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Kelowna

$165+ 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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YLW
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
2 stars

Round-trip from

$314
(Mytrip)

One-way from

$165
(Kiwi.com)

Popular in

December

Cheapest in

June

Average price

$593
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
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One-way flight from Chicago (CHI) to Kelowna
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Highest demand for flights based on searches. 28% potential increase in price ($212 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 29, 2025.

This Booking.com deal was found by Cheapflights users on 4/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/127:35 pmORD - YLW
1 stop15h 37mAir Canada
Thu 6/197:30 pmYLW - ORD
1 stop8h 08mAir Canada
Deal found 4/28$238
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Tue 6/1010:50 amORD - YLW
2 stops13h 42mUnited Airlines
Tue 6/175:45 amYLW - ORD
2 stops16h 14mUnited Airlines
Deal found 4/27$280
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Mon 6/29:02 pmORD - YLW
2 stops38h 58mMultiple Airlines
Tue 6/107:00 amYLW - ORD
1 stop7h 44mMultiple Airlines
Deal found 4/27$303
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/107:40 amORD - YLW
2 stops11h 03mDelta
Tue 6/171:05 pmYLW - ORD
1 stop8h 58mDelta
Deal found 4/27$369
This Justfly.com deal was found by Cheapflights users on 4/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/95:30 pmORD - YLW
1 stop8h 19mWestJet
Sat 8/166:35 pmYLW - ORD
1 stop16h 04mWestJet
Deal found 4/28$373
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/266:00 amORD - YLW
1 stop9h 46mAlaska Airlines
Fri 6/272:36 pmYLW - ORD
1 stop7h 23mAlaska Airlines
Deal found 4/29$438
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/181:08 pmMDW - YLW
2 stops10h 41mDelta
Wed 5/215:55 amYLW - MDW
2 stops10h 50mDelta
Deal found 4/29$762
This Trip.com deal was found by Cheapflights users on 4/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/139:21 amMDW - YLW
2 stops10h 25mWestJet
Fri 6/208:15 pmYLW - MDW
2 stops11h 26mWestJet
Deal found 4/29$814

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 April 29, 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

Thu 6/12

7:35 pm-9:12 am

1 stop15h 37m

Kelowna

Thu 6/19

7:30 pm-5:38 am

1 stop8h 08m

$238

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 6/10

10:50 am-10:32 pm

2 stops13h 42m

Kelowna

Tue 6/17

5:45 am-11:59 pm

2 stops16h 14m

$280

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 6/2

9:02 pm-10:00 am

2 stops38h 58m

Kelowna

Tue 6/10

7:00 am-4:44 pm

1 stop7h 44m

$303

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 6/10

7:40 am-4:43 pm

2 stops11h 03m

Kelowna

Tue 6/17

1:05 pm-12:03 am

1 stop8h 58m

$369

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 8/9

5:30 pm-11:49 pm

1 stop8h 19m

Kelowna

Sat 8/16

6:35 pm-12:39 pm

1 stop16h 04m

$373

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 6/26

6:00 am-1:46 pm

1 stop9h 46m

Kelowna

Fri 6/27

2:36 pm-11:59 pm

1 stop7h 23m

$438

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 5/18

1:08 pm-9:49 pm

2 stops10h 41m

Kelowna

Wed 5/21

5:55 am-6:45 pm

2 stops10h 50m

$762

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 6/13

9:21 am-5:46 pm

2 stops10h 25m

Kelowna

Fri 6/20

8:15 pm-9:41 am

2 stops11h 26m

$814

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 6/13

11:50 am-10:00 am

2 stops24h 10m

$165

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 6/13

8:42 pm-1:46 pm

1 stop19h 04m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 11 results
1
2
  • Most accurate provider: When it comes to deals on Chicago-Kelowna flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Kelowna flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, January is the cheapest month in which you can book a flight from Chicago to Kelowna (average of $399). Flying from Chicago to Kelowna in December is currently the most expensive (average of $662). 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 April 29, 2025.

It’s optimal to fly from Chicago to Kelowna in the evening. By choosing this option you can save up to 74% on the cost of your flight, compared to a flight in the morning.

Rainfall in Kelowna by month

Plan your trip to Kelowna by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kelowna ranges from 0.7 - 1.8 inches per month. June is typically the wettest month, when rainfall can reach 1.8 in. February is typically the driest time to visit Kelowna when rainfall is around 0.7 in.

Temperature in Kelowna by month

Plan your trip to Kelowna by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kelowna, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of December, when temperatures are typically at their lowest (around 26.6 F).

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 April 29, 2025.
To help decide which airline to fly from Chicago to Kelowna, see what other customers have to say about Alaska Airlines, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
WestJet
7.2
Good
2,823 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Air Canada
7.0
Good
9,242 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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. 4 airlines have flights to Kelowna from Chicago on a regular basis.

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

    Currently priced at $346, 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 WestJet and United Airlines - these airlines can fly you to your destination from $363 and $436, respectively. Users have found that Air Canada is 34% 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, January is the cheapest month in which you can book a flight from Chicago to Kelowna (average of $399). Flying from Chicago to Kelowna in December is currently the most expensive (average of $662). 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 Chicago?

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Salmon Arm

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Top 4 airlines flying from Chicago to Kelowna

Discover the top 4 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$316Average$700FlexibilityNo cancel feeOn-time67%
WestJetCheapest$334Average$429FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$342Average$1,214FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$414Average$630FlexibilityNo cancel feeOn-time75%

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