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 $77 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 march: one-way - $77, two-way – $132.

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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 $77. The fastest nonstop flight takes 1h 51m. The fastest connecting flight — 4h 54m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $77 Find flight	2:00 pm Toronto Pearson International	2:51 pm Chicago O'Hare International	1h 51m	United Airlines	UA8307
from $153 Find flight	9:00 pm Toronto Pearson International	10:06 pm Chicago O'Hare International	2h 6m	United Airlines	UA5728
from $153 Find flight	9:00 am Toronto Pearson International	10:04 am Chicago O'Hare International	2h 4m	United Airlines	UA1538
from $153 Find flight	12:20 pm Toronto Pearson International	1:11 pm Chicago O'Hare International	1h 51m	United Airlines	UA8694
from $154 Find flight	6:40 pm Toronto Pearson International	7:37 pm Chicago O'Hare International	1h 57m	United Airlines	UA8293
from $168 Find flight	11:00 am Toronto Pearson International	12:09 pm Chicago O'Hare International	2h 9m	United Airlines	UA3556
from $280 Find flight	6:52 am Toronto Pearson International	8:01 am Chicago O'Hare International	2h 9m	United Airlines	UA5345
from $170 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
from $170 Find flight	7:15 am Toronto Pearson International	1:11 pm Chicago O'Hare International	6h 56m layover 2h 31m - Newark	United Airlines	UA3607 UA1875
from $192 Find flight	9:00 pm Toronto Pearson International	7:40 am+1 день Chicago O'Hare International	11h 40m layover 7h 43m - Washington D.C.	United Airlines	UA8556 UA1793
from $199 Find flight	4:30 pm Toronto Pearson International	9:32 pm Chicago O'Hare International	6h 2m layover 1h 53m - Washington D.C.	United Airlines	UA8548 UA3623
from $199 Find flight	9:30 am Toronto Pearson International	2:40 pm Chicago O'Hare International	6h 10m layover 1h 45m - Newark	United Airlines	UA3701 UA1946
from $199 Find flight	4:30 pm Toronto Pearson International	8:24 pm Chicago O'Hare International	4h 54m layover 0h 53m - Washington D.C.	United Airlines	UA8548 UA1748
from $296 Find flight	10:00 am Toronto Pearson International	2:03 pm Chicago O'Hare International	5h 3m layover 1h 6m - Washington D.C.	United Airlines	UA3636 UA1709
from $296 Find flight	12:45 pm Toronto Pearson International	6:55 pm Chicago O'Hare International	7h 10m layover 2h 41m - Newark	United Airlines	UA3649 UA661
from $484 Find flight	11:15 am Toronto Pearson International	4:11 pm Chicago O'Hare International	5h 56m layover 1h 26m - New York	United Airlines	UA8680 UA3616

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 02/23/2025

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
10:00 am — 2:03 pm	10:00 am — 11:39 am UA3636 United Airlines Toronto — Washington D.C. 1h 6m stop 12:45 pm — 2:03 pm UA1709 United Airlines Washington D.C. — Chicago	5h 3m including layover	Find flight from$296
11:00 am — 12:09 pm	11:00 am — 12:09 pm UA3556 United Airlines Toronto — Chicago	2h 9m	Find flight from$168
11:15 am — 4:11 pm	11:15 am — 12:49 pm UA8680 United Airlines Toronto — New York 1h 26m stop 2:15 pm — 4:11 pm UA3616 United Airlines New York — Chicago	5h 56m including layover	Find flight from$484
12:20 pm — 1:11 pm	12:20 pm — 1:11 pm UA8694 United Airlines Toronto — Chicago	1h 51m	Find flight from$153
12:45 pm — 6:55 pm	12:45 pm — 2:29 pm UA3649 United Airlines Toronto — Newark 2h 41m stop 5:10 pm — 6:55 pm UA661 United Airlines Newark — Chicago	7h 10m including layover	Find flight from$296
2:00 pm — 2:51 pm	2:00 pm — 2:51 pm UA8307 United Airlines Toronto — Chicago	1h 51m	Find flight from$77
2:00 pm — 6:25 pm	2:00 pm — 3:53 pm UA8574 United Airlines Toronto — Raleigh 1h stop 4:53 pm — 6:25 pm UA2211 United Airlines Raleigh — Chicago	5h 25m including layover	Find flight from$631
2:10 pm — 6:30 pm	2:10 pm — 3:45 pm UA8248 United Airlines Toronto — Philadelphia 1h 15m stop 5:00 pm — 6:30 pm UA308 United Airlines Philadelphia — Chicago	5h 20m including layover	Find flight from$592
4:30 pm — 9:32 pm	4:30 pm — 6:07 pm UA8548 United Airlines Toronto — Washington D.C. 1h 53m stop 8:00 pm — 9:32 pm UA3623 United Airlines Washington D.C. — Chicago	6h 2m including layover	Find flight from$199
4:30 pm — 8:24 pm	4:30 pm — 6:07 pm UA8548 United Airlines Toronto — Washington D.C. 53m stop 7:00 pm — 8:24 pm UA1748 United Airlines Washington D.C. — Chicago	4h 54m including layover	Find flight from$199
6:40 pm — 7:37 pm	6:40 pm — 7:37 pm UA8293 United Airlines Toronto — Chicago	1h 57m	Find flight from$154
6:52 am — 8:01 am	6:52 am — 8:01 am UA5345 United Airlines Toronto — Chicago	2h 9m	Find flight from$280
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$170
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$170
8:00 am — 12:05 pm	8:00 am — 9:14 am UA8697 United Airlines Toronto — Nashville 51m stop 10:05 am — 12:05 pm UA5338 United Airlines Nashville — Chicago	5h 5m including layover	Find flight from$580
9:00 am — 10:04 am	9:00 am — 10:04 am UA1538 United Airlines Toronto — Chicago	2h 4m	Find flight from$153
9:00 pm — 10:06 pm	9:00 pm — 10:06 pm UA5728 United Airlines Toronto — Chicago	2h 6m	Find flight from$153
9:00 pm — 7:40 am +1 day	9:00 pm — 10:37 pm UA8556 United Airlines Toronto — Washington D.C. 7h 43m stop 6:30 am — 7:42 am UA1793 United Airlines Washington D.C. — Chicago	11h 40m including layover	Find flight from$192
9:30 am — 2:40 pm	9:30 am — 11:13 am UA3701 United Airlines Toronto — Newark 1h 45m stop 12:58 pm — 2:40 pm UA1946 United Airlines Newark — Chicago	6h 10m including layover	Find flight from$199

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

*Departure and arrival times are local. Last updated on 02/23/2025

Flight Information

There are 7 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 4m
The earliest flight 10:00 am
The latest flight 9:30 am
Distance 436 ml

The cheapest months for traveling to Chicago are february (from 77 $), december (from 153 $), november (from 168 $).

The most expensive and popular months are january (from 168 $), november (from 168 $), december (from 153 $).

The cheapest flight by United Airlines that our users were able to find is $77. This airfare is economy class on one-way UA8307 flight for February 24, 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 $77

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

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Connecting Flights

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

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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.
To find a plane ticket, please select dates.