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Cheap flights from Chicago to Kelowna from $220

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 6/28. 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
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
Multiple Airlines Logo
8:45 pm - 6:02 am
YLW
-
ORD
31h 17m
2 stops
$422Multiple Airlines
Fri, Jun 19 - Mon, Jun 22
Multiple Airlines Logo
9:00 am - 10:05 pm
ORD
-
YLW
15h 05m
2 stops
Multiple Airlines Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$428Multiple Airlines
Sat, May 23 - Sat, May 30
WestJet Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
WestJet Logo
6:30 pm - 4:40 pm
YLW
-
ORD
20h 10m
1 stop
$436WestJet
Fri, Jun 19 - Mon, Jun 22
Multiple Airlines Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
Multiple Airlines Logo
3:37 pm - 6:40 am
YLW
-
ORD
13h 03m
1 stop
$438Multiple Airlines
Thu, Apr 30 - Mon, May 4
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
$451Multiple Airlines
Mon, May 11 - Mon, May 18
Air Canada Logo
8:50 am - 7:32 pm
ORD
-
YLW
12h 42m
1 stop
Air Canada Logo
9:25 am - 8:15 pm
YLW
-
ORD
8h 50m
1 stop
$459Air Canada
Tue, Apr 28 - Wed, Apr 29
Air Canada Logo
7:00 am - 7:32 pm
ORD
-
YLW
14h 32m
2 stops
Air Canada Logo
8:45 am - 5:01 pm
YLW
-
ORD
6h 16m
1 stop
$469Air Canada
Tue, Apr 28 - Wed, Apr 29
Delta Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
Delta Logo
6:05 am - 6:52 pm
YLW
-
ORD
10h 47m
2 stops
$471Delta
Thu, Apr 30 - Mon, May 4
Delta Logo
1:24 pm - 11:50 pm
MDW
-
YLW
12h 26m
2 stops
Delta Logo
6:05 am - 5:58 pm
YLW
-
MDW
9h 53m
2 stops
$534Delta
Thu, Apr 30 - Mon, May 4
Porter Airlines Logo
10:25 am - 10:47 am
MDW
-
YLW
26h 22m
1 stop
Porter Airlines Logo
11:45 am - 9:40 am
YLW
-
MDW
19h 55m
1 stop
$686Porter Airlines
Mon, Jun 1 - Wed, Jun 17

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
Apr 28
ORD8:50 amChicago O'Hare Intl
12h 42m
1 stop
YLW7:32 pmKelowna
Apr 29
YLW9:25 amKelowna
8h 50m
1 stop
ORD8:15 pmChicago O'Hare Intl
$459
Air Canada
Apr 28
ORD7:00 amChicago O'Hare Intl
14h 32m
2 stops
YLW7:32 pmKelowna
Apr 29
YLW8:45 amKelowna
6h 16m
1 stop
ORD5:01 pmChicago O'Hare Intl
$469
Air Canada
Apr 28
ORD7:00 amChicago O'Hare Intl
14h 32m
2 stops
YLW7:32 pmKelowna
Apr 29
YLW10:25 amKelowna
11h 04m
2 stops
ORD11:29 pmChicago O'Hare Intl
$484

United Airlines flights from Chicago to Kelowna

Our best United Airlines deals on Chicago to Kelowna flight tickets
United Airlines
May 14
ORD9:55 amChicago O'Hare Intl
14h 00m
1 stop
YLW9:55 pmKelowna
May 18
YLW11:55 amKelowna
18h 05m
1 stop
ORD8:00 amChicago O'Hare Intl
$531
United Airlines
May 14
ORD9:04 amChicago O'Hare Intl
14h 51m
1 stop
YLW9:55 pmKelowna
May 18
YLW2:50 pmKelowna
16h 48m
2 stops
ORD9:38 amChicago O'Hare Intl
$542
United Airlines
May 14
ORD7:03 amChicago O'Hare Intl
16h 52m
1 stop
YLW9:55 pmKelowna
May 18
YLW5:25 amKelowna
17h 34m
2 stops
ORD12:59 amChicago O'Hare Intl
$551

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 13, 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

Fri 6/19

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Mon 6/22

8:45 pm-6:02 am

2 stops31h 17m

$422

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 5/23

9:00 am-10:05 pm

2 stops15h 05m

Kelowna

Sat 5/30

7:50 am-4:40 pm

1 stop6h 50m

$428

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 6/19

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Mon 6/22

6:30 pm-4:40 pm

1 stop20h 10m

$436

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 4/30

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Mon 5/4

3:37 pm-6:40 am

1 stop13h 03m

$438

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

$451

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 4/28

8:50 am-7:32 pm

1 stop12h 42m

Kelowna

Wed 4/29

9:25 am-8:15 pm

1 stop8h 50m

$459

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 4/28

7:00 am-7:32 pm

2 stops14h 32m

Kelowna

Wed 4/29

8:45 am-5:01 pm

1 stop6h 16m

$469
Quickest round-trip

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 4/30

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Mon 5/4

6:05 am-6:52 pm

2 stops10h 47m

$471

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 4/30

1:24 pm-11:50 pm

2 stops12h 26m

Kelowna

Mon 5/4

6:05 am-5:58 pm

2 stops9h 53m

$534

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 6/1

10:25 am-10:47 am

1 stop26h 22m

Kelowna

Wed 6/17

11:45 am-9:40 am

1 stop19h 55m

$686

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 and Air Canada 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

8h 01m

Direct flights

None
The fastest flight from Chicago to Kelowna takes 8h 01m
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 8h 01m 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
10,919 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $342Free CancellationRating
7.9
12,230 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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