American Airlines Toronto to Chicago Flights

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Cheapflightsplus.com will find cheap American Airlines flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $134 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 march: one-way - $134, two-way – $230.

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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 $134. The fastest nonstop flight takes 1h 57m. The fastest connecting flight — 5h 11m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $201 Find flight	3:11 pm Toronto Pearson International	4:09 pm Chicago O'Hare International	1h 58m	American Airlines	AA3080
from $201 Find flight	7:56 pm Toronto Pearson International	8:53 pm Chicago O'Hare International	1h 57m	American Airlines	AA3033
from $244 Find flight	11:48 am Toronto Pearson International	12:45 pm Chicago O'Hare International	1h 57m	American Airlines	AA3439
from $244 Find flight	6:22 pm Toronto Pearson International	7:25 pm Chicago O'Hare International	2h 3m	American Airlines	AA3284
from $264 Find flight	8:15 am Toronto Pearson International	9:21 am Chicago O'Hare International	2h 6m	American Airlines	AA3430
from $134 Find flight	6:11 pm Toronto Pearson International	6:21 am+1 day Chicago O'Hare International	13h 10m layover 9h 4m - Philadelphia	American Airlines	AA4931 AA2324
from $152 Find flight	6:15 am Toronto Pearson International	10:47 am Chicago O'Hare International	5h 32m layover 1h 26m - Washington D.C.	American Airlines	AA4299 AA1167
from $152 Find flight	7:30 am Toronto Pearson International	12:37 pm Chicago O'Hare International	6h 7m layover 1h 38m - Charlotte	American Airlines	AA5660 AA864
from $153 Find flight	6:15 am Toronto Pearson International	12:14 pm Chicago O'Hare International	6h 59m layover 2h 54m - Washington D.C.	American Airlines	AA4299 AA1033
from $153 Find flight	7:30 am Toronto Pearson International	2:14 pm Chicago O'Hare International	7h 44m layover 3h 22m - Charlotte	American Airlines	AA5660 AA1650
from $153 Find flight	6:15 am Toronto Pearson International	1:58 pm Chicago O'Hare International	8h 43m layover 4h 31m - Washington D.C.	American Airlines	AA4299 AA985
from $153 Find flight	7:30 am Toronto Pearson International	3:44 pm Chicago O'Hare International	9h 14m layover 4h 47m - Charlotte	American Airlines	AA5660 AA1883
from $205 Find flight	10:21 am Toronto Pearson International	3:13 pm Chicago O'Hare International	5h 52m layover 1h 30m - New York	American Airlines	AA4555 AA30

