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Kelowna

$268+ Cheap flights from Chicago (CHI) to Kelowna (YLW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YLW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$268
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$667
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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Highest demand for flights based on searches. 16% potential increase in price ($117 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Thu 4/107:00 amORD - YLW
1 stop7h 36mMultiple Airlines
Mon 4/143:20 pmYLW - ORD
2 stops13h 13mMultiple Airlines
Deal found 2/20$268
This Trip.com deal was found by Cheapflights users on 2/20. 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.
Thu 4/244:45 pmORD - YLW
1 stop18h 31mWestJet
Mon 4/287:00 amYLW - ORD
1 stop7h 44mWestJet
Deal found 2/20$361
This United Airlines deal was found by Cheapflights users on 2/20. 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 9/163:40 pmORD - YLW
1 stop9h 01mUnited Airlines
Tue 9/2312:55 pmYLW - ORD
2 stops18h 48mUnited Airlines
Deal found 2/20$420
This Delta deal was found by Cheapflights users on 2/20. 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.
Sat 4/52:20 pmORD - YLW
2 stops10h 41mDelta
Sat 4/1210:35 amYLW - ORD
2 stops11h 24mDelta
Deal found 2/20$478
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Sun 4/67:00 amMDW - YLW
1 stop10h 02mMultiple Airlines
Sun 4/134:00 pmYLW - MDW
1 stop11h 20mMultiple Airlines
Deal found 2/20$481
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 3/137:45 amORD - YLW
1 stop11h 23mAlaska Airlines
Thu 3/208:00 amYLW - ORD
1 stop6h 53mAlaska Airlines
Deal found 2/20$524
This Air Canada deal was found by Cheapflights users on 2/19. 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.
Fri 3/219:12 pmORD - YLW
1 stop14h 51mAir Canada
Fri 3/286:05 amYLW - ORD
1 stop6h 34mAir Canada
Deal found 2/19$606
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 5/221:00 pmMDW - YLW
2 stops10h 49mDelta
Tue 5/275:55 amYLW - MDW
2 stops10h 35mDelta
Deal found 2/20$778
This WestJet deal was found by Cheapflights users on 2/20. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/241:16 pmMDW - YLW
2 stops31h 11mWestJet
Mon 4/2810:10 amYLW - MDW
2 stops34h 16mWestJet
Deal found 2/20$803
This FlightHub deal was found by Cheapflights users on 2/20. 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.
Tue 9/165:20 pmMDW - YLW
1 stop19h 35mPorter Airlines
Tue 9/2311:50 amYLW - MDW
1 stop18h 29mPorter Airlines
Deal found 2/20$961

Find flights from Chicago to Kelowna within your budget

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 February 20, 2025.

Fly from

Chicago

Fly to

Kelowna

Route

Depart

Return

Price

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 4/10

7:00 am-12:36 pm

1 stop7h 36m

Kelowna

Mon 4/14

3:20 pm-6:33 am

2 stops13h 13m

$268

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 4/24

4:45 pm-9:16 am

1 stop18h 31m

Kelowna

Mon 4/28

7:00 am-4:44 pm

1 stop7h 44m

$361

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 4/5

2:20 pm-11:01 pm

2 stops10h 41m

Kelowna

Sat 4/12

10:35 am-11:59 pm

2 stops11h 24m

$478

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 4/6

7:00 am-3:02 pm

1 stop10h 02m

Kelowna

Sun 4/13

4:00 pm-5:20 am

1 stop11h 20m

$481

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 3/13

7:45 am-5:08 pm

1 stop11h 23m

Kelowna

Thu 3/20

8:00 am-4:53 pm

1 stop6h 53m

$524

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 4/24

7:00 am-11:42 pm

3 stops18h 42m

Kelowna

Mon 4/28

6:05 am-1:06 pm

2 stops29h 01m

$530

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 3/21

9:12 pm-10:03 am

1 stop14h 51m

Kelowna

Fri 3/28

6:05 am-2:39 pm

1 stop6h 34m

$606

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 5/22

1:00 pm-9:49 pm

2 stops10h 49m

Kelowna

Tue 5/27

5:55 am-6:30 pm

2 stops10h 35m

$778

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 4/24

1:16 pm-6:27 pm

2 stops31h 11m

Kelowna

Mon 4/28

10:10 am-10:26 pm

2 stops34h 16m

$803

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 3/26

10:25 am-9:16 am

2 stops24h 51m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 14 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.

Travel insights for flights from Chicago to Kelowna

Get recent, data-driven insights about flights from Chicago to Kelowna including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 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
9,692 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,220 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

WestJet
7.2
Good
2,801 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Air Canada
7.0
Good
8,748 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.1

Overall

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

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

    Currently priced at $361, WestJet will fly you from Chicago to Kelowna and back. In addition to WestJet, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Alaska Airlines - these airlines can fly you to your destination from $478 and $524, respectively. Users have found that WestJet is 40% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to Kelowna one-way?

    To fly one-way, consider booking your trip with WestJet, which is currently one of the cheapest options available, starting at $394. Alaska Airlines flights start at $597 while deals on Delta start at $787 one-way.

  • 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.

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$169Average$526FlexibilityNo cancel feeOn-time67%
WestJetCheapest$334Average$429FlexibilityNo cancel feeOn-time60%
Alaska AirlinesCheapest$382Average$510FlexibilityNo cancel feeOn-time75%
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