WestJet Calgary to Chicago Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap WestJet flights from Calgary to Chicago. Compare airline ticket prices and book air tickets starting from $153 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 january: one-way - $153, two-way – $262.

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Cheap Flights from Calgary to Chicago by WestJet

Look at the list of plane tickets for the most connecting flights by WestJet, their prices start from $153. There’re no direct flights. The fastest connecting flight – 5h 32m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $161 Find flight	7:10 pm Calgary Calgary Int.	10:42 am+1 день Chicago Midway	14h 32m layover 7h 56m - Phoenix	WestJet	WS1536 F91736
from $166 Find flight	9:55 am Calgary Calgary Int.	11:47 pm Chicago O'Hare International	12h 52m layover 6h 12m - Atlanta	WestJet	WS1590 F91441
from $174 Find flight	9:55 am Calgary Calgary Int.	8:49 pm Chicago Midway	9h 54m layover 3h 35m - Atlanta	WestJet	WS1590 F92779
from $174 Find flight	0:30 am Calgary Calgary Int.	9:29 pm Chicago Midway	19h 59m layover 13h 31m - Atlanta	WestJet	WS1992 F92779
from $174 Find flight	8:00 am Calgary Calgary Int.	10:22 pm Chicago Midway	13h 22m layover 6h 52m - Phoenix	WestJet	WS1394 F91738
from $207 Find flight	7:20 pm Calgary Calgary Int.	0:33 am+2 дня Chicago O'Hare International	28h 13m layover 20h 47m - Los Angeles	WestJet	WS1512 NK517
from $241 Find flight	9:55 am Calgary Calgary Int.	10:55 pm Chicago O'Hare International	12h 0m layover 4h 33m - New York	WestJet	WS1680 NK225
from $153 Find flight	9:45 pm Calgary Calgary Int.	8:49 pm+1 день Chicago Midway	22h 4m layover 1h 58m - Edmonton 12h 48m - Atlanta	WestJet	WS289 WS1940 F92779
from $153 Find flight	8:00 pm Calgary Calgary Int.	11:24 pm+1 день Chicago Midway	26h 24m layover 3h 41m - Edmonton 15h 17m - Atlanta	WestJet	WS3137 WS1940 F92779
from $165 Find flight	8:00 pm Calgary Calgary Int.	11:47 pm+1 день Chicago O'Hare International	26h 47m layover 3h 41m - Edmonton 15h 23m - Atlanta	WestJet	WS3137 WS1940 F91441
from $173 Find flight	6:50 am Calgary Calgary Int.	10:22 pm Chicago Midway	14h 32m layover 1h 39m - Vancouver 4h 43m - Phoenix	WestJet	WS101 WS1770 F91738
from $177 Find flight	11:20 pm Calgary Calgary Int.	11:24 pm+2 дня Chicago Midway	47h 4m layover 22h 59m - Vancouver 15h 30m - Atlanta	WestJet	WS135 WS1598 F92779
from $180 Find flight	8:15 pm Calgary Calgary Int.	11:24 pm+1 день Chicago Midway	26h 9m layover 2h 1m - Vancouver 15h 30m - Atlanta	WestJet	WS129 WS1598 F92779
from $180 Find flight	9:35 am Calgary Calgary Int.	11:44 am+1 день Chicago Midway	25h 9m layover 9h 29m - Los Angeles 7h 28m - Las Vegas	WestJet	WS1510 F93292 F92330
from $183 Find flight	8:00 am Calgary Calgary Int.	0:17 am+1 день Chicago Midway	15h 17m layover 6h 10m - Phoenix 1h 34m - Denver	WestJet	WS1394 F92106 F92210
from $186 Find flight	7:00 am Calgary Calgary Int.	6:05 pm Chicago O'Hare International	10h 5m layover 1h 39m - Edmonton 2h 52m - Minneapolis	WestJet	WS3395 WS1546 SY261