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 02/19/2019

American Airlines Flight Schedule Toronto to Chicago

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	Flight Details	Flight Time	Price
11:48 am — 12:45 pm	11:48 am — 12:45 pm AA3439 American Airlines Toronto — Chicago	1h 57m	Find flight from$244
3:11 pm — 4:09 pm	3:11 pm — 4:09 pm AA3080 American Airlines Toronto — Chicago	1h 58m	Find flight from$201
6:22 pm — 7:25 pm	6:22 pm — 7:25 pm AA3284 American Airlines Toronto — Chicago	2h 3m	Find flight from$244
7:56 pm — 8:53 pm	7:56 pm — 8:53 pm AA3033 American Airlines Toronto — Chicago	1h 57m	Find flight from$201
8:15 am — 9:21 am	8:15 am — 9:21 am AA3430 American Airlines Toronto — Chicago	2h 6m	Find flight from$264
10:21 am — 3:13 pm	10:21 am — 12:00 pm AA4555 American Airlines Toronto — New York 1h 30m stop 1:30 pm — 3:13 pm AA30 American Airlines New York — Chicago	5h 52m including layover	Find flight from$205
10:21 am — 4:08 pm	10:21 am — 12:00 pm AA4555 American Airlines Toronto — New York 2h 30m stop 2:30 pm — 4:08 pm AA114 American Airlines New York — Chicago	6h 47m including layover	Find flight from$250
10:21 am — 6:20 pm	10:21 am — 12:00 pm AA4555 American Airlines Toronto — New York 4h 30m stop 4:30 pm — 6:20 pm AA194 American Airlines New York — Chicago	8h 59m including layover	Find flight from$278
10:47 am — 7:28 am +1 day	10:47 am — 12:25 pm AA4864 American Airlines Toronto — Philadelphia 17h 40m stop 6:05 am — 7:28 am AA892 American Airlines Philadelphia — Chicago	21h 41m including layover	Find flight from$206
10:47 am — 6:10 am +1 day	10:47 am — 12:25 pm AA4864 American Airlines Toronto — Philadelphia 16h 35m stop 5:00 am — 6:10 am AA2324 American Airlines Philadelphia — Chicago	20h 23m including layover	Find flight from$206
10:47 am — 5:16 pm	10:47 am — 12:25 pm AA4864 American Airlines Toronto — Philadelphia 3h 15m stop 3:40 pm — 5:16 pm AA828 American Airlines Philadelphia — Chicago	7h 29m including layover	Find flight from$406
10:47 am — 5:21 pm	10:47 am — 12:25 pm AA4864 American Airlines Toronto — Philadelphia 3h 18m stop 3:43 pm — 5:21 pm AA2181 American Airlines Philadelphia — Chicago	7h 34m including layover	Find flight from$588
10:58 am — 10:12 pm	10:58 am — 12:53 pm AA4261 American Airlines Toronto — Washington D.C. 8h 7m stop 9:00 pm — 10:12 pm AA2499 American Airlines Washington D.C. — Chicago	12h 14m including layover	Find flight from$206
10:59 am — 3:46 pm	10:59 am — 12:54 pm AA4261 American Airlines Toronto — Washington D.C. 1h 36m stop 2:30 pm — 3:46 pm AA1609 American Airlines Washington D.C. — Chicago	5h 47m including layover	Find flight from$206
10:59 am — 6:57 pm	10:59 am — 12:54 pm AA4261 American Airlines Toronto — Washington D.C. 4h 36m stop 5:30 pm — 6:57 pm AA1486 American Airlines Washington D.C. — Chicago	8h 58m including layover	Find flight from$278
12:14 pm — 7:03 pm	12:14 pm — 1:56 pm AA3957 American Airlines Toronto — New York 3h 9m stop 5:05 pm — 7:03 pm AA1414 American Airlines New York — Chicago	7h 49m including layover	Find flight from$278
12:15 pm — 7:25 pm	12:15 pm — 2:42 pm AA3470 American Airlines Toronto — Dallas 2h 13m stop 4:55 pm — 7:25 pm AA1463 American Airlines Dallas — Chicago	8h 10m including layover	Find flight from$510
12:15 pm — 6:47 pm	12:15 pm — 2:42 pm AA3470 American Airlines Toronto — Dallas 1h 38m stop 4:20 pm — 6:47 pm AA2418 American Airlines Dallas — Chicago	7h 32m including layover	Find flight from$603
12:30 pm — 11:54 pm	12:30 pm — 2:43 pm AA5612 American Airlines Toronto — Charlotte 8h 12m stop 10:55 pm — 11:54 pm AA483 American Airlines Charlotte — Chicago	12h 24m including layover	Find flight from$206
12:30 pm — 11:00 pm	12:30 pm — 2:08 pm AA3386 American Airlines Toronto — New York 7h 22m stop 9:30 pm — 11:00 pm AA2461 American Airlines New York — Chicago	11h 30m including layover	Find flight from$235
12:30 pm — 10:06 pm	12:30 pm — 2:08 pm AA3386 American Airlines Toronto — New York 6h 21m stop 8:29 pm — 10:06 pm AA196 American Airlines New York — Chicago	10h 36m including layover	Find flight from$250
12:30 pm — 6:20 pm	12:30 pm — 2:08 pm AA3386 American Airlines Toronto — New York 2h 22m stop 4:30 pm — 6:20 pm AA194 American Airlines New York — Chicago	6h 50m including layover	Find flight from$250
12:30 pm — 7:22 pm	12:30 pm — 2:08 pm AA3386 American Airlines Toronto — New York 3h 22m stop 5:30 pm — 7:22 pm AA357 American Airlines New York — Chicago	7h 52m including layover	Find flight from$250
12:35 pm — 5:54 pm	12:35 pm — 2:43 pm AA5612 American Airlines Toronto — Charlotte 1h 48m stop 4:31 pm — 5:54 pm AA1017 American Airlines Charlotte — Chicago	6h 19m including layover	Find flight from$206
