United Airlines Toronto to Chicago Flights
Cheapflightsplus.com will find cheap United Airlines flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $72 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
Cheap Flights from Toronto to Chicago by United Airlines
Price | Departure | Arrival | Flight Time | Airline | Flight |
---|---|---|---|---|---|
from $72 | 1:00 pm Toronto Pearson International | 2:01 pm Chicago O'Hare International | 2h 1m | United Airlines | UA3605 |
from $72 | 6:35 pm Toronto Pearson International | 7:29 pm Chicago O'Hare International | 1h 54m | United Airlines | UA8293 |
from $72 | 8:15 am Toronto Pearson International | 9:08 am Chicago O'Hare International | 1h 53m | United Airlines | UA8533 |
from $72 | 2:10 pm Toronto Pearson International | 3:04 pm Chicago O'Hare International | 1h 54m | United Airlines | UA8307 |
from $72 | 9:00 am Toronto Pearson International | 9:55 am Chicago O'Hare International | 1h 55m | United Airlines | UA1538 |
from $72 | 9:00 pm Toronto Pearson International | 10:07 pm Chicago O'Hare International | 2h 7m | United Airlines | UA5928 |
from $72 | 10:00 am Toronto Pearson International | 10:53 am Chicago O'Hare International | 1h 53m | United Airlines | UA8278 |
from $88 | 5:15 pm Toronto Pearson International | 6:15 pm Chicago O'Hare International | 2h 0m | United Airlines | UA1371 |
from $147 | 2:45 pm Toronto Pearson International | 3:50 pm Chicago O'Hare International | 2h 5m | United Airlines | UA3404 |
from $177 | 11:00 am Toronto Pearson International | 12:01 pm Chicago O'Hare International | 2h 1m | United Airlines | UA5650 |
from $231 | 11:00 am Toronto Pearson International | 12:01 pm Chicago O'Hare International | 2h 1m | United Airlines | UA5563 |
from $84 | 7:30 am Toronto Pearson International | 1:07 pm Chicago O'Hare International | 6h 37m layover 2h 16m - Newark | United Airlines | UA3435 UA1875 |
from $84 | 6:00 pm Toronto Pearson International | 11:30 pm Chicago O'Hare International | 6h 30m layover 1h 54m - Newark | United Airlines | UA3460 UA1308 |
from $84 | 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 $100 | 8:55 pm Toronto Pearson International | 7:39 am+1 день Chicago O'Hare International | 11h 44m layover 7h 58m - Washington D.C. | United Airlines | UA8556 UA1793 |
from $155 | 2:30 pm Toronto Pearson International | 11:30 pm Chicago O'Hare International | 10h 0m layover 6h 9m - Washington D.C. | United Airlines | UA3637 UA1738 |
United Airlines Flight Schedule Toronto to Chicago
Departure | Arrival | 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$72 |
|
11:00 am — 12:03 pm
|
11:00 am — 12:03 pm
UA5676
United Airlines
Toronto — Chicago
|
2h 3m |
Find flight
from$150 |
|
11:00 am — 12:01 pm
|
11:00 am — 12:01 pm
UA5650
United Airlines
Toronto — Chicago
|
2h 1m |
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from$177 |
|
11:00 am — 12:01 pm
|
11:00 am — 12:01 pm
UA5563
United Airlines
Toronto — Chicago
|
2h 1m |
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from$231 |
|
12:00 pm — 12:53 pm
|
12:00 pm — 12:53 pm
UA8694
United Airlines
Toronto — Chicago
|
1h 53m |
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from$93 |
|
1:00 pm — 2:01 pm
|
1:00 pm — 2:01 pm
UA3605
United Airlines
Toronto — Chicago
|
2h 1m |
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from$72 |
|
1:00 pm — 2:01 pm
|
1:00 pm — 2:01 pm
UA3499
United Airlines
Toronto — Chicago
|
2h 1m |
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from$149 |
|
2:10 pm — 3:04 pm
|
2:10 pm — 3:04 pm
UA8307
United Airlines
Toronto — Chicago
|
1h 54m |
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from$72 |
|
2:45 pm — 3:48 pm
|
2:45 pm — 3:48 pm
UA3616
United Airlines
Toronto — Chicago
|
2h 3m |
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from$93 |
|
2:45 pm — 3:50 pm
|
2:45 pm — 3:50 pm
UA3404
United Airlines
Toronto — Chicago
|
2h 5m |
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from$147 |
|
2:45 pm — 3:48 pm
|
2:45 pm — 3:48 pm
UA5258
United Airlines
Toronto — Chicago
|
2h 3m |
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from$153 |
|
4:30 pm — 5:23 pm
|
4:30 pm — 5:23 pm
UA8287
