American Airlines Toronto to Chicago Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap American Airlines flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $99 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of American Airlines, arrivals and departure details below.

Find Cheap Airfare Toronto (ON) — Chicago (IL) by American Airlines

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 - $99, two-way – $170.

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Cheap Flights from Toronto to Chicago by American Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by American Airlines, their prices start from $99. The fastest nonstop flight takes 1h 52m. The fastest connecting flight — 4h 55m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $110 Find flight	3:12 pm Toronto Pearson International	4:08 pm Chicago O'Hare International	1h 56m	American Airlines	AA3080
from $111 Find flight	8:16 am Toronto Pearson International	9:11 am Chicago O'Hare International	1h 55m	American Airlines	AA2352
from $111 Find flight	6:30 pm Toronto Pearson International	7:31 pm Chicago O'Hare International	2h 1m	American Airlines	AA3526
from $111 Find flight	7:57 pm Toronto Pearson International	8:54 pm Chicago O'Hare International	1h 57m	American Airlines	AA3033
from $124 Find flight	8:15 am Toronto Pearson International	9:14 am Chicago O'Hare International	1h 59m	American Airlines	AA2580
from $139 Find flight	11:45 am Toronto Pearson International	12:37 pm Chicago O'Hare International	1h 52m	American Airlines	AA3736

from $144 Find flight	11:45 am Toronto Pearson International	12:37 pm Chicago O'Hare International	1h 52m	American Airlines	AA3236
from $99 Find flight	7:00 am Toronto Pearson International	10:57 am Chicago O'Hare International	4h 57m layover 0h 47m - Philadelphia	American Airlines	AA4992 AA2095
from $99 Find flight	7:15 pm Toronto Pearson International	11:45 pm Chicago O'Hare International	5h 30m layover 1h 14m - Charlotte	American Airlines	AA5139 AA483
from $99 Find flight	6:32 am Toronto Pearson International	11:20 am Chicago O'Hare International	5h 48m layover 1h 16m - New York	American Airlines	AA3955 AA1924
from $99 Find flight	7:00 am Toronto Pearson International	12:29 pm Chicago O'Hare International	6h 29m layover 2h 18m - Philadelphia	American Airlines	AA4992 AA1920
from $99 Find flight	7:00 am Toronto Pearson International	1:48 pm Chicago O'Hare International	7h 48m layover 3h 47m - Philadelphia	American Airlines	AA4992 AA2840
from $99 Find flight	6:30 am Toronto Pearson International	11:23 pm Chicago O'Hare International	17h 53m layover 13h 43m - New York	American Airlines	AA3955 AA222

