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 $157 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 january: one-way - $157, two-way – $269.

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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 $157. The fastest nonstop flight takes 1h 51m. The fastest connecting flight — 4h 35m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $157 Find flight	2:00 pm Toronto Pearson International	2:51 pm Chicago O'Hare International	1h 51m	United Airlines	UA8307
from $157 Find flight	12:20 pm Toronto Pearson International	1:11 pm Chicago O'Hare International	1h 51m	United Airlines	UA8694
from $157 Find flight	6:40 pm Toronto Pearson International	7:37 pm Chicago O'Hare International	1h 57m	United Airlines	UA8293
from $157 Find flight	11:00 am Toronto Pearson International	12:09 pm Chicago O'Hare International	2h 9m	United Airlines	UA3556
from $181 Find flight	6:52 am Toronto Pearson International	8:05 am Chicago O'Hare International	2h 13m	United Airlines	UA3534
from $263 Find flight	6:52 am Toronto Pearson International	8:01 am Chicago O'Hare International	2h 9m	United Airlines	UA5345
from $322 Find flight	9:00 pm Toronto Pearson International	10:06 pm Chicago O'Hare International	2h 6m	United Airlines	UA5728
from $162 Find flight	12:20 pm Toronto Pearson International	6:38 pm Chicago O'Hare International	7h 18m layover 3h 37m - Ottawa	United Airlines	UA8288 UA3659
from $173 Find flight	7:40 pm Toronto Pearson International	11:15 pm Chicago O'Hare International	4h 35m layover 0h 48m - Washington D.C.	United Airlines	UA3466 UA1738
from $173 Find flight	6:40 pm Toronto Pearson International	10:57 pm Chicago O'Hare International	5h 17m layover 0h 52m - Newark	United Airlines	UA3711 UA1308
from $173 Find flight	6:05 pm Toronto Pearson International	10:57 pm Chicago O'Hare International	5h 52m layover 1h 40m - Newark	United Airlines	UA8657 UA1308
from $173 Find flight	7:15 am Toronto Pearson International	11:38 am Chicago O'Hare International	5h 23m layover 1h 1m - Newark	United Airlines	UA3607 UA1525
from $173 Find flight	10:45 am Toronto Pearson International	4:26 pm Chicago O'Hare International	6h 41m layover 2h 21m - Newark	United Airlines	UA3648 UA276
from $173 Find flight	7:15 am Toronto Pearson International	1:10 pm Chicago O'Hare International	6h 55m layover 2h 33m - Newark	United Airlines	UA3607 UA510
from $187 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 $246 Find flight	2:00 pm Toronto Pearson International	6:54 pm Chicago O'Hare International	5h 54m layover 1h 32m - Newark	United Airlines	UA8660 UA661

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 01/21/2025

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 — 12:09 pm	11:00 am — 12:09 pm UA3556 United Airlines Toronto — Chicago	2h 9m	Find flight from$157
12:20 pm — 1:11 pm	12:20 pm — 1:11 pm UA8694 United Airlines Toronto — Chicago	1h 51m	Find flight from$157
2:00 pm — 2:51 pm	2:00 pm — 2:51 pm UA8307 United Airlines Toronto — Chicago	1h 51m	Find flight from$157
6:40 pm — 7:37 pm	6:40 pm — 7:37 pm UA8293 United Airlines Toronto — Chicago	1h 57m	Find flight from$157
6:52 am — 8:05 am	6:52 am — 8:05 am UA3534 United Airlines Toronto — Chicago	2h 13m	Find flight from$181
6:52 am — 8:01 am	6:52 am — 8:01 am UA5345 United Airlines Toronto — Chicago	2h 9m	Find flight from$263
9:00 am — 10:04 am	9:00 am — 10:04 am UA1538 United Airlines Toronto — Chicago	2h 4m	Find flight from$322
9:00 pm — 10:06 pm	9:00 pm — 10:06 pm UA5728 United Airlines Toronto — Chicago	2h 6m	Find flight from$322
10:00 am — 2:34 pm	10:00 am — 11:41 am UA3416 United Airlines Toronto — Washington D.C. 1h 34m stop 1:15 pm — 2:34 pm UA1193 United Airlines Washington D.C. — Chicago	5h 34m including layover	Find flight from$173
10:45 am — 4:26 pm	10:45 am — 12:24 pm UA3648 United Airlines Toronto — Newark 2h 21m stop 2:45 pm — 4:26 pm UA276 United Airlines Newark — Chicago	6h 41m including layover	Find flight from$173
11:30 am — 4:26 pm	11:30 am — 1:10 pm UA8664 United Airlines Toronto — Newark 1h 35m stop 2:45 pm — 4:26 pm UA276 United Airlines Newark — Chicago	5h 56m including layover	Find flight from$173
12:20 pm — 6:38 pm	12:20 pm — 1:23 pm UA8288 United Airlines Toronto — Ottawa 3h 37m stop 5:00 pm — 6:38 pm UA3659 United Airlines Ottawa — Chicago	7h 18m including layover	Find flight from$162
2:45 pm — 6:55 pm	2:45 pm — 4:26 pm UA3637 United Airlines Toronto — Washington D.C. 1h 10m stop 5:36 pm — 6:55 pm UA1117 United Airlines Washington D.C. — Chicago	5h 10m including layover	Find flight from$173
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$187
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$187
6:40 pm — 10:57 pm	6:40 pm — 8:32 pm UA3711 United Airlines Toronto — Newark 52m stop 9:29 pm — 11:00 pm UA1308 United Airlines Newark — Chicago	5h 17m including layover	Find flight from$173
7:15 am — 11:38 am	7:15 am — 8:59 am UA3607 United Airlines Toronto — Newark 1h 1m stop 10:30 am — 12:04 pm UA1525 United Airlines Newark — Chicago	5h 23m including layover	Find flight from$173
7:40 pm — 11:15 pm	7:40 pm — 9:19 pm UA3466 United Airlines Toronto — Washington D.C. 48m stop 10:16 pm — 11:20 pm UA1738 United Airlines Washington D.C. — Chicago	4h 35m including layover	Find flight from$173
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$544
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$187
9:30 am — 2:46 pm	9:30 am — 11:13 am UA3701 United Airlines Toronto — Newark 1h 52m stop 1:05 pm — 2:46 pm UA587 United Airlines Newark — Chicago	6h 16m including layover	Find flight from$173

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

*Departure and arrival times are local. Last updated on 01/21/2025

Flight Information

There are 8 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 5m
The earliest flight 10:00 am
The latest flight 9:30 am
Distance 436 ml

The cheapest months for traveling to Chicago are january (from 72 $), december (from 144 $), november (from 158 $).

The most expensive and popular months are february (from 170 $), november (from 158 $), december (from 144 $).

The cheapest flight by United Airlines that our users were able to find is $157. This airfare is economy class on one-way UA8307 flight for January 22, 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 $157

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Other Popular Airlines on the Route

Besides United Airlines there are other 6 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 10 direct flights every day from Toronto. Airlines and fares are below:

PD - Porter Airlines

from $114

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TS - Air Transat

from $144

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Connecting Flights

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

AC - Air Canada

from $399

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PD - Porter Airlines

from $136

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WS - WestJet

from $158

Find
F8 - Freedom Airlines

from $220

Find
AY - Finnair

from $1296

Find
TS - Air Transat

from $158

Find

See more connecting flights

How to book an air ticket yourself?

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