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Cheap flights from Chicago to Kelowna from $202

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 8/17. 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

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.
Multiple Airlines Logo
9:37 pm - 5:00 pm
ORD
-
YLW
21h 23m
2 stops
Multiple Airlines Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$364Multiple Airlines
Tue, May 19 - Fri, May 22
WestJet Logo
5:30 pm - 1:20 pm
ORD
-
YLW
21h 50m
1 stop
WestJet Logo
5:05 am - 4:40 pm
YLW
-
ORD
9h 35m
1 stop
$377WestJet
Sat, May 23 - Sat, May 30
WestJet Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
WestJet Logo
8:45 pm - 4:40 pm
YLW
-
ORD
41h 55m
2 stops
$383WestJet
Sat, May 23 - Sat, May 30
WestJet Logo
5:30 pm - 7:25 pm
ORD
-
YLW
27h 55m
1 stop
WestJet Logo
6:05 am - 4:40 pm
YLW
-
ORD
8h 35m
1 stop
$386WestJet
Wed, May 27 - Fri, May 29
Multiple Airlines Logo
6:00 am - 2:47 pm
ORD
-
YLW
10h 47m
1 stop
Multiple Airlines Logo
5:05 am - 4:40 pm
YLW
-
ORD
9h 35m
1 stop
$412Multiple Airlines
Mon, May 11 - Mon, May 18
Multiple Airlines Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
Multiple Airlines Logo
5:25 am - 12:44 am
YLW
-
ORD
17h 19m
2 stops
$413Multiple Airlines
Fri, Jun 12 - Fri, Jun 19
Multiple Airlines Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
Multiple Airlines Logo
10:20 am - 5:59 am
YLW
-
ORD
17h 39m
3 stops
$421Multiple Airlines
Sat, May 23 - Sat, May 30
WestJet Logo
5:30 pm - 8:20 am
ORD
-
YLW
16h 50m
1 stop
WestJet Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$467WestJet
Tue, May 19 - Fri, May 22
Delta Logo
1:22 pm - 10:05 pm
MDW
-
YLW
10h 43m
2 stops
Delta Logo
6:05 am - 6:33 pm
YLW
-
MDW
10h 28m
2 stops
$788Delta
Sun, May 10 - Mon, May 18
Delta Logo
1:59 pm - 11:50 pm
MDW
-
YLW
11h 51m
2 stops
Delta Logo
6:05 am - 6:33 pm
YLW
-
MDW
10h 28m
2 stops
$836Delta
Wed, May 20 - Wed, May 27

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United Airlines flights from Chicago to Kelowna

Our best United Airlines deals on Chicago to Kelowna flight tickets
United Airlines
May 14
ORD1:01 pmChicago O'Hare Intl
10h 54m
1 stop
YLW9:55 pmKelowna
May 18
YLW11:55 amKelowna
18h 05m
1 stop
ORD8:00 amChicago O'Hare Intl
$528
United Airlines
May 14
ORD7:03 amChicago O'Hare Intl
16h 52m
1 stop
YLW9:55 pmKelowna
May 18
YLW11:55 amKelowna
18h 05m
1 stop
ORD8:00 amChicago O'Hare Intl
$529
United Airlines
May 14
ORD7:03 amChicago O'Hare Intl
16h 52m
1 stop
YLW9:55 pmKelowna
May 18
YLW11:55 amKelowna
18h 05m
1 stop
ORD8:00 amChicago O'Hare Intl
$539

WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets
WestJet
May 23
ORD5:30 pmChicago O'Hare Intl
21h 50m
1 stop
YLW1:20 pmKelowna
May 30
YLW5:05 amKelowna
9h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
$377
WestJet
May 23
ORD5:30 pmChicago O'Hare Intl
6h 35m
1 stop
YLW10:05 pmKelowna
May 30
YLW8:45 pmKelowna
41h 55m
2 stops
ORD4:40 pmChicago O'Hare Intl
$383
WestJet
May 27
ORD5:30 pmChicago O'Hare Intl
27h 55m
1 stop
YLW7:25 pmKelowna
May 29
YLW6:05 amKelowna
8h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
$386

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 April 25, 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 5/19

9:37 pm-5:00 pm

2 stops21h 23m

Kelowna

Fri 5/22

7:50 am-4:40 pm

1 stop6h 50m

$364

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 5/23

5:30 pm-1:20 pm

1 stop21h 50m

Kelowna

Sat 5/30

5:05 am-4:40 pm

1 stop9h 35m

$377

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 5/23

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Sat 5/30

8:45 pm-4:40 pm

2 stops41h 55m

$383

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 5/27

5:30 pm-7:25 pm

1 stop27h 55m

Kelowna

Fri 5/29

6:05 am-4:40 pm

1 stop8h 35m

$386
Quickest round-trip

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 5/11

6:00 am-2:47 pm

1 stop10h 47m

Kelowna

Mon 5/18

5:05 am-4:40 pm

1 stop9h 35m

$412

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 6/12

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Fri 6/19

5:25 am-12:44 am

2 stops17h 19m

$413

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 5/23

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Sat 5/30

10:20 am-5:59 am

3 stops17h 39m

$421

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 5/19

5:30 pm-8:20 am

1 stop16h 50m

Kelowna

Fri 5/22

7:50 am-4:40 pm

1 stop6h 50m

$467

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 5/10

1:22 pm-10:05 pm

2 stops10h 43m

Kelowna

Mon 5/18

6:05 am-6:33 pm

2 stops10h 28m

$788

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 5/20

1:59 pm-11:50 pm

2 stops11h 51m

Kelowna

Wed 5/27

6:05 am-6:33 pm

2 stops10h 28m

$836

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 airline that flies from Chicago to Kelowna?

WestJet is the most popular carrier operating from Chicago to Kelowna

What airlines fly to Kelowna?

Air Canada, United Airlines and Alaska Airlines are the top three most popular airlines that fly to Kelowna from Chicago according to our data. Air Canada is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Kelowna. Keep in mind that there are 3 different airlines that fly to Kelowna on a routine basis, so you have a few additional options to choose from.

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 35m

Direct flights

None
The fastest flight from Chicago to Kelowna takes 6h 35m
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 35m 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
10,966 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $342Free CancellationRating
7.9
12,283 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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