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Cheap flights from Chicago to Kelowna from $191

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 9/21. 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
0 bags

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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 - 8:20 am
ORD
-
YLW
16h 50m
1 stop
WestJet Logo
8:45 pm - 4:40 pm
YLW
-
ORD
17h 55m
2 stops
$460WestJet
Tue, Aug 11 - Sun, Aug 16
Alaska Airlines Logo
8:05 pm - 12:56 pm
ORD
-
YLW
18h 51m
1 stop
Alaska Airlines Logo
1:46 pm - 11:59 pm
YLW
-
ORD
8h 13m
1 stop
$483Alaska Airlines
Fri, Jun 19 - Tue, Jun 23
WestJet Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
WestJet Logo
3:15 pm - 4:40 pm
YLW
-
ORD
23h 25m
1 stop
$489WestJet
Tue, Aug 11 - Sun, Aug 16
WestJet Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
WestJet Logo
12:05 pm - 4:40 pm
YLW
-
ORD
26h 35m
1 stop
$490WestJet
Tue, Aug 11 - Sun, Aug 16
Multiple Airlines Logo
8:02 am - 12:56 pm
ORD
-
YLW
6h 54m
1 stop
Multiple Airlines Logo
6:00 am - 5:19 pm
YLW
-
ORD
9h 19m
2 stops
$530Multiple Airlines
Sat, Jul 4 - Sat, Jul 11
Air Canada Logo
3:45 pm - 10:01 pm
ORD
-
YLW
8h 16m
1 stop
Air Canada Logo
5:25 am - 2:36 pm
YLW
-
ORD
7h 11m
1 stop
$546Air Canada
Sun, Aug 23 - Thu, Aug 27
Air Canada Logo
3:40 pm - 10:50 pm
ORD
-
YLW
9h 10m
1 stop
Air Canada Logo
11:00 pm - 9:00 am
YLW
-
ORD
8h 00m
1 stop
$549Air Canada
Sat, Jul 4 - Sat, Jul 11
Multiple Airlines Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
Multiple Airlines Logo
4:30 pm - 7:19 pm
YLW
-
ORD
24h 49m
2 stops
$553Multiple Airlines
Sun, Jul 19 - Tue, Jul 28
Porter Airlines Logo
10:25 am - 9:52 pm
MDW
-
YLW
13h 27m
1 stop
Porter Airlines Logo
12:50 pm - 9:40 am
YLW
-
MDW
18h 50m
2 stops
$574Porter Airlines
Sun, Jul 19 - Tue, Jul 28
Porter Airlines Logo
10:20 am - 11:55 am
MDW
-
YLW
27h 35m
2 stops
Porter Airlines Logo
10:50 pm - 2:35 pm
YLW
-
MDW
13h 45m
1 stop
$621Porter Airlines
Sat, Jul 25 - Sun, Aug 2

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
Aug 23
ORD3:45 pmChicago O'Hare Intl
8h 16m
1 stop
YLW10:01 pmKelowna
Aug 27
YLW5:25 amKelowna
7h 11m
1 stop
ORD2:36 pmChicago O'Hare Intl
$546
Air Canada
Jul 4
ORD3:40 pmChicago O'Hare Intl
9h 10m
1 stop
YLW10:50 pmKelowna
Jul 11
YLW11:00 pmKelowna
8h 00m
1 stop
ORD9:00 amChicago O'Hare Intl
$549
Air Canada
Jul 19
ORD3:45 pmChicago O'Hare Intl
8h 16m
1 stop
YLW10:01 pmKelowna
Jul 28
YLW11:00 pmKelowna
8h 00m
1 stop
ORD9:00 amChicago O'Hare Intl
$554

United Airlines flights from Chicago to Kelowna

Our best United Airlines deals on Chicago to Kelowna flight tickets
United Airlines
Aug 23
ORD5:55 amChicago O'Hare Intl
10h 19m
2 stops
YLW2:14 pmKelowna
Aug 27
YLW5:25 amKelowna
7h 16m
1 stop
ORD2:41 pmChicago O'Hare Intl
$633
United Airlines
Aug 23
ORD5:00 amChicago O'Hare Intl
11h 14m
2 stops
YLW2:14 pmKelowna
Aug 27
YLW5:25 amKelowna
14h 05m
2 stops
ORD9:30 pmChicago O'Hare Intl
$649
United Airlines
Jun 7
ORD6:13 amChicago O'Hare Intl
13h 15m
2 stops
YLW5:28 pmKelowna
Jun 19
YLW5:25 amKelowna
12h 46m
2 stops
ORD8:11 pmChicago O'Hare Intl
$794

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 May 21, 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

Tue 8/11

5:30 pm-8:20 am

1 stop16h 50m

Kelowna

Sun 8/16

8:45 pm-4:40 pm

2 stops17h 55m

$460

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 6/19

8:05 pm-12:56 pm

1 stop18h 51m

Kelowna

Tue 6/23

1:46 pm-11:59 pm

1 stop8h 13m

$483

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 8/11

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Sun 8/16

3:15 pm-4:40 pm

1 stop23h 25m

$489

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 8/11

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Sun 8/16

12:05 pm-4:40 pm

1 stop26h 35m

$490

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 7/4

8:02 am-12:56 pm

1 stop6h 54m

Kelowna

Sat 7/11

6:00 am-5:19 pm

2 stops9h 19m

$530
Quickest round-trip

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 8/23

3:45 pm-10:01 pm

1 stop8h 16m

Kelowna

Thu 8/27

5:25 am-2:36 pm

1 stop7h 11m

$546

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 7/4

3:40 pm-10:50 pm

1 stop9h 10m

Kelowna

Sat 7/11

11:00 pm-9:00 am

1 stop8h 00m

$549

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 7/19

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Tue 7/28

4:30 pm-7:19 pm

2 stops24h 49m

$553

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 7/19

10:25 am-9:52 pm

1 stop13h 27m

Kelowna

Tue 7/28

12:50 pm-9:40 am

2 stops18h 50m

$574

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 7/25

10:20 am-11:55 am

2 stops27h 35m

Kelowna

Sun 8/2

10:50 pm-2:35 pm

1 stop13h 45m

$621

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
11,066 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $342Free CancellationRating
7.9
12,387 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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