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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 Calgary 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
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$174
1:30 pm — 11:59 pm	1:30 pm — 2:38 pm WS3612 WestJet Calgary — Seattle 3h 22m stop 6:00 pm — 11:59 pm AS538 Alaska Airlines Seattle — Chicago	9h 29m including layover	Find flight from$251
2:30 pm — 5:18 am +1 day	2:30 pm — 4:52 pm WS1514 WestJet Calgary — Los Angeles 6h 21m stop 11:15 pm — 5:18 am NK1679 Spirit Airlines Los Angeles — Chicago	13h 48m including layover	Find flight from$210
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$226
0:30 am — 0:33 am +1 day	0:30 am — 6:52 am WS1992 WestJet Calgary — Atlanta 3h 41m stop 10:33 am — 12:45 pm NK810 Spirit Airlines Atlanta — Los Angeles 5h 46m stop 6:31 pm — 0:33 am NK517 Spirit Airlines Los Angeles — Chicago	23h 3m including layover	Find flight from$211
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$223
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$177
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$188
12:00 pm — 5:18 am +1 day	12:00 pm — 12:44 pm WS113 WestJet Calgary — Vancouver 3h 51m stop 4:35 pm — 7:29 pm WS1698 WestJet Vancouver — Los Angeles 3h 46m stop 11:15 pm — 5:18 am NK1679 Spirit Airlines Los Angeles — Chicago	16h 18m including layover	Find flight from$229
12:00 pm — 6:58 am +1 day	12:00 pm — 12:44 pm WS113 WestJet Calgary — Vancouver 3h 51m stop 4:35 pm — 7:29 pm WS1698 WestJet Vancouver — Los Angeles 5h 26m stop 0:55 am — 6:58 am NK486 Spirit Airlines Los Angeles — Chicago	17h 58m including layover	Find flight from$263
1:30 pm — 5:18 am +1 day	1:30 pm — 2:38 pm WS3612 WestJet Calgary — Seattle 2h 48m stop 5:26 pm — 8:14 pm NK261 Spirit Airlines Seattle — Los Angeles 3h 1m stop 11:15 pm — 5:18 am NK1679 Spirit Airlines Los Angeles — Chicago	14h 48m including layover	Find flight from$296
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$225
3:45 pm — 9:16 am +1 day	3:45 pm — 5:44 pm WS1624 WestJet Calgary — Las Vegas 6h 11m stop 11:55 pm — 4:42 am F93886 Frontier Airlines Las Vegas — Dallas 2h 13m stop 6:55 am — 9:16 am F93242 Frontier Airlines Dallas — Chicago	16h 31m including layover	Find flight from$207
3:45 pm — 1:06 pm +1 day	3:45 pm — 5:44 pm WS1624 WestJet Calgary — Las Vegas 6h 11m stop 11:55 pm — 4:42 am F93886 Frontier Airlines Las Vegas — Dallas 6h 2m stop 10:44 am — 1:06 pm F91888 Frontier Airlines Dallas — Chicago	20h 21m including layover	Find flight from$213
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$209
6:00 am — 6:05 pm	6:00 am — 8:39 am WS3480 WestJet Calgary — Regina 3h 6m stop 11:45 am — 1:44 pm WS3758 WestJet Regina — Minneapolis 2h 43m stop 4:27 pm — 6:05 pm SY261 Sun Country Airlines Minneapolis — Chicago	11h 5m including layover	Find flight from$201
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$173
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$161
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$161
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$153
8:00 pm — 11:47 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 23m stop 10:29 pm — 11:47 pm F91441 Frontier Airlines Atlanta — Chicago	26h 47m including layover	Find flight from$165
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$153
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$162

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 204 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 32m. The time difference between Calgary and Chicago is 1h.

The fastest flight 5h 32m
Average flight time 15h 17m
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 153 $), february (from 155 $), december (from 162 $).

The most expensive and popular months are november (from 167 $), december (from 162 $), february (from 155 $).

The cheapest flight by WestJet that our users were able to find is $153. 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.

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WestJet Airplanes on the Route

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

Boeing 737-800

from $229

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Boeing 737 MAX 8

from $302

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

UA - United Airlines

from $315

Find

See more direct flights

Connecting Flights

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

AS - Alaska Airlines

from $260

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AC - Air Canada

from $314

Find
UA - United Airlines

from $141

Find
F8 - Freedom Airlines

from $169

Find
PD - Porter Airlines

from $311

Find

See more connecting flights

How to book an air ticket yourself?

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