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

American Airlines 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
11:45 am — 12:37 pm	11:45 am — 12:37 pm AA3736 American Airlines Toronto — Chicago	1h 52m	Find flight from$139
3:12 pm — 4:08 pm	3:12 pm — 4:08 pm AA3080 American Airlines Toronto — Chicago	1h 56m	Find flight from$110
6:30 pm — 7:31 pm	6:30 pm — 7:31 pm AA3526 American Airlines Toronto — Chicago	2h 1m	Find flight from$111
7:57 pm — 8:54 pm	7:57 pm — 8:54 pm AA3033 American Airlines Toronto — Chicago	1h 57m	Find flight from$111
8:15 am — 9:14 am	8:15 am — 9:14 am AA2580 American Airlines Toronto — Chicago	1h 59m	Find flight from$124
8:16 am — 9:11 am	8:16 am — 9:11 am AA2352 American Airlines Toronto — Chicago	1h 55m	Find flight from$111
10:25 am — 2:20 pm	10:25 am — 11:59 am AA4864 American Airlines Toronto — Philadelphia 56m stop 12:55 pm — 2:20 pm AA2840 American Airlines Philadelphia — Chicago	4h 55m including layover	Find flight from$158
10:25 am — 3:15 pm	10:25 am — 11:59 am AA4864 American Airlines Toronto — Philadelphia 2h 11m stop 2:10 pm — 3:15 pm WN5522 Southwest Airlines Philadelphia — Chicago	5h 50m including layover	Find flight from$318
10:59 am — 9:35 pm	10:59 am — 12:45 pm AA5517 American Airlines Toronto — Washington D.C. 7h 36m stop 8:21 pm — 9:35 pm AA2679 American Airlines Washington D.C. — Chicago	11h 36m including layover	Find flight from$104
10:59 am — 7:39 am +1 day	10:59 am — 12:45 pm AA5517 American Airlines Toronto — Washington D.C. 17h 45m stop 6:30 am — 7:39 am AA466 American Airlines Washington D.C. — Chicago	21h 40m including layover	Find flight from$104
10:59 am — 6:26 pm	10:59 am — 12:49 pm AA5517 American Airlines Toronto — Washington D.C. 4h 41m stop 5:30 pm — 6:26 pm AA1486 American Airlines Washington D.C. — Chicago	8h 27m including layover	Find flight from$104
10:59 am — 10:11 pm	10:59 am — 12:45 pm AA5517 American Airlines Toronto — Washington D.C. 8h 18m stop 9:03 pm — 10:11 pm AA2499 American Airlines Washington D.C. — Chicago	12h 12m including layover	Find flight from$104
10:59 am — 8:41 pm	10:59 am — 12:45 pm AA5517 American Airlines Toronto — Washington D.C. 6h 30m stop 7:15 pm — 8:41 pm AA363 American Airlines Washington D.C. — Chicago	10h 42m including layover	Find flight from$104
10:59 am — 4:05 pm	10:59 am — 12:45 pm AA5517 American Airlines Toronto — Washington D.C. 2h 20m stop 3:05 pm — 4:05 pm WN3337 Southwest Airlines Washington D.C. — Chicago	6h 6m including layover	Find flight from$339
10:59 am — 3:50 pm	10:59 am — 12:45 pm AA5517 American Airlines Toronto — Washington D.C. 2h 5m stop 2:50 pm — 3:50 pm WN5549 Southwest Airlines Washington D.C. — Chicago	5h 51m including layover	Find flight from$527
11:00 am — 8:46 pm	11:00 am — 12:46 pm AA5517 American Airlines Toronto — Washington D.C. 6h 43m stop 7:29 pm — 8:46 pm AA1015 American Airlines Washington D.C. — Chicago	10h 46m including layover	Find flight from$104
11:04 am — 7:27 am +1 day	11:04 am — 12:40 pm AA4864 American Airlines Toronto — Philadelphia 17h 25m stop 6:05 am — 7:27 am AA2164 American Airlines Philadelphia — Chicago	21h 23m including layover	Find flight from$141
11:04 am — 7:30 pm	11:04 am — 12:40 pm AA4864 American Airlines Toronto — Philadelphia 5h 10m stop 5:50 pm — 7:30 pm AA490 American Airlines Philadelphia — Chicago	9h 26m including layover	Find flight from$201
11:43 am — 5:11 pm	11:43 am — 2:04 pm AA3470 American Airlines Toronto — Dallas 42m stop 2:46 pm — 5:11 pm AA2223 American Airlines Dallas — Chicago	6h 28m including layover	Find flight from$317
11:50 am — 7:08 pm	11:50 am — 2:10 pm AA3470 American Airlines Toronto — Dallas 2h 25m stop 4:35 pm — 7:08 pm AA2418 American Airlines Dallas — Chicago	8h 18m including layover	Find flight from$315
11:50 am — 9:13 pm	11:50 am — 2:10 pm AA3470 American Airlines Toronto — Dallas 4h 30m stop 6:40 pm — 9:13 pm AA2520 American Airlines Dallas — Chicago	10h 23m including layover	Find flight from$315
11:50 am — 7:29 pm	11:50 am — 2:10 pm AA3470 American Airlines Toronto — Dallas 2h 50m stop 5:00 pm — 7:29 pm AA1463 American Airlines Dallas — Chicago	8h 39m including layover	Find flight from$315
