Porter Airlines Toronto to Chicago Flights

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Cheapflightsplus.com will find cheap Porter Airlines flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $81 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 september: one-way - $81, two-way – $139.

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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 $81. The fastest nonstop flight takes 1h 49m. The fastest connecting flight — 6h 10m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $81 Find flight	3:35 pm Toronto Toronto Island	4:24 pm Chicago Midway	1h 49m	Porter Airlines	PD2393
from $198 Find flight	2:50 pm Toronto Pearson International	8:00 pm Chicago O'Hare International	6h 10m layover 2h 0m - New York	Porter Airlines	PD605 NK1179
from $198 Find flight	7:15 am Toronto Pearson International	8:00 pm Chicago O'Hare International	13h 45m layover 9h 35m - New York	Porter Airlines	PD603 NK1179
from $202 Find flight	9:45 am Toronto Toronto Island	8:00 pm Chicago O'Hare International	11h 15m layover 7h 15m - New York	Porter Airlines	PD2127 NK1179
from $251 Find flight	8:05 pm Toronto Pearson International	6:03 am+1 день Chicago O'Hare International	10h 58m layover 2h 39m - Las Vegas	Porter Airlines	PD655 NK1053
from $264 Find flight	7:45 am Toronto Toronto Island	8:00 pm Chicago O'Hare International	13h 15m layover 9h 15m - New York	Porter Airlines	PD2125 NK1179
from $212 Find flight	7:00 am Toronto Toronto Island	8:00 pm Chicago O'Hare International	14h 0m layover 2h 57m - Ottawa 6h 0m - New York	Porter Airlines	PD2205 PD2335 NK1179
from $289 Find flight	2:00 pm Toronto Toronto Island	11:53 pm Chicago O'Hare International	10h 53m layover 1h 53m - Newark 0h 55m - Miami	Porter Airlines	PD2135 NK1218 NK1219
from $357 Find flight	12:00 pm Toronto Toronto Island	3:31 pm+1 день Chicago O'Hare International	28h 31m layover 3h 27m - Ottawa 17h 39m - Orlando	Porter Airlines	PD2221 PD505 NK1369
from $357 Find flight	12:00 pm Toronto Toronto Island	5:58 pm+1 день Chicago O'Hare International	30h 58m layover 3h 27m - Ottawa 20h 5m - Orlando	Porter Airlines	PD2221 PD505 NK1114
from $388 Find flight	9:30 am Toronto Toronto Island	3:31 pm+1 день Chicago O'Hare International	31h 1m layover 5h 57m - Ottawa 17h 39m - Orlando	Porter Airlines	PD2219 PD505 NK1369
from $388 Find flight	9:30 am Toronto Toronto Island	5:58 pm+1 день Chicago O'Hare International	33h 28m layover 5h 57m - Ottawa 20h 5m - Orlando	Porter Airlines	PD2219 PD505 NK1114
from $412 Find flight	2:50 pm Toronto Pearson International	9:06 pm+1 день Chicago O'Hare International	31h 16m layover 14h 29m - New York 5h 24m - Las Vegas	Porter Airlines	PD605 F93237 F92146
from $424 Find flight	7:15 am Toronto Pearson International	8:55 am+1 день Chicago O'Hare International	26h 40m layover 11h 0m - New York 7h 30m - Miami	Porter Airlines	PD603 NK1086 NK1986
from $443 Find flight	7:15 am Toronto Pearson International	11:53 pm Chicago O'Hare International	17h 38m layover 8h 28m - Newark 0h 55m - Miami	Porter Airlines	PD603 NK1218 NK1219
from $444 Find flight	9:30 am Toronto Toronto Island	11:53 pm Chicago O'Hare International	15h 23m layover 5h 22m - Ottawa 1h 55m - Miami	Porter Airlines	PD2219 PD517 NK1219

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 09/07/2025

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$81
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$198
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$198
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$251
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$202
11:15 pm — 3:06 pm +1 day	11:15 pm — 0:37 am PD135 Porter Airlines Toronto — Montreal 6h 8m stop 6:45 am — 10:05 am PD7820 Porter Airlines Montreal — Orlando 3h 5m stop 1:10 pm — 3:06 pm F93853 Frontier Airlines Orlando — Chicago	16h 51m including layover	Find flight from$708
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$357
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$357
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$289
3:00 pm — 7:04 am +1 day	3:00 pm — 4:30 pm PD2131 Porter Airlines Toronto — Newark 5h 30m 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	17h 4m including layover	Find flight from$513
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$548
6:55 pm — 9:45 am +1 day	6:55 pm — 9:19 pm PD365 Porter Airlines Toronto — Calgary 3h 11m stop 0:30 am — 6:54 am WS1992 WestJet Calgary — Atlanta 1h 57m stop 8:51 am — 9:45 am WS7263 WestJet Atlanta — Chicago	15h 50m including layover	Find flight from$1214
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$212
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$513
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$388

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

*Departure and arrival times are local. Last updated on 09/07/2025

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 11:15 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 11:15 pm
The latest flight 9:45 am
Distance 436 ml

The cheapest months for traveling to Chicago are october (from 81 $), july (from 99 $), august (from 99 $).

The most expensive and popular months are november (from 177 $), may (from 158 $), december (from 155 $).

The cheapest flight by Porter Airlines that our users were able to find is $81. 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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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 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:

UA - United Airlines

from $95

Find
TS - Air Transat

from $122

Find

See more direct flights

Connecting Flights

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

AC - Air Canada

from $501

Find
UA - United Airlines

from $110

Find
F8 - Freedom Airlines

from $219

Find
AV - Avianca

from $1095

Find
SY - Sun Country Airlines

from $344

Find
AY - Finnair

from $3353

Find
WS - WestJet

from $231

Find
TS - Air Transat

from $228

Find

See more connecting flights

How to book an air ticket yourself?

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