Cheap Flights from Toronto, ON to Chicago, IL from $79

Return flight: Chicago – Toronto

On Cheapflightsplus.com you will find 7 direct and 81 connecting flights from Toronto to Chicago. You can compare airfare deals from 8 airlines and multiple travel sites from $79, 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.

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 23:50 from 3 Toronto airports and arrive 00:30 to 23:50 to 7 Chicago airports. Average flight time is 1h 54m.

  • The fastest flight 1h 49m
  • Average flight time 1h 54m
  • The earliest flight 00:30
  • The latest flight 23:50
  • Distance 436 ml

The cheapest months to travel to Chicago are october (from 79 $), september (from 94 $), july (from 97 $).

The most expensive months are february (from 212 $), january (from 197 $), november (from 173 $).

What is the lowest airfare Toronto to Chicago?

The cheapest plane ticket found by our users is $79. This airfare is for economy class on one-way PD2393 flight by Porter Airlines for July 31, 2025 which leaves Toronto Island in Toronto at 15:35 am and arrives at Chicago Midway at 16:24.

Economy class
$79
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Business class
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First class
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Flight Schedule Toronto (Ontario) to Chicago (Illinois)

07:00 — 20:00
14h flight time
Find flight
from$207
07:00 — 07:58 Toronto — Ottawa
PD2205 Porter Airlines
2h 57m stop
11:00 — 12:30 Ottawa — New York
PD2335 Porter Airlines
6h stop
18:30 — 20:00 New York — Chicago
NK1179 Spirit Airlines
07:15 — 20:00
13h 45m flight time
Find flight
from$193
07:15 — 08:55 Toronto — New York
PD603 Porter Airlines
9h 35m stop
18:30 — 20:00 New York — Chicago
NK1179 Spirit Airlines
07:15 — 20:00
13h 45m flight time
Find flight
from$222
07:15 — 08:55 Toronto — New York
TS7207 Air Transat
9h 35m stop
18:30 — 20:00 New York — Chicago
NK1179 Spirit Airlines
07:55 — 20:00
13h 5m flight time
Find flight
from$214
07:55 — 10:00 Toronto — New York
F81614 Freedom Airlines
8h 30m stop
18:30 — 20:00 New York — Chicago
NK1179 Spirit Airlines
09:45 — 20:00
11h 15m flight time
Find flight
from$198
09:45 — 11:15 Toronto — New York
PD2127 Porter Airlines
7h 15m stop
18:30 — 20:00 New York — Chicago
NK1179 Spirit Airlines
12:20 — 13:13
1h 53m flight time
Find flight
from$121
Toronto — Chicago
UA8694 United Airlines
13:00 — 14:01
2h 1m flight time
Find flight
from$93
Toronto — Chicago
UA3605 United Airlines
14:10 — 15:04
1h 54m flight time
Find flight
from$93
Toronto — Chicago
UA8307 United Airlines
14:50 — 20:00
6h 10m flight time
Find flight
from$193
14:50 — 16:30 Toronto — New York
PD605 Porter Airlines
2h stop
18:30 — 20:00 New York — Chicago
NK1179 Spirit Airlines
14:50 — 20:00
6h 10m flight time
Find flight
from$222
14:50 — 16:30 Toronto — New York
TS7209 Air Transat
2h stop
18:30 — 20:00 New York — Chicago
NK1179 Spirit Airlines
15:35 — 16:24
1h 49m flight time
Find flight
from$79
Toronto — Chicago
PD2393 Porter Airlines
17:15 — 18:15
2h flight time
Find flight
from$114
Toronto — Chicago
UA1371 United Airlines
18:35 — 19:29
1h 54m flight time
Find flight
from$93
Toronto — Chicago
UA8293 United Airlines
20:05 — 06:03+1day
10h 58m flight time
Find flight
from$245
20:05 — 21:55 Toronto — Las Vegas
PD655 Porter Airlines
2h 39m stop
00:34 — 06:03 Las Vegas — Chicago
NK1053 Spirit Airlines
21:00 — 22:05
2h 5m flight time
Find flight
from$121
Toronto — Chicago
UA3640 United Airlines
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 and arrival times - local. Updated on October 25, 2025.

Popular Airlines on the Route

The flight Toronto — Chicago is served by 8 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Air Canada - 5 departures per week at the price of from $ 490 . And the most expensive tickets are offered by Avianca airline - from $ 2818.

Direct flights

There are 7 nonstop flights on the route. The fastest direct flight is PD2393 by Porter Airlines takes 1h 49m and the cheapest is PD2393 by Porter Airlines for $79.

  • PD - Porter Airlines
    from $79
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  • UA - United Airlines
    from $93
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Connecting Flights

There are 81 flights with layovers on the route. The fastest connecting flight is AC7704 by Air Canada takes 4h 6m and the cheapest is PD2393 by Porter Airlines for $193.

  • F8 - Freedom Airlines
    from $214
    Find
  • AC - Air Canada
    from $490
    Find
  • PD - Porter Airlines
    from $193
    Find
  • AV - Avianca
    from $1876
    Find
  • SY - Sun Country Airlines
    from $391
    Find
  • WS - WestJet
    from $256
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  • UA - United Airlines
    from $399
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  • TS - Air Transat
    from $222
    Find
See more connecting flights

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 $79
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  • Pearson International-YYZ
    from $93
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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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