United Airlines Toronto to Chicago Flights

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Cheapflightsplus.com will find cheap United Airlines flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $85 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Toronto (ON) — Chicago (IL) by United 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 - $85, two-way – $146.

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Cheap Flights from Toronto to Chicago by United Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by United Airlines, their prices start from $85. The fastest nonstop flight takes 1h 51m. The fastest connecting flight — 4h 35m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $85 Find flight	2:00 pm Toronto Pearson International	2:51 pm Chicago O'Hare International	1h 51m	United Airlines	UA8307
from $170 Find flight	9:00 pm Toronto Pearson International	10:06 pm Chicago O'Hare International	2h 6m	United Airlines	UA5728
from $170 Find flight	9:00 am Toronto Pearson International	10:04 am Chicago O'Hare International	2h 4m	United Airlines	UA1538
from $170 Find flight	12:20 pm Toronto Pearson International	1:11 pm Chicago O'Hare International	1h 51m	United Airlines	UA8694
from $170 Find flight	8:00 am Toronto Pearson International	8:57 am Chicago O'Hare International	1h 57m	United Airlines	UA8533
from $170 Find flight	5:30 pm Toronto Pearson International	6:37 pm Chicago O'Hare International	2h 7m	United Airlines	UA3608
from $170 Find flight	11:00 am Toronto Pearson International	11:59 am Chicago O'Hare International	1h 59m	United Airlines	UA1063
from $170 Find flight	6:40 pm Toronto Pearson International	7:37 pm Chicago O'Hare International	1h 57m	United Airlines	UA8293
from $170 Find flight	3:30 pm Toronto Pearson International	4:29 pm Chicago O'Hare International	1h 59m	United Airlines	UA2364
from $185 Find flight	6:52 am Toronto Pearson International	8:05 am Chicago O'Hare International	2h 13m	United Airlines	UA3651
from $186 Find flight	11:00 am Toronto Pearson International	12:09 pm Chicago O'Hare International	2h 9m	United Airlines	UA3556
from $272 Find flight	11:00 am Toronto Pearson International	12:13 pm Chicago O'Hare International	2h 13m	United Airlines	UA5578
from $359 Find flight	5:30 pm Toronto Pearson International	6:37 pm Chicago O'Hare International	2h 7m	United Airlines	UA3542
from $416 Find flight	9:00 pm Toronto Pearson International	10:13 pm Chicago O'Hare International	2h 13m	United Airlines	UA3713
from $184 Find flight	12:20 pm Toronto Pearson International	6:36 pm Chicago O'Hare International	7h 16m layover 3h 37m - Ottawa	United Airlines	UA8288 UA3626
from $188 Find flight	7:45 am Toronto Pearson International	1:11 pm Chicago O'Hare International	6h 26m layover 2h 0m - Newark	United Airlines	UA3435 UA1875

