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 $119 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 june: one-way - $119, two-way – $204.
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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$131
11:16 am — 12:03 pm
11:16 am — 12:03 pm UA211 United Airlines
Toronto — Chicago
1h 47m
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from$119
12:20 pm — 1:11 pm
12:20 pm — 1:11 pm UA3400 United Airlines
Toronto — Chicago
1h 51m
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from$123
1:51 pm — 2:43 pm
1:51 pm — 2:43 pm UA3984 United Airlines
Toronto — Chicago
1h 52m
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from$123
2:55 pm — 3:43 pm
2:55 pm — 3:43 pm UA8307 United Airlines
Toronto — Chicago
1h 48m
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from$131
4:30 pm — 5:18 pm
4:30 pm — 5:18 pm UA8303 United Airlines
Toronto — Chicago
1h 48m
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from$131
5:40 pm — 6:34 pm
5:40 pm — 6:34 pm UA582 United Airlines
Toronto — Chicago
1h 54m
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from$119
6:00 am — 7:01 am
6:00 am — 7:01 am UA1769 United Airlines
Toronto — Chicago
2h 1m
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from$119
8:16 am — 9:03 am
8:16 am — 9:03 am UA547 United Airlines
Toronto — Chicago
1h 47m
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from$119
9:18 pm — 10:14 pm
9:18 pm — 10:14 pm UA3744 United Airlines
Toronto — Chicago
1h 56m
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from$123
10:19 am — 1:50 pm
10:19 am — 11:40 am UA3937 United Airlines
Toronto — Washington D.C.
1h 5m stop
12:45 pm — 1:50 pm UA5967 United Airlines
Washington D.C. — Chicago
4h 31m
including layover
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from$145
12:45 pm — 4:20 pm
12:45 pm — 1:56 pm UA8173 United Airlines
Toronto — Detroit
2h 4m stop
4:00 pm — 4:20 pm WN1510 Southwest Airlines
Detroit — Chicago
4h 35m
including layover
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from$266
1:40 pm — 8:25 pm
1:40 pm — 3:10 pm UA8406 United Airlines
Toronto — New York
3h 45m stop
6:55 pm — 8:25 pm WN1147 Southwest Airlines
New York — Chicago
7h 45m
including layover
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from$228
2:40 pm — 7:57 pm
2:40 pm — 4:10 pm UA8422 United Airlines
Toronto — New York
2h stop
6:10 pm — 7:57 pm DL303 Delta Air Lines Inc.
New York — Chicago
6h 17m
including layover
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from$182
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$192
4:30 pm — 9:55 pm
4:30 pm — 6:00 pm UA8232 United Airlines
Toronto — New York
2h 16m stop
8:16 pm — 9:55 pm UA2214 United Airlines
New York — Chicago
6h 25m
including layover
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from$182
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$144
7:15 pm — 7:30 am
+1 day
7:15 pm — 8:45 pm UA8238 United Airlines
Toronto — New York
9h 20m stop
6:05 am — 7:30 am WN1797 Southwest Airlines
New York — Chicago
13h 15m
including layover
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from$182
8:00 am — 1:30 pm
8:00 am — 9:30 am UA8542 United Airlines
Toronto — New York
2h 20m stop
11:50 am — 1:30 pm WN1145 Southwest Airlines
New York — Chicago
6h 30m
including layover
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from$195
9:46 am — 2:49 pm
9:46 am — 11:22 am UA3098 United Airlines
Toronto — Newark
1h 58m stop
1:20 pm — 2:49 pm UA5939 United Airlines
Newark — Chicago
6h 3m
including layover
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from$185
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
Find flight
from$191
*Departure and arrival times are local. Last updated on 06/04/2020

Flight Information

There are 25 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 44m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 1h 44m
  • Average flight time 1h 52m
  • The earliest flight 10:00 am
  • The latest flight 9:46 am
  • Distance 436 ml

The cheapest months for traveling to Chicago are june (from 119 $), august (from 123 $), july (from 123 $).

The most expensive and popular months are september (from 123 $), october (from 123 $), july (from 123 $).

The cheapest flight by United Airlines that our users were able to find is $119. This airfare is economy class on one-way UA211 flight for June 5, 2020 leaving Pearson International in Toronto at 11:16 am, 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 35 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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