WestJet Toronto to Chicago Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap WestJet flights from Toronto to Chicago. Compare airline ticket prices and book air tickets starting from $168 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of WestJet, arrivals and departure details below.

Find Cheap Airfare Toronto (ON) — Chicago (IL) by WestJet

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 january: one-way - $168, two-way – $288.

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Cheap Flights from Toronto to Chicago by WestJet

Look at the list of plane tickets for the most connecting flights by WestJet, their prices start from $168. There’re no direct flights. The fastest connecting flight – 3h 45m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $173 Find flight	4:55 pm Toronto Pearson International	10:40 am+1 день Chicago O'Hare International	18h 45m layover 12h 18m - Fort Myers	WestJet	WS1172 NK570
from $175 Find flight	7:45 am Toronto Pearson International	3:21 pm Chicago Midway	8h 36m layover 2h 28m - Tampa	WestJet	WS1246 F91185
from $175 Find flight	7:45 am Toronto Pearson International	6:57 pm Chicago O'Hare International	12h 12m layover 5h 52m - Tampa	WestJet	WS1246 NK572
from $188 Find flight	8:35 am Toronto Pearson International	5:02 pm Chicago O'Hare International	9h 27m layover 3h 4m - Fort Myers	WestJet	WS1236 NK2930
from $197 Find flight	8:00 pm Toronto Pearson International	6:33 am+1 день Chicago Midway	11h 33m layover 2h 46m - Las Vegas	WestJet	WS1118 F92330
from $212 Find flight	6:15 am Toronto Pearson International	9:00 am Chicago O'Hare International	3h 45m layover 0h 30m - Detroit	WestJet	WS6342 WS7062
from $212 Find flight	7:45 am Toronto Pearson International	8:53 pm Chicago O'Hare International	14h 8m layover 10h 59m - Detroit	WestJet	WS6340 WS7570
from $212 Find flight	6:30 am Toronto Pearson International	10:43 am Chicago O'Hare International	5h 13m layover 0h 52m - Minneapolis	WestJet	WS6353 WS7776
from $212 Find flight	5:15 pm Toronto Pearson International	8:53 pm Chicago O'Hare International	4h 38m layover 1h 36m - Detroit	WestJet	WS6338 WS7570
from $220 Find flight	2:45 pm Toronto Pearson International	9:58 pm Chicago O'Hare International	8h 13m layover 4h 3m - Minneapolis	WestJet	WS6354 WS8238
from $220 Find flight	2:30 pm Toronto Pearson International	10:36 pm Chicago O'Hare International	9h 6m layover 4h 26m - New York	WestJet	WS6350 WS7763
from $222 Find flight	1:00 pm Toronto Pearson International	4:40 pm Chicago O'Hare International	4h 40m layover 1h 53m - Detroit	WestJet	WS6316 WS7421
from $251 Find flight	11:15 am Toronto Pearson International	8:13 pm Chicago O'Hare International	9h 58m layover 3h 3m - Miami	WestJet	WS1232 NK19
from $168 Find flight	8:00 pm Toronto Pearson International	2:01 pm+1 день Chicago Midway	19h 1m layover 10h 10m - Orlando 0h 48m - Philadelphia	WestJet	WS1166 F92416 F91617
from $203 Find flight	11:00 pm Toronto Pearson International	10:40 am+2 дня Chicago O'Hare International	36h 40m layover 16h 10m - Ottawa 12h 26m - Fort Myers	WestJet	WS374 WS1262 NK570
from $228 Find flight	10:45 pm Toronto Pearson International	11:44 am+2 дня Chicago Midway	37h 59m layover 16h 25m - Winnipeg 11h 41m - Las Vegas	WestJet	WS535 WS1352 F92330

