Delta Air Lines Inc.

from $130

Find
WS - WestJet

from $133

Find
UA - United Airlines

from $184

Find

See more connecting flights

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.