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Cheap flights from Chicago to Kelowna from C$ 209

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 26/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YLW
27 Feb — 6 Mar1
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 February 2025.

Round-trip from

C$ 388

One-way from

C$ 209

Popular in

December

Cheapest in

May

Average price

C$ 947
7/4-14/4
  • 7/4-14/4
  • 3 total stops
  • 32h 33m total
  • Chicago to Kelowna
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26/3
  • 26/3
  • 3 total stops
  • 39h 25m total
  • Chicago to Kelowna
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Highest demand for flights based on searches. 16% potential increase in price (C$ 235 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 45 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 22 February 2025.

Mon 7/47:16 p.m.ORD - YLW
1 stop19h 20mMultiple Airlines
Mon 14/43:20 p.m.YLW - ORD
2 stops13h 13mMultiple Airlines
Deal found 21/2C$ 388
Mon 10/37:45 a.m.ORD - YLW
1 stop29h 22mAlaska Airlines
Wed 12/311:57 a.m.YLW - ORD
1 stop10h 02mAlaska Airlines
Deal found 22/2C$ 568
Sun 23/33:40 p.m.ORD - YLW
1 stop10h 02mAir Canada
Fri 28/36:05 a.m.YLW - ORD
1 stop6h 34mAir Canada
Deal found 21/2C$ 579
Sun 23/33:40 p.m.ORD - YLW
1 stop10h 02mUnited Airlines
Fri 28/36:05 a.m.YLW - ORD
2 stops21h 06mUnited Airlines
Deal found 21/2C$ 600
Thu 22/55:30 p.m.ORD - YLW
1 stop8h 19mWestJet
Tue 27/57:00 a.m.YLW - ORD
1 stop7h 44mWestJet
Deal found 20/2C$ 635
Sat 22/311:27 a.m.MDW - YLW
3 stops35h 13mMultiple Airlines
Sat 29/32:00 p.m.YLW - MDW
2 stops18h 20mMultiple Airlines
Deal found 20/2C$ 803
Sun 23/34:00 p.m.ORD - YLW
2 stops9h 53mDelta
Fri 28/310:35 a.m.YLW - ORD
2 stops11h 18mDelta
Deal found 21/2C$ 1,002
Thu 22/51:00 p.m.MDW - YLW
2 stops10h 49mDelta
Tue 27/55:55 a.m.YLW - MDW
2 stops10h 35mDelta
Deal found 20/2C$ 1,104
Sat 22/311:27 a.m.MDW - YLW
2 stops14h 26mWestJet
Sat 29/35:50 a.m.YLW - MDW
2 stops34h 28mWestJet
Deal found 20/2C$ 1,147

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 629,999 searches. Data last updated 22 February 2025.

Fly from

Chicago

Fly to

Kelowna

Route

Depart

Return

Price

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 7/4

7:16 p.m.-12:36 p.m.

1 stop19h 20m

Kelowna

Mon 14/4

3:20 p.m.-6:33 a.m.

2 stops13h 13m

C$ 388

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Mon 10/3

7:45 a.m.-11:07 a.m.

1 stop29h 22m

Kelowna

Wed 12/3

11:57 a.m.-11:59 p.m.

1 stop10h 02m

C$ 568

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 23/3

3:40 p.m.-11:42 p.m.

1 stop10h 02m

Kelowna

Fri 28/3

6:05 a.m.-2:39 p.m.

1 stop6h 34m

C$ 579

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 23/3

3:40 p.m.-11:42 p.m.

1 stop10h 02m

Kelowna

Fri 28/3

6:05 a.m.-5:11 a.m.

2 stops21h 06m

C$ 600

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 22/5

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

1 stop8h 19m

Kelowna

Tue 27/5

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

1 stop7h 44m

C$ 635

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 22/3

11:27 a.m.-8:40 p.m.

3 stops35h 13m

Kelowna

Sat 29/3

2:00 p.m.-10:20 a.m.

2 stops18h 20m

C$ 803

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 23/3

4:00 p.m.-11:53 p.m.

2 stops9h 53m

Kelowna

Fri 28/3

10:35 a.m.-11:53 p.m.

2 stops11h 18m

C$ 1,002

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 22/5

1:00 p.m.-9:49 p.m.

2 stops10h 49m

Kelowna

Tue 27/5

5:55 a.m.-6:30 p.m.

2 stops10h 35m

C$ 1,104

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 22/3

11:27 a.m.-11:53 p.m.

2 stops14h 26m

Kelowna

Sat 29/3

5:50 a.m.-6:18 p.m.

2 stops34h 28m

C$ 1,147

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 26/3

7:51 p.m.-9:16 a.m.

3 stops39h 25m

C$ 209

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/2

Showing 1-10 of 15 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.

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, 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$ 241). 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 February 2025.
Read through reviews of airlines operating flights from Chicago to Kelowna, such as Alaska Airlines, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

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
9,702 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

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
8,203 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

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
8,754 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

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
2,800 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

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
8,757 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.2

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$ 568. Other airlines that can offer you cheap pricing are Air Canada, from C$ 579, and United Airlines, from C$ 600. Alaska Airlines is priced at 33% 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 Alaska Airlines, with whom users have recently found tickets for as low as C$ 318. However, be on the lookout for offers from WestJet 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$ 241). 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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