12:14 pm — 5:39 pm	12:14 pm — 2:18 pm AA5137 American Airlines Toronto — Charlotte 2h 1m stop 4:19 pm — 5:39 pm AA1017 American Airlines Charlotte — Chicago	6h 25m including layover	Find flight from$135
12:14 pm — 6:20 am +1 day	12:14 pm — 2:19 pm AA5137 American Airlines Toronto — Charlotte 14h 56m stop 5:15 am — 6:20 am AA226 American Airlines Charlotte — Chicago	19h 6m including layover	Find flight from$135
12:14 pm — 11:47 pm	12:14 pm — 2:19 pm AA5137 American Airlines Toronto — Charlotte 8h 23m stop 10:42 pm — 11:47 pm AA483 American Airlines Charlotte — Chicago	12h 33m including layover	Find flight from$135
12:14 pm — 11:15 pm	12:14 pm — 2:18 pm AA5137 American Airlines Toronto — Charlotte 7h 51m stop 10:09 pm — 11:15 pm AA816 American Airlines Charlotte — Chicago	12h 1m including layover	Find flight from$157
12:14 pm — 7:33 pm	12:14 pm — 2:16 pm AA5137 American Airlines Toronto — Charlotte 3h 54m stop 6:10 pm — 7:33 pm AA2488 American Airlines Charlotte — Chicago	8h 19m including layover	Find flight from$158
12:15 pm — 6:18 am +1 day	12:15 pm — 2:16 pm AA5698 American Airlines Toronto — Charlotte 14h 59m stop 5:15 am — 6:18 am AA2938 American Airlines Charlotte — Chicago	19h 3m including layover	Find flight from$157
12:15 pm — 5:18 pm	12:15 pm — 2:16 pm AA5698 American Airlines Toronto — Charlotte 2h 4m stop 4:20 pm — 5:18 pm AA1017 American Airlines Charlotte — Chicago	6h 3m including layover	Find flight from$201
12:15 pm — 6:58 pm	12:15 pm — 2:16 pm AA5698 American Airlines Toronto — Charlotte 3h 44m stop 6:00 pm — 6:58 pm AA2488 American Airlines Charlotte — Chicago	7h 43m including layover	Find flight from$236
12:45 pm — 7:22 pm	12:45 pm — 4:05 pm AA2676 American Airlines Toronto — Miami 40m stop 4:45 pm — 7:22 pm AA1159 American Airlines Miami — Chicago	7h 37m including layover	Find flight from$176
12:59 pm — 8:52 pm	12:59 pm — 4:20 pm AA2676 American Airlines Toronto — Miami 2h 10m stop 6:30 pm — 8:52 pm AA2303 American Airlines Miami — Chicago	8h 53m including layover	Find flight from$231
1:27 pm — 11:30 pm	1:27 pm — 3:08 pm AA3386 American Airlines Toronto — New York 6h 52m stop 10:00 pm — 11:30 pm AA2461 American Airlines New York — Chicago	11h 3m including layover	Find flight from$104
1:27 pm — 10:04 pm	1:27 pm — 3:08 pm AA3386 American Airlines Toronto — New York 5h 22m stop 8:30 pm — 10:04 pm AA196 American Airlines New York — Chicago	9h 37m including layover	Find flight from$104
1:27 pm — 6:23 pm	1:27 pm — 3:08 pm AA3386 American Airlines Toronto — New York 1h 31m stop 4:39 pm — 6:23 pm AA358 American Airlines New York — Chicago	5h 56m including layover	Find flight from$116
1:27 pm — 7:15 pm	1:27 pm — 3:08 pm AA3386 American Airlines Toronto — New York 2h 22m stop 5:30 pm — 7:15 pm AA357 American Airlines New York — Chicago	6h 48m including layover	Find flight from$139
1:27 pm — 9:11 pm	1:27 pm — 3:08 pm AA3386 American Airlines Toronto — New York 4h 22m stop 7:30 pm — 9:11 pm AA336 American Airlines New York — Chicago	8h 44m including layover	Find flight from$139
1:27 pm — 8:14 pm	1:27 pm — 3:08 pm AA3386 American Airlines Toronto — New York 3h 22m stop 6:30 pm — 8:14 pm AA380 American Airlines New York — Chicago	7h 47m including layover	Find flight from$139
1:29 pm — 10:06 pm	1:29 pm — 3:06 pm AA3386 American Airlines Toronto — New York 5h 24m stop 8:30 pm — 10:06 pm AA30 American Airlines New York — Chicago	9h 37m including layover	Find flight from$116
1:29 pm — 6:22 pm	1:29 pm — 3:06 pm AA3386 American Airlines Toronto — New York 1h 24m stop 4:30 pm — 6:22 pm AA381 American Airlines New York — Chicago	5h 53m including layover	Find flight from$139
1:30 pm — 7:53 am +1 day	1:30 pm — 3:09 pm AA3386 American Airlines Toronto — New York 15h 21m stop 6:30 am — 7:53 am AA349 American Airlines New York — Chicago	19h 23m including layover	Find flight from$104
2:26 pm — 7:30 pm	2:26 pm — 4:19 pm AA3957 American Airlines Toronto — New York 1h 1m stop 5:20 pm — 7:30 pm AA1414 American Airlines New York — Chicago	6h 4m including layover	Find flight from$201
2:27 pm — 7:38 am +1 day	2:27 pm — 4:20 pm AA3957 American Airlines Toronto — New York 13h 39m stop 5:59 am — 7:38 am AA1279 American Airlines New York — Chicago	18h 11m including layover	Find flight from$104
