WestJet Montreal to Chicago Flights

Cheapflightsplus.com will find cheap WestJet flights from Montreal to Chicago. Compare airline ticket prices and book air tickets starting from $118 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of WestJet, arrivals and departure details below.

Find Cheap Airfare Montreal (QC) — 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 may: one-way - $118, two-way – $202.
Direct flights
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Below is a detailed 2024 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
10:00 pm — 6:56 am
+1 day
10:00 pm — 11:31 pm WS3541 WestJet
Montreal — Toronto
6h 29m stop
6:00 am — 6:56 am UA1769 United Airlines
Toronto — Chicago
9h 56m
including layover
Find flight
from$303
10:15 pm — 7:08 pm
+1 day
10:15 pm — 11:48 pm WS3541 WestJet
Montreal — Toronto
9h 57m stop
9:45 am — 12:30 pm WS1228 WestJet
Toronto — Orlando
4h 40m stop
5:10 pm — 7:08 pm F91154 Frontier Airlines
Orlando — Chicago
21h 53m
including layover
Find flight
from$122
10:15 pm — 8:55 am
+2 days
10:15 pm — 11:48 pm WS3541 WestJet
Montreal — Toronto
10h 12m stop
10:00 am — 12:48 pm WS1246 WestJet
Toronto — Tampa
18h 12m stop
7:00 am — 8:55 am NK728 Spirit Airlines
Tampa — Chicago
35h 40m
including layover
Find flight
from$123
10:15 pm — 9:48 am
+2 days
10:15 pm — 11:52 pm WS3541 WestJet
Montreal — Toronto
16h 58m stop
4:50 pm — 8:07 pm WS1220 WestJet
Toronto — Miami
11h 23m stop
7:30 am — 9:48 am NK478 Spirit Airlines
Miami — Chicago
36h 33m
including layover
Find flight
from$124
10:15 pm — 7:08 pm
+1 day
10:15 pm — 11:52 pm WS3541 WestJet
Montreal — Toronto
7h 38m stop
7:30 am — 10:27 am WS1226 WestJet
Toronto — Orlando
6h 43m stop
5:10 pm — 7:08 pm F91154 Frontier Airlines
Orlando — Chicago
21h 53m
including layover
Find flight
from$136
10:15 pm — 7:44 pm
+1 day
10:15 pm — 11:52 pm WS3541 WestJet
Montreal — Toronto
10h 8m stop
10:00 am — 1:21 pm WS1232 WestJet
Toronto — Miami
4h 5m stop
5:26 pm — 7:44 pm NK6 Spirit Airlines
Miami — Chicago
22h 29m
including layover
Find flight
from$136
10:15 pm — 8:45 am
+2 days
10:15 pm — 11:52 pm WS3541 WestJet
Montreal — Toronto
16h 58m stop
4:50 pm — 8:07 pm WS1220 WestJet
Toronto — Miami
10h 33m stop
6:40 am — 8:45 am WN3745 Southwest Airlines
Miami — Chicago
35h 30m
including layover
Find flight
from$142
10:15 pm — 6:47 am
+1 day
10:15 pm — 11:52 pm WS3541 WestJet
Montreal — Toronto
6h 8m stop
6:00 am — 6:47 am UA1572 United Airlines
Toronto — Chicago
9h 32m
including layover
Find flight
from$189
10:15 pm — 7:01 am
+1 day
10:15 pm — 11:48 pm WS3541 WestJet
Montreal — Toronto
6h 32m stop
6:20 am — 7:01 am AC7509 Air Canada
Toronto — Chicago
9h 46m
including layover
Find flight
from$190
10:15 pm — 9:11 am
+1 day
10:15 pm — 11:52 pm WS3541 WestJet
Montreal — Toronto
8h 24m stop
8:16 am — 9:11 am AA2520 American Airlines
Toronto — Chicago
11h 56m
including layover
Find flight
from$194
10:15 pm — 8:48 am
+1 day
10:15 pm — 11:48 pm WS3541 WestJet
Montreal — Toronto
6h 12m stop
6:00 am — 7:35 am DL4661 Delta Air Lines Inc.
Toronto — Detroit
52m stop
8:27 am — 8:48 am DL4082 Delta Air Lines Inc.
Detroit — Chicago
11h 33m
including layover
Find flight
from$226
10:15 pm — 10:06 am
+1 day
10:15 pm — 11:48 pm WS3541 WestJet
Montreal — Toronto
6h 27m stop
6:15 am — 8:39 am DL2551 Delta Air Lines Inc.
Toronto — Atlanta
36m stop
9:15 am — 10:06 am DL2228 Delta Air Lines Inc.
Atlanta — Chicago
12h 51m
including layover
Find flight
from$229
1:15 pm — 11:28 pm
1:15 pm — 2:52 pm WS3527 WestJet
Montreal — Toronto
1h 23m stop
4:15 pm — 7:01 pm WS1224 WestJet
Toronto — Orlando
2h 19m stop
9:20 pm — 11:28 pm F91154 Frontier Airlines
Orlando — Chicago
11h 13m
including layover
Find flight
from$118
5:04 pm — 9:44 pm
5:04 pm — 7:13 pm WS8181 WestJet
Montreal — Minneapolis
1h 2m stop
8:15 pm — 9:44 pm WS6597 WestJet
Minneapolis — Chicago
5h 40m
including layover
Find flight
from$159
5:15 pm — 7:08 pm
+1 day
5:15 pm — 6:48 pm WS3533 WestJet
Montreal — Toronto
1h 42m stop
8:30 pm — 11:18 pm WS1166 WestJet
Toronto — Orlando
17h 52m stop
5:10 pm — 7:08 pm F91154 Frontier Airlines
Orlando — Chicago
26h 53m
including layover
Find flight
from$120
6:30 am — 2:23 pm
+1 day
6:30 am — 8:19 am WS3543 WestJet
Montreal — Toronto
1h 31m stop
9:50 am — 1:02 pm WS1184 WestJet
Toronto — Fort Myers
23h 6m stop
12:08 pm — 2:23 pm F91438 Frontier Airlines
Fort Myers — Chicago
32h 53m
including layover
Find flight
from$118
7:00 am — 7:08 pm
7:00 am — 8:20 am WS579 WestJet
Montreal — Toronto
1h 25m stop
9:45 am — 12:30 pm WS1228 WestJet
Toronto — Orlando
4h 40m stop
5:10 pm — 7:08 pm F91154 Frontier Airlines
Orlando — Chicago
13h 8m
including layover
Find flight
from$120
*Departure and arrival times are local. Last updated on 04/25/2024

Flight Information

There are 18 flights by WestJet from Montreal to Chicago every week with departures from Mirabel, Pierre Elliott Trudeau, St Lambert Rail Svce., St Hubert. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:00 pm to 7:00 am. Nonstop flight is 5h 40m. The time difference between Montreal and Chicago is 1h.

  • The fastest flight 5h 40m
  • Average flight time 13h 8m
  • The earliest flight 10:00 pm
  • The latest flight 7:00 am
  • Distance 746 ml

The cheapest flight by WestJet that our users were able to find is $118. This airfare is economy class on one-way WS3527 flight for November 16, 2020 leaving Pierre Elliott Trudeau in Montreal at 1:15 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides WestJet there are other 7 airline carriers between Montreal and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Montreal to Chicago.

Nonstop flights

There are 25 direct flights every day from Montreal. Airlines and fares are below:

See more direct flights

Connecting Flights

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

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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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