Cheap Flights from Toronto, ON to Chicago, IL from $71

Return flight: Chicago – Toronto

On Cheapflightsplus.com you will find 42 direct and 130 connecting flights from Toronto to Chicago. You can compare airfare deals from 6 airlines and multiple travel sites from $83, 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: $71 (one-way), $122 (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
06:10 — 07:05
06:10 — 07:05 AC7509 Air Canada
Toronto — Chicago
1h 55m
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from$95
07:55 — 08:50
07:55 — 08:50 AC7701 Air Canada
Toronto — Chicago
1h 55m
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from$95
08:15 — 08:56
08:15 — 08:56 UA5832 United Airlines
Toronto — Chicago
1h 41m
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from$99
09:00 — 09:58
09:00 — 09:58 AC4408 Air Canada
Toronto — Chicago
1h 58m
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from$100
10:55 — 11:50
10:55 — 11:50 AC7527 Air Canada
Toronto — Chicago
1h 55m
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from$95
11:05 — 11:59
11:05 — 11:59 UA537 United Airlines
Toronto — Chicago
1h 54m
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from$99
12:25 — 13:20
12:25 — 13:20 AC7611 Air Canada
Toronto — Chicago
1h 55m
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from$95
13:50 — 14:39
13:50 — 14:39 AC5137 Air Canada
Toronto — Chicago
1h 49m
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from$95
15:10 — 16:05
15:10 — 16:05 AC7673 Air Canada
Toronto — Chicago
1h 55m
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from$95
16:35 — 17:25
16:35 — 17:25 PD393 Porter Airlines
Toronto — Chicago
1h 50m
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from$99
17:05 — 18:00
17:05 — 18:00 AC7679 Air Canada
Toronto — Chicago
1h 55m
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from$95
18:21 — 19:16
18:21 — 19:16 AA4112 American Airlines
Toronto — Chicago
1h 55m
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from$102
19:00 — 19:55
19:00 — 19:55 AC7681 Air Canada
Toronto — Chicago
1h 55m
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from$95
20:55 — 21:50
20:55 — 21:50 AC7683 Air Canada
Toronto — Chicago
1h 55m
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from$95
21:00 — 21:50
21:00 — 21:50 PD395 Porter Airlines
Toronto — Chicago
1h 50m
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from$99
06:20 — 10:16
06:20 — 07:39 AC480 Air Canada
Toronto — Montreal
1h 1m stop
08:40 — 10:16 AC7591 Air Canada
Montreal — Chicago
4h 56m
including layover
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from$91
07:15 — 12:00
07:15 — 08:25 AC7952 Air Canada
Toronto — Montreal
2h 5m stop
10:30 — 12:00 AC3653 Air Canada
Montreal — Chicago
5h 45m
including layover
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from$83
08:15 — 12:00
08:15 — 09:25 AC7954 Air Canada
Toronto — Montreal
1h 5m stop
10:30 — 12:00 AC3653 Air Canada
Montreal — Chicago
4h 45m
including layover
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from$83
09:15 — 15:11
09:15 — 10:25 AC7956 Air Canada
Toronto — Montreal
3h 10m stop
13:35 — 15:11 AC7595 Air Canada
Montreal — Chicago
6h 56m
including layover
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from$83
10:15 — 15:11
10:15 — 11:25 AC7958 Air Canada
Toronto — Montreal
2h 10m stop
13:35 — 15:11 AC7595 Air Canada
Montreal — Chicago
5h 56m
including layover
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from$83
11:15 — 15:11
11:15 — 12:25 AC7960 Air Canada
Toronto — Montreal
1h 10m stop
13:35 — 15:11 AC7595 Air Canada
Montreal — Chicago
4h 56m
including layover
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from$83
12:15 — 18:30
12:15 — 13:25 AC7962 Air Canada
Toronto — Montreal
3h 25m stop
16:50 — 18:30 AC3078 Air Canada
Montreal — Chicago
7h 15m
including layover
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from$83
13:15 — 18:30
13:15 — 14:25 AC7964 Air Canada
Toronto — Montreal
2h 25m stop
16:50 — 18:30 AC3078 Air Canada
Montreal — Chicago
6h 15m
including layover
Find flight
from$83
14:15 — 18:30
14:15 — 15:25 AC7966 Air Canada
Toronto — Montreal
1h 25m stop
16:50 — 18:30 AC3078 Air Canada
Montreal — Chicago
5h 15m
including layover
Find flight
from$83
15:15 — 21:31
15:15 — 16:25 AC7968 Air Canada
Toronto — Montreal
3h 30m stop
19:55 — 21:31 AC7599 Air Canada
Montreal — Chicago
7h 16m
including layover
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from$83
16:15 — 21:31
16:15 — 17:25 AC7970 Air Canada
Toronto — Montreal
2h 30m stop
19:55 — 21:31 AC7599 Air Canada
Montreal — Chicago
6h 16m
including layover
Find flight
from$84
17:15 — 21:31
17:15 — 18:25 AC7972 Air Canada
Toronto — Montreal
1h 30m stop
19:55 — 21:31 AC7599 Air Canada
Montreal — Chicago
5h 16m
including layover
Find flight
from$84
*Departure and arrival times - local. Updated on October 23, 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 23:15 from 3 Toronto airports and arrive 00:30 to 23:15 to 7 Chicago airports . Average flight time is 1h 53m.

  • The fastest flight 1h 41m
  • Average flight time 1h 53m
  • The earliest flight 00:30
  • The latest flight 23:15
  • Distance 436 ml

The cheapest months to travel to Chicago are november (from 83 $), october (from 83 $), september (from 91 $).

The most expensive months are august (from 117 $), july (from 112 $), september (from 91 $).

What is the lowest airfare Toronto to Chicago?

The cheapest plane ticket found by our users is $83. This airfare is for economy class on one-way AC7964 flight by Air Canada for November 19, 2020 which leaves Toronto Island in Toronto at 13:15 am and arrives at Chicago O'Hare International at 18:31.

Economy class
$83
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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 - 14 departures per week at the price of from $ 99 . And the most expensive tickets are offered by WestJet airline - from $ 632.

Direct flights

There are 42 nonstop flights on the route. The fastest direct flight is UA5832 by United Airlines takes 1h 41m and the cheapest is AC7964 by Air Canada for $95.

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Connecting Flights

There are 130 flights with layovers on the route. The fastest connecting flight is UA8167 by United Airlines takes 3h 13m and the cheapest is AC7964 by Air Canada for $83.

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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 $83
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  • Pearson International-YYZ
    from $91
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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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