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Cheap flights from Chicago to Kelowna from $147

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 5/24. 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.
Multiple Airlines Logo
7:50 am - 2:25 pm
ORD
-
YLW
32h 35m
2 stops
Multiple Airlines Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$355Multiple Airlines
Mon, May 4 - Fri, May 8
Air Canada Logo
3:40 pm - 10:53 pm
ORD
-
YLW
9h 13m
1 stop
Air Canada Logo
11:15 pm - 9:10 am
YLW
-
ORD
7h 55m
1 stop
$356Air Canada
Wed, Apr 15 - Tue, Apr 21
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$360WestJet
Sun, Aug 16 - Sat, Sep 5
Air Canada Logo
3:40 pm - 10:53 pm
ORD
-
YLW
9h 13m
1 stop
Air Canada Logo
8:35 pm - 2:45 pm
YLW
-
ORD
16h 10m
1 stop
$367Air Canada
Wed, Apr 15 - Mon, Apr 20
Air Canada Logo
3:40 pm - 10:53 pm
ORD
-
YLW
9h 13m
1 stop
Air Canada Logo
8:35 pm - 5:50 pm
YLW
-
ORD
19h 15m
2 stops
$380Air Canada
Wed, Apr 15 - Tue, Apr 21
Multiple Airlines Logo
2:20 pm - 8:15 am
ORD
-
YLW
19h 55m
1 stop
Multiple Airlines Logo
2:37 pm - 11:59 pm
YLW
-
ORD
7h 22m
1 stop
$381Multiple Airlines
Fri, Apr 17 - Tue, Apr 21
Alaska Airlines Logo
6:00 am - 1:47 pm
ORD
-
YLW
9h 47m
1 stop
Alaska Airlines Logo
3:37 pm - 2:08 pm
YLW
-
ORD
20h 31m
2 stops
$388Alaska Airlines
Tue, Apr 21 - Sat, Apr 25
Delta Logo
1:24 pm - 10:05 pm
MDW
-
YLW
10h 41m
2 stops
Delta Logo
6:05 am - 5:58 pm
YLW
-
MDW
9h 53m
2 stops
$481Delta
Thu, Apr 30 - Mon, May 4
WestJet Logo
6:38 pm - 9:40 am
MDW
-
YLW
17h 02m
3 stops
WestJet Logo
8:15 pm - 6:33 pm
YLW
-
MDW
20h 18m
3 stops
$750WestJet
Mon, May 4 - Fri, May 8
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
$755Delta
Sat, May 23 - Thu, May 28

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
Apr 15
ORD3:40 pmChicago O'Hare Intl
9h 13m
1 stop
YLW10:53 pmKelowna
Apr 21
YLW11:15 pmKelowna
7h 55m
1 stop
ORD9:10 amChicago O'Hare Intl
$356
Air Canada
Apr 15
ORD3:40 pmChicago O'Hare Intl
9h 13m
1 stop
YLW10:53 pmKelowna
Apr 20
YLW8:35 pmKelowna
16h 10m
1 stop
ORD2:45 pmChicago O'Hare Intl
$367
Air Canada
Apr 15
ORD3:40 pmChicago O'Hare Intl
9h 13m
1 stop
YLW10:53 pmKelowna
Apr 21
YLW8:35 pmKelowna
19h 15m
2 stops
ORD5:50 pmChicago O'Hare Intl
$380

United Airlines flights from Chicago to Kelowna

Our best United Airlines deals on Chicago to Kelowna flight tickets
United Airlines
Apr 15
ORD3:40 pmChicago O'Hare Intl
9h 13m
1 stop
YLW10:53 pmKelowna
Apr 22
YLW9:25 amKelowna
8h 50m
1 stop
ORD8:15 pmChicago O'Hare Intl
$423
United Airlines
Apr 15
ORD6:25 amChicago O'Hare Intl
15h 07m
2 stops
YLW7:32 pmKelowna
Apr 21
YLW9:25 amKelowna
8h 50m
1 stop
ORD8:15 pmChicago O'Hare Intl
$433
United Airlines
Apr 15
ORD3:40 pmChicago O'Hare Intl
9h 13m
1 stop
YLW10:53 pmKelowna
Apr 20
YLW9:25 amKelowna
11h 29m
2 stops
ORD10:54 pmChicago O'Hare Intl
$439

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 4, 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 5/4

7:50 am-2:25 pm

2 stops32h 35m

Kelowna

Fri 5/8

7:50 am-4:40 pm

1 stop6h 50m

$355

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 4/15

3:40 pm-10:53 pm

1 stop9h 13m

Kelowna

Tue 4/21

11:15 pm-9:10 am

1 stop7h 55m

$356
Quickest round-trip

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 8/16

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Sat 9/5

7:50 am-4:40 pm

1 stop6h 50m

$360

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 4/15

3:40 pm-10:53 pm

1 stop9h 13m

Kelowna

Mon 4/20

8:35 pm-2:45 pm

1 stop16h 10m

$367

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 4/15

3:40 pm-10:53 pm

1 stop9h 13m

Kelowna

Tue 4/21

8:35 pm-5:50 pm

2 stops19h 15m

$380

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 4/17

2:20 pm-8:15 am

1 stop19h 55m

Kelowna

Tue 4/21

2:37 pm-11:59 pm

1 stop7h 22m

$381

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 4/21

6:00 am-1:47 pm

1 stop9h 47m

Kelowna

Sat 4/25

3:37 pm-2:08 pm

2 stops20h 31m

$388

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 4/30

1:24 pm-10:05 pm

2 stops10h 41m

Kelowna

Mon 5/4

6:05 am-5:58 pm

2 stops9h 53m

$481

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 5/4

6:38 pm-9:40 am

3 stops17h 02m

Kelowna

Fri 5/8

8:15 pm-6:33 pm

3 stops20h 18m

$750

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 5/23

1:22 pm-10:05 pm

2 stops10h 43m

Kelowna

Thu 5/28

6:05 am-6:33 pm

2 stops10h 28m

$755

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?

WestJet, Alaska Airlines, 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 57% 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
10,890 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $342Free CancellationRating
7.9
12,163 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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