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Cheap flights from Chicago to Kelowna from C$ 243

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 13/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YLW
7 Apr — 14 Apr1
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 2 April 2025.

Round-trip from

C$ 243

Popular in

December

Cheapest in

March
WestJet
  • WestJet
  • 13/5-27/5
  • 2 total stops
  • 14h 03m total
  • Chicago to Kelowna
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 346 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 63 potential savings vs. average RT price).
Search Deals

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 2 April 2025.

Tue 13/55:30 p.m.ORD - YLW
1 stop6h 19mWestJet
Tue 27/57:00 a.m.YLW - ORD
1 stop7h 44mWestJet
Deal found 2/4C$ 243
Sat 17/512:57 p.m.ORD - YLW
2 stops22h 15mAir Canada
Sat 24/55:45 a.m.YLW - ORD
1 stop6h 58mAir Canada
Deal found 2/4C$ 293
Tue 13/56:05 a.m.ORD - YLW
2 stops18h 27mUnited Airlines
Tue 27/55:45 a.m.YLW - ORD
1 stop6h 58mUnited Airlines
Deal found 2/4C$ 316
Fri 16/55:30 p.m.ORD - YLW
1 stop8h 19mMultiple Airlines
Fri 23/57:30 p.m.YLW - ORD
2 stops15h 33mMultiple Airlines
Deal found 1/4C$ 358
Sat 17/51:55 p.m.MDW - YLW
2 stops11h 54mDelta
Sat 24/55:55 a.m.YLW - MDW
2 stops10h 50mDelta
Deal found 2/4C$ 676
Fri 25/77:00 a.m.ORD - YLW
2 stops32h 46mAlaska Airlines
Mon 28/72:36 p.m.YLW - ORD
2 stops25h 42mAlaska Airlines
Deal found 1/4C$ 750
Mon 7/79:20 a.m.MDW - YLW
2 stops8h 04mWestJet
Fri 11/76:00 a.m.YLW - MDW
2 stops13h 47mWestJet
Deal found 31/3C$ 1,384

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 2 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

Tue 13/5

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

1 stop6h 19m

Kelowna

Tue 27/5

7:00 a.m.-4:44 p.m.

1 stop7h 44m

C$ 243

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 17/5

12:57 p.m.-9:12 a.m.

2 stops22h 15m

Kelowna

Sat 24/5

5:45 a.m.-2:43 p.m.

1 stop6h 58m

C$ 293

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 13/5

6:05 a.m.-10:32 p.m.

2 stops18h 27m

Kelowna

Tue 27/5

5:45 a.m.-2:43 p.m.

1 stop6h 58m

C$ 316

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 16/5

5:30 p.m.-11:49 p.m.

1 stop8h 19m

Kelowna

Fri 23/5

7:30 p.m.-1:03 p.m.

2 stops15h 33m

C$ 358

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 17/5

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

2 stops11h 54m

Kelowna

Sat 24/5

5:55 a.m.-6:45 p.m.

2 stops10h 50m

C$ 676

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 25/7

7:00 a.m.-1:46 p.m.

2 stops32h 46m

Kelowna

Mon 28/7

2:36 p.m.-6:18 p.m.

2 stops25h 42m

C$ 750

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 7/7

9:20 a.m.-3:24 p.m.

2 stops8h 04m

Kelowna

Fri 11/7

6:00 a.m.-9:47 p.m.

2 stops13h 47m

C$ 1,384

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

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 2 April 2025.
Alaska Airlines
8.0
Very good
9,820 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

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
9,820 reviews
Alaska Airlines
8.0
Very good
9,820 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

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
7,898 reviews
Alaska Airlines
8.0
Very good
9,820 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

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
8,616 reviews
Alaska Airlines
8.0
Very good
9,820 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

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
2,789 reviews
Alaska Airlines
8.0
Very good
9,820 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

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
9,022 reviews
Alaska Airlines
8.0
Very good
9,820 reviews
Check prices

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Entertainment

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?

    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$ 243. Other airlines that can offer you cheap pricing are Air Canada, from C$ 293, and United Airlines, from C$ 316. WestJet is priced at 69% lower than the current average price of a flight leaving 3 months from now.

  • 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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