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 $84 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 august: one-way - $84, two-way – $144.
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
12:00 pm — 3:31 pm
+1 day
12:00 pm — 12:58 pm PD2221 Porter Airlines
Toronto — Ottawa
3h 27m stop
4:25 pm — 7:44 pm PD505 Porter Airlines
Ottawa — Orlando
17h 39m stop
1:23 pm — 3:31 pm NK1369 Spirit Airlines
Orlando — Chicago
28h 31m
including layover
Find flight
from$369
12:00 pm — 5:58 pm
+1 day
12:00 pm — 12:58 pm PD2221 Porter Airlines
Toronto — Ottawa
3h 27m stop
4:25 pm — 7:44 pm PD505 Porter Airlines
Ottawa — Orlando
20h 5m stop
3:49 pm — 5:58 pm NK1114 Spirit Airlines
Orlando — Chicago
30h 58m
including layover
Find flight
from$369
2:00 pm — 11:53 pm
2:00 pm — 3:30 pm PD2135 Porter Airlines
Toronto — Newark
1h 53m stop
5:28 pm — 8:40 pm NK1218 Spirit Airlines
Newark — Miami
55m stop
9:35 pm — 11:58 pm NK1219 Spirit Airlines
Miami — Chicago
10h 53m
including layover
Find flight
from$298
2:50 pm — 8:00 pm
2:50 pm — 4:30 pm PD605 Porter Airlines
Toronto — New York
2h stop
6:30 pm — 8:00 pm NK1179 Spirit Airlines
New York — Chicago
6h 10m
including layover
Find flight
from$213
3:35 pm — 4:24 pm
3:35 pm — 4:24 pm PD2393 Porter Airlines
Toronto — Chicago
1h 49m
Find flight
from$84
5:15 pm — 7:04 am
+1 day
5:15 pm — 6:45 pm PD2141 Porter Airlines
Toronto — Newark
3h 15m stop
10:00 pm — 0:32 am NK1212 Spirit Airlines
Newark — Atlanta
5h 28m stop
6:00 am — 7:04 am NK1116 Spirit Airlines
Atlanta — Chicago
14h 49m
including layover
Find flight
from$566
7:00 am — 8:00 pm
7:00 am — 7:58 am PD2205 Porter Airlines
Toronto — Ottawa
2h 57m stop
11:00 am — 12:30 pm PD2335 Porter Airlines
Ottawa — New York
6h stop
6:30 pm — 8:00 pm NK1179 Spirit Airlines
New York — Chicago
14h
including layover
Find flight
from$219
7:15 am — 8:00 pm
7:15 am — 8:55 am PD603 Porter Airlines
Toronto — New York
9h 35m stop
6:30 pm — 8:00 pm NK1179 Spirit Airlines
New York — Chicago
13h 45m
including layover
Find flight
from$213
7:45 am — 8:00 pm
7:45 am — 9:15 am PD2125 Porter Airlines
Toronto — New York
9h 15m stop
6:30 pm — 8:00 pm NK1179 Spirit Airlines
New York — Chicago
13h 15m
including layover
Find flight
from$278
8:05 pm — 6:03 am
+1 day
8:05 pm — 9:55 pm PD655 Porter Airlines
Toronto — Las Vegas
2h 39m stop
0:34 am — 6:03 am NK1053 Spirit Airlines
Las Vegas — Chicago
10h 58m
including layover
Find flight
from$259
8:05 pm — 10:20 pm
+1 day
8:05 pm — 9:55 pm PD655 Porter Airlines
Toronto — Las Vegas
12h 53m stop
10:48 am — 4:14 pm F91490 Frontier Airlines
Las Vegas — Houston
3h 28m stop
7:42 pm — 10:20 pm F93282 Frontier Airlines
Houston — Chicago
27h 15m
including layover
Find flight
from$795
8:30 am — 11:53 pm
8:30 am — 10:00 am PD2123 Porter Airlines
Toronto — Newark
7h 23m stop
5:23 pm — 8:35 pm NK1218 Spirit Airlines
Newark — Miami
55m stop
9:30 pm — 11:53 pm NK1219 Spirit Airlines
Miami — Chicago
16h 23m
including layover
Find flight
from$566
9:30 am — 3:31 pm
+1 day
9:30 am — 10:28 am PD2219 Porter Airlines
Toronto — Ottawa
5h 57m stop
4:25 pm — 7:44 pm PD505 Porter Airlines
Ottawa — Orlando
17h 39m stop
1:23 pm — 3:31 pm NK1369 Spirit Airlines
Orlando — Chicago
31h 1m
including layover
Find flight
from$401
9:30 am — 5:58 pm
+1 day
9:30 am — 10:28 am PD2219 Porter Airlines
Toronto — Ottawa
5h 57m stop
4:25 pm — 7:44 pm PD505 Porter Airlines
Ottawa — Orlando
20h 5m stop
3:49 pm — 5:58 pm NK1114 Spirit Airlines
Orlando — Chicago
33h 28m
including layover
Find flight
from$401
9:30 am — 11:53 pm
9:30 am — 10:28 am PD2219 Porter Airlines
Toronto — Ottawa
5h 22m stop
3:50 pm — 7:35 pm PD517 Porter Airlines
Ottawa — Miami
1h 55m stop
9:30 pm — 11:53 pm NK1219 Spirit Airlines
Miami — Chicago
15h 23m
including layover
Find flight
from$459
9:45 am — 8:00 pm
9:45 am — 11:15 am PD2127 Porter Airlines
Toronto — New York
7h 15m stop
6:30 pm — 8:00 pm NK1179 Spirit Airlines
New York — Chicago
11h 15m
including layover
Find flight
from$209
9:45 am — 11:53 pm
9:45 am — 11:15 am PD2127 Porter Airlines
Toronto — Newark
6h 8m stop
5:23 pm — 8:35 pm NK1218 Spirit Airlines
Newark — Miami
55m stop
9:30 pm — 11:53 pm NK1219 Spirit Airlines
Miami — Chicago
15h 8m
including layover
Find flight
from$615
*Departure and arrival times are local. Last updated on 07/27/2025

Flight Information

There is 1 flight 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 12:00 pm to 9:45 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 12:00 pm
  • The latest flight 9:45 am
  • Distance 436 ml

The cheapest months for traveling to Chicago are october (from 84 $), july (from 103 $), august (from 103 $).

The most expensive and popular months are november (from 183 $), may (from 164 $), december (from 160 $).

The cheapest flight by Porter Airlines that our users were able to find is $84. This airfare is economy class on one-way PD2393 flight for October 7, 2025 leaving Toronto Island in Toronto at 3:35 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides Porter 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 9 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 $1029
    Find
  • from $114
    Find
  • F8 - Freedom Airlines
    from $257
    Find
  • AV - Avianca
    from $1131
    Find
  • SY - Sun Country Airlines
    from $355
    Find
  • AY - Finnair
    from $3463
    Find
  • WS - WestJet
    from $239
    Find
  • TS - Air Transat
    from $251
    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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