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 12/22/2024

WestJet 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
10:10 am — 12:55 pm	10:10 am — 11:38 am WS6413 WestJet Toronto — Detroit 48m stop 12:26 pm — 12:55 pm WS7085 WestJet Detroit — Chicago	3h 45m including layover	Find flight from$236
1:00 pm — 4:40 pm	1:00 pm — 2:22 pm WS6316 WestJet Toronto — Detroit 1h 53m stop 4:15 pm — 4:40 pm WS7421 WestJet Detroit — Chicago	4h 40m including layover	Find flight from$222
2:30 pm — 10:36 pm	7:55 am — 9:35 am WS6350 WestJet Toronto — New York 4h 26m stop 8:55 pm — 10:43 pm WS7763 WestJet New York — Chicago	9h 6m including layover	Find flight from$220
2:45 pm — 9:58 pm	2:45 pm — 4:17 pm WS6354 WestJet Toronto — Minneapolis 4h 3m stop 8:20 pm — 9:58 pm WS8238 WestJet Minneapolis — Chicago	8h 13m including layover	Find flight from$220
4:55 pm — 10:40 am +1 day	4:55 pm — 8:12 pm WS1172 WestJet Toronto — Fort Myers 12h 18m stop 8:30 am — 10:40 am NK570 Spirit Airlines Fort Myers — Chicago	18h 45m including layover	Find flight from$173
4:55 pm — 3:33 pm +1 day	4:55 pm — 8:12 pm WS1172 WestJet Toronto — Fort Myers 17h 8m stop 1:20 pm — 3:33 pm NK528 Spirit Airlines Fort Myers — Chicago	23h 38m including layover	Find flight from$192
5:15 pm — 8:53 pm	5:15 pm — 6:44 pm WS6338 WestJet Toronto — Detroit 1h 36m stop 8:20 pm — 8:53 pm WS7570 WestJet Detroit — Chicago	4h 38m including layover	Find flight from$212
6:15 am — 9:00 am	6:00 am — 7:41 am WS6342 WestJet Toronto — Detroit 30m stop 8:40 am — 9:16 am WS7062 WestJet Detroit — Chicago	3h 45m including layover	Find flight from$212
6:30 am — 10:43 am	6:30 am — 8:13 am WS6353 WestJet Toronto — Minneapolis 52m stop 9:05 am — 10:43 am WS7776 WestJet Minneapolis — Chicago	5h 13m including layover	Find flight from$212
7:45 am — 3:21 pm	7:45 am — 10:58 am WS1246 WestJet Toronto — Tampa 2h 28m stop 1:26 pm — 3:21 pm F91185 Frontier Airlines Tampa — Chicago	8h 36m including layover	Find flight from$175
7:45 am — 6:57 pm	7:45 am — 10:58 am WS1246 WestJet Toronto — Tampa 5h 52m stop 4:50 pm — 6:57 pm NK572 Spirit Airlines Tampa — Chicago	12h 12m including layover	Find flight from$175
10:45 pm — 11:44 am +2 days	10:45 pm — 0:35 am WS535 WestJet Toronto — Winnipeg 16h 25m stop 5:00 pm — 6:30 pm WS1352 WestJet Winnipeg — Las Vegas 11h 41m stop 6:11 am — 11:44 am F92330 Frontier Airlines Las Vegas — Chicago	37h 59m including layover	Find flight from$228
11:00 pm — 10:40 am +2 days	11:00 pm — 0:10 am WS374 WestJet Toronto — Ottawa 16h 10m stop 4:20 pm — 8:04 pm WS1262 WestJet Ottawa — Fort Myers 12h 26m stop 8:30 am — 10:40 am NK570 Spirit Airlines Fort Myers — Chicago	36h 40m including layover	Find flight from$203
11:00 pm — 12:39 pm +2 days	11:00 pm — 0:10 am WS374 WestJet Toronto — Ottawa 16h 10m stop 4:20 pm — 8:04 pm WS1262 WestJet Ottawa — Fort Myers 14h 30m stop 10:34 am — 12:39 pm NK712 Spirit Airlines Fort Myers — Chicago	38h 39m including layover	Find flight from$203
1:50 pm — 5:18 am +1 day	1:50 pm — 4:17 pm WS661 WestJet Toronto — Calgary 3h 3m stop 7:20 pm — 9:44 pm WS1512 WestJet Calgary — Los Angeles 1h 31m stop 11:15 pm — 5:18 am NK1679 Spirit Airlines Los Angeles — Chicago	16h 28m including layover	Find flight from$252
5:00 pm — 9:23 am +1 day	5:00 pm — 7:28 pm WS719 WestJet Toronto — Vancouver 3h 32m stop 11:00 pm — 6:53 am WS1598 WestJet Vancouver — Atlanta 1h 32m stop 8:25 am — 9:23 am WS6556 WestJet Atlanta — Chicago	17h 23m including layover	Find flight from$247
8:00 pm — 2:01 pm +1 day	8:00 pm — 11:07 pm WS1166 WestJet Toronto — Orlando 10h 10m stop 9:17 am — 11:52 am F92416 Frontier Airlines Orlando — Philadelphia 48m stop 12:40 pm — 2:01 pm F91617 Frontier Airlines Philadelphia — Chicago	19h 1m including layover	Find flight from$168
8:00 pm — 3:02 pm +1 day	8:00 pm — 11:07 pm WS1166 WestJet Toronto — Orlando 10h 10m stop 9:17 am — 11:52 am F92416 Frontier Airlines Orlando — Philadelphia 1h 42m stop 1:34 pm — 3:02 pm F92111 Frontier Airlines Philadelphia — Chicago	20h 2m including layover	Find flight from$168

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

*Departure and arrival times are local. Last updated on 12/22/2024

Flight Information

There are 77 flights by WestJet 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 pm to 8:35 am. Nonstop flight is 3h 45m. The time difference between Toronto and Chicago is 1h.

The fastest flight 3h 45m
Average flight time 19h 6m
The earliest flight 10:05 pm
The latest flight 8:35 am
Distance 436 ml

The cheapest months for traveling to Chicago are december (from 165 $), january (from 168 $), february (from 173 $).

The most expensive and popular months are november (from 221 $), february (from 173 $), january (from 168 $).

The cheapest flight by WestJet that our users were able to find is $168. This airfare is economy class on one-way WS1166 flight for January 12, 2025 leaving Pearson International in Toronto at 8:00 pm, it includes all taxes and additional fees.

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WestJet Airplanes on the Route

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

Other Popular Airlines on the Route

Besides WestJet there are other 6 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 15 direct flights every day from Toronto. Airlines and fares are below:

PD - Porter Airlines

from $122

Find
UA - United Airlines

from $168

Find
TS - Air Transat

from $153

Find

See more direct flights

Connecting Flights

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

AC - Air Canada

from $282

Find
PD - Porter Airlines

from $145

Find
UA - United Airlines

from $173

Find
F8 - Freedom Airlines

from $203

Find
AY - Finnair

from $1381

Find
TS - Air Transat

from $168

Find

See more connecting flights

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»
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