12:35 pm — 7:16 pm	12:35 pm — 2:43 pm AA5612 American Airlines Toronto — Charlotte 3h 16m stop 5:59 pm — 7:16 pm AA2488 American Airlines Charlotte — Chicago	7h 41m including layover	Find flight from$278
2:50 pm — 10:06 pm	2:50 pm — 4:28 pm AA4664 American Airlines Toronto — New York 4h 1m stop 8:29 pm — 10:06 pm AA196 American Airlines New York — Chicago	8h 16m including layover	Find flight from$227
2:50 pm — 11:00 pm	2:50 pm — 4:28 pm AA4664 American Airlines Toronto — New York 5h 2m stop 9:30 pm — 11:00 pm AA2461 American Airlines New York — Chicago	9h 10m including layover	Find flight from$235
2:50 pm — 7:22 pm	2:50 pm — 4:28 pm AA4664 American Airlines Toronto — New York 1h 2m stop 5:30 pm — 7:22 pm AA357 American Airlines New York — Chicago	5h 32m including layover	Find flight from$250
2:50 pm — 8:09 am +1 day	2:50 pm — 4:28 pm AA4664 American Airlines Toronto — New York 14h 2m stop 6:30 am — 8:09 am AA349 American Airlines New York — Chicago	18h 19m including layover	Find flight from$250
2:50 pm — 9:17 pm	2:50 pm — 4:28 pm AA4664 American Airlines Toronto — New York 3h 2m stop 7:30 pm — 9:17 pm AA336 American Airlines New York — Chicago	7h 27m including layover	Find flight from$278
2:50 pm — 8:22 pm	2:50 pm — 4:28 pm AA4664 American Airlines Toronto — New York 2h 2m stop 6:30 pm — 8:22 pm AA380 American Airlines New York — Chicago	6h 32m including layover	Find flight from$278
2:50 pm — 9:14 am +1 day	2:50 pm — 4:28 pm AA4664 American Airlines Toronto — New York 15h 2m stop 7:30 am — 9:14 am AA370 American Airlines New York — Chicago	19h 24m including layover	Find flight from$356
3:21 pm — 7:28 am +1 day	3:21 pm — 5:05 pm AA4901 American Airlines Toronto — Philadelphia 13h stop 6:05 am — 7:28 am AA892 American Airlines Philadelphia — Chicago	17h 7m including layover	Find flight from$250
3:21 pm — 10:54 pm	3:21 pm — 5:05 pm AA4901 American Airlines Toronto — Philadelphia 4h 20m stop 9:25 pm — 10:54 pm AA1680 American Airlines Philadelphia — Chicago	8h 33m including layover	Find flight from$336
3:21 pm — 9:11 am +1 day	3:21 pm — 5:05 pm AA4901 American Airlines Toronto — Philadelphia 14h 40m stop 7:45 am — 9:11 am AA2098 American Airlines Philadelphia — Chicago	18h 50m including layover	Find flight from$356
3:21 pm — 7:32 pm	3:21 pm — 5:05 pm AA4901 American Airlines Toronto — Philadelphia 45m stop 5:50 pm — 7:32 pm AA490 American Airlines Philadelphia — Chicago	5h 11m including layover	Find flight from$622
3:53 pm — 11:56 pm	3:53 pm — 6:13 pm AA5079 American Airlines Toronto — Charlotte 4h 42m stop 10:55 pm — 11:56 pm AA483 American Airlines Charlotte — Chicago	9h 3m including layover	Find flight from$206
3:53 pm — 9:16 pm	3:53 pm — 6:13 pm AA5079 American Airlines Toronto — Charlotte 1h 48m stop 8:01 pm — 9:16 pm AA2760 American Airlines Charlotte — Chicago	6h 23m including layover	Find flight from$278
3:53 pm — 8:50 am +1 day	3:53 pm — 6:13 pm AA5079 American Airlines Toronto — Charlotte 13h 23m stop 7:36 am — 8:50 am AA462 American Airlines Charlotte — Chicago	17h 57m including layover	Find flight from$278
5:20 pm — 10:12 pm	5:20 pm — 7:10 pm AA4238 American Airlines Toronto — Washington D.C. 1h 50m stop 9:00 pm — 10:12 pm AA2499 American Airlines Washington D.C. — Chicago	5h 52m including layover	Find flight from$206
5:56 pm — 10:54 pm	5:56 pm — 7:39 pm AA4931 American Airlines Toronto — Philadelphia 1h 46m stop 9:25 pm — 10:54 pm AA1680 American Airlines Philadelphia — Chicago	5h 58m including layover	Find flight from$406
5:58 pm — 1:01 am +1 day	5:58 pm — 8:28 pm AA1111 American Airlines Toronto — Dallas 2h 7m stop 10:35 pm — 1:01 am AA2585 American Airlines Dallas — Chicago	8h 3m including layover	Find flight from$498
6:11 pm — 6:21 am +1 day	6:11 pm — 7:56 pm AA4931 American Airlines Toronto — Philadelphia 9h 4m stop 5:00 am — 6:21 am AA2324 American Airlines Philadelphia — Chicago	13h 10m including layover	Find flight from$134
6:15 am — 10:47 am	6:15 am — 8:09 am AA4299 American Airlines Toronto — Washington D.C. 1h 26m stop 9:35 am — 10:47 am AA1167 American Airlines Washington D.C. — Chicago	5h 32m including layover	Find flight from$152
6:15 am — 12:14 pm	6:15 am — 8:09 am AA4299 American Airlines Toronto — Washington D.C. 2h 54m stop 11:03 am — 12:14 pm AA1033 American Airlines Washington D.C. — Chicago	6h 59m including layover	Find flight from$153
6:15 am — 1:58 pm	6:15 am — 8:09 am AA4299 American Airlines Toronto — Washington D.C. 4h 31m stop 12:40 pm — 1:58 pm AA985 American Airlines Washington D.C. — Chicago	8h 43m including layover	Find flight from$153
6:15 am — 3:46 pm	6:15 am — 8:09 am AA4299 American Airlines Toronto — Washington D.C. 6h 21m stop 2:30 pm — 3:46 pm AA1609 American Airlines Washington D.C. — Chicago	10h 31m including layover	Find flight from$153