2:33 pm — 10:06 pm	2:33 pm — 4:15 pm AA3350 American Airlines Toronto — New York 4h 15m stop 8:30 pm — 10:06 pm AA30 American Airlines New York — Chicago	8h 33m including layover	Find flight from$99
2:33 pm — 8:30 pm	2:33 pm — 4:15 pm AA3350 American Airlines Toronto — New York 2h 35m stop 6:50 pm — 8:30 pm WN3821 Southwest Airlines New York — Chicago	6h 57m including layover	Find flight from$311
2:44 pm — 8:01 am +1 day	2:44 pm — 4:30 pm AA3350 American Airlines Toronto — New York 14h stop 6:30 am — 8:01 am AA349 American Airlines New York — Chicago	18h 17m including layover	Find flight from$104
2:44 pm — 10:04 pm	2:44 pm — 4:30 pm AA3350 American Airlines Toronto — New York 4h stop 8:30 pm — 10:04 pm AA196 American Airlines New York — Chicago	8h 20m including layover	Find flight from$104
2:44 pm — 8:14 pm	2:44 pm — 4:30 pm AA3350 American Airlines Toronto — New York 2h stop 6:30 pm — 8:14 pm AA380 American Airlines New York — Chicago	6h 30m including layover	Find flight from$116
2:44 pm — 7:15 pm	2:44 pm — 4:30 pm AA3350 American Airlines Toronto — New York 1h stop 5:30 pm — 7:15 pm AA357 American Airlines New York — Chicago	5h 31m including layover	Find flight from$135
2:44 pm — 8:05 pm	2:44 pm — 4:30 pm AA3350 American Airlines Toronto — New York 2h 10m stop 6:40 pm — 8:05 pm WN1111 Southwest Airlines New York — Chicago	6h 21m including layover	Find flight from$256
2:59 pm — 10:53 pm	2:59 pm — 4:40 pm AA3350 American Airlines Toronto — New York 4h 50m stop 9:30 pm — 10:53 pm AA2461 American Airlines New York — Chicago	8h 54m including layover	Find flight from$104
3:01 pm — 8:15 pm	3:01 pm — 4:40 pm AA3350 American Airlines Toronto — New York 2h 10m stop 6:50 pm — 8:15 pm WN616 Southwest Airlines New York — Chicago	6h 14m including layover	Find flight from$473
3:02 pm — 11:23 pm	3:02 pm — 4:43 pm AA3350 American Airlines Toronto — New York 5h 17m stop 10:00 pm — 11:23 pm AA222 American Airlines New York — Chicago	9h 21m including layover	Find flight from$99
3:19 pm — 7:26 pm	3:19 pm — 5:04 pm AA4901 American Airlines Toronto — Philadelphia 44m stop 5:48 pm — 7:26 pm AA490 American Airlines Philadelphia — Chicago	5h 7m including layover	Find flight from$201
3:19 pm — 9:15 pm	3:19 pm — 5:04 pm AA4901 American Airlines Toronto — Philadelphia 2h 31m stop 7:35 pm — 9:15 pm WN3898 Southwest Airlines Philadelphia — Chicago	6h 56m including layover	Find flight from$377
3:40 pm — 11:08 pm	3:40 pm — 5:20 pm AA4664 American Airlines Toronto — New York 4h 10m stop 9:30 pm — 11:08 pm AA2461 American Airlines New York — Chicago	8h 28m including layover	Find flight from$129
3:40 pm — 10:17 pm	3:40 pm — 5:20 pm AA4664 American Airlines Toronto — New York 3h 10m stop 8:30 pm — 10:17 pm AA196 American Airlines New York — Chicago	7h 37m including layover	Find flight from$129
3:55 pm — 8:33 am +1 day	3:55 pm — 6:09 pm AA2943 American Airlines Toronto — Charlotte 13h 26m stop 7:35 am — 8:33 am AA1668 American Airlines Charlotte — Chicago	17h 38m including layover	Find flight from$104
3:55 pm — 11:28 pm	3:55 pm — 6:09 pm AA2943 American Airlines Toronto — Charlotte 4h 21m stop 10:30 pm — 11:28 pm AA483 American Airlines Charlotte — Chicago	8h 33m including layover	Find flight from$104
3:55 pm — 8:57 pm	3:55 pm — 6:09 pm AA2943 American Airlines Toronto — Charlotte 1h 50m stop 7:59 pm — 8:57 pm AA583 American Airlines Charlotte — Chicago	6h 2m including layover	Find flight from$104
3:55 pm — 9:30 pm	3:55 pm — 6:09 pm AA1876 American Airlines Toronto — Charlotte 2h 6m stop 8:15 pm — 9:30 pm AA583 American Airlines Charlotte — Chicago	6h 35m including layover	Find flight from$135
3:58 pm — 11:47 pm	3:58 pm — 6:13 pm AA1876 American Airlines Toronto — Charlotte 4h 29m stop 10:42 pm — 11:47 pm AA483 American Airlines Charlotte — Chicago	8h 49m including layover	Find flight from$99
5:14 pm — 11:40 pm	5:14 pm — 7:08 pm AA3586 American Airlines Toronto — New York 2h 22m stop 9:30 pm — 11:40 pm AA314 American Airlines New York — Chicago	7h 26m including layover	Find flight from$297
