Porter Airlines Toronto to Chicago Flights

Return flight: Chicago – Toronto

Cheapflightsplus.com will find cheap Porter Airlines flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $55 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Porter Airlines, arrivals and departure details below.

Find Cheap Airfare Toronto (ON) — Chicago (IL) by Porter 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 - $55, two-way – $94.
Direct flights
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Below is a detailed 2025 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
3:35 pm — 4:24 pm
3:35 pm — 4:24 pm PD2393 Porter Airlines
Toronto — Chicago
1h 49m
Find flight
from$61
7:30 am — 8:19 am
7:30 am — 8:19 am PD2387 Porter Airlines
Toronto — Chicago
1h 49m
Find flight
from$55
10:40 am — 11:31 pm
10:40 am — 1:00 pm PD663 Porter Airlines
Toronto — Los Angeles
4h 24m stop
5:24 pm — 11:31 pm NK3010 Spirit Airlines
Los Angeles — Chicago
13h 51m
including layover
Find flight
from$131
10:40 am — 11:36 am
+1 day
10:40 am — 1:00 pm PD663 Porter Airlines
Toronto — Los Angeles
16h 30m stop
5:30 am — 11:36 am NK466 Spirit Airlines
Los Angeles — Chicago
25h 56m
including layover
Find flight
from$155
11:00 am — 11:10 pm
11:00 am — 12:30 pm PD2129 Porter Airlines
Toronto — Newark
9h 3m stop
9:33 pm — 11:10 pm NK329 Spirit Airlines
Newark — Chicago
13h 10m
including layover
Find flight
from$131
11:00 am — 7:17 pm
11:00 am — 12:30 pm PD2129 Porter Airlines
Toronto — New York
5h 5m stop
5:35 pm — 7:17 pm NK918 Spirit Airlines
New York — Chicago
9h 17m
including layover
Find flight
from$134
12:50 pm — 11:10 pm
12:50 pm — 2:20 pm PD2133 Porter Airlines
Toronto — Newark
7h 13m stop
9:33 pm — 11:10 pm NK329 Spirit Airlines
Newark — Chicago
11h 20m
including layover
Find flight
from$131
12:50 pm — 6:32 am
+1 day
12:50 pm — 2:20 pm PD2133 Porter Airlines
Toronto — Newark
14h 40m stop
5:00 am — 6:32 am NK2543 Spirit Airlines
Newark — Chicago
18h 42m
including layover
Find flight
from$138
1:35 pm — 8:38 am
+1 day
1:35 pm — 3:06 pm PD2725 Porter Airlines
Toronto — Baltimore
16h 32m stop
8:00 am — 9:23 am NK2439 Spirit Airlines
Baltimore — Chicago
20h 3m
including layover
Find flight
from$147
2:00 pm — 11:10 pm
2:00 pm — 3:30 pm PD2135 Porter Airlines
Toronto — Newark
6h 3m stop
9:33 pm — 11:10 pm NK329 Spirit Airlines
Newark — Chicago
10h 10m
including layover
Find flight
from$131
2:50 pm — 11:10 pm
2:50 pm — 4:30 pm PD605 Porter Airlines
Toronto — Newark
5h 3m stop
9:33 pm — 11:10 pm NK329 Spirit Airlines
Newark — Chicago
9h 20m
including layover
Find flight
from$136
3:00 pm — 11:10 pm
3:00 pm — 4:30 pm PD2131 Porter Airlines
Toronto — Newark
5h 3m stop
9:33 pm — 11:10 pm NK329 Spirit Airlines
Newark — Chicago
9h 10m
including layover
Find flight
from$131
4:20 pm — 3:43 pm
+1 day
4:20 pm — 7:30 pm PD537 Porter Airlines
Toronto — Fort Myers
18h stop
1:30 pm — 3:43 pm NK2930 Spirit Airlines
Fort Myers — Chicago
24h 23m
including layover
Find flight
from$189
5:15 pm — 11:10 pm
5:15 pm — 6:45 pm PD2141 Porter Airlines
Toronto — Newark
2h 48m stop
9:33 pm — 11:10 pm NK329 Spirit Airlines
Newark — Chicago
6h 55m
including layover
Find flight
from$131
5:15 pm — 2:41 pm
+1 day
5:15 pm — 6:45 pm PD2141 Porter Airlines
Toronto — Newark
18h 12m stop
12:57 pm — 2:41 pm NK1183 Spirit Airlines
Newark — Chicago
22h 26m
including layover
Find flight
from$138
6:45 am — 2:41 pm
6:45 am — 8:15 am PD2121 Porter Airlines
Toronto — Newark
4h 42m stop
12:57 pm — 2:41 pm NK1183 Spirit Airlines
Newark — Chicago
8h 56m
including layover
Find flight
from$129
6:45 am — 6:32 am
+1 day
6:45 am — 8:15 am PD2121 Porter Airlines
Toronto — Newark
20h 45m stop
5:00 am — 6:32 am NK2543 Spirit Airlines
Newark — Chicago
24h 47m
including layover
Find flight
from$138
7:45 am — 2:41 pm
7:45 am — 9:15 am PD2125 Porter Airlines
Toronto — Newark
3h 42m stop
12:57 pm — 2:41 pm NK1183 Spirit Airlines
Newark — Chicago
7h 56m
including layover
Find flight
from$129
8:45 am — 5:34 pm
8:45 am — 10:16 am PD2719 Porter Airlines
Toronto — Baltimore
6h 16m stop
4:32 pm — 5:36 pm F93087 Frontier Airlines
Baltimore — Chicago
9h 49m
including layover
Find flight
from$139
8:45 am — 6:37 am
+1 day
8:45 am — 10:15 am PD2123 Porter Airlines
Toronto — Newark
18h 45m stop
5:00 am — 6:37 am NK2543 Spirit Airlines
Newark — Chicago
22h 52m
including layover
Find flight
from$154
9:45 am — 11:10 pm
9:45 am — 11:15 am PD2127 Porter Airlines
Toronto — Newark
10h 18m stop
9:33 pm — 11:10 pm NK329 Spirit Airlines
Newark — Chicago
14h 25m
including layover
Find flight
from$131
9:45 am — 2:41 pm
9:45 am — 11:15 am PD2127 Porter Airlines
Toronto — Newark
1h 42m stop
12:57 pm — 2:41 pm NK1183 Spirit Airlines
Newark — Chicago
5h 56m
including layover
Find flight
from$132
1:25 pm — 5:10 pm
+1 day
1:25 pm — 3:06 pm PD2945 Porter Airlines
Toronto — Boston
19h 15m stop
10:21 am — 1:31 pm NK1837 Spirit Airlines
Boston — Dallas
1h 25m stop
2:56 pm — 5:10 pm NK1634 Spirit Airlines
Dallas — Chicago
28h 45m
including layover
Find flight
from$173
4:40 pm — 6:37 am
+1 day
4:40 pm — 5:55 pm PD2483 Porter Airlines
Toronto — Montreal
1h 25m stop
7:20 pm — 9:00 pm PD2407 Porter Airlines
Montreal — Newark
8h stop
5:00 am — 6:37 am NK2543 Spirit Airlines
Newark — Chicago
14h 57m
including layover
Find flight
from$159
*Departure and arrival times are local. Last updated on 06/02/2025

