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 $152 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 november: one-way - $152, two-way – $261.
Direct flights
  • Check to choose departure date Check to choose departure date
Check prices for return flight
Find flights
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
0:30 am — 9:29 pm
0:30 am — 6:52 am WS1992 WestJet
Calgary — Atlanta
13h 31m stop
8:23 pm — 9:29 pm F92779 Frontier Airlines
Atlanta — Chicago
19h 59m
including layover
Find flight
from$172
12:20 pm — 10:42 pm
12:20 pm — 5:29 pm WS1572 WestJet
Calgary — Houston
2h 45m stop
8:54 pm — 11:25 pm F93282 Frontier Airlines
Houston — Chicago
9h 22m
including layover
Find flight
from$226
12:20 pm — 0:24 am
+1 day
12:20 pm — 5:29 pm WS1572 WestJet
Calgary — Houston
4h 18m stop
9:47 pm — 0:24 am NK962 Spirit Airlines
Houston — Chicago
11h 4m
including layover
Find flight
from$226
3:15 pm — 10:02 pm
+1 day
3:15 pm — 6:27 pm WS1492 WestJet
Calgary — Phoenix
23h 17m stop
5:44 pm — 10:02 pm F91736 Frontier Airlines
Phoenix — Chicago
29h 47m
including layover
Find flight
from$159
4:45 pm — 5:30 am
+1 day
3:45 pm — 5:40 pm WS1624 WestJet
Calgary — Las Vegas
5h 17m stop
11:17 pm — 4:45 am NK182 Spirit Airlines
Las Vegas — Chicago
11h 45m
including layover
Find flight
from$296
5:15 pm — 9:52 am
+1 day
5:15 pm — 0:22 am WS1418 WestJet
Calgary — Orlando
7h 8m stop
7:30 am — 9:52 am F93043 Frontier Airlines
Orlando — Chicago
15h 37m
including layover
Find flight
from$224
8:00 am — 7:45 pm
8:00 am — 11:13 am WS1394 WestJet
Calgary — Phoenix
4h 4m stop
3:17 pm — 7:45 pm F91830 Frontier Airlines
Phoenix — Chicago
10h 45m
including layover
Find flight
from$161
0:30 am — 0:20 am
+1 day
0:30 am — 6:52 am WS1992 WestJet
Calgary — Atlanta
10h 28m stop
5:20 pm — 7:25 pm F92298 Frontier Airlines
Atlanta — Philadelphia
3h 32m stop
10:57 pm — 0:20 am F94367 Frontier Airlines
Philadelphia — Chicago
22h 50m
including layover
Find flight
from$175
10:00 am — 8:45 am
+1 day
10:00 am — 2:40 pm WS2288 WestJet
Calgary — San Jose del Cabo
2h 28m stop
5:08 pm — 7:40 pm Y41143 Volaris
San Jose del Cabo — Guadalajara
9h 6m stop
4:46 am — 8:45 am Y41840 Volaris
Guadalajara — Chicago
21h 45m
including layover
Find flight
from$611
10:30 am — 0:17 am
+1 day
10:30 am — 12:29 pm WS1424 WestJet
Calgary — Las Vegas
3h 9m stop
3:38 pm — 6:40 pm F92430 Frontier Airlines
Las Vegas — Denver
2h 15m stop
8:55 pm — 0:17 am F92210 Frontier Airlines
Denver — Chicago
12h 47m
including layover
Find flight
from$221
11:20 pm — 11:24 pm
+2 days
11:20 pm — 0:01 am WS135 WestJet
Calgary — Vancouver
22h 59m stop
11:00 pm — 6:53 am WS1598 WestJet
Vancouver — Atlanta
15h 30m stop
10:23 pm — 11:24 pm F92779 Frontier Airlines
Atlanta — Chicago
47h 4m
including layover
Find flight
from$175
11:20 pm — 11:47 pm
+2 days
11:20 pm — 0:01 am WS135 WestJet
Calgary — Vancouver
22h 59m stop
11:00 pm — 6:53 am WS1598 WestJet
Vancouver — Atlanta
15h 36m stop
10:29 pm — 11:47 pm F91441 Frontier Airlines
Atlanta — Chicago
47h 27m
including layover
Find flight
from$186
1:10 pm — 11:48 am
+1 day
1:10 pm — 4:22 pm WS1410 WestJet
Calgary — Phoenix
3h 3m stop
7:25 pm — 7:40 pm F94113 Frontier Airlines
Phoenix — Las Vegas
10h 31m stop
6:11 am — 11:48 am F92330 Frontier Airlines
Las Vegas — Chicago
21h 38m
including layover
Find flight
from$165
1:10 pm — 5:30 am
+1 day
1:10 pm — 4:22 pm WS1410 WestJet
Calgary — Phoenix
5h 49m stop
10:11 pm — 10:22 pm NK536 Spirit Airlines
Phoenix — Las Vegas
1h 36m stop
11:58 pm — 5:30 am NK182 Spirit Airlines
Las Vegas — Chicago
15h 20m
including layover
Find flight
from$209
2:00 pm — 12:05 pm
+1 day
2:00 pm — 2:44 pm WS117 WestJet
Calgary — Vancouver
1h 51m stop
4:35 pm — 7:29 pm WS1698 WestJet
Vancouver — Los Angeles
10h 31m stop
6:00 am — 12:05 pm NK466 Spirit Airlines
Los Angeles — Chicago
21h 5m
including layover
Find flight
from$206
2:30 pm — 5:33 am
+1 day
2:30 pm — 4:52 pm WS1514 WestJet
