WestJet Calgary to Chicago Flights

Cheapflightsplus.com will find cheap WestJet flights from Calgary to Chicago. Compare airline ticket prices and book air tickets starting from $135 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of WestJet, arrivals and departure details below.

Find Cheap Airfare Calgary (AB) — 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 april: one-way - $135, two-way – $232.
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
0:05 am — 9:52 am
0:05 am — 5:48 am WS652 WestJet
Calgary — Toronto
3h 12m stop
9:00 am — 9:52 am UA722 United Airlines
Toronto — Chicago
8h 47m
including layover
Find flight
from$373
0:05 am — 9:27 am
0:05 am — 5:48 am WS652 WestJet
Calgary — Toronto
2h 57m stop
8:45 am — 9:27 am AC503 Air Canada
Toronto — Chicago
8h 22m
including layover
Find flight
from$442
10:10 am — 7:18 pm
10:10 am — 12:40 pm WS1570 WestJet
Calgary — Denver
3h 13m stop
3:53 pm — 7:18 pm UA478 United Airlines
Denver — Chicago
8h 8m
including layover
Find flight
from$360
11:30 am — 8:24 pm
11:30 am — 5:13 pm WS664 WestJet
Calgary — Toronto
2h 7m stop
7:20 pm — 8:24 pm UA4701 United Airlines
Toronto — Chicago
7h 54m
including layover
Find flight
from$985
12:15 pm — 10:20 pm
12:15 pm — 5:11 pm WS1534 WestJet
Calgary — Houston
2h 38m stop
7:49 pm — 10:20 pm UA2131 United Airlines
Houston — Chicago
9h 5m
including layover
Find flight
from$426
1:15 am — 9:52 am
1:15 am — 6:58 am WS648 WestJet
Calgary — Toronto
2h 2m stop
9:00 am — 9:52 am UA722 United Airlines
Toronto — Chicago
7h 37m
including layover
Find flight
from$456
1:28 pm — 11:35 pm
1:28 pm — 2:24 pm WS6362 WestJet
Calgary — Seattle
3h 11m stop
5:35 pm — 11:35 pm AS26 Alaska Airlines
Seattle — Chicago
9h 7m
including layover
Find flight
from$312
2:20 pm — 0:41 am
+1 day
2:20 pm — 4:30 pm WS1512 WestJet
Calgary — Los Angeles
2h 20m stop
6:50 pm — 0:41 am UA1451 United Airlines
Los Angeles — Chicago
9h 21m
including layover
Find flight
from$425
3:05 pm — 8:21 am
+1 day
3:05 pm — 6:40 pm WS6354 WestJet
Calgary — Minneapolis
12h 10m stop
6:50 am — 8:21 am WS7848 WestJet
Minneapolis — Chicago
16h 16m
including layover
Find flight
from$228
3:55 pm — 9:59 pm
3:55 pm — 7:31 pm WS6354 WestJet
Calgary — Minneapolis
49m stop
8:20 pm — 9:59 pm WS7849 WestJet
Minneapolis — Chicago
5h 4m
including layover
Find flight
from$135
4:30 pm — 4:27 pm
+1 day
4:30 pm — 10:13 pm WS672 WestJet
Calgary — Toronto
17h 17m stop
3:30 pm — 4:27 pm UA4419 United Airlines
Toronto — Chicago
22h 57m
including layover
Find flight
from$1400
4:30 pm — 6:42 pm
+1 day
4:30 pm — 10:13 pm WS672 WestJet
Calgary — Toronto
19h 32m stop
5:45 pm — 6:42 pm UA4384 United Airlines
Toronto — Chicago
25h 12m
including layover
Find flight
from$1400
5:00 pm — 4:46 am
+1 day
5:00 pm — 6:45 pm WS1016 WestJet
Calgary — Las Vegas
4h 40m stop
11:25 pm — 4:46 am UA448 United Airlines
Las Vegas — Chicago
10h 46m
including layover
Find flight
from$545
7:00 am — 8:39 am
+1 day
7:00 am — 11:56 am WS1540 WestJet
Calgary — Houston
18h 4m stop
6:00 am — 8:39 am NK200 Spirit Airlines
Houston — Chicago
24h 39m
including layover
Find flight
from$200
7:30 pm — 6:34 am
+1 day
7:30 pm — 9:15 pm WS1400 WestJet
Calgary — Las Vegas
3h 44m stop
0:59 am — 6:34 am F91262 Frontier Airlines
Las Vegas — Chicago
10h 4m
including layover
Find flight