5:20 pm — 10:11 pm	5:20 pm — 7:09 pm AA5542 American Airlines Toronto — Washington D.C. 1h 54m stop 9:03 pm — 10:11 pm AA2499 American Airlines Washington D.C. — Chicago	5h 51m including layover	Find flight from$116
5:20 pm — 7:39 am +1 day	5:20 pm — 7:09 pm AA5542 American Airlines Toronto — Washington D.C. 11h 21m stop 6:30 am — 7:39 am AA466 American Airlines Washington D.C. — Chicago	15h 19m including layover	Find flight from$139
5:22 pm — 10:12 pm	5:22 pm — 7:20 pm AA5542 American Airlines Toronto — Washington D.C. 1h 43m stop 9:03 pm — 10:12 pm AA2679 American Airlines Washington D.C. — Chicago	5h 50m including layover	Find flight from$104
5:55 pm — 10:50 pm	5:55 pm — 7:41 pm AA4931 American Airlines Toronto — Philadelphia 1h 44m stop 9:25 pm — 10:50 pm AA1680 American Airlines Philadelphia — Chicago	5h 55m including layover	Find flight from$104
5:55 pm — 7:19 am +1 day	5:55 pm — 7:41 pm AA4931 American Airlines Toronto — Philadelphia 10h 19m stop 6:00 am — 7:19 am AA1116 American Airlines Philadelphia — Chicago	14h 24m including layover	Find flight from$158
6:00 am — 10:39 am	6:00 am — 8:12 am AA5167 American Airlines Toronto — Charlotte 1h 13m stop 9:25 am — 10:39 am AA1136 American Airlines Charlotte — Chicago	5h 39m including layover	Find flight from$135
6:00 am — 10:33 am	6:00 am — 8:12 am AA5665 American Airlines Toronto — Charlotte 1h 23m stop 9:35 am — 10:33 am AA2080 American Airlines Charlotte — Chicago	5h 33m including layover	Find flight from$139
6:10 pm — 6:22 am +1 day	6:10 pm — 7:50 pm AA4931 American Airlines Toronto — Philadelphia 9h 10m stop 5:00 am — 6:22 am AA2324 American Airlines Philadelphia — Chicago	13h 12m including layover	Find flight from$104
6:10 pm — 7:27 am +1 day	6:10 pm — 7:50 pm AA4931 American Airlines Toronto — Philadelphia 10h 15m stop 6:05 am — 7:27 am AA2164 American Airlines Philadelphia — Chicago	14h 17m including layover	Find flight from$104
6:15 am — 10:31 am	6:15 am — 8:03 am AA5603 American Airlines Toronto — Washington D.C. 1h 32m stop 9:35 am — 10:31 am AA1167 American Airlines Washington D.C. — Chicago	5h 16m including layover	Find flight from$139
6:29 am — 11:30 pm	6:29 am — 8:14 am AA3955 American Airlines Toronto — New York 13h 46m stop 10:00 pm — 11:30 pm AA2461 American Airlines New York — Chicago	18h 1m including layover	Find flight from$104
6:29 am — 11:17 am	6:29 am — 8:14 am AA3955 American Airlines Toronto — New York 1h 16m stop 9:30 am — 11:17 am AA519 American Airlines New York — Chicago	5h 48m including layover	Find flight from$104
6:30 am — 11:23 pm	6:30 am — 8:17 am AA3955 American Airlines Toronto — New York 13h 43m stop 10:00 pm — 11:23 pm AA222 American Airlines New York — Chicago	17h 53m including layover	Find flight from$99
6:30 am — 10:53 am	6:30 am — 8:12 am AA3955 American Airlines Toronto — New York 1h 18m stop 9:30 am — 10:53 am AA129 American Airlines New York — Chicago	5h 23m including layover	Find flight from$139
6:31 am — 1:20 pm	6:31 am — 8:17 am AA3955 American Airlines Toronto — New York 3h 13m stop 11:30 am — 1:20 pm AA337 American Airlines New York — Chicago	7h 49m including layover	Find flight from$99
6:31 am — 3:13 pm	6:31 am — 8:17 am AA3955 American Airlines Toronto — New York 5h 13m stop 1:30 pm — 3:13 pm AA349 American Airlines New York — Chicago	9h 42m including layover	Find flight from$99
6:32 am — 11:20 am	6:32 am — 8:14 am AA3955 American Airlines Toronto — New York 1h 16m stop 9:30 am — 11:20 am AA1924 American Airlines New York — Chicago	5h 48m including layover	Find flight from$99
6:35 pm — 0:39 am +1 day	6:35 pm — 8:58 pm AA1111 American Airlines Toronto — Dallas 1h 23m stop 10:21 pm — 0:39 am AA2585 American Airlines Dallas — Chicago	7h 4m including layover	Find flight from$295
6:35 pm — 7:45 am +1 day	6:35 pm — 8:58 pm AA1111 American Airlines Toronto — Dallas 8h 24m stop 5:22 am — 7:45 am AA2812 American Airlines Dallas — Chicago	14h 10m including layover	Find flight from$315
6:35 pm — 9:33 am +1 day	6:35 pm — 8:58 pm AA1111 American Airlines Toronto — Dallas 10h 4m stop 7:02 am — 9:33 am AA2180 American Airlines Dallas — Chicago	15h 58m including layover	Find flight from$361
