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 49% 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 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?

As of December 2025, there are 3 operators available to choose from 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.

$96 Cheap Flights from Chicago to Kelowna in 2025/26

Q: What is the typical price of a round-trip flight between Chicago and Kelowna?

Prices are currently low for flights on this route. Typical prices usually range from $802 to $1,306. The lowest price recently found on this route was $201.

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Find the cheapest flights from Chicago to Kelowna

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:10 am - 6:56 pm

ORD

YLW

12h 46m2 stops

6:20 am - 1:35 pm

YLW

ORD

29h 15m1 stop

$201Multiple Airlines

Wed, Feb 18 - Sun, Feb 22

8:00 am - 6:59 pm

ORD

YLW

12h 59m2 stops

9:05 am - 11:50 pm

YLW

ORD

12h 45m1 stop

$253Multiple Airlines

Sat, Jan 31 - Sat, Feb 7

9:00 am - 7:08 pm

ORD

YLW

12h 08m2 stops

7:55 pm - 1:35 pm

YLW

ORD

15h 40m1 stop

$255Multiple Airlines

Thu, Feb 26 - Sun, Mar 1

6:06 pm - 1:15 pm

ORD

YLW

21h 09m1 stop

7:55 pm - 12:08 pm

YLW

ORD

14h 13m2 stops

$257Multiple Airlines

Thu, Jan 8 - Tue, Jan 13

2:18 pm - 7:10 pm

ORD

YLW

30h 52m2 stops

7:55 pm - 1:35 pm

YLW

ORD

15h 40m1 stop

$258Multiple Airlines

Wed, Jan 21 - Sun, Jan 25

2:20 pm - 7:10 pm

ORD

YLW

6h 50m1 stop

5:20 am - 1:35 pm

YLW

ORD

6h 15m1 stop

$260WestJet

Fri, Jan 30 - Mon, Feb 2

3:35 pm - 11:13 pm

ORD

YLW

9h 38m1 stop

5:20 am - 2:41 pm

YLW

ORD

7h 21m1 stop

$285Air Canada

Tue, Jan 13 - Sun, Jan 18

3:59 pm - 11:53 pm

ORD

YLW

9h 54m2 stops

5:20 am - 1:35 pm

YLW

ORD

6h 15m1 stop

$287Delta

Wed, Mar 11 - Mon, Mar 16

1:49 pm - 11:55 pm

MDW

YLW

12h 06m2 stops

9:00 am - 10:07 pm

YLW

MDW

11h 07m2 stops

$585Delta

Wed, Jan 14 - Sat, Jan 17

10:48 am - 3:30 pm

MDW

YLW

30h 42m2 stops

7:00 pm - 9:53 am

YLW

MDW

12h 53m2 stops

$1,040WestJet

Fri, Jan 30 - Mon, Feb 2

WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets

WestJet

Jan 30

ORD2:20 pmChicago O'Hare Intl

6h 50m

1 stop

YLW7:10 pmKelowna

Feb 2

YLW5:20 amKelowna

6h 15m

1 stop

ORD1:35 pmChicago O'Hare Intl

$260

Find similar

WestJet

Feb 22

ORD10:35 amChicago O'Hare Intl

14h 06m

2 stops

YLW10:41 pmKelowna

Feb 26

YLW5:55 pmKelowna

17h 40m

1 stop

ORD1:35 pmChicago O'Hare Intl

$352

Find similar

WestJet

Dec 25

ORD7:25 amChicago O'Hare Intl

15h 29m

2 stops

YLW8:54 pmKelowna

Jan 9

YLW5:20 amKelowna

6h 15m

1 stop

ORD1:35 pmChicago O'Hare Intl

$556

Find similar

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets

Air Canada

Jan 13

ORD3:35 pmChicago O'Hare Intl

9h 38m

1 stop

YLW11:13 pmKelowna

Jan 18

YLW5:20 amKelowna

7h 21m

1 stop

ORD2:41 pmChicago O'Hare Intl

$285

Find similar

Air Canada

Jan 14

ORD3:35 pmChicago O'Hare Intl

9h 38m

1 stop

YLW11:13 pmKelowna

Jan 17

YLW11:20 pmKelowna

7h 53m

1 stop

ORD9:13 amChicago O'Hare Intl

$291

Find similar

Air Canada

Jan 30

ORD3:35 pmChicago O'Hare Intl

9h 38m

1 stop

YLW11:13 pmKelowna

Feb 2

YLW8:35 pmKelowna

16h 06m

1 stop

ORD2:41 pmChicago O'Hare Intl

$304

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 2/18

8:10 am-6:56 pm

2 stops12h 46m

Kelowna

Sun 2/22

6:20 am-1:35 pm

1 stop29h 15m

$201

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 1/31

8:00 am-6:59 pm

2 stops12h 59m

Kelowna

Sat 2/7

9:05 am-11:50 pm

1 stop12h 45m

$253

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 2/26

9:00 am-7:08 pm

2 stops12h 08m

Kelowna

Sun 3/1

7:55 pm-1:35 pm

1 stop15h 40m

$255

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 1/8

6:06 pm-1:15 pm

1 stop21h 09m

Kelowna

Tue 1/13

7:55 pm-12:08 pm

2 stops14h 13m

$257

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 1/21

2:18 pm-7:10 pm

2 stops30h 52m

Kelowna

Sun 1/25

7:55 pm-1:35 pm

1 stop15h 40m

$258

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 1/30

2:20 pm-7:10 pm

1 stop6h 50m

Kelowna

Mon 2/2

5:20 am-1:35 pm

1 stop6h 15m

$260

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 1/13

3:35 pm-11:13 pm

1 stop9h 38m

Kelowna

Sun 1/18

5:20 am-2:41 pm

1 stop7h 21m

$285

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 3/11

3:59 pm-11:53 pm

2 stops9h 54m

Kelowna

Mon 3/16

5:20 am-1:35 pm

1 stop6h 15m

$287

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 1/14

1:49 pm-11:55 pm

2 stops12h 06m

Kelowna

Sat 1/17

9:00 am-10:07 pm

2 stops11h 07m

$585

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 1/30

10:48 am-3:30 pm

2 stops30h 42m

Kelowna

Mon 2/2

7:00 pm-9:53 am

2 stops12h 53m

$1,040

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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

What is the cheapest day to depart on your flight to Kelowna?

On average, the least expensive day to fly to Kelowna from Chicago is on a Friday. momondo users have found tickets for Friday departures for as low as $429. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Kelowna on Wednesday is $559.

What is the cheapest time of day to depart on your flight to Kelowna?

Our most recent data shows that the best time of day to fly to Kelowna is in the evening. Flights from Chicago to Kelowna during this time can be as low as $169. Try not to purchase tickets in the morning because they tend to be around $650. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 19m
Direct flights	None

The fastest flight from Chicago to Kelowna takes 8h 19m

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 19m 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?
As of December 2025, there are 3 operators available to choose from 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.
What is the most popular airline from Chicago to Kelowna?
Based on momondo bookings for flights between Chicago and Kelowna, the leading airline is Air Canada, making up 100% of the total bookings.

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 Canada	PriceFrom $319	Free Cancellation	Rating 7.1 10,534 reviews	Search Air Canada flights
Alaska Airlines	PriceFrom $342	Free Cancellation	Rating 8.0 11,478 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $370	Free Cancellation	Rating 7.4 9,093 reviews	Search United Airlines flights

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.