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/03/2025

United Airlines Flight Schedule Toronto to Chicago

Below is a detailed 2025 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
11:00 am — 11:59 am	11:00 am — 11:59 am UA1063 United Airlines Toronto — Chicago	1h 59m	Find flight from$170
11:00 am — 12:09 pm	11:00 am — 12:09 pm UA3556 United Airlines Toronto — Chicago	2h 9m	Find flight from$186
11:00 am — 12:13 pm	11:00 am — 12:13 pm UA5578 United Airlines Toronto — Chicago	2h 13m	Find flight from$272
12:20 pm — 1:11 pm	12:20 pm — 1:11 pm UA8694 United Airlines Toronto — Chicago	1h 51m	Find flight from$170
2:00 pm — 2:51 pm	2:00 pm — 2:51 pm UA8307 United Airlines Toronto — Chicago	1h 51m	Find flight from$85
3:30 pm — 4:29 pm	3:30 pm — 4:29 pm UA2364 United Airlines Toronto — Chicago	1h 59m	Find flight from$170
5:30 pm — 6:37 pm	5:30 pm — 6:37 pm UA3608 United Airlines Toronto — Chicago	2h 7m	Find flight from$170
5:30 pm — 6:37 pm	5:30 pm — 6:37 pm UA3542 United Airlines Toronto — Chicago	2h 7m	Find flight from$359
6:40 pm — 7:37 pm	6:40 pm — 7:37 pm UA8293 United Airlines Toronto — Chicago	1h 57m	Find flight from$170
6:52 am — 8:05 am	6:52 am — 8:05 am UA3651 United Airlines Toronto — Chicago	2h 13m	Find flight from$185
6:52 am — 8:05 am	6:52 am — 8:05 am UA3534 United Airlines Toronto — Chicago	2h 13m	Find flight from$195
6:52 am — 8:01 am	6:52 am — 8:01 am UA5345 United Airlines Toronto — Chicago	2h 9m	Find flight from$310
8:00 am — 8:57 am	8:00 am — 8:57 am UA8533 United Airlines Toronto — Chicago	1h 57m	Find flight from$170
9:00 am — 10:04 am	9:00 am — 10:04 am UA1538 United Airlines Toronto — Chicago	2h 4m	Find flight from$170
9:00 pm — 10:06 pm	9:00 pm — 10:06 pm UA5728 United Airlines Toronto — Chicago	2h 6m	Find flight from$170
9:00 pm — 10:13 pm	9:00 pm — 10:13 pm UA3713 United Airlines Toronto — Chicago	2h 13m	Find flight from$416
10:00 am — 2:19 pm	10:00 am — 11:39 am UA3636 United Airlines Toronto — Washington D.C. 1h 26m stop 1:05 pm — 2:19 pm UA2331 United Airlines Washington D.C. — Chicago	5h 19m including layover	Find flight from$188
10:45 am — 3:54 pm	10:45 am — 12:24 pm UA3648 United Airlines Toronto — Newark 1h 56m stop 2:29 pm — 4:03 pm UA323 United Airlines Newark — Chicago	6h 9m including layover	Find flight from$191
12:20 pm — 6:36 pm	12:20 pm — 1:23 pm UA8288 United Airlines Toronto — Ottawa 3h 37m stop 5:00 pm — 6:36 pm UA3626 United Airlines Ottawa — Chicago	7h 16m including layover	Find flight from$184
1:20 pm — 10:06 pm	1:20 pm — 2:54 pm UA8406 United Airlines Toronto — New York 5h 35m stop 8:29 pm — 10:06 pm NK3386 Spirit Airlines New York — Chicago	9h 46m including layover	Find flight from$264
1:20 pm — 8:02 pm	1:20 pm — 2:54 pm UA8406 United Airlines Toronto — New York 3h 30m stop 6:24 pm — 8:02 pm UA1497 United Airlines New York — Chicago	7h 42m including layover	Find flight from$364
2:45 pm — 11:20 pm	2:45 pm — 4:24 pm UA3637 United Airlines Toronto — Washington D.C. 5h 52m stop 10:16 pm — 11:20 pm UA1738 United Airlines Washington D.C. — Chicago	9h 35m including layover	Find flight from$188
3:00 pm — 9:22 pm	3:00 pm — 4:50 pm UA3705 United Airlines Toronto — Newark 2h 53m stop 7:43 pm — 9:22 pm UA546 United Airlines Newark — Chicago	7h 22m including layover	Find flight from$189
4:00 pm — 9:22 pm	4:00 pm — 5:40 pm UA8621 United Airlines Toronto — Newark 2h 3m stop 7:43 pm — 9:22 pm UA546 United Airlines Newark — Chicago	6h 22m including layover	Find flight from$192
4:30 pm — 8:14 pm	4:30 pm — 6:07 pm UA8548 United Airlines Toronto — Washington D.C. 53m stop 7:00 pm — 8:14 pm UA1685 United Airlines Washington D.C. — Chicago	4h 44m including layover	Find flight from$192
5:15 pm — 10:05 am +1 day	5:15 pm — 6:55 pm UA8232 United Airlines Toronto — New York 13h 40m stop 8:35 am — 10:05 am NK779 Spirit Airlines New York — Chicago	17h 50m including layover	Find flight from$202
7:15 am — 1:11 pm	7:15 am — 8:59 am UA3607 United Airlines Toronto — Newark 2h 31m stop 11:44 am — 1:15 pm UA1875 United Airlines Newark — Chicago	6h 56m including layover	Find flight from$188
7:45 am — 1:11 pm	7:45 am — 9:30 am UA3435 United Airlines Toronto — Newark 2h stop 11:44 am — 1:15 pm UA1875 United Airlines Newark — Chicago	6h 26m including layover	Find flight from$188
8:10 am — 2:19 pm	8:10 am — 9:46 am UA8266 United Airlines Toronto — Washington D.C. 3h 19m stop 1:05 pm — 2:19 pm UA2331 United Airlines Washington D.C. — Chicago	7h 9m including layover	Find flight from$188

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

*Departure and arrival times are local. Last updated on 04/03/2025

Flight Information

There are 16 flights by United 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 10:00 am to 9:30 am. Nonstop flight is 1h 51m. The time difference between Toronto and Chicago is 1h.

The fastest flight 1h 51m
Average flight time 2h 7m
The earliest flight 10:00 am
The latest flight 9:30 am
Distance 436 ml

The cheapest months for traveling to Chicago are april (from 85 $), december (from 170 $), november (from 186 $).

The most expensive and popular months are february (from 200 $), january (from 186 $), november (from 186 $).

The cheapest flight by United Airlines that our users were able to find is $85. This airfare is economy class on one-way UA8307 flight for April 7, 2025 leaving Pearson International in Toronto at 2:00 pm, it includes all taxes and additional fees.

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United Airlines Airplanes on the Route

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

Embraer 175

from $85

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Boeing 737-100/200

from $188

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Canadair Regional Jet 900

from $199

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Embraer 175 (short wing)

from $199

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Airbus A319

from $202

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Airbus A320

from $202

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Other Popular Airlines on the Route

United Airlines is the only airline which provides flights on the route Toronto — Chicago. To choose the best flight cost and time we advise to get acquainted with its schedule and prices.

Nonstop flights

There are 16 direct flights every day from Toronto. Airlines and fares are below:

See more direct flights

Connecting Flights

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

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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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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