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 $98 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 july: one-way - $98, two-way – $168.

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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 $98. The fastest nonstop flight takes 1h 53m. The fastest connecting flight — 4h 28m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $98 Find flight	1:00 pm Toronto Pearson International	2:01 pm Chicago O'Hare International	2h 1m	United Airlines	UA3605
from $98 Find flight	6:35 pm Toronto Pearson International	7:29 pm Chicago O'Hare International	1h 54m	United Airlines	UA8293
from $98 Find flight	8:15 am Toronto Pearson International	9:08 am Chicago O'Hare International	1h 53m	United Airlines	UA8533
from $98 Find flight	2:10 pm Toronto Pearson International	3:04 pm Chicago O'Hare International	1h 54m	United Airlines	UA8307
from $98 Find flight	9:00 am Toronto Pearson International	9:55 am Chicago O'Hare International	1h 55m	United Airlines	UA1538
from $98 Find flight	9:00 pm Toronto Pearson International	10:07 pm Chicago O'Hare International	2h 7m	United Airlines	UA5928
from $98 Find flight	10:00 am Toronto Pearson International	10:53 am Chicago O'Hare International	1h 53m	United Airlines	UA8278
from $126 Find flight	5:15 pm Toronto Pearson International	6:15 pm Chicago O'Hare International	2h 0m	United Airlines	UA1371
from $202 Find flight	9:00 pm Toronto Pearson International	10:05 pm Chicago O'Hare International	2h 5m	United Airlines	UA3640
from $314 Find flight	11:00 am Toronto Pearson International	12:01 pm Chicago O'Hare International	2h 1m	United Airlines	UA5563
from $114 Find flight	7:30 am Toronto Pearson International	1:07 pm Chicago O'Hare International	6h 37m layover 2h 16m - Newark	United Airlines	UA3435 UA1875
from $114 Find flight	6:00 pm Toronto Pearson International	11:30 pm Chicago O'Hare International	6h 30m layover 1h 54m - Newark	United Airlines	UA3460 UA1308
from $114 Find flight	9:10 pm Toronto Pearson International	7:38 am+1 день Chicago O'Hare International	11h 28m layover 7h 11m - Newark	United Airlines	UA8266 UA2164
from $114 Find flight	7:47 pm Toronto Pearson International	11:15 pm Chicago O'Hare International	4h 28m layover 0h 45m - Washington D.C.	United Airlines	UA3466 UA1738
from $136 Find flight	8:10 am Toronto Pearson International	4:52 pm Chicago O'Hare International	9h 42m layover 6h 2m - Washington D.C.	United Airlines	UA8271 UA1057
from $225 Find flight	12:15 pm Toronto Pearson International	4:52 pm Chicago O'Hare International	5h 37m layover 1h 57m - Washington D.C.	United Airlines	UA8670 UA1057

