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 $84 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 may: one-way - $84, two-way – $144.

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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 $84. The fastest nonstop flight takes 1h 52m. The fastest connecting flight — 4h 55m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $86 Find flight	8:15 am Toronto Pearson International	9:07 am Chicago O'Hare International	1h 52m	American Airlines	AA3430
from $87 Find flight	11:45 am Toronto Pearson International	12:37 pm Chicago O'Hare International	1h 52m	American Airlines	AA4003
from $87 Find flight	3:14 pm Toronto Pearson International	4:06 pm Chicago O'Hare International	1h 52m	American Airlines	AA3291
from $87 Find flight	8:16 am Toronto Pearson International	9:11 am Chicago O'Hare International	1h 55m	American Airlines	AA2520
from $87 Find flight	7:55 pm Toronto Pearson International	8:48 pm Chicago O'Hare International	1h 53m	American Airlines	AA3231
from $87 Find flight	6:21 pm Toronto Pearson International	7:16 pm Chicago O'Hare International	1h 55m	American Airlines	AA4112
from $87 Find flight	3:14 pm Toronto Pearson International	4:06 pm Chicago O'Hare International	1h 52m	American Airlines	AA3080
from $87 Find flight	6:21 pm Toronto Pearson International	7:16 pm Chicago O'Hare International	1h 55m	American Airlines	AA3526
from $87 Find flight	7:55 pm Toronto Pearson International	8:48 pm Chicago O'Hare International	1h 53m	American Airlines	AA3033
from $87 Find flight	11:45 am Toronto Pearson International	12:37 pm Chicago O'Hare International	1h 52m	American Airlines	AA3736
from $84 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 $84 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 $84 Find flight	10:57 am Toronto Pearson International	5:41 pm Chicago O'Hare International	7h 44m layover 3h 35m - Philadelphia	American Airlines	AA4864 AA1941

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/26/2024

American Airlines Flight Schedule Toronto to Chicago

Below is a detailed 2024 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
11:39 am — 12:36 pm	11:39 am — 12:36 pm AA3296 American Airlines Toronto — Chicago	1h 57m	Find flight from$94
11:45 am — 12:37 pm	11:45 am — 12:37 pm AA4003 American Airlines Toronto — Chicago	1h 52m	Find flight from$87
11:45 am — 12:37 pm	11:45 am — 12:37 pm AA3736 American Airlines Toronto — Chicago	1h 52m	Find flight from$87
11:45 am — 12:37 pm	11:45 am — 12:37 pm AA3236 American Airlines Toronto — Chicago	1h 52m	Find flight from$122
3:14 pm — 4:06 pm	3:14 pm — 4:06 pm AA3291 American Airlines Toronto — Chicago	1h 52m	Find flight from$87
3:14 pm — 4:06 pm	3:14 pm — 4:06 pm AA3080 American Airlines Toronto — Chicago	1h 52m	Find flight from$87
6:21 pm — 7:16 pm	6:21 pm — 7:16 pm AA4112 American Airlines Toronto — Chicago	1h 55m	Find flight from$87
6:21 pm — 7:16 pm	6:21 pm — 7:16 pm AA3526 American Airlines Toronto — Chicago	1h 55m	Find flight from$87
7:55 pm — 8:48 pm	7:55 pm — 8:48 pm AA3231 American Airlines Toronto — Chicago	1h 53m	Find flight from$87
7:55 pm — 8:48 pm	7:55 pm — 8:48 pm AA3033 American Airlines Toronto — Chicago	1h 53m	Find flight from$87
8:15 am — 9:07 am	8:15 am — 9:07 am AA3430 American Airlines Toronto — Chicago	1h 52m	Find flight from$86
8:15 am — 9:14 am	8:15 am — 9:14 am AA2580 American Airlines Toronto — Chicago	1h 59m	Find flight from$105
8:16 am — 9:11 am	8:16 am — 9:11 am AA2520 American Airlines Toronto — Chicago	1h 55m	Find flight from$87
8:16 am — 9:11 am	8:16 am — 9:11 am AA2352 American Airlines Toronto — Chicago	1h 55m	Find flight from$94
10:57 am — 5:41 pm	10:57 am — 12:25 pm AA4864 American Airlines Toronto — Philadelphia 3h 35m stop 4:00 pm — 5:41 pm AA1941 American Airlines Philadelphia — Chicago	7h 44m including layover	Find flight from$84
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$88
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$114
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$114
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$88
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$88
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$88
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$84
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$84
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$84
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$88
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$88
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$84
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$84
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$84
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$84
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$88
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$88

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

*Departure and arrival times are local. Last updated on 04/26/2024

Flight Information

There are 17 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 55m
The earliest flight 10:25 am
The latest flight 9:15 am
Distance 436 ml

The cheapest flight by American Airlines that our users were able to find is $84. This airfare is economy class on one-way AA4864 flight for September 5, 2020 leaving Pearson International in Toronto at 10:57 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 $84

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Airbus A319

from $84

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Bombardier CRJ 900

from $84

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Embraer RJ140

from $84

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Embraer 175 (short wing)

from $86

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Canadair Regional Jet 700

from $87

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Boeing 737-800

from $87

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Embraer 175

from $87

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Bombardier CRJ 700

from $87

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Canadair Regional Jet

from $88

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

AC - Air Canada

from $79

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PD - Porter Airlines

from $85

Find
UA - United Airlines

from $81

Find

See more direct flights

Connecting Flights

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

AC - Air Canada

from $71

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DL - Delta Air Lines Inc.

from $102

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UA - United Airlines

from $85

Find
WS - WestJet

from $171

Find

See more connecting flights

How to book an air ticket yourself?

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