WestJet Calgary to Chicago Flights

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Cheapflightsplus.com will find cheap WestJet flights from Calgary to Chicago. Compare airline ticket prices and book air tickets starting from $144 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 february: one-way - $144, two-way – $247.

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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 $144. There’re no direct flights. The fastest connecting flight – 7h 54m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $194 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 $195 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 $195 Find flight	9:35 am Calgary Calgary Int.	5:18 am+1 день Chicago O'Hare International	18h 43m layover 11h 14m - Los Angeles	WestJet	WS1510 NK1679
from $197 Find flight	2:30 pm Calgary Calgary Int.	5:18 am+1 день Chicago O'Hare International	13h 48m layover 6h 21m - Los Angeles	WestJet	WS1514 NK1679
from $226 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 $265 Find flight	5:15 pm Calgary Calgary Int.	9:52 am+1 день Chicago O'Hare International	15h 37m layover 7h 7m - Orlando	WestJet	WS1418 F92041
from $144 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 $163 Find flight	7:20 pm Calgary Calgary Int.	0:17 am+2 дня Chicago Midway	27h 57m layover 18h 34m - Los Angeles 1h 15m - Denver	WestJet	WS1512 F92342 F92210
from $166 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 $169 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 $172 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 $179 Find flight	9:55 am Calgary Calgary Int.	9:52 am+1 день Chicago O'Hare International	22h 57m layover 5h 40m - Atlanta 7h 47m - Orlando	WestJet	WS1590 F94026 F92041
from $192 Find flight	11:30 pm Calgary Calgary Int.	10:22 pm+1 день Chicago Midway	21h 52m layover 6h 28m - Edmonton 7h 34m - Phoenix	WestJet	WS237 WS1532 F91738
from $194 Find flight	3:45 pm Calgary Calgary Int.	9:16 am+1 день Chicago O'Hare International	16h 31m layover 6h 11m - Las Vegas 2h 13m - Dallas	WestJet	WS1624 F93886 F93242
from $196 Find flight	9:55 am Calgary Calgary Int.	1:43 pm+1 день Chicago O'Hare International	26h 48m layover 15h 58m - Atlanta 1h 54m - Tampa	WestJet	WS1590 F92912 F91415
from $197 Find flight	9:50 am Calgary Calgary Int.	9:27 am+1 день Chicago O'Hare International	22h 37m layover 6h 5m - Houston 6h 31m - Orlando	WestJet	WS1540 F94978 F93043

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 01/22/2025

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 — 10:55 am	0:30 am — 6:52 am WS1992 WestJet Calgary — Atlanta 3h 6m stop 4:12 pm — 5:12 pm F92143 Frontier Airlines Atlanta — Chicago	9h 25m including layover	Find flight from$214
0:30 am — 4:31 pm	0:30 am — 6:54 am WS1992 WestJet Calgary — Atlanta 8h 29m stop 3:23 pm — 4:31 pm F91595 Frontier Airlines Atlanta — Chicago	15h 1m including layover	Find flight from$214
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$197
5:15 pm — 10:02 am +1 day	5:15 pm — 0:22 am WS1418 WestJet Calgary — Orlando 7h 37m stop 8:08 am — 10:03 am F91457 Frontier Airlines Orlando — Chicago	15h 47m including layover	Find flight from$244
6:55 pm — 6:33 am +1 day	6:55 pm — 8:51 pm WS1400 WestJet Calgary — Las Vegas 4h 5m stop 6:50 am — 12:34 pm F92330 Frontier Airlines Las Vegas — Chicago	10h 38m including layover	Find flight from$246
6:55 pm — 4:47 am +1 day	6:55 pm — 8:51 pm WS1400 WestJet Calgary — Las Vegas 2h 5m stop 1:39 pm — 7:30 pm F92146 Frontier Airlines Las Vegas — Chicago	8h 52m including layover	Find flight from$247
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$209
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$166
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$176
12:30 pm — 9:55 pm	12:30 pm — 3:35 pm WS738 WestJet Calgary — Winnipeg 2h 3m stop 5:45 pm — 7:20 pm WS6853 WestJet Winnipeg — Minneapolis 1h 12m stop 8:45 pm — 10:14 pm WS8238 WestJet Minneapolis — Chicago	8h 25m including layover	Find flight from$287
2:30 pm — 9:08 am +1 day	2:30 pm — 4:54 pm WS1514 WestJet Calgary — Los Angeles 5h 37m stop 10:31 pm — 6:04 am F93216 Frontier Airlines Los Angeles — Atlanta 1h 56m stop 8:00 am — 9:08 am F91441 Frontier Airlines Atlanta — Chicago	17h 38m including layover	Find flight from$227
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$194
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$200
5:15 pm — 1:06 pm +1 day	5:15 pm — 0:23 am WS1418 WestJet Calgary — Orlando 5h 37m stop 6:00 am — 8:17 am F91481 Frontier Airlines Orlando — Dallas 2h 27m stop 10:44 am — 1:06 pm F91888 Frontier Airlines Dallas — Chicago	18h 51m including layover	Find flight from$233
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$151
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$151
8:00 am — 0:17 am +1 day	8:00 am — 11:13 am WS1394 WestJet Calgary — Phoenix 6h 10m 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	15h 17m including layover	Find flight from$172
8:00 am — 11:59 pm	8:00 am — 11:13 am WS1394 WestJet Calgary — Phoenix 3h 32m stop 2:45 pm — 4:59 pm AS1006 Alaska Airlines Phoenix — Seattle 1h 1m stop 6:00 pm — 11:59 pm AS538 Alaska Airlines Seattle — Chicago	14h 59m including layover	Find flight from$208
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$144
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$166

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

*Departure and arrival times are local. Last updated on 01/22/2025

Flight Information

There are 112 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 7h 54m. The time difference between Calgary and Chicago is 1h.

The fastest flight 7h 54m
Average flight time 15h 1m
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 144 $), february (from 146 $), december (from 152 $).

The most expensive and popular months are november (from 173 $), december (from 152 $), february (from 146 $).

The cheapest flight by WestJet that our users were able to find is $144. 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 $215

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Boeing 737 MAX 8

from $283

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Other Popular Airlines on the Route

Besides WestJet there are other 4 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 $296

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Connecting Flights

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

AS - Alaska Airlines

from $244

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AC - Air Canada

from $294

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UA - United Airlines

from $132

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F8 - Freedom Airlines

from $158

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See more connecting flights

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