Calgary — Los Angeles
4h 29m stop
9:30 pm — 10:49 pm F93292 Frontier Airlines
Los Angeles — Las Vegas
1h 19m stop
6:11 am — 11:48 am F92330 Frontier Airlines
Las Vegas — Chicago
14h 3m
including layover
Find flight
from$185
3:15 pm — 2:46 pm
+1 day
3:15 pm — 6:27 pm WS1492 WestJet
Calgary — Phoenix
11h 38m stop
6:05 am — 9:29 am F92532 Frontier Airlines
Phoenix — Dallas
2h 48m stop
12:17 pm — 2:46 pm F93242 Frontier Airlines
Dallas — Chicago
22h 31m
including layover
Find flight
from$181
4:05 pm — 5:19 am
+1 day
4:05 pm — 4:49 pm WS121 WestJet
Calgary — Vancouver
2h 44m stop
7:33 pm — 8:41 pm AS2033 Alaska Airlines
Vancouver — Seattle
2h 41m stop
11:22 pm — 5:19 am AS328 Alaska Airlines
Seattle — Chicago
12h 14m
including layover
Find flight
from$408
5:15 pm — 2:01 pm
+1 day
5:15 pm — 0:22 am WS1418 WestJet
Calgary — Orlando
8h 55m 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 46m
including layover
Find flight
from$207
6:50 am — 8:14 pm
6:50 am — 7:36 am WS101 WestJet
Calgary — Vancouver
1h 39m stop
9:15 am — 1:22 pm WS1770 WestJet
Vancouver — Phoenix
2h 33m stop
3:55 pm — 8:14 pm F91736 Frontier Airlines
Phoenix — Chicago
12h 24m
including layover
Find flight
from$171
6:50 am — 10:22 pm
6:50 am — 7:36 am WS101 WestJet
Calgary — Vancouver
1h 39m stop
9:15 am — 1:22 pm WS1770 WestJet
Vancouver — Phoenix
4h 43m stop
6:05 pm — 10:22 pm F91738 Frontier Airlines
Phoenix — Chicago
14h 32m
including layover
Find flight
from$172
7:10 pm — 0:17 am
+2 days
7:10 pm — 10:22 pm WS1536 WestJet
Calgary — Phoenix
19h 1m stop
5:23 pm — 7:21 pm F92106 Frontier Airlines
Phoenix — Denver
1h 34m stop
8:55 pm — 0:17 am F92210 Frontier Airlines
Denver — Chicago
28h 7m
including layover
Find flight
from$160
7:10 pm — 5:25 pm
+1 day
7:10 pm — 10:22 pm WS1536 WestJet
Calgary — Phoenix
11h stop
9:22 am — 9:39 am F93983 Frontier Airlines
Phoenix — Las Vegas
1h 58m stop
11:37 am — 5:25 pm F92146 Frontier Airlines
Las Vegas — Chicago
21h 15m
including layover
Find flight
from$160
8:00 pm — 11:24 pm
+1 day
8:00 pm — 9:04 pm WS3137 WestJet
Calgary — Edmonton
3h 41m stop
0:45 am — 7:06 am WS1940 WestJet
Edmonton — Atlanta
15h 17m stop
10:23 pm — 11:24 pm F92779 Frontier Airlines
Atlanta — Chicago
26h 24m
including layover
Find flight
from$152
9:45 pm — 8:49 pm
+1 day
9:45 pm — 10:49 pm WS289 WestJet
Calgary — Edmonton
1h 58m stop
0:45 am — 7:06 am WS1940 WestJet
Edmonton — Atlanta
12h 48m stop
10:28 pm — 11:29 pm F92779 Frontier Airlines
Atlanta — Chicago
22h 4m
including layover
Find flight
from$152
9:45 pm — 10:55 am
+1 day
9:45 pm — 10:49 pm WS289 WestJet
Calgary — Edmonton
1h 58m stop
0:45 am — 7:06 am WS1940 WestJet
Edmonton — Atlanta
2h 54m stop
4:12 pm — 5:12 pm F92143 Frontier Airlines
Atlanta — Chicago
12h 10m
including layover
Find flight
from$161
*Departure and arrival times are local. Last updated on 11/18/2024

Flight Information

There are 314 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 0:20 am to 9:55 am. Nonstop flight is 5h 31m. The time difference between Calgary and Chicago is 1h.

  • The fastest flight 5h 31m
  • Average flight time 15h 42m
  • The earliest flight 0:20 am
  • The latest flight 9:55 am
  • Distance 1398 ml

The cheapest months for traveling to Chicago are january (from 152 $), february (from 154 $), december (from 159 $).

The most expensive and popular months are november (from 166 $), december (from 159 $), february (from 154 $).

The cheapest flight by WestJet that our users were able to find is $152. This airfare is economy class on one-way WS289 flight for January 22, 2025 leaving Calgary Int. in Calgary at 9:45 pm, it includes all taxes and additional fees.

Find same flight?

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

See more direct flights

Connecting Flights

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

See more connecting flights

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.

Back