Porter Airlines Toronto to Chicago Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap Porter Airlines flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $75 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 july: one-way - $75, two-way – $129.

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Cheap Flights from Toronto to Chicago by Porter Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by Porter Airlines, their prices start from $75. The fastest nonstop flight takes 1h 49m. The fastest connecting flight — 5h 56m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $75 Find flight	7:30 am Toronto Toronto Island	8:19 am Chicago Midway	1h 49m	Porter Airlines	PD2387
from $83 Find flight	3:35 pm Toronto Toronto Island	4:24 pm Chicago Midway	1h 49m	Porter Airlines	PD2393
from $175 Find flight	6:45 am Toronto Toronto Island	2:41 pm Chicago O'Hare International	8h 56m layover 4h 42m - Newark	Porter Airlines	PD2121 NK1183
from $175 Find flight	7:45 am Toronto Toronto Island	2:41 pm Chicago O'Hare International	7h 56m layover 3h 42m - Newark	Porter Airlines	PD2125 NK1183
from $177 Find flight	5:15 pm Toronto Toronto Island	11:10 pm Chicago O'Hare International	6h 55m layover 2h 48m - Newark	Porter Airlines	PD2141 NK329
from $177 Find flight	12:50 pm Toronto Toronto Island	11:10 pm Chicago O'Hare International	11h 20m layover 7h 13m - Newark	Porter Airlines	PD2133 NK329
from $177 Find flight	2:00 pm Toronto Toronto Island	11:10 pm Chicago O'Hare International	10h 10m layover 6h 3m - Newark	Porter Airlines	PD2135 NK329
from $177 Find flight	3:00 pm Toronto Toronto Island	11:10 pm Chicago O'Hare International	9h 10m layover 5h 3m - Newark	Porter Airlines	PD2131 NK329
from $177 Find flight	9:45 am Toronto Toronto Island	11:10 pm Chicago O'Hare International	14h 25m layover 10h 18m - Newark	Porter Airlines	PD2127 NK329
from $177 Find flight	11:00 am Toronto Toronto Island	11:10 pm Chicago O'Hare International	13h 10m layover 9h 3m - Newark	Porter Airlines	PD2129 NK329
from $178 Find flight	10:40 am Toronto Pearson International	11:31 pm Chicago O'Hare International	13h 51m layover 4h 24m - Los Angeles	Porter Airlines	PD663 NK3010
from $179 Find flight	9:45 am Toronto Toronto Island	2:41 pm Chicago O'Hare International	5h 56m layover 1h 42m - Newark	Porter Airlines	PD2127 NK1183
from $182 Find flight	9:45 am Toronto Toronto Island	7:17 pm Chicago O'Hare International	10h 32m layover 6h 20m - New York	Porter Airlines	PD2127 NK918
from $182 Find flight	7:45 am Toronto Toronto Island	7:17 pm Chicago O'Hare International	12h 32m layover 8h 20m - New York	Porter Airlines	PD2125 NK918
from $182 Find flight	11:00 am Toronto Toronto Island	7:17 pm Chicago O'Hare International	9h 17m layover 5h 5m - New York	Porter Airlines	PD2129 NK918
from $185 Find flight	2:50 pm Toronto Pearson International	11:10 pm Chicago O'Hare International	9h 20m layover 5h 3m - Newark	Porter Airlines	PD605 NK329

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 07/05/2025

Porter Airlines Flight Schedule Toronto to Chicago

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	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$83
7:30 am — 8:19 am	7:30 am — 8:19 am PD2387 Porter Airlines Toronto — Chicago	1h 49m	Find flight from$75
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$178
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$210
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$177
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$182
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$177
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$200
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$177
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$185
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$177
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$256
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$177
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$187
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$175
6:45 am — 8:00 pm	6:45 am — 8:15 am PD2121 Porter Airlines Toronto — New York 10h 15m stop 6:30 pm — 8:00 pm NK1179 Spirit Airlines New York — Chicago	14h 15m including layover	Find flight from$191
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$175
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$191
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$209
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$177
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$179
12:00 pm — 8:40 pm +1 day	12:00 pm — 12:58 pm PD2221 Porter Airlines Toronto — Ottawa 2h 52m stop 3:50 pm — 7:35 pm PD517 Porter Airlines Ottawa — Miami 22h 45m stop 6:20 pm — 8:40 pm NK3 Spirit Airlines Miami — Chicago	33h 40m including layover	Find flight from$210
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$235
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$215

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 07/05/2025

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 75 $), october (from 83 $), august (from 100 $).

The most expensive and popular months are november (from 182 $), december (from 159 $), february (from 151 $).

The cheapest flight by Porter Airlines that our users were able to find is $75. 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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Porter Airlines Airplanes on the Route

List of the most popular Porter Airlines airplanes flying from Toronto to Chicago:

Other Popular Airlines on the Route

Besides Porter Airlines there are other 9 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 27 direct flights every day from Toronto. Airlines and fares are below:

AC - Air Canada

from $389

Find
UA - United Airlines

from $98

Find
TS - Air Transat

from $119

Find

See more direct flights

Connecting Flights

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

AC - Air Canada

from $167

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UA - United Airlines

from $114

Find
F8 - Freedom Airlines

from $163

Find
AV - Avianca

from $602

Find
SY - Sun Country Airlines

from $219

Find
WS - WestJet

from $188

Find
AM - Aeromexico

from $674

Find
LX - SWISS International Air Lines

from $4268

Find
TS - Air Transat

from $198

Find

See more connecting flights

How to book an air ticket yourself?

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