United Airlines
Toronto — Chicago
|
1h 53m |
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from$153 |
|
5:14 pm — 6:21 pm
|
5:14 pm — 6:21 pm
UA5536
United Airlines
Toronto — Chicago
|
2h 7m |
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from$153 |
|
5:15 pm — 6:15 pm
|
5:15 pm — 6:15 pm
UA1371
United Airlines
Toronto — Chicago
|
2h |
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from$88 |
|
5:15 pm — 6:12 pm
|
5:15 pm — 6:12 pm
UA2121
United Airlines
Toronto — Chicago
|
1h 57m |
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from$93 |
|
6:35 pm — 7:29 pm
|
6:35 pm — 7:29 pm
UA8293
United Airlines
Toronto — Chicago
|
1h 54m |
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from$72 |
|
7:00 am — 7:56 am
|
7:00 am — 7:56 am
UA490
United Airlines
Toronto — Chicago
|
1h 56m |
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from$93 |
|
8:15 am — 9:08 am
|
8:15 am — 9:08 am
UA8533
United Airlines
Toronto — Chicago
|
1h 53m |
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from$72 |
|
9:00 am — 9:55 am
|
9:00 am — 9:55 am
UA1538
United Airlines
Toronto — Chicago
|
1h 55m |
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from$72 |
|
9:00 pm — 10:07 pm
|
9:00 pm — 10:07 pm
UA5928
United Airlines
Toronto — Chicago
|
2h 7m |
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from$72 |
|
9:00 pm — 10:05 pm
|
9:00 pm — 10:05 pm
UA4808
United Airlines
Toronto — Chicago
|
2h 5m |
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from$88 |
|
9:00 pm — 10:05 pm
|
9:00 pm — 10:05 pm
UA3640
United Airlines
Toronto — Chicago
|
2h 5m |
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from$93 |
|
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 |
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from$84 |
|
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 |
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from$100 |
|
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 |
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from$101 |
|
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 |
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from$84 |
|
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$84 |
|
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 |
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from$85 |
|
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$101 |
|
3:00 pm — 9:26 pm
|
3:00 pm — 4:48 pm
UA3705
United Airlines
Toronto — Newark
2h 55m stop
8:30 pm — 10:12 pm
UA546
United Airlines
Newark — Chicago
|
7h 26m including layover |
Find flight
from$108 |
|
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$84 |
|
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$84 |
|
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$84 |
|
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$84 |
|
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$84 |
|
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$96 |
Flight Information
There are 22 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 9:20 am. 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 9:20 am
- Distance 436 ml
The cheapest months for traveling to Chicago are october (from 96 $), september (from 97 $), july (from 118 $).
The most expensive and popular months are november (from 256 $), february (from 220 $), january (from 204 $).
The cheapest flight by United Airlines that our users were able to find is $72. 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.
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 10 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 39 direct flights every day from Toronto. Airlines and fares are below:
- from $108Find
- from $55Find
- TS - Air Transatfrom $87Find
Connecting Flights
List of flights with layovers (1 and more stops):
- from $101Find
- from $129Find
- F8 - Freedom Airlinesfrom $120Find
- AS - Alaska Airlinesfrom $218Find
- AV - Aviancafrom $408Find
- SY - Sun Country Airlinesfrom $162Find
- WS - WestJetfrom $132Find
- AM - Aeromexicofrom $498Find
- LX - SWISS International Air Linesfrom $3152Find
- TS - Air Transatfrom $146Find
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