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 $99 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 november: one-way - $99, two-way – $170.
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Below is a detailed 2020 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 Arrival Flight Details Flight Time Price
10:10 am — 10:58 am
10:10 am — 10:58 am UA8293 United Airlines
Toronto — Chicago
1h 48m
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from$118
11:05 am — 11:59 am
11:05 am — 11:59 am UA537 United Airlines
Toronto — Chicago
1h 54m
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from$99
12:20 pm — 1:02 pm
12:20 pm — 1:02 pm UA4608 United Airlines
Toronto — Chicago
1h 42m
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from$99
1:50 pm — 2:39 pm
1:50 pm — 2:39 pm UA3984 United Airlines
Toronto — Chicago
1h 49m
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from$99
2:55 pm — 3:43 pm
2:55 pm — 3:43 pm UA8307 United Airlines
Toronto — Chicago
1h 48m
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from$118
3:10 pm — 4:05 pm
3:10 pm — 4:05 pm UA8307 United Airlines
Toronto — Chicago
1h 55m
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from$99
4:30 pm — 5:18 pm
4:30 pm — 5:18 pm UA8303 United Airlines
Toronto — Chicago
1h 48m
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from$118
5:40 pm — 6:38 pm
5:40 pm — 6:38 pm UA582 United Airlines
Toronto — Chicago
1h 58m
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from$99
6:00 am — 6:47 am
6:00 am — 6:47 am UA1572 United Airlines
Toronto — Chicago
1h 47m
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from$99
7:00 pm — 7:55 pm
7:00 pm — 7:55 pm UA8293 United Airlines
Toronto — Chicago
1h 55m
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from$99
8:15 am — 8:56 am
8:15 am — 8:56 am UA5832 United Airlines
Toronto — Chicago
1h 41m
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from$99
9:18 pm — 10:15 pm
9:18 pm — 10:15 pm UA3640 United Airlines
Toronto — Chicago
1h 57m
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from$99
10:21 am — 2:55 pm
10:21 am — 11:56 am UA4294 United Airlines
Toronto — Newark
1h 24m stop
1:20 pm — 2:55 pm UA755 United Airlines
Newark — Chicago
5h 34m
including layover
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from$101
12:40 pm — 4:15 pm
12:40 pm — 1:50 pm UA8173 United Airlines
Toronto — Detroit
2h 10m stop
4:00 pm — 4:15 pm WN512 Southwest Airlines
Detroit — Chicago
4h 35m
including layover
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from$220
1:50 pm — 4:59 pm
1:50 pm — 3:24 pm UA8599 United Airlines
Toronto — Covington
1h 1m stop
4:25 pm — 4:59 pm UA3637 United Airlines
Covington — Chicago
4h 9m
including layover
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from$149
2:50 pm — 6:33 pm
2:50 pm — 4:22 pm UA6195 United Airlines
Toronto — Washington D.C.
53m stop
5:15 pm — 6:33 pm UA1924 United Airlines
Washington D.C. — Chicago
4h 43m
including layover
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from$101
3:30 pm — 10:10 pm
3:30 pm — 5:00 pm UA8230 United Airlines
Toronto — New York
3h 55m stop
8:55 pm — 10:10 pm WN1114 Southwest Airlines
New York — Chicago
7h 40m
including layover
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from$173
4:15 pm — 6:28 pm
4:15 pm — 5:17 pm UA8167 United Airlines
Toronto — Cleveland
33m stop
5:50 pm — 6:28 pm UA1704 United Airlines
Cleveland — Chicago
3h 13m
including layover
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from$111
6:00 am — 11:57 am
6:00 am — 7:35 am UA3892 United Airlines
Toronto — Washington D.C.
3h 16m stop
10:51 am — 11:57 am UA5963 United Airlines
Washington D.C. — Chicago
6h 57m
including layover
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from$129
7:40 pm — 11:12 pm
7:40 pm — 9:05 pm UA6112 United Airlines
Toronto — Washington D.C.
1h 2m stop
10:07 pm — 11:12 pm UA487 United Airlines
Washington D.C. — Chicago
4h 32m
including layover
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from$101
8:35 pm — 6:00 am
+1 day
8:35 pm — 9:55 pm UA8379 United Airlines
Toronto — Columbus
7h 45m stop
5:40 am — 6:00 am WN405 Southwest Airlines
Columbus — Chicago
10h 25m
including layover
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from$167
9:15 am — 11:37 am
9:15 am — 10:18 am UA8132 United Airlines
Toronto — Cleveland
51m stop
11:09 am — 11:37 am UA661 United Airlines
Cleveland — Chicago
3h 22m
including layover
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from$101
5:30 pm — 10:35 am
+1 day
5:30 pm — 7:00 pm UA8234 United Airlines
Toronto — New York
11h stop
6:00 am — 7:20 am WN4851 Southwest Airlines
New York — Nashville
1h 40m stop
9:00 am — 10:35 am WN5181 Southwest Airlines
Nashville — Chicago
18h 5m
including layover
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from$172
*Departure and arrival times are local. Last updated on 10/23/2020

Flight Information

There are 36 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 9:46 am. Nonstop flight is 1h 41m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 1h 41m
  • Average flight time 1h 53m
  • The earliest flight 10:00 am
  • The latest flight 9:46 am
  • Distance 436 ml

The cheapest months for traveling to Chicago are september (from 95 $), october (from 98 $), november (from 99 $).

The most expensive and popular months are july (from 117 $), august (from 117 $), november (from 99 $).

The cheapest flight by United Airlines that our users were able to find is $99. This airfare is economy class on one-way UA8307 flight for November 15, 2020 leaving Pearson International in Toronto at 3:10 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 5 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 65 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?

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»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • 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.

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