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Cheap flights from Chicago to Kelowna from $164

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 3/9. 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
2:20 pm - 7:08 pm
ORD
-
YLW
6h 48m
1 stop
WestJet Logo
5:20 am - 1:35 pm
YLW
-
ORD
6h 15m
1 stop
$228WestJet
Fri, Apr 10 - Fri, Apr 17
Multiple Airlines Logo
2:20 pm - 7:08 pm
ORD
-
YLW
6h 48m
1 stop
Multiple Airlines Logo
6:05 am - 5:41 pm
YLW
-
ORD
33h 36m
2 stops
$288Multiple Airlines
Fri, Apr 10 - Fri, Apr 17
Alaska Airlines Logo
3:54 pm - 9:12 pm
ORD
-
YLW
7h 18m
1 stop
Alaska Airlines Logo
1:35 pm - 11:56 pm
YLW
-
ORD
8h 21m
1 stop
$337Alaska Airlines
Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
7:00 am - 9:12 pm
ORD
-
YLW
16h 12m
1 stop
Alaska Airlines Logo
1:35 pm - 11:56 pm
YLW
-
ORD
8h 21m
1 stop
$347Alaska Airlines
Tue, Mar 3 - Wed, Mar 4
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
8:15 pm - 4:43 pm
YLW
-
ORD
18h 28m
1 stop
$348WestJet
Fri, Jun 19 - Tue, Jun 23
WestJet Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
WestJet Logo
5:55 am - 4:43 pm
YLW
-
ORD
8h 48m
2 stops
$376WestJet
Fri, Jun 19 - Tue, Jun 23
Alaska Airlines Logo
7:00 am - 9:12 pm
ORD
-
YLW
16h 12m
1 stop
Alaska Airlines Logo
1:35 pm - 11:56 pm
YLW
-
ORD
8h 21m
1 stop
$380Alaska Airlines
Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
2:07 pm - 9:12 pm
ORD
-
YLW
9h 05m
2 stops
Alaska Airlines Logo
1:35 pm - 11:56 pm
YLW
-
ORD
8h 21m
1 stop
$386Alaska Airlines
Tue, Mar 3 - Wed, Mar 4
Multiple Airlines Logo
3:54 pm - 9:12 pm
ORD
-
YLW
7h 18m
1 stop
Multiple Airlines Logo
5:20 am - 1:35 pm
YLW
-
ORD
6h 15m
1 stop
$403Multiple Airlines
Sun, Mar 1 - Fri, Mar 20
Multiple Airlines Logo
2:20 pm - 7:08 pm
ORD
-
YLW
6h 48m
1 stop
Multiple Airlines Logo
7:35 pm - 5:31 am
YLW
-
ORD
31h 56m
3 stops
$419Multiple Airlines
Fri, Apr 10 - Fri, Apr 17

WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets
WestJet
Apr 10
ORD2:20 pmChicago O'Hare Intl
6h 48m
1 stop
YLW7:08 pmKelowna
Apr 17
YLW5:20 amKelowna
6h 15m
1 stop
ORD1:35 pmChicago O'Hare Intl
$228
WestJet
Jun 19
ORD5:30 pmChicago O'Hare Intl
8h 20m
1 stop
YLW11:50 pmKelowna
Jun 23
YLW8:15 pmKelowna
18h 28m
1 stop
ORD4:43 pmChicago O'Hare Intl
$348
WestJet
Jun 19
ORD5:30 pmChicago O'Hare Intl
6h 35m
1 stop
YLW10:05 pmKelowna
Jun 23
YLW5:55 amKelowna
8h 48m
2 stops
ORD4:43 pmChicago O'Hare Intl
$376

Alaska Airlines flights from Chicago to Kelowna

Our best Alaska Airlines deals on Chicago to Kelowna flight tickets
Alaska Airlines
Mar 3
ORD3:54 pmChicago O'Hare Intl
7h 18m
1 stop
YLW9:12 pmKelowna
Mar 4
YLW1:35 pmKelowna
8h 21m
1 stop
ORD11:56 pmChicago O'Hare Intl
$337
Alaska Airlines
Mar 3
ORD7:00 amChicago O'Hare Intl
16h 12m
1 stop
YLW9:12 pmKelowna
Mar 4
YLW1:35 pmKelowna
8h 21m
1 stop
ORD11:56 pmChicago O'Hare Intl
$347
Alaska Airlines
Mar 3
ORD7:00 amChicago O'Hare Intl
16h 12m
1 stop
YLW9:12 pmKelowna
Mar 4
YLW1:35 pmKelowna
8h 21m
1 stop
ORD11:56 pmChicago O'Hare Intl
$380

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 February 5, 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

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 4/10

2:20 pm-7:08 pm

1 stop6h 48m

Kelowna

Fri 4/17

5:20 am-1:35 pm

1 stop6h 15m

$228

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 4/10

2:20 pm-7:08 pm

1 stop6h 48m

Kelowna

Fri 4/17

6:05 am-5:41 pm

2 stops33h 36m

$288

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 3/3

3:54 pm-9:12 pm

1 stop7h 18m

Kelowna

Wed 3/4

1:35 pm-11:56 pm

1 stop8h 21m

$337

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 3/3

7:00 am-9:12 pm

1 stop16h 12m

Kelowna

Wed 3/4

1:35 pm-11:56 pm

1 stop8h 21m

$347

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 6/19

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Tue 6/23

8:15 pm-4:43 pm

1 stop18h 28m

$348

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 6/19

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Tue 6/23

5:55 am-4:43 pm

2 stops8h 48m

$376

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 3/3

7:00 am-9:12 pm

1 stop16h 12m

Kelowna

Wed 3/4

1:35 pm-11:56 pm

1 stop8h 21m

$380

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 3/3

2:07 pm-9:12 pm

2 stops9h 05m

Kelowna

Wed 3/4

1:35 pm-11:56 pm

1 stop8h 21m

$386

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 3/1

3:54 pm-9:12 pm

1 stop7h 18m

Kelowna

Fri 3/20

5:20 am-1:35 pm

1 stop6h 15m

$403

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 4/10

2:20 pm-7:08 pm

1 stop6h 48m

Kelowna

Fri 4/17

7:35 pm-5:31 am

3 stops31h 56m

$419

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 airline that flies from Chicago to Kelowna?

Alaska Airlines, WestJet, and Delta are the most popular carriers 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 46% 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 48m

Direct flights

None
The fastest flight from Chicago to Kelowna takes 6h 48m
There are no direct flights from Chicago to Kelowna. There are no popular flight routes from Chicago to Kelowna.
Search flight deals

  • 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 48m 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
United AirlinesPriceFrom $166Free CancellationRating
7.4
9,241 reviews
Search United Airlines flights
Air CanadaPriceFrom $319Free CancellationRating
7.1
10,695 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $379Free CancellationRating
8.0
11,843 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
Salmon Arm
Vernon
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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