6:30 am — 2:07 pm	6:30 am — 8:19 am AA3955 American Airlines Toronto — New York 4h 10m stop 12:29 pm — 2:07 pm AA367 American Airlines New York — Chicago	8h 37m including layover	Find flight from$206
6:30 am — 11:16 am	6:30 am — 8:19 am AA3955 American Airlines Toronto — New York 1h 11m stop 9:30 am — 11:16 am AA129 American Airlines New York — Chicago	5h 46m including layover	Find flight from$206
6:30 am — 3:13 pm	6:30 am — 8:15 am AA3955 American Airlines Toronto — New York 5h 15m stop 1:30 pm — 3:13 pm AA30 American Airlines New York — Chicago	9h 43m including layover	Find flight from$206
6:30 am — 12:18 pm	6:30 am — 8:15 am AA3955 American Airlines Toronto — New York 2h 15m stop 10:30 am — 12:18 pm AA2302 American Airlines New York — Chicago	6h 48m including layover	Find flight from$206
6:30 am — 1:10 pm	6:30 am — 8:19 am AA3955 American Airlines Toronto — New York 3h 11m stop 11:30 am — 1:10 pm AA337 American Airlines New York — Chicago	7h 40m including layover	Find flight from$206
7:00 am — 12:44 pm	7:00 am — 9:26 am AA1169 American Airlines Toronto — Dallas 53m stop 10:19 am — 12:44 pm AA1258 American Airlines Dallas — Chicago	6h 44m including layover	Find flight from$498
7:00 am — 1:35 pm	7:00 am — 9:32 am AA1169 American Airlines Toronto — Dallas 1h 33m stop 11:05 am — 1:35 pm AA319 American Airlines Dallas — Chicago	7h 35m including layover	Find flight from$498
7:15 pm — 11:56 pm	7:15 pm — 9:32 pm AA5631 American Airlines Toronto — Charlotte 1h 23m stop 10:55 pm — 11:56 pm AA483 American Airlines Charlotte — Chicago	5h 41m including layover	Find flight from$206
7:17 am — 2:09 pm	7:17 am — 8:52 am AA4992 American Airlines Toronto — Philadelphia 3h 54m stop 12:46 pm — 2:09 pm AA2011 American Airlines Philadelphia — Chicago	7h 52m including layover	Find flight from$278
7:17 am — 12:34 pm	7:17 am — 8:52 am AA4992 American Airlines Toronto — Philadelphia 2h 9m stop 11:01 am — 12:34 pm AA2095 American Airlines Philadelphia — Chicago	6h 17m including layover	Find flight from$298
7:20 am — 12:31 pm	7:20 am — 8:52 am AA4992 American Airlines Toronto — Philadelphia 2h 8m stop 11:00 am — 12:31 pm AA806 American Airlines Philadelphia — Chicago	6h 11m including layover	Find flight from$278
7:30 am — 12:37 pm	7:30 am — 9:47 am AA5660 American Airlines Toronto — Charlotte 1h 38m stop 11:25 am — 12:37 pm AA864 American Airlines Charlotte — Chicago	6h 7m including layover	Find flight from$152
7:30 am — 2:14 pm	7:30 am — 9:45 am AA5660 American Airlines Toronto — Charlotte 3h 22m stop 1:07 pm — 2:14 pm AA1650 American Airlines Charlotte — Chicago	7h 44m including layover	Find flight from$153
7:30 am — 3:44 pm	7:30 am — 9:47 am AA5660 American Airlines Toronto — Charlotte 4h 47m stop 2:34 pm — 3:44 pm AA1883 American Airlines Charlotte — Chicago	9h 14m including layover	Find flight from$153
7:30 am — 5:47 pm	7:30 am — 9:45 am AA5660 American Airlines Toronto — Charlotte 6h 45m stop 4:30 pm — 5:47 pm AA1017 American Airlines Charlotte — Chicago	11h 17m including layover	Find flight from$153
7:30 am — 11:56 pm	7:30 am — 9:47 am AA5660 American Airlines Toronto — Charlotte 13h 8m stop 10:55 pm — 11:56 pm AA483 American Airlines Charlotte — Chicago	17h 26m including layover	Find flight from$156
9:18 am — 2:09 pm	9:18 am — 10:54 am AA4887 American Airlines Toronto — Philadelphia 1h 52m stop 12:46 pm — 2:09 pm AA2011 American Airlines Philadelphia — Chicago	5h 51m including layover	Find flight from$250
9:18 am — 5:16 pm	9:18 am — 10:54 am AA4887 American Airlines Toronto — Philadelphia 4h 46m stop 3:40 pm — 5:16 pm AA828 American Airlines Philadelphia — Chicago	8h 58m including layover	Find flight from$336
9:18 am — 7:32 pm	9:18 am — 10:54 am AA4887 American Airlines Toronto — Philadelphia 6h 56m stop 5:50 pm — 7:32 pm AA490 American Airlines Philadelphia — Chicago	11h 14m including layover	Find flight from$500
9:18 am — 5:21 pm	9:18 am — 10:54 am AA4887 American Airlines Toronto — Philadelphia 4h 49m stop 3:43 pm — 5:21 pm AA2181 American Airlines Philadelphia — Chicago	9h 3m including layover	Find flight from$521
2:50 pm — 9:16 pm	2:50 pm — 4:28 pm AA4664 American Airlines Toronto — New York 46m stop 5:14 pm — 7:24 pm AA2068 American Airlines New York — Charlotte 37m stop 8:01 pm — 9:16 pm AA2760 American Airlines Charlotte — Chicago	7h 26m including layover	Find flight from$527
6:30 am — 1:18 pm	6:30 am — 8:15 am AA3955 American Airlines Toronto — New York 45m stop 9:00 am — 10:58 am AA4528 American Airlines New York — Columbus 1h 54m stop 12:52 pm — 1:18 pm AA3854 American Airlines Columbus — Chicago	7h 48m including layover	Find flight from$292

