What is the cheapest airline that flies from Chicago to Kelowna?

Air Canada 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 50% 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 October 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.

$117 Cheap Flights from Chicago to Kelowna in 2025/26

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Find the cheapest flights from Chicago to Kelowna

Round-trip

One-way

Cheap round-trip flights

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8:15 pm - 11:05 amORD-YLW

16h 50m1 stop

5:20 am - 2:41 pmYLW-ORD

7h 21m1 stop

$343Air Canada

Find Deal

dom, dez 7 - qua, dez 10

6:00 am - 1:15 pmORD-YLW

9h 15m1 stop

7:35 pm - 5:27 pmYLW-ORD

19h 52m2 stops

$351Multiple Airlines

Find Deal

dom, dez 7 - qua, dez 10

9:06 pm - 6:59 pmORD-YLW

23h 53m2 stops

7:35 pm - 12:09 amYLW-ORD

26h 34m3 stops

$378Multiple Airlines

Find Deal

dom, dez 7 - qua, dez 10

9:06 pm - 11:55 pmORD-YLW

28h 49m3 stops

5:45 pm - 12:09 amYLW-ORD

28h 24m3 stops

$416Multiple Airlines

Find Deal

dom, dez 7 - qua, dez 10

8:45 am - 12:50 pmORD-YLW

6h 05m1 stop

10:25 am - 9:40 amYLW-ORD

21h 15m3 stops

$447United Airlines

Find Deal

dom, dez 7 - qua, dez 10

6:00 am - 1:15 pmORD-YLW

9h 15m1 stop

7:35 pm - 1:35 pmYLW-ORD

40h 00m2 stops

$548Multiple Airlines

Find Deal

sáb, nov 22 - sáb, nov 29

3:40 pm - 11:08 pmORD-YLW

9h 28m1 stop

5:20 am - 2:41 pmYLW-ORD

7h 21m1 stop

$628Air Canada

Find Deal

sáb, nov 22 - sáb, nov 29

8:59 pm - 3:02 pmORD-YLW

20h 03m2 stops

3:52 pm - 11:59 pmYLW-ORD

30h 07m2 stops

$718Alaska Airlines

Find Deal

dom, nov 16 - qua, nov 19

7:02 pm - 2:34 pmMDW-YLW

21h 32m2 stops

10:10 am - 6:18 pmYLW-MDW

30h 08m2 stops

$944WestJet

Find Deal

ter, nov 11 - ter, nov 18

5:42 pm - 5:22 pmORD-YLW

25h 40m2 stops

4:00 pm - 4:52 pmYLW-ORD

22h 52m2 stops

$945WestJet

Find Deal

ter, nov 11 - ter, nov 18

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets

Air Canada

Dec 7

ORD8:15 pmChicago O'Hare Intl

16h 50m

1 stop

YLW11:05 amKelowna

Dec 10

YLW5:20 amKelowna

7h 21m

1 stop

ORD2:41 pmChicago O'Hare Intl

$343

Find similar

Air Canada

Nov 22

ORD3:40 pmChicago O'Hare Intl

9h 28m

1 stop

YLW11:08 pmKelowna

Nov 29

YLW5:20 amKelowna

7h 21m

1 stop

ORD2:41 pmChicago O'Hare Intl

$628

Find similar

Air Canada

Nov 11

ORD9:20 pmChicago O'Hare Intl

15h 50m

1 stop

YLW11:10 amKelowna

Nov 18

YLW8:50 amKelowna

6h 20m

1 stop

ORD5:10 pmChicago O'Hare Intl

$703

Find similar

WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets

WestJet

Nov 11

MDW7:02 pmChicago Midway

21h 32m

2 stops

YLW2:34 pmKelowna

Nov 18

YLW10:10 amKelowna

30h 08m

2 stops

MDW6:18 pmChicago Midway

$944

Find similar

WestJet

Nov 11

ORD5:42 pmChicago O'Hare Intl

25h 40m

2 stops

YLW5:22 pmKelowna

Nov 18

YLW4:00 pmKelowna

22h 52m

2 stops

ORD4:52 pmChicago O'Hare Intl

$945

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

dom 12/7

8:15 pm-11:05 am

1 stop16h 50m

Kelowna

qua 12/10

5:20 am-2:41 pm

1 stop7h 21m

$343

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

dom 12/7

6:00 am-1:15 pm

1 stop9h 15m

Kelowna

qua 12/10

7:35 pm-5:27 pm

2 stops19h 52m

$351

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

dom 12/7

9:06 pm-6:59 pm

2 stops23h 53m

Kelowna

qua 12/10

7:35 pm-12:09 am

3 stops26h 34m

$378

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

dom 12/7

9:06 pm-11:55 pm

3 stops28h 49m

Kelowna

qua 12/10

5:45 pm-12:09 am

3 stops28h 24m

$416

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

dom 12/7

8:45 am-12:50 pm

1 stop6h 05m

Kelowna

qua 12/10

10:25 am-9:40 am

3 stops21h 15m

$447

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

sáb 11/22

6:00 am-1:15 pm

1 stop9h 15m

Kelowna

sáb 11/29

7:35 pm-1:35 pm

2 stops40h 00m

$548

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

sáb 11/22

3:40 pm-11:08 pm

1 stop9h 28m

Kelowna

sáb 11/29

5:20 am-2:41 pm

1 stop7h 21m

$628

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

dom 11/16

8:59 pm-3:02 pm

2 stops20h 03m

Kelowna

qua 11/19

3:52 pm-11:59 pm

2 stops30h 07m

$718

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

ter 11/11

7:02 pm-2:34 pm

2 stops21h 32m

Kelowna

ter 11/18

10:10 am-6:18 pm

2 stops30h 08m

$944

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

ter 11/11

5:42 pm-5:22 pm

2 stops25h 40m

Kelowna

ter 11/18

4:00 pm-4:52 pm

2 stops22h 52m

$945

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 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

Direct flights	None

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 05m 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 October 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 10,377 reviews	Search Air Canada flights
Alaska Airlines	PriceFrom $408	Free Cancellation	Rating 8.0 11,214 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $432	Free Cancellation	Rating 7.4 8,998 reviews	Search United Airlines flights

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.