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 07/15/2025

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 — 10:53 am	10:00 am — 10:53 am UA8278 United Airlines Toronto — Chicago	1h 53m	Find flight from$98
11:00 am — 12:03 pm	11:00 am — 12:03 pm UA5676 United Airlines Toronto — Chicago	2h 3m	Find flight from$203
11:00 am — 12:01 pm	11:00 am — 12:01 pm UA5563 United Airlines Toronto — Chicago	2h 1m	Find flight from$314
12:00 pm — 12:53 pm	12:00 pm — 12:53 pm UA8694 United Airlines Toronto — Chicago	1h 53m	Find flight from$127
1:00 pm — 2:01 pm	1:00 pm — 2:01 pm UA3605 United Airlines Toronto — Chicago	2h 1m	Find flight from$98
1:00 pm — 2:01 pm	1:00 pm — 2:01 pm UA3499 United Airlines Toronto — Chicago	2h 1m	Find flight from$208
2:10 pm — 3:04 pm	2:10 pm — 3:04 pm UA8307 United Airlines Toronto — Chicago	1h 54m	Find flight from$98
2:45 pm — 3:48 pm	2:45 pm — 3:48 pm UA3616 United Airlines Toronto — Chicago	2h 3m	Find flight from$127
2:45 pm — 3:48 pm	2:45 pm — 3:48 pm UA5258 United Airlines Toronto — Chicago	2h 3m	Find flight from$207
4:30 pm — 5:23 pm	4:30 pm — 5:23 pm UA8287 United Airlines Toronto — Chicago	1h 53m	Find flight from$207
5:14 pm — 6:21 pm	5:14 pm — 6:21 pm UA5536 United Airlines Toronto — Chicago	2h 7m	Find flight from$208
5:15 pm — 6:15 pm	5:15 pm — 6:15 pm UA1371 United Airlines Toronto — Chicago	2h	Find flight from$126
5:15 pm — 6:12 pm	5:15 pm — 6:12 pm UA2121 United Airlines Toronto — Chicago	1h 57m	Find flight from$127
6:35 pm — 7:29 pm	6:35 pm — 7:29 pm UA8293 United Airlines Toronto — Chicago	1h 54m	Find flight from$98
8:15 am — 9:08 am	8:15 am — 9:08 am UA8533 United Airlines Toronto — Chicago	1h 53m	Find flight from$98
9:00 am — 9:55 am	9:00 am — 9:55 am UA1538 United Airlines Toronto — Chicago	1h 55m	Find flight from$98
9:00 pm — 10:07 pm	9:00 pm — 10:07 pm UA5928 United Airlines Toronto — Chicago	2h 7m	Find flight from$98
9:00 pm — 10:05 pm	9:00 pm — 10:05 pm UA3640 United Airlines Toronto — Chicago	2h 5m	Find flight from$202
10:32 am — 2:55 pm	10:32 am — 12:15 pm UA3648 United Airlines Toronto — Newark 1h 5m stop 1:20 pm — 2:55 pm UA2053 United Airlines Newark — Chicago	5h 23m including layover	Find flight from$114
11:30 am — 7:57 pm	11:30 am — 1:05 pm UA8664 United Airlines Toronto — Newark 5h 10m stop 6:15 pm — 7:57 pm UA254 United Airlines Newark — Chicago	9h 27m including layover	Find flight from$136
11:30 am — 9:28 pm	11:30 am — 1:07 pm UA8664 United Airlines Toronto — Newark 6h 39m stop 7:46 pm — 9:28 pm UA546 United Airlines Newark — Chicago	10h 58m including layover	Find flight from$137
12:10 pm — 7:55 pm	12:10 pm — 1:38 pm UA8670 United Airlines Toronto — Washington D.C. 5h 9m stop 6:47 pm — 7:55 pm UA2304 United Airlines Washington D.C. — Chicago	8h 45m including layover	Find flight from$115
12:45 pm — 8:11 pm	12:45 pm — 2:28 pm UA3649 United Airlines Toronto — Newark 4h 2m stop 6:30 pm — 8:11 pm UA254 United Airlines Newark — Chicago	8h 26m including layover	Find flight from$114
1:55 pm — 9:26 pm	1:55 pm — 3:34 pm UA8660 United Airlines Toronto — Newark 4h 9m stop 8:30 pm — 10:12 pm UA546 United Airlines Newark — Chicago	8h 31m including layover	Find flight from$115
3:00 pm — 8:10 pm	3:00 pm — 4:50 pm UA3705 United Airlines Toronto — Newark 1h 39m stop 6:29 pm — 8:10 pm UA2310 United Airlines Newark — Chicago	6h 10m including layover	Find flight from$137
3:00 pm — 11:25 pm	3:00 pm — 4:50 pm UA3705 United Airlines Toronto — Newark 4h 54m stop 9:44 pm — 11:25 pm UA1308 United Airlines Newark — Chicago	9h 25m including layover	Find flight from$150
4:30 pm — 9:16 pm	4:30 pm — 6:02 pm UA8548 United Airlines Toronto — Washington D.C. 1h 56m stop 8:00 pm — 9:16 pm UA2218 United Airlines Washington D.C. — Chicago	5h 46m including layover	Find flight from$114
4:30 pm — 8:15 pm	4:30 pm — 6:03 pm UA8548 United Airlines Toronto — Washington D.C. 56m stop 7:11 pm — 8:27 pm UA1193 United Airlines Washington D.C. — Chicago	4h 45m including layover	Find flight from$114
6:00 pm — 11:30 pm	6:00 pm — 7:48 pm UA3460 United Airlines Toronto — Newark 1h 54m stop 9:55 pm — 11:37 pm UA1308 United Airlines Newark — Chicago	6h 30m including layover	Find flight from$114
7:30 am — 1:07 pm	7:30 am — 9:04 am UA3435 United Airlines Toronto — Newark 2h 16m stop 11:37 am — 1:14 pm UA1875 United Airlines Newark — Chicago	6h 37m including layover	Find flight from$114
7:47 pm — 11:15 pm	7:47 pm — 9:25 pm UA3466 United Airlines Toronto — Washington D.C. 45m stop 10:18 pm — 11:30 pm UA1738 United Airlines Washington D.C. — Chicago	4h 28m including layover	Find flight from$114
8:10 am — 4:52 pm	8:10 am — 9:37 am UA8271 United Airlines Toronto — Washington D.C. 6h 2m stop 3:39 pm — 4:52 pm UA1057 United Airlines Washington D.C. — Chicago	9h 42m including layover	Find flight from$136

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

*Departure and arrival times are local. Last updated on 07/15/2025

Flight Information

There are 18 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 9:10 pm. Nonstop flight is 1h 53m. The time difference between Toronto and Chicago is 1h.

The fastest flight 1h 53m
Average flight time 2h 1m
The earliest flight 10:00 am
The latest flight 9:10 pm
Distance 436 ml

The cheapest months for traveling to Chicago are october (from 98 $), september (from 98 $), july (from 119 $).

The most expensive and popular months are november (from 260 $), february (from 223 $), january (from 207 $).

The cheapest flight by United Airlines that our users were able to find is $98. This airfare is economy class on one-way UA3605 flight for October 7, 2025 leaving Pearson International in Toronto at 1:00 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:

Other Popular Airlines on the Route

Besides United Airlines there are other 9 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 22 direct flights every day from Toronto. Airlines and fares are below:

PD - Porter Airlines

from $75

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TS - Air Transat

from $119

Find

See more direct flights

Connecting Flights

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

AC - Air Canada

from $167

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PD - Porter Airlines

from $175

Find
F8 - Freedom Airlines

from $163

Find
AV - Avianca

from $602

Find
SY - Sun Country Airlines

from $219

Find
WS - WestJet

from $188

Find
AM - Aeromexico

from $674

Find
LX - SWISS International Air Lines

from $4268

Find
TS - Air Transat

from $198

Find

See more connecting flights

How to book an air ticket yourself?

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