Cheap Flights from Toronto, ON to Chicago, IL from $95

Return flight: Chicago – Toronto

On Cheapflightsplus.com you will find 16 direct and 34 connecting flights from Toronto to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $115, book and save on cheap plane tickets and last minute offers. Also check out YTO-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Toronto to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $95 (one-way), $163 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Toronto to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
06:00 — 07:01
06:00 — 07:01 UA1769 United Airlines
Toronto — Chicago
2h 1m
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from$119
08:16 — 09:03
08:16 — 09:03 UA547 United Airlines
Toronto — Chicago
1h 47m
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from$119
11:16 — 12:03
11:16 — 12:03 UA211 United Airlines
Toronto — Chicago
1h 47m
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from$119
12:15 — 13:21
12:15 — 13:21 AC5137 Air Canada
Toronto — Chicago
2h 6m
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from$130
13:51 — 14:50
13:51 — 14:50 AC5588 Air Canada
Toronto — Chicago
1h 59m
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from$119
14:55 — 15:44
14:55 — 15:44 AC509 Air Canada
Toronto — Chicago
1h 49m
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from$119
15:12 — 16:08
15:12 — 16:08 AA3080 American Airlines
Toronto — Chicago
1h 56m
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from$121
16:40 — 17:29
16:40 — 17:29 AC511 Air Canada
Toronto — Chicago
1h 49m
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from$119
17:40 — 18:34
17:40 — 18:34 UA582 United Airlines
Toronto — Chicago
1h 54m
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from$119
18:15 — 19:04
18:15 — 19:04 AC513 Air Canada
Toronto — Chicago
1h 49m
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from$119
19:14 — 20:20
19:14 — 20:20 AC4961 Air Canada
Toronto — Chicago
2h 6m
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from$130
00:30 — 10:05
00:30 — 01:45 AC7562 Air Canada
Toronto — Montreal
6h 55m stop
08:40 — 10:05 AC7591 Air Canada
Montreal — Chicago
10h 35m
including layover
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from$267
07:15 — 11:40
07:15 — 08:25 AC7952 Air Canada
Toronto — Montreal
1h 50m stop
10:15 — 11:40 AC7593 Air Canada
Montreal — Chicago
5h 25m
including layover
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from$115
08:05 — 11:07
08:05 — 09:28 UA8124 United Airlines
Toronto — Baltimore
37m stop
10:05 — 11:07 UA566 United Airlines
Baltimore — Chicago
4h 2m
including layover
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from$326
09:15 — 15:00
09:15 — 10:25 AC7956 Air Canada
Toronto — Montreal
3h 10m stop
13:35 — 15:00 AC7595 Air Canada
Montreal — Chicago
6h 45m
including layover
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from$115
10:15 — 15:00
10:15 — 11:25 AC7958 Air Canada
Toronto — Montreal
2h 10m stop
13:35 — 15:00 AC7595 Air Canada
Montreal — Chicago
5h 45m
including layover
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from$115
11:15 — 15:00
11:15 — 12:25 AC7960 Air Canada
Toronto — Montreal
1h 10m stop
13:35 — 15:00 AC7595 Air Canada
Montreal — Chicago
4h 45m
including layover
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from$115
13:15 — 19:00
13:15 — 14:25 AC7964 Air Canada
Toronto — Montreal
3h 10m stop
17:35 — 19:00 AC7597 Air Canada
Montreal — Chicago
6h 45m
including layover
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from$115
14:15 — 19:00
14:15 — 15:25 AC7966 Air Canada
Toronto — Montreal
2h 10m stop
17:35 — 19:00 AC7597 Air Canada
Montreal — Chicago
5h 45m
including layover
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from$115
15:15 — 19:00
15:15 — 16:25 AC7968 Air Canada
Toronto — Montreal
1h 10m stop
17:35 — 19:00 AC7597 Air Canada
Montreal — Chicago
4h 45m
including layover
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from$115
16:15 — 21:15
16:15 — 17:25 AC7970 Air Canada
Toronto — Montreal
2h 25m stop
19:50 — 21:15 AC7599 Air Canada
Montreal — Chicago
6h
including layover
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from$115
17:15 — 21:15
17:15 — 18:25 AC7972 Air Canada
Toronto — Montreal
1h 25m stop
19:50 — 21:15 AC7599 Air Canada
Montreal — Chicago
5h
including layover
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from$115
18:15 — 22:35
18:15 — 19:43 UA8236 United Airlines
Toronto — New York
1h 17m stop
21:00 — 22:35 UA1249 United Airlines
New York — Chicago
5h 20m
including layover
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from$285
19:40 — 23:05
19:40 — 21:01 AC3904 Air Canada
Toronto — Washington D.C.
59m stop
22:00 — 23:05 AC4420 Air Canada
Washington D.C. — Chicago
4h 25m
including layover
Find flight
from$128
21:00 — 06:39
+1 day
21:00 — 22:34 UA8202 United Airlines
Toronto — Newark
6h 41m stop
05:15 — 06:39 UA2139 United Airlines
Newark — Chicago
10h 39m
including layover
Find flight
from$202
*Departure and arrival times - local. Updated on June 4, 2020

Flight Information

Below we will explain in detail what the flights cost on the destination from Toronto to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Toronto and Chicago is 701 miles. Time difference between the cities is 1h. Airplanes depart 00:30 to 21:20 from 3 Toronto airports and arrive 00:30 to 21:20 to 7 Chicago airports . Average flight time is 1h 55m.

  • The fastest flight 1h 47m
  • Average flight time 1h 55m
  • The earliest flight 00:30
  • The latest flight 21:20
  • Distance 436 ml

The cheapest months to travel to Chicago are june (from 115 $), august (from 116 $), october (from 116 $).

The most expensive months are july (from 121 $), september (from 116 $), october (from 116 $).

What is the lowest airfare Toronto to Chicago?

The cheapest plane ticket found by our users is $115. This airfare is for economy class on one-way AC7970 flight by Air Canada for June 10, 2020 which leaves Toronto Island in Toronto at 16:15 am and arrives at Chicago O'Hare International at 21:15.

Economy class
$115
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Business class
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First class
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Popular Airlines on the Route

The flight Toronto — Chicago is served by 6 regular airlines and 2 low-cost airlines . Most of the flights on this route are operated by American Airlines - 4 departures per week at the price of from $ 121 . And the most expensive tickets are offered by United Airlines airline - from $ 468.

Direct flights

There are 16 nonstop flights on the route. The fastest direct flight is UA547 by United Airlines takes 1h 47m and the cheapest is AC7970 by Air Canada for $119.

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Connecting Flights

There are 34 flights with layovers on the route. The fastest connecting flight is UA8124 by United Airlines takes 4h 2m and the cheapest is AC7970 by Air Canada for $115.

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Airports

You can fly from Toronto to Chicago from 3 airports (Buttonville Municipal, Toronto Island, Pearson International).

Toronto airports

  • Buttonville Municipal-YKZ
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  • Toronto Island-YTZ
    from $115
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  • Pearson International-YYZ
    from $119
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane 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 flight ticket.
  • 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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