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Kelowna

$122+ Cheap flights from Chicago (CHI) to Kelowna (YLW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YLW
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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Find flight deals from Chicago to Kelowna

Cheapest flights from Chicago to Kelowna
Explore the most affordable flight options available from Chicago to Kelowna. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.

This Air Canada deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/78:15 pmORD - YLW
1 stop16h 50mAir Canada
mié. 12/105:20 amYLW - ORD
1 stop7h 21mAir Canada
Deal found 10/30$343
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/76:00 amORD - YLW
1 stop9h 15mMultiple Airlines
mié. 12/107:35 pmYLW - ORD
2 stops19h 52mMultiple Airlines
Deal found 10/30$351
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/78:45 amORD - YLW
1 stop6h 05mUnited Airlines
mié. 12/1010:25 amYLW - ORD
3 stops21h 15mUnited Airlines
Deal found 10/30$447
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/226:00 amORD - YLW
1 stop9h 15mMultiple Airlines
sáb. 11/297:35 pmYLW - ORD
2 stops40h 00mMultiple Airlines
Deal found 10/29$548
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/166:00 amORD - YLW
1 stop9h 15mMultiple Airlines
mié. 11/197:35 pmYLW - ORD
2 stops26h 33mMultiple Airlines
Deal found 10/30$580
This Air Canada deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/223:40 pmORD - YLW
1 stop9h 28mAir Canada
sáb. 11/295:20 amYLW - ORD
1 stop7h 21mAir Canada
Deal found 10/29$628
This Expedia deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/168:59 pmORD - YLW
2 stops20h 03mAlaska Airlines
mié. 11/193:52 pmYLW - ORD
2 stops30h 07mAlaska Airlines
Deal found 10/30$718
This FlightHub deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/117:02 pmMDW - YLW
2 stops21h 32mWestJet
mar. 11/1810:10 amYLW - MDW
2 stops30h 08mWestJet
Deal found 10/30$944

Cheap flight deals from Chicago to Kelowna

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Kelowna (YLW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$343
(Air Canada)

One-way from

$122
(Kiwi.com)

Popular in

October

Cheapest in

March

Average price

$1,130
Provider with most accurate pricing for Chicago (CHI)-Kelowna flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Kelowna flights.
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From Chicago (CHI) to Kelowna
Search Deals
One-way flight from Chicago (CHI) to Kelowna
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($217 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($60 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated octubre 30, 2025.
Use the filters below to find and compare flights from Chicago to Kelowna that are best for you.

Fly from

Chicago

Fly to

Kelowna

Route

Depart

Return

Price

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

dom. 12/7

6:00 am-1:15 pm

1 stop9h 15m

Kelowna

mié. 12/10

7:35 pm-5:27 pm

2 stops19h 52m

$351

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

dom. 12/7

8:45 am-12:50 pm

1 stop6h 05m

Kelowna

mié. 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

dom. 11/16

6:00 am-1:15 pm

1 stop9h 15m

Kelowna

mié. 11/19

7:35 pm-12:08 am

2 stops26h 33m

$580

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

mié. 11/19

3:52 pm-11:59 pm

2 stops30h 07m

$718

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

mié. 2/25

2:00 pm-11:53 pm

2 stops11h 53m

Kelowna

dom. 3/1

7:35 pm-12:01 pm

2 stops14h 26m

$894

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

mar. 11/11

7:02 pm-2:34 pm

2 stops21h 32m

Kelowna

mar. 11/18

10:10 am-6:18 pm

2 stops30h 08m

$944

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

mar. 4/7

9:20 am-6:26 pm

2 stops11h 06m

Kelowna

mié. 4/8

7:00 pm-9:56 am

2 stops12h 56m

$1,040

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

sáb. 12/13

1:24 pm-8:05 am

3 stops44h 41m

$122

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 11 results
1
2

Compare providers for flights from Chicago to Kelowna

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Kelowna in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Kelowna flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Kelowna flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Kelowna flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Kelowna flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Kelowna flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Kelowna

Have a flexible travel schedule? Discover the best time to fly to Kelowna from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Kelowna

What is the cheapest month to book a flight from Chicago to Kelowna?

Currently, June is the cheapest month in which you can book a flight from Chicago to Kelowna (average of $268). Flying from Chicago to Kelowna in March is currently the most expensive (average of $770). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to YLW?

Find hourly flight availability from Chicago to Kelowna. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 30, 2025.

It’s optimal to fly from Chicago to Kelowna in the evening. By choosing this option you can save up to 71% on the cost of your flight, compared to a flight at noon.

Reviews of airlines servicing Kelowna

Get insights into the airlines that provide service to Kelowna. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kelowna. Reviews last updated octubre 30, 2025.
Read reviews from past customers who have flown Air Canada from Chicago to Kelowna. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,381 reviews

Comfort

7.1

Food

6.3

Entertainment

6.8

Boarding

7.3

Overall

7.1

Crew

7.8

Reviews

1 / 20
2.0
Mediocre

robert,Sep 2025

YEG - YVR

There was nothing that I liked about air canada. My experience was terrible.
Air Canada
7.1
Good
10,381 reviews
Air Canada
7.1
Good
10,381 reviews

Comfort

7.1

Food

6.3

Entertainment

6.8

Boarding

7.3

Overall

7.1

Crew

7.8

Reviews

1 / 20
2.0
Mediocre

robert,Sep 2025

YEG - YVR

There was nothing that I liked about air canada. My experience was terrible.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Kelowna. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kelowna from Chicago?

    For a flight from Chicago to Kelowna, you will be flying into Kelowna. Kelowna (YLW) is just 7.0 mi from the center of the city. Kelowna is the only Kelowna airport and it handles 0 inbound flights from Chicago per day. 3 airlines have flights to Kelowna from Chicago on a regular basis.

  • How long is the flight from Chicago to Kelowna?

    There are many flights that can get you from Chicago to Kelowna in 6h 05m. Fly via United Airlines, Delta, or WestJet to get the fastest option. There are 1594 mi between Chicago and Kelowna. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Kelowna round-trip?

    Currently priced at $319, Air Canada will fly you from Chicago to Kelowna and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Alaska Airlines and United Airlines - these airlines can fly you to your destination from $408 and $432, respectively. Users have found that Air Canada is 39% cheaper than the other options available to this destination.

  • Can I find deals for flights from Chicago to Kelowna that include hotel bookings?

    Yes. In addition to deals on Chicago to Kelowna flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Kelowna?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Kelowna.

  • Can I find deals for business class flights from Chicago to Kelowna?

    Yes. Cheapflights offers flight deals from Chicago to Kelowna by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Kelowna?

    Currently, June is the cheapest month in which you can book a flight from Chicago to Kelowna (average of $268). Flying from Chicago to Kelowna in March is currently the most expensive (average of $770). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Kelowna?

Book flights to Kelowna if you plan to visit one of these locations
Salmon Arm

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Top 3 airlines flying from Chicago to Kelowna

Discover the top 3 airlines that operate flights from Chicago to Kelowna. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$319Average$909FlexibilityNo cancel feeOn-time67%
Alaska AirlinesCheapest$408Average$630FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$432Average$1,214FlexibilityNo cancel feeOn-time69%

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