Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Kelowna from $95

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 6/4. 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.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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 - 11:12 pm
ORD
-
YLW
10h 52m
2 stops
WestJet Logo
7:55 pm - 1:35 pm
YLW
-
ORD
15h 40m
1 stop
$240WestJet
Fri, Apr 17 - Sun, Apr 19
Air Canada Logo
3:55 pm - 10:20 pm
ORD
-
YLW
8h 25m
1 stop
Air Canada Logo
5:20 am - 2:41 pm
YLW
-
ORD
7h 21m
1 stop
$269Air Canada
Tue, Mar 3 - Wed, Mar 4
Air Canada Logo
3:55 pm - 10:20 pm
ORD
-
YLW
8h 25m
1 stop
Air Canada Logo
11:25 pm - 2:55 pm
YLW
-
ORD
13h 30m
2 stops
$286Air Canada
Tue, Mar 3 - Wed, Mar 4
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
12:05 pm - 4:40 pm
YLW
-
ORD
26h 35m
1 stop
$287WestJet
Thu, Jun 4 - Mon, Jun 8
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
$325WestJet
Mon, Apr 6 - Fri, Apr 10
United Airlines Logo
3:40 pm - 10:53 pm
ORD
-
YLW
9h 13m
1 stop
United Airlines Logo
5:20 am - 2:43 pm
YLW
-
ORD
7h 23m
1 stop
$336United Airlines
Sat, Apr 4 - Sat, Apr 11
United Airlines Logo
12:55 pm - 10:53 pm
ORD
-
YLW
11h 58m
2 stops
United Airlines Logo
5:20 am - 2:43 pm
YLW
-
ORD
7h 23m
1 stop
$346United Airlines
Sat, Apr 4 - Sat, Apr 11
Multiple Airlines Logo
2:05 pm - 12:24 pm
MDW
-
YLW
24h 19m
3 stops
Multiple Airlines Logo
12:00 pm - 8:53 am
YLW
-
MDW
18h 53m
2 stops
$603Multiple Airlines
Tue, Mar 17 - Tue, Mar 24
Multiple Airlines Logo
9:35 am - 11:53 pm
MDW
-
YLW
16h 18m
3 stops
Multiple Airlines Logo
12:00 pm - 8:53 am
YLW
-
MDW
18h 53m
2 stops
$660Multiple Airlines
Tue, Mar 17 - Tue, Mar 24
Delta Logo
2:12 pm - 11:53 pm
MDW
-
YLW
11h 41m
2 stops
Delta Logo
7:35 pm - 12:07 pm
YLW
-
MDW
14h 32m
2 stops
$806Delta
Fri, Apr 17 - Sun, Apr 19

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
Mar 3
ORD3:55 pmChicago O'Hare Intl
8h 25m
1 stop
YLW10:20 pmKelowna
Mar 4
YLW5:20 amKelowna
7h 21m
1 stop
ORD2:41 pmChicago O'Hare Intl
$269
Air Canada
Mar 3
ORD3:55 pmChicago O'Hare Intl
8h 25m
1 stop
YLW10:20 pmKelowna
Mar 4
YLW11:25 pmKelowna
13h 30m
2 stops
ORD2:55 pmChicago O'Hare Intl
$286
Air Canada
Mar 3
ORD3:55 pmChicago O'Hare Intl
8h 25m
1 stop
YLW10:20 pmKelowna
Mar 4
YLW8:50 amKelowna
22h 23m
2 stops
ORD9:13 amChicago O'Hare Intl
$338

WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets
WestJet
Apr 17
ORD2:20 pmChicago O'Hare Intl
6h 48m
1 stop
YLW7:08 pmKelowna
Apr 19
YLW7:55 pmKelowna
15h 40m
1 stop
ORD1:35 pmChicago O'Hare Intl
$240
WestJet
Jun 4
ORD5:30 pmChicago O'Hare Intl
8h 20m
1 stop
YLW11:50 pmKelowna
Jun 8
YLW12:05 pmKelowna
26h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
$287
WestJet
Apr 6
ORD2:20 pmChicago O'Hare Intl
6h 48m
1 stop
YLW7:08 pmKelowna
Apr 10
YLW5:20 amKelowna
6h 15m
1 stop
ORD1:35 pmChicago O'Hare Intl
$325

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 19, 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 4/17

2:20 pm-11:12 pm

2 stops10h 52m

Kelowna

Sun 4/19

7:55 pm-1:35 pm

1 stop15h 40m

$240

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 3/3

3:55 pm-10:20 pm

1 stop8h 25m

Kelowna

Wed 3/4

5:20 am-2:41 pm

1 stop7h 21m

$269

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 3/3

3:55 pm-10:20 pm

1 stop8h 25m

Kelowna

Wed 3/4

11:25 pm-2:55 pm

2 stops13h 30m

$286

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 6/4

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Mon 6/8

12:05 pm-4:40 pm

1 stop26h 35m

$287

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 4/6

2:20 pm-7:08 pm

1 stop6h 48m

Kelowna

Fri 4/10

5:20 am-1:35 pm

1 stop6h 15m

$325

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 4/4

3:40 pm-10:53 pm

1 stop9h 13m

Kelowna

Sat 4/11

5:20 am-2:43 pm

1 stop7h 23m

$336

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 4/4

12:55 pm-10:53 pm

2 stops11h 58m

Kelowna

Sat 4/11

5:20 am-2:43 pm

1 stop7h 23m

$346

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Tue 3/17

2:05 pm-12:24 pm

3 stops24h 19m

Kelowna

Tue 3/24

12:00 pm-8:53 am

2 stops18h 53m

$603

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Tue 3/17

9:35 am-11:53 pm

3 stops16h 18m

Kelowna

Tue 3/24

12:00 pm-8:53 am

2 stops18h 53m

$660

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 4/17

2:12 pm-11:53 pm

2 stops11h 41m

Kelowna

Sun 4/19

7:35 pm-12:07 pm

2 stops14h 32m

$806

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 typical price of a round-trip flight between Chicago and Kelowna?

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 20m

Direct flights

None
The fastest flight from Chicago to Kelowna takes 8h 20m
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 8h 20m 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
9,322 reviews
Search United Airlines flights
Air CanadaPriceFrom $319Free CancellationRating
7.1
10,732 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $379Free CancellationRating
8.0
11,904 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.

An easier way to manage your Kelowna trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 3/21
Sat 3/28
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada