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Cheap flights from Chicago to Kelowna from $188

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Kelowna departing on 7/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Kelowna

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
6:05 am - 4:40 pm
YLW
-
ORD
8h 35m
1 stop
$481WestJet
Mon, Jul 20 - Mon, Jul 27
Multiple Airlines Logo
9:13 pm - 6:00 pm
ORD
-
YLW
22h 47m
2 stops
Multiple Airlines Logo
1:46 pm - 11:59 pm
YLW
-
ORD
8h 13m
1 stop
$529Multiple Airlines
Tue, Jul 21 - Fri, Jul 24
Multiple Airlines Logo
5:30 pm - 8:20 am
ORD
-
YLW
16h 50m
1 stop
Multiple Airlines Logo
8:15 pm - 8:52 pm
YLW
-
ORD
22h 37m
2 stops
$530Multiple Airlines
Mon, Jul 20 - Mon, Jul 27
Alaska Airlines Logo
6:00 am - 12:57 pm
ORD
-
YLW
8h 57m
1 stop
Alaska Airlines Logo
1:47 pm - 11:59 pm
YLW
-
ORD
8h 12m
1 stop
$532Alaska Airlines
Mon, Oct 5 - Wed, Oct 7
Alaska Airlines Logo
8:20 pm - 12:56 pm
ORD
-
YLW
18h 36m
1 stop
Alaska Airlines Logo
1:46 pm - 11:59 pm
YLW
-
ORD
8h 13m
1 stop
$541Alaska Airlines
Sat, Aug 1 - Wed, Aug 5
Multiple Airlines Logo
6:00 am - 12:56 pm
ORD
-
YLW
8h 56m
1 stop
Multiple Airlines Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$542Multiple Airlines
Sun, Aug 2 - Thu, Aug 6
Multiple Airlines Logo
6:00 am - 12:56 pm
ORD
-
YLW
8h 56m
1 stop
Multiple Airlines Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$545Multiple Airlines
Sun, Aug 2 - Thu, Aug 6
Air Canada Logo
3:40 pm - 11:29 pm
ORD
-
YLW
9h 49m
1 stop
Air Canada Logo
11:00 pm - 9:00 am
YLW
-
ORD
8h 00m
1 stop
$551Air Canada
Thu, Jul 2 - Thu, Jul 9
Multiple Airlines Logo
1:50 pm - 1:20 pm
ORD
-
YLW
25h 30m
2 stops
Multiple Airlines Logo
8:15 pm - 4:40 pm
YLW
-
ORD
18h 25m
1 stop
$567Multiple Airlines
Sat, Aug 1 - Wed, Aug 5
Porter Airlines Logo
10:25 am - 9:52 pm
MDW
-
YLW
13h 27m
1 stop
Porter Airlines Logo
10:50 pm - 2:35 pm
YLW
-
MDW
13h 45m
1 stop
$712Porter Airlines
Mon, Jul 20 - Mon, Jul 27

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Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
Sep 19
ORD3:40 pmChicago O'Hare Intl
9h 32m
1 stop
YLW11:12 pmKelowna
Sep 22
YLW11:30 pmKelowna
7h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
$429
Air Canada
Aug 18
ORD3:45 pmChicago O'Hare Intl
8h 16m
1 stop
YLW10:01 pmKelowna
Aug 19
YLW5:25 amKelowna
7h 11m
1 stop
ORD2:36 pmChicago O'Hare Intl
$625
Air Canada
Oct 5
ORD3:40 pmChicago O'Hare Intl
9h 32m
1 stop
YLW11:12 pmKelowna
Oct 7
YLW8:30 pmKelowna
14h 53m
2 stops
ORD1:23 pmChicago O'Hare Intl
$635

WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets
WestJet
Jul 20
ORD5:30 pmChicago O'Hare Intl
8h 20m
1 stop
YLW11:50 pmKelowna
Jul 27
YLW6:05 amKelowna
8h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
$481
WestJet
Jul 20
ORD5:30 pmChicago O'Hare Intl
18h 15m
2 stops
YLW9:45 amKelowna
Jul 27
YLW5:05 amKelowna
9h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
$551
WestJet
Aug 11
ORD5:30 pmChicago O'Hare Intl
6h 35m
1 stop
YLW10:05 pmKelowna
Aug 16
YLW12:05 pmKelowna
26h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
$574