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

*Departure and arrival times are local. Last updated on 02/19/2019

Flight Information

There are 5 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 10:21 am to 9:18 am. Nonstop flight is 1h 57m. The time difference between Toronto and Chicago is 1h.

The fastest flight 1h 57m
Average flight time 1h 58m
The earliest flight 10:21 am
The latest flight 9:18 am
Distance 436 ml

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

The cheapest flight by American Airlines that our users were able to find is $134. This airfare is economy class on one-way AA4931 flight for February 23, 2019 leaving Pearson International in Toronto at 6:11 pm, 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 $152

Find
Canadair Regional Jet 900

from $152

Find
Canadair 900

from $153

Find
Canadair Regional Jet 700

from $201

Find
Embraer 175 (short wing)

from $205

Find
Embraer RJ140

from $206

Find
Embraer 175

from $227

Find

Other Popular Airlines on the Route

Besides American Airlines there are other 3 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 12 direct flights every day from Toronto. Airlines and fares are below:

AC - Air Canada

from $138

Find
PD - Porter Airlines

from $141

Find
UA - United Airlines

from $150

Find

See more direct flights

Connecting Flights

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

AC - Air Canada

from $122

Find
UA - United Airlines

from $215

Find
PD - Porter Airlines

from $666

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»
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Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
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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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