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Cheap flights from Chicago to Kelowna from C$ 259

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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YLW
26 Jan — 2 Feb1
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 21 January 2025.

Round-trip from

C$ 449

One-way from

C$ 259

Popular in

February

Cheapest in

May

Average price

C$ 803
4/3-11/3
  • 4/3-11/3
  • 4 total stops
  • 45h 53m total
  • Chicago to Kelowna
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7/3
  • 7/3
  • 3 total stops
  • 42h 31m total
  • Chicago to Kelowna
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Highest demand for flights based on searches. 8% potential increase in price (C$ 111 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 62 potential savings vs. average RT price).
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Average for round-trip flights in January 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 21 January 2025.

Tue 4/31:32 p.m.ORD - YLW
2 stops20h 32mMultiple Airlines
Tue 11/37:45 p.m.YLW - ORD
2 stops25h 21mMultiple Airlines
Deal found 21/1C$ 449
Tue 4/35:54 p.m.ORD - YLW
1 stop19h 13mAlaska Airlines
Tue 11/311:57 a.m.YLW - ORD
1 stop10h 02mAlaska Airlines
Deal found 21/1C$ 561
Thu 24/77:15 a.m.ORD - YLW
2 stops17h 28mUnited Airlines
Mon 28/76:00 a.m.YLW - ORD
2 stops15h 57mUnited Airlines
Deal found 21/1C$ 583
Fri 27/65:30 p.m.ORD - YLW
1 stop8h 19mWestJet
Tue 1/76:35 p.m.YLW - ORD
2 stops16h 04mWestJet
Deal found 20/1C$ 722
Thu 24/79:30 a.m.MDW - YLW
2 stops14h 19mDelta
Mon 28/75:55 a.m.YLW - MDW
2 stops9h 06mDelta
Deal found 21/1C$ 809
Fri 28/311:04 a.m.ORD - YLW
2 stops11h 41mAir Canada
Tue 1/49:25 p.m.YLW - ORD
2 stops17h 45mAir Canada
Deal found 21/1C$ 875
Sat 8/21:05 p.m.MDW - YLW
3 stops12h 48mMultiple Airlines
Sat 15/26:20 a.m.YLW - MDW
3 stops27h 50mMultiple Airlines
Deal found 21/1C$ 1,019
Thu 24/711:15 a.m.MDW - YLW
1 stop25h 40mPorter Airlines
Mon 28/711:50 a.m.YLW - MDW
1 stop20h 30mPorter Airlines
Deal found 21/1C$ 1,904

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 21 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 4/3

1:32 p.m.-8:04 a.m.

2 stops20h 32m

Kelowna

Tue 11/3

7:45 p.m.-11:06 p.m.

2 stops25h 21m

C$ 449

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 4/3

5:54 p.m.-11:07 a.m.

1 stop19h 13m

Kelowna

Tue 11/3

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

1 stop10h 02m

C$ 561

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 27/6

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

1 stop8h 19m

Kelowna

Tue 1/7

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

2 stops16h 04m

C$ 722

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 28/3

11:04 a.m.-8:45 p.m.

2 stops11h 41m

Kelowna

Tue 1/4

9:25 p.m.-5:10 p.m.

2 stops17h 45m

C$ 875

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 8/2

1:05 p.m.-11:53 p.m.

3 stops12h 48m

Kelowna

Sat 15/2

6:20 a.m.-12:10 p.m.

3 stops27h 50m

C$ 1,019

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 27/6

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

2 stops10h 49m

Kelowna

Tue 1/7

5:55 a.m.-5:01 p.m.

2 stops9h 06m

C$ 1,125

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 7/3

6:30 a.m.-11:01 p.m.

3 stops42h 31m

C$ 259

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 7/3

8:44 p.m.-11:01 p.m.

2 stops28h 17m

C$ 312

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 7/3

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

1 stop10h 02m

C$ 353

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 20/3

7:16 p.m.-11:04 a.m.

1 stop17h 48m

C$ 987

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/1

Showing 1-10 of 11 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$ 286). 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 21 January 2025.
Alaska Airlines
8.0
Very good
9,706 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
9,706 reviews
Alaska Airlines
8.0
Very good
9,706 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
8,521 reviews
Alaska Airlines
8.0
Very good
9,706 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
8,984 reviews
Alaska Airlines
8.0
Very good
9,706 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
2,829 reviews
Alaska Airlines
8.0
Very good
9,706 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
8,633 reviews
Alaska Airlines
8.0
Very good
9,706 reviews
Check prices

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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$ 561. Other airlines that can offer you cheap pricing are WestJet, from C$ 722, and Air Canada, from C$ 875. Alaska Airlines is priced at 37% 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$ 353. However, be on the lookout for offers from Alaska Airlines and United Airlines, 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$ 286). 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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