United Airlines Toronto to Chicago Flights

Return flight: Chicago – Toronto

Cheapflightsplus.com will find cheap United Airlines flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $152 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 - $152, two-way – $261.
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Below is a detailed 2024 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
11:00 am — 11:59 am
11:00 am — 11:59 am UA1063 United Airlines
Toronto — Chicago
1h 59m
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from$152
11:00 am — 12:09 pm
11:00 am — 12:09 pm UA3556 United Airlines
Toronto — Chicago
2h 9m
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from$166
11:00 am — 12:13 pm
11:00 am — 12:13 pm UA5578 United Airlines
Toronto — Chicago
2h 13m
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from$244
12:20 pm — 1:11 pm
12:20 pm — 1:11 pm UA8694 United Airlines
Toronto — Chicago
1h 51m
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from$152
2:00 pm — 2:51 pm
2:00 pm — 2:51 pm UA8307 United Airlines
Toronto — Chicago
1h 51m
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from$152
3:30 pm — 4:29 pm
3:30 pm — 4:29 pm UA2364 United Airlines
Toronto — Chicago
1h 59m
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from$153
5:30 pm — 6:37 pm
5:30 pm — 6:37 pm UA3608 United Airlines
Toronto — Chicago
2h 7m
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from$152
6:40 pm — 7:37 pm
6:40 pm — 7:37 pm UA8293 United Airlines
Toronto — Chicago
1h 57m
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from$153
6:52 am — 8:05 am
6:52 am — 8:05 am UA3651 United Airlines
Toronto — Chicago
2h 13m
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from$166
6:52 am — 8:05 am
6:52 am — 8:05 am UA3534 United Airlines
Toronto — Chicago
2h 13m
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from$192
6:52 am — 8:01 am
6:52 am — 8:01 am UA5345 United Airlines
Toronto — Chicago
2h 9m
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from$278
8:00 am — 8:57 am
8:00 am — 8:57 am UA8533 United Airlines
Toronto — Chicago
1h 57m
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from$152
9:00 am — 10:04 am
9:00 am — 10:04 am UA1538 United Airlines
Toronto — Chicago
2h 4m
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from$152
9:00 pm — 10:06 pm
9:00 pm — 10:06 pm UA5728 United Airlines
Toronto — Chicago
2h 6m
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from$152
9:00 pm — 10:13 pm
9:00 pm — 10:13 pm UA3713 United Airlines
Toronto — Chicago
2h 13m
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from$373
10:00 am — 2:19 pm
10:00 am — 11:39 am UA3636 United Airlines
Toronto — Washington D.C.
1h 26m stop
1:05 pm — 2:19 pm UA2331 United Airlines
Washington D.C. — Chicago
5h 19m
including layover
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from$168
10:45 am — 3:54 pm
10:45 am — 12:24 pm UA3648 United Airlines
Toronto — Newark
1h 56m stop
2:29 pm — 4:03 pm UA323 United Airlines
Newark — Chicago
6h 9m
including layover
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from$171
12:20 pm — 6:36 pm
12:20 pm — 1:23 pm UA8288 United Airlines
Toronto — Ottawa
3h 37m stop
5:00 pm — 6:36 pm UA3626 United Airlines
Ottawa — Chicago
7h 16m
including layover
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from$165
2:45 pm — 11:20 pm
2:45 pm — 4:24 pm UA3637 United Airlines
Toronto — Washington D.C.
5h 52m stop
10:16 pm — 11:20 pm UA1738 United Airlines
Washington D.C. — Chicago
9h 35m
including layover
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from$168
3:00 pm — 9:22 pm
3:00 pm — 4:50 pm UA3705 United Airlines
Toronto — Newark
2h 53m stop
7:43 pm — 9:22 pm UA546 United Airlines
Newark — Chicago
7h 22m
including layover
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from$169
4:00 pm — 9:22 pm
4:00 pm — 5:40 pm UA8621 United Airlines
Toronto — Newark
2h 3m stop
7:43 pm — 9:22 pm UA546 United Airlines
Newark — Chicago
6h 22m
including layover
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from$172
4:30 pm — 8:14 pm
4:30 pm — 6:07 pm UA8548 United Airlines
Toronto — Washington D.C.
53m stop
7:00 pm — 8:14 pm UA1685 United Airlines
Washington D.C. — Chicago
4h 44m
including layover
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from$172
7:15 am — 1:11 pm
7:15 am — 8:59 am UA3607 United Airlines
Toronto — Newark
2h 31m stop
11:44 am — 1:15 pm UA1875 United Airlines
Newark — Chicago
6h 56m
including layover
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from$168
7:45 am — 1:11 pm
7:45 am — 9:30 am UA3435 United Airlines
Toronto — Newark
2h stop
11:44 am — 1:15 pm UA1875 United Airlines
Newark — Chicago
6h 26m
including layover
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from$168
8:10 am — 2:19 pm
8:10 am — 9:46 am UA8266 United Airlines
Toronto — Washington D.C.
3h 19m stop
1:05 pm — 2:19 pm UA2331 United Airlines
Washington D.C. — Chicago
7h 9m
including layover
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from$168
*Departure and arrival times are local. Last updated on 11/18/2024

Flight Information

There are 15 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 6m
  • The earliest flight 10:00 am
  • The latest flight 9:30 am
  • Distance 436 ml

The cheapest months for traveling to Chicago are november (from 76 $), december (from 152 $), january (from 166 $).

The most expensive and popular months are february (from 179 $), january (from 166 $), december (from 152 $).

The cheapest flight by United Airlines that our users were able to find is $152. This airfare is economy class on one-way UA8307 flight for December 12, 2024 leaving Pearson International in Toronto at 2:00 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 8 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:

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Connecting Flights

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

  • from $252
    Find
  • from $144
    Find
  • from $164
    Find
  • F8 - Freedom Airlines
    from $182
    Find
  • AS - Alaska Airlines
    from $360
    Find
  • TK - Turkish Airlines
    from $1659
    Find
  • AY - Finnair
    from $1370
    Find
  • TS - Air Transat
    from $167
    Find
See more connecting flights

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.
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  • 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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