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Kelowna that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 9, 2026.
Use the filters below to find and compare flights from Chicago to Kelowna that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 7/20

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Mon 7/27

6:05 am-4:40 pm

1 stop8h 35m

$481

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 7/21

9:13 pm-6:00 pm

2 stops22h 47m

Kelowna

Fri 7/24

1:46 pm-11:59 pm

1 stop8h 13m

$529

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 7/20

5:30 pm-8:20 am

1 stop16h 50m

Kelowna

Mon 7/27

8:15 pm-8:52 pm

2 stops22h 37m

$530

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 10/5

6:00 am-12:57 pm

1 stop8h 57m

Kelowna

Wed 10/7

1:47 pm-11:59 pm

1 stop8h 12m

$532

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 8/1

8:20 pm-12:56 pm

1 stop18h 36m

Kelowna

Wed 8/5

1:46 pm-11:59 pm

1 stop8h 13m

$541
Quickest round-trip

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 8/2

6:00 am-12:56 pm

1 stop8h 56m

Kelowna

Thu 8/6

7:50 am-4:40 pm

1 stop6h 50m

$542

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 8/2

6:00 am-12:56 pm

1 stop8h 56m

Kelowna

Thu 8/6

7:50 am-4:40 pm

1 stop6h 50m

$545

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 7/2

3:40 pm-11:29 pm

1 stop9h 49m

Kelowna

Thu 7/9

11:00 pm-9:00 am

1 stop8h 00m

$551

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 8/1

1:50 pm-1:20 pm

2 stops25h 30m

Kelowna

Wed 8/5

8:15 pm-4:40 pm

1 stop18h 25m

$567

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 7/20

10:25 am-9:52 pm

1 stop13h 27m

Kelowna

Mon 7/27

10:50 pm-2:35 pm

1 stop13h 45m

$712

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Kelowna from

How to get the cheapest flight ticket from Chicago to Kelowna

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Kelowna?

The cheapest month to fly to Kelowna from Chicago is in November. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. If you don’t want to visit Kelowna in November, then you should wait until April to fly from Chicago, when ticket prices are also cheap, with an average price of $0.

When to book flights from Chicago to Kelowna

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Kelowna according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Kelowna (CHI to YLW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Kelowna

Fastest flight time

6h 54m

Direct flights

None
The fastest flight from Chicago to Kelowna takes 6h 54m
There are no direct flights from Chicago to Kelowna. There are no popular flight routes from Chicago to Kelowna.
Search flight deals

Frequently asked questions about flying from Chicago to Kelowna

  • How far is Chicago to Kelowna by plane?

    A flight from Chicago to Kelowna will travel around 1613.5 mi. Typically, this will take 6h 54m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Kelowna Airport?

    Prices for flights from Chicago to Kelowna Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Kelowna Airport?

  • How old do you have to be to fly from Chicago to Kelowna Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Kelowna Airport.

  • What documentation or ID do you need to fly to Kelowna Airport?

    The necessary travel and health documents for your Kelowna Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Kelowna

Compare and see reviews for airlines that fly from Chicago to Kelowna with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $140Free CancellationRating
7.1
11,149 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $342Free CancellationRating
7.9
12,484 reviews
Search Alaska Airlines flights

Traveling to a place near Kelowna?

Book flights to Kelowna if you plan to visit one of these locations
Revelstoke
Vernon
Salmon Arm
West Kelowna
Big White

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Kelowna?

Finding the right flight to Kelowna from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Kelowna quick and easy, saving you time and money.

Can I find flights from Chicago to Kelowna with flexible booking policies on momondo?

momondo does allow users to show only those flights to Kelowna from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Kelowna?

momondo helps you find the best flight between Chicago and Kelowna by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Kelowna right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Kelowna, momondo offers a useful price alert feature which will track prices for flights to Kelowna from Chicago and alert you when they change.

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