Flight Information

There are 2 flights by Porter 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 10:05 am to 9:50 am. Nonstop flight is 1h 49m. The time difference between Toronto and Chicago is 1h.

  • The fastest flight 1h 49m
  • Average flight time 1h 49m
  • The earliest flight 10:05 am
  • The latest flight 9:50 am
  • Distance 436 ml

The cheapest months for traveling to Chicago are september (from 74 $), october (from 82 $), august (from 98 $).

The most expensive and popular months are november (from 179 $), december (from 156 $), february (from 148 $).

The cheapest flight by Porter Airlines that our users were able to find is $55. This airfare is economy class on one-way PD2387 flight for September 27, 2025 leaving Toronto Island in Toronto at 7:30 am, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Porter Airlines there are other 10 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 39 direct flights every day from Toronto. Airlines and fares are below:

See more direct flights

Connecting Flights

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

  • from $101
    Find
  • from $84
    Find
  • F8 - Freedom Airlines
    from $120
    Find
  • AS - Alaska Airlines
    from $218
    Find
  • AV - Avianca
    from $408
    Find
  • SY - Sun Country Airlines
    from $162
    Find
  • WS - WestJet
    from $132
    Find
  • AM - Aeromexico
    from $498
    Find
  • LX - SWISS International Air Lines
    from $3152
    Find
  • TS - Air Transat
    from $146
    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.
  • 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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