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Cheap flights from Chicago to Kelowna from C$ 144

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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YLW
27 Apr — 4 May1
1 adult

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 22 April 2025.

Round-trip from

C$ 314

One-way from

C$ 144

Popular in

December

Cheapest in

June

Average price

C$ 820
Air Canada
  • Air Canada
  • 6/6-13/6
  • 2 total stops
  • 23h 36m total
  • Chicago to Kelowna
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Air Canada
  • Air Canada
  • 6/6
  • 1 total stop
  • 14h 31m total
  • Chicago to Kelowna
Search Deals
Highest demand for flights based on searches. 28% potential increase in price (C$ 405 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 65 potential savings vs. average RT price).
Search Deals
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 22 April 2025.

Fri 6/68:25 p.m.ORD - YLW
1 stop15h 56mAir Canada
Fri 13/611:30 p.m.YLW - ORD
1 stop7h 40mAir Canada
Deal found 22/4C$ 314
Tue 13/55:30 p.m.ORD - YLW
1 stop6h 19mMultiple Airlines
Fri 16/58:15 p.m.YLW - ORD
3 stops25h 14mMultiple Airlines
Deal found 22/4C$ 377
Mon 30/68:48 a.m.ORD - YLW
1 stop15h 45mUnited Airlines
Mon 14/75:45 a.m.YLW - ORD
1 stop7h 04mUnited Airlines
Deal found 22/4C$ 527
Wed 2/71:40 p.m.ORD - YLW
1 stop11h 36mWestJet
Sat 5/76:35 p.m.YLW - ORD
1 stop16h 04mWestJet
Deal found 22/4C$ 553
Sun 29/612:59 a.m.ORD - YLW
2 stops14h 47mAlaska Airlines
Mon 14/72:36 p.m.YLW - ORD
1 stop13h 04mAlaska Airlines
Deal found 22/4C$ 1,040
Fri 6/69:20 a.m.MDW - YLW
2 stops10h 26mWestJet
Fri 13/66:00 a.m.YLW - MDW
2 stops9h 40mWestJet
Deal found 22/4C$ 1,154
Tue 13/51:55 p.m.MDW - YLW
2 stops11h 54mDelta
Fri 16/58:15 p.m.YLW - MDW
2 stops13h 38mDelta
Deal found 22/4C$ 3,673

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 629,999 searches. Data last updated 22 April 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

Fri 6/6

8:25 p.m.-10:21 a.m.

1 stop15h 56m

Kelowna

Fri 13/6

11:30 p.m.-9:10 a.m.

1 stop7h 40m

C$ 314

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 13/5

5:30 p.m.-9:49 p.m.

1 stop6h 19m

Kelowna

Fri 16/5

8:15 p.m.-11:29 p.m.

3 stops25h 14m

C$ 377

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 30/6

8:48 a.m.-10:33 p.m.

1 stop15h 45m

Kelowna

Mon 14/7

5:45 a.m.-2:49 p.m.

1 stop7h 04m

C$ 527

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 2/7

1:40 p.m.-11:16 p.m.

1 stop11h 36m

Kelowna

Sat 5/7

6:35 p.m.-12:39 p.m.

1 stop16h 04m

C$ 553

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 29/6

12:59 a.m.-1:46 p.m.

2 stops14h 47m

Kelowna

Mon 14/7

2:36 p.m.-5:40 a.m.

1 stop13h 04m

C$ 1,040

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 6/6

9:20 a.m.-5:46 p.m.

2 stops10h 26m

Kelowna

Fri 13/6

6:00 a.m.-5:40 p.m.

2 stops9h 40m

C$ 1,154

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Tue 13/5

1:55 p.m.-11:49 p.m.

2 stops11h 54m

Kelowna

Fri 16/5

8:15 p.m.-11:53 a.m.

2 stops13h 38m

C$ 3,673

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 6/6

10:00 a.m.-10:31 p.m.

1 stop14h 31m

C$ 144

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 30/7

5:34 p.m.-5:44 p.m.

3 stops26h 10m

C$ 181

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 30/7

6:00 a.m.-1:46 p.m.

1 stop9h 46m

C$ 198

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/4

Showing 1-10 of 12 results
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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, October is the cheapest month in which you can book a flight from Chicago to Kelowna (average of C$ 137). Flying from Chicago to Kelowna in March is currently the most expensive (average of C$ 237). 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.

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 19.0 - 46.0 mm per month. June is typically the wettest month, when rainfall can reach 46.0 mm. February is typically the driest time to visit Kelowna when rainfall is around 19.0 mm.

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 20.0 C. Travellers hoping to avoid the cold should look outside of December, when temperatures are typically at their lowest (around -3.0 C).

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 22 April 2025.
Alaska Airlines
8.0
Very good
9,911 reviews
Check prices

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,911 reviews
Alaska Airlines
8.0
Very good
9,911 reviews
Check prices

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,911 reviews
Check prices

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,683 reviews
Alaska Airlines
8.0
Very good
9,911 reviews
Check prices

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
WestJet
7.2
Good
2,813 reviews
Alaska Airlines
8.0
Very good
9,911 reviews
Check prices

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Air Canada
7.0
Good
9,179 reviews
Alaska Airlines
8.0
Very good
9,911 reviews
Check prices

Entertainment

7.1

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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?

    Located just 11.2 km from the city centre, Kelowna is the airport most travellers will use when flying to Kelowna from Chicago. Booking flights from Chicago to Kelowna (YLW) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

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

    Cheapflights users have booked flights from Chicago to Kelowna round-trip from C$ 314. Other airlines that can offer you cheap pricing are United Airlines, from C$ 527, and WestJet, from C$ 553. Air Canada is priced at 57% lower than the current average price of a flight leaving 3 months from now.

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

    The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as C$ 144. However, be on the lookout for offers from Alaska Airlines and Delta, as they are both options that can get you from Chicago to Kelowna for a low price.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Kelowna (average of C$ 137). Flying from Chicago to Kelowna in March is currently the most expensive (average of C$ 237). 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

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Salmon Arm
West Kelowna
Big White

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