6:35 pm — 7:44 am +1 day	6:35 pm — 8:57 pm AA1111 American Airlines Toronto — Dallas 8h 23m stop 5:20 am — 7:44 am AA2513 American Airlines Dallas — Chicago	14h 9m including layover	Find flight from$361
7:00 am — 12:29 pm	7:00 am — 8:38 am AA4992 American Airlines Toronto — Philadelphia 2h 18m stop 10:56 am — 12:29 pm AA1920 American Airlines Philadelphia — Chicago	6h 29m including layover	Find flight from$99
7:00 am — 1:48 pm	7:00 am — 8:38 am AA4992 American Airlines Toronto — Philadelphia 3h 47m stop 12:25 pm — 1:48 pm AA2840 American Airlines Philadelphia — Chicago	7h 48m including layover	Find flight from$99
7:00 am — 10:57 am	7:00 am — 8:38 am AA4992 American Airlines Toronto — Philadelphia 47m stop 9:25 am — 10:57 am AA2095 American Airlines Philadelphia — Chicago	4h 57m including layover	Find flight from$99
7:00 am — 11:53 am	7:00 am — 8:40 am AA4992 American Airlines Toronto — Philadelphia 1h 49m stop 10:29 am — 11:53 am AA518 American Airlines Philadelphia — Chicago	5h 53m including layover	Find flight from$104
7:00 am — 12:15 pm	7:00 am — 8:38 am AA4992 American Airlines Toronto — Philadelphia 2h 22m stop 11:00 am — 12:15 pm WN1614 Southwest Airlines Philadelphia — Chicago	6h 15m including layover	Find flight from$327
7:00 am — 12:05 pm	7:00 am — 8:38 am AA4992 American Airlines Toronto — Philadelphia 2h 12m stop 10:50 am — 12:05 pm WN1863 Southwest Airlines Philadelphia — Chicago	6h 5m including layover	Find flight from$344
7:00 am — 12:00 pm	7:00 am — 8:38 am AA4992 American Airlines Toronto — Philadelphia 2h 12m stop 10:50 am — 12:00 pm WN3973 Southwest Airlines Philadelphia — Chicago	6h including layover	Find flight from$366
7:15 am — 12:28 pm	7:15 am — 9:18 am AA5689 American Airlines Toronto — Charlotte 2h 12m stop 11:30 am — 12:28 pm AA2817 American Airlines Charlotte — Chicago	6h 13m including layover	Find flight from$139
7:15 pm — 11:45 pm	7:15 pm — 9:28 pm AA5139 American Airlines Toronto — Charlotte 1h 14m stop 10:42 pm — 11:45 pm AA483 American Airlines Charlotte — Chicago	5h 30m including layover	Find flight from$99
7:15 pm — 6:18 am +1 day	7:15 pm — 9:28 pm AA5139 American Airlines Toronto — Charlotte 7h 47m stop 5:15 am — 6:18 am AA226 American Airlines Charlotte — Chicago	12h 3m including layover	Find flight from$99
7:15 pm — 11:28 pm	7:15 pm — 9:22 pm AA5705 American Airlines Toronto — Charlotte 1h 8m stop 10:30 pm — 11:28 pm AA483 American Airlines Charlotte — Chicago	5h 13m including layover	Find flight from$104
7:15 pm — 8:33 am +1 day	7:15 pm — 9:22 pm AA5705 American Airlines Toronto — Charlotte 10h 13m stop 7:35 am — 8:33 am AA1668 American Airlines Charlotte — Chicago	14h 18m including layover	Find flight from$104
7:15 pm — 6:45 am +1 day	7:15 pm — 9:28 pm AA5139 American Airlines Toronto — Charlotte 8h 32m stop 6:00 am — 6:45 am WN536 Southwest Airlines Charlotte — Chicago	12h 30m including layover	Find flight from$374
7:15 pm — 6:15 am +1 day	7:15 pm — 9:28 pm AA5139 American Airlines Toronto — Charlotte 7h 57m stop 5:25 am — 6:15 am WN3927 Southwest Airlines Charlotte — Chicago	12h including layover	Find flight from$493
7:30 am — 11:44 pm	7:30 am — 9:36 am AA5496 American Airlines Toronto — Charlotte 13h 6m stop 10:42 pm — 11:44 pm AA483 American Airlines Charlotte — Chicago	17h 14m including layover	Find flight from$99
7:30 am — 12:42 pm	7:30 am — 9:36 am AA5496 American Airlines Toronto — Charlotte 1h 49m stop 11:25 am — 12:42 pm AA2817 American Airlines Charlotte — Chicago	6h 12m including layover	Find flight from$116
8:27 am — 5:17 pm	8:27 am — 10:10 am AA4887 American Airlines Toronto — Philadelphia 5h 30m stop 3:40 pm — 5:17 pm AA1941 American Airlines Philadelphia — Chicago	9h 50m including layover	Find flight from$104
8:27 am — 12:38 pm	8:27 am — 10:10 am AA4887 American Airlines Toronto — Philadelphia 55m stop 11:05 am — 12:38 pm AA1920 American Airlines Philadelphia — Chicago	5h 11m including layover	Find flight from$104
8:27 am — 11:13 pm	8:27 am — 10:10 am AA4887 American Airlines Toronto — Philadelphia 11h 30m stop 9:40 pm — 11:13 pm AA1680 American Airlines Philadelphia — Chicago	15h 46m including layover	Find flight from$104