from$229
8:10 am — 7:04 pm
8:10 am — 11:58 am WS6356 WestJet
Calgary — Minneapolis
5h 32m stop
5:30 pm — 7:04 pm WS7846 WestJet
Minneapolis — Chicago
9h 54m
including layover
Find flight
from$240
8:10 am — 4:34 pm
8:10 am — 11:58 am WS6356 WestJet
Calgary — Minneapolis
3h 2m stop
3:00 pm — 4:34 pm WS7847 WestJet
Minneapolis — Chicago
7h 24m
including layover
Find flight
from$240
9:55 am — 8:17 pm
9:55 am — 4:08 pm WS1590 WestJet
Calgary — Atlanta
3h 2m stop
7:10 pm — 8:17 pm WS6484 WestJet
Atlanta — Chicago
9h 22m
including layover
Find flight
from$174
10:55 pm — 2:49 pm
+1 day
10:55 pm — 0:01 am WS600 WestJet
Calgary — Saskatoon
5h 22m stop
5:23 am — 8:50 am DL4811 Delta Air Lines Inc.
Saskatoon — Minneapolis
4h 20m stop
1:10 pm — 2:49 pm DL3555 Delta Air Lines Inc.
Minneapolis — Chicago
14h 54m
including layover
Find flight
from$326
11:30 am — 11:16 pm
11:30 am — 12:00 pm WS123 WestJet
Calgary — Vancouver
3h 2m stop
3:02 pm — 4:09 pm DL5703 Delta Air Lines Inc.
Vancouver — Seattle
1h 21m stop
5:30 pm — 11:16 pm DL2429 Delta Air Lines Inc.
Seattle — Chicago
10h 46m
including layover
Find flight
from$353
12:30 pm — 11:16 pm
12:30 pm — 1:00 pm WS125 WestJet
Calgary — Vancouver
2h 2m stop
3:02 pm — 4:09 pm DL5703 Delta Air Lines Inc.
Vancouver — Seattle
1h 21m stop
5:30 pm — 11:16 pm DL2429 Delta Air Lines Inc.
Seattle — Chicago
9h 46m
including layover
Find flight
from$353
6:30 pm — 12:24 pm
+1 day
6:30 pm — 0:13 am WS676 WestJet
Calgary — Toronto
6h 17m stop
6:30 am — 7:53 am WS6320 WestJet
Toronto — Detroit
4h stop
11:53 am — 12:24 pm AA3004 American Airlines
Detroit — Chicago
16h 54m
including layover
Find flight
from$307
6:30 pm — 11:55 am
+1 day
6:30 pm — 0:13 am WS676 WestJet
Calgary — Toronto
6h 17m stop
6:30 am — 7:53 am WS6320 WestJet
Toronto — Detroit
3h 52m stop
11:45 am — 11:55 am WN40 Southwest Airlines
Detroit — Chicago
16h 25m
including layover
Find flight
from$329
9:25 pm — 11:59 am
+2 days
9:25 pm — 0:17 am WS526 WestJet
Calgary — Winnipeg
15h 13m stop
3:30 pm — 4:54 pm WS6480 WestJet
Winnipeg — Minneapolis
17h 46m stop
10:40 am — 11:59 am WS6966 WestJet
Minneapolis — Chicago
37h 34m
including layover
Find flight
from$274
*Departure and arrival times are local. Last updated on 04/20/2024

Flight Information

There are 129 flights by WestJet from Calgary to Chicago every week with departures from Calgary Int.. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 0:05 am to 9:55 am. Nonstop flight is 5h 4m. The time difference between Calgary and Chicago is 1h.

  • The fastest flight 5h 4m
  • Average flight time 11h 26m
  • The earliest flight 0:05 am
  • The latest flight 9:55 am
  • Distance 1398 ml

The cheapest flight by WestJet that our users were able to find is $135. This airfare is economy class on one-way WS6354 flight for August 17, 2020 leaving Calgary Int. in Calgary at 3:55 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides WestJet there are other 5 airline carriers between Calgary and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from Calgary to Chicago.

Nonstop flights

There are 4 direct flights every day from Calgary. Airlines and fares are below:

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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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