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 $124 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 october: one-way - $124, two-way – $213.

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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 $124. The fastest nonstop flight takes 1h 52m. The fastest connecting flight — 5h 7m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $131 Find flight	3:12 pm Toronto Pearson International	4:08 pm Chicago O'Hare International	1h 56m	American Airlines	AA3080
from $132 Find flight	8:16 am Toronto Pearson International	9:11 am Chicago O'Hare International	1h 55m	American Airlines	AA2352
from $132 Find flight	7:57 pm Toronto Pearson International	8:54 pm Chicago O'Hare International	1h 57m	American Airlines	AA3033
from $166 Find flight	11:45 am Toronto Pearson International	12:37 pm Chicago O'Hare International	1h 52m	American Airlines	AA3736
from $124 Find flight	8:27 am Toronto Pearson International	12:38 pm Chicago O'Hare International	5h 11m layover 0h 55m - Philadelphia	American Airlines	AA4887 AA1920
from $124 Find flight	7:15 pm Toronto Pearson International	11:28 pm Chicago O'Hare International	5h 13m layover 1h 8m - Charlotte	American Airlines	AA5705 AA483

from $124 Find flight	5:55 pm Toronto Pearson International	10:50 pm Chicago O'Hare International	5h 55m layover 1h 44m - Philadelphia	American Airlines	AA4931 AA1680
from $124 Find flight	3:55 pm Toronto Pearson International	8:57 pm Chicago O'Hare International	6h 2m layover 1h 50m - Charlotte	American Airlines	AA2943 AA583
from $124 Find flight	3:55 pm Toronto Pearson International	11:28 pm Chicago O'Hare International	8h 33m layover 4h 21m - Charlotte	American Airlines	AA2943 AA483
from $154 Find flight	3:40 pm Toronto Pearson International	10:17 pm Chicago O'Hare International	7h 37m layover 3h 10m - New York	American Airlines	AA4664 AA196
from $154 Find flight	3:40 pm Toronto Pearson International	11:08 pm Chicago O'Hare International	8h 28m layover 4h 10m - New York	American Airlines	AA4664 AA2461
from $166 Find flight	6:15 am Toronto Pearson International	10:31 am Chicago O'Hare International	5h 16m layover 1h 32m - Washington D.C.	American Airlines	AA5603 AA1167

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 10/17/2019

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
11:45 am — 12:37 pm	11:45 am — 12:37 pm AA3736 American Airlines Toronto — Chicago	1h 52m	Find flight from$166
3:12 pm — 4:08 pm	3:12 pm — 4:08 pm AA3080 American Airlines Toronto — Chicago	1h 56m	Find flight from$131
7:57 pm — 8:54 pm	7:57 pm — 8:54 pm AA3033 American Airlines Toronto — Chicago	1h 57m	Find flight from$132
8:16 am — 9:11 am	8:16 am — 9:11 am AA2352 American Airlines Toronto — Chicago	1h 55m	Find flight from$132
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$168
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$188
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$240
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$282
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$240
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$154
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$154
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$124
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$124
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$124
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$124
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$166
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$124
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$124
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$166
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$166
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$166
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$124
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$124
7:15 pm — 6:18 am +1 day	7:15 pm — 9:22 pm AA5705 American Airlines Toronto — Charlotte 7h 53m stop 5:15 am — 6:18 am AA2938 American Airlines Charlotte — Chicago	12h 3m including layover	Find flight from$124
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$124
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$124
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$139
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$166
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$251
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$188

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

*Departure and arrival times are local. Last updated on 10/17/2019

Flight Information

There are 4 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 11:04 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 11:04 am
The latest flight 9:15 am
Distance 436 ml

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

The cheapest flight by American Airlines that our users were able to find is $124. This airfare is economy class on one-way AA4887 flight for October 15, 2019 leaving Pearson International in Toronto at 8:27 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 $124

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Airbus A319

from $124

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Bombardier CRJ 900

from $124

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Bombardier CRJ 700

from $131

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Boeing 737-800

from $132

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Bombardier CRJ

from $139

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Embraer 175 (short wing)

from $154

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Embraer RJ140

from $166

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Canadair Regional Jet

from $251

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

AC - Air Canada

from $129

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UA - United Airlines

from $130

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See more direct flights

Connecting Flights

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

AC - Air Canada

from $125

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PD - Porter Airlines

from $234

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DL - Delta Air Lines Inc.

from $155

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WS - WestJet

from $158

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UA - United Airlines

from $220

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See more connecting flights

How to book an air ticket yourself?

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