9:10 am — 9:51 pm	9:10 am — 11:00 am AA5603 American Airlines Toronto — Washington D.C. 9h 55m stop 8:55 pm — 9:51 pm AA2679 American Airlines Washington D.C. — Chicago	13h 41m including layover	Find flight from$116
9:10 am — 6:26 pm	9:10 am — 11:00 am AA5603 American Airlines Toronto — Washington D.C. 6h 30m stop 5:30 pm — 6:26 pm AA1486 American Airlines Washington D.C. — Chicago	10h 16m including layover	Find flight from$139
9:10 am — 8:11 pm	9:10 am — 11:00 am AA5603 American Airlines Toronto — Washington D.C. 8h 15m stop 7:15 pm — 8:11 pm AA4100 American Airlines Washington D.C. — Chicago	12h 1m including layover	Find flight from$210
9:15 am — 1:39 pm	9:15 am — 10:50 am AA4887 American Airlines Toronto — Philadelphia 1h 30m stop 12:20 pm — 1:39 pm AA2608 American Airlines Philadelphia — Chicago	5h 24m including layover	Find flight from$104
9:15 am — 6:10 pm	9:15 am — 10:50 am AA4887 American Airlines Toronto — Philadelphia 5h 57m stop 4:47 pm — 6:10 pm AA2374 American Airlines Philadelphia — Chicago	9h 55m including layover	Find flight from$104
9:15 am — 1:48 pm	9:15 am — 10:53 am AA4887 American Airlines Toronto — Philadelphia 1h 32m stop 12:25 pm — 1:48 pm AA2840 American Airlines Philadelphia — Chicago	5h 33m including layover	Find flight from$116
9:15 am — 5:26 pm	9:15 am — 10:53 am AA4887 American Airlines Toronto — Philadelphia 4h 58m stop 3:51 pm — 5:26 pm AA33 American Airlines Philadelphia — Chicago	9h 11m including layover	Find flight from$135
9:15 am — 7:26 pm	9:15 am — 10:53 am AA4887 American Airlines Toronto — Philadelphia 6h 55m stop 5:48 pm — 7:26 pm AA490 American Airlines Philadelphia — Chicago	11h 11m including layover	Find flight from$158
9:15 am — 2:10 pm	9:15 am — 10:53 am AA4887 American Airlines Toronto — Philadelphia 2h 7m stop 1:00 pm — 2:10 pm WN4053 Southwest Airlines Philadelphia — Chicago	5h 55m including layover	Find flight from$426
11:00 am — 6:23 pm	11:00 am — 12:46 pm AA5517 American Airlines Toronto — Washington D.C. 1h 14m stop 2:00 pm — 3:26 pm AA4319 American Airlines Washington D.C. — New York 1h 13m stop 4:39 pm — 6:23 pm AA358 American Airlines New York — Chicago	8h 23m including layover	Find flight from$189
1:29 pm — 8:31 pm	1:29 pm — 3:05 pm AA3386 American Airlines Toronto — New York 1h 55m stop 5:00 pm — 6:30 pm AA4322 American Airlines New York — Washington D.C. 35m stop 7:05 pm — 8:31 pm AA363 American Airlines Washington D.C. — Chicago	8h 2m including layover	Find flight from$471
5:20 pm — 11:23 pm	5:20 pm — 7:09 pm AA5542 American Airlines Toronto — Washington D.C. 51m stop 8:00 pm — 9:16 pm AA2123 American Airlines Washington D.C. — New York 44m stop 10:00 pm — 11:23 pm AA222 American Airlines New York — Chicago	7h 3m including layover	Find flight from$340
5:20 pm — 6:10 am +1 day	5:20 pm — 7:09 pm AA5542 American Airlines Toronto — Washington D.C. 2h 51m stop 10:00 pm — 11:04 pm AA1726 American Airlines Washington D.C. — Pittsburgh 6h 41m stop 5:45 am — 6:10 am WN2204 Southwest Airlines Pittsburgh — Chicago	13h 50m including layover	Find flight from$479
5:22 pm — 11:30 pm	5:22 pm — 7:20 pm AA5542 American Airlines Toronto — Washington D.C. 40m stop 8:00 pm — 9:18 pm AA2123 American Airlines Washington D.C. — New York 42m stop 10:00 pm — 11:30 pm AA2461 American Airlines New York — Chicago	7h 8m including layover	Find flight from$163
5:55 pm — 6:55 am +1 day	5:55 pm — 7:40 pm AA4931 American Airlines Toronto — Philadelphia 1h 40m stop 9:20 pm — 10:37 pm AA1640 American Airlines Philadelphia — Nashville 6h 53m stop 5:30 am — 6:55 am WN550 Southwest Airlines Nashville — Chicago	14h including layover	Find flight from$244
7:15 pm — 6:30 am +1 day	7:15 pm — 9:28 pm AA5139 American Airlines Toronto — Charlotte 1h 16m stop 10:44 pm — 0:23 am AA2692 American Airlines Charlotte — Minneapolis 4h 42m stop 5:05 am — 6:30 am WN2362 Southwest Airlines Minneapolis — Chicago	12h 15m including layover	Find flight from$408
7:15 pm — 6:40 am +1 day	7:15 pm — 9:28 pm AA5139 American Airlines Toronto — Charlotte 1h 16m stop 10:44 pm — 0:23 am AA2692 American Airlines Charlotte — Minneapolis 4h 52m stop 5:15 am — 6:40 am WN3703 Southwest Airlines Minneapolis — Chicago	12h 25m including layover	Find flight from$638

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 7 flights by American Airlines 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 10:25 am to 9:15 am. Nonstop flight is 1h 52m. The time difference between Toronto and Chicago is 1h.

The fastest flight 1h 52m
Average flight time 1h 56m
The earliest flight 10:25 am
The latest flight 9:15 am
Distance 436 ml

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

The cheapest flight by American Airlines that our users were able to find is $99. This airfare is economy class on one-way AA3955 flight for August 27, 2019 leaving Pearson International in Toronto at 6:30 am, it includes all taxes and additional fees.

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American Airlines Airplanes on the Route

List of the most popular American Airlines airplanes flying from Toronto to Chicago:

Embraer RJ145

from $99

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Airbus A319

from $99

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Bombardier CRJ 900

from $99

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Embraer RJ140

from $99

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Canadair Regional Jet

from $104

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Bombardier CRJ

from $104

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Bombardier CRJ 700

from $110

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Boeing 737-800

from $111

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Embraer 175

from $111

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Embraer 175 (short wing)

from $129

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Other Popular Airlines on the Route

Besides American Airlines 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 21 direct flights every day from Toronto. Airlines and fares are below:

AC - Air Canada

from $108

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UA - United Airlines

from $109

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Connecting Flights

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

AC - Air Canada

from $105

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PD - Porter Airlines

from $196

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DL - Delta Air Lines Inc.

from $130

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WS - WestJet

from $133

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UA - United Airlines

from $184

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See more connecting flights

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