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Cheap flights from Kelowna to Chicago O'Hare Intl Airport from C$ 153

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 19/1. Fares are subject to change and may not be available on all flights or dates of travel.
YLW — ORD
15 Oct — 22 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Kelowna to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Kelowna (YLW) to O'Hare Intl (ORD). 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 15 September 2025.

Round-trip from

C$ 373

One-way from

C$ 153

Popular in

March

Cheapest in

June

Average price

C$ 453
United Airlines
  • United Airlines
  • 16/12-7/1
  • 4 total stops
  • 28h 40m total
  • Kelowna to Chicago
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WestJet
  • WestJet
  • 19/1
  • 1 total stop
  • 6h 15m total
  • Kelowna to Chicago
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Highest demand for flights based on searches. 15% potential increase in price (C$ 137 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 26 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Kelowna to O'Hare Intl

Cheapest flights from Kelowna to O'Hare Intl
Explore the most affordable flight options available from Kelowna to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 September 2025.

Tue 16/1210:25 a.m.YLW - ORD
2 stops16h 35mUnited Airlines
Wed 7/18:45 a.m.ORD - YLW
1 stop6h 05mUnited Airlines
Deal found 14/9C$ 373
Tue 16/1210:25 a.m.YLW - ORD
2 stops16h 35mUnited Airlines
Sat 3/13:40 p.m.ORD - YLW
1 stop9h 18mUnited Airlines
Deal found 14/9C$ 448
Tue 16/125:35 p.m.YLW - ORD
1 stop28h 24mAlaska Airlines
Wed 7/17:45 a.m.ORD - YLW
1 stop6h 49mAlaska Airlines
Deal found 14/9C$ 484
Sun 21/1210:25 a.m.YLW - ORD
2 stops11h 34mUnited Airlines
Wed 7/13:40 p.m.ORD - YLW
1 stop9h 18mUnited Airlines
Deal found 14/9C$ 528
Fri 19/125:20 a.m.YLW - ORD
2 stops16h 39mUnited Airlines
Thu 8/11:00 p.m.ORD - YLW
1 stop9h 09mUnited Airlines
Deal found 14/9C$ 529
Wed 17/125:20 a.m.YLW - ORD
1 stop7h 21mUnited Airlines
Tue 6/18:45 a.m.ORD - YLW
1 stop6h 05mUnited Airlines
Deal found 14/9C$ 539
Thu 18/1210:25 a.m.YLW - ORD
2 stops11h 34mUnited Airlines
Thu 8/19:00 a.m.ORD - YLW
2 stops13h 09mUnited Airlines
Deal found 14/9C$ 546
Mon 22/125:20 a.m.YLW - ORD
1 stop12h 34mUnited Airlines
Mon 5/11:00 p.m.ORD - YLW
1 stop9h 09mUnited Airlines
Deal found 14/9C$ 547
Fri 19/128:55 p.m.YLW - ORD
1 stop15h 46mAir Canada
Mon 5/11:05 p.m.ORD - YLW
1 stop9h 04mAir Canada
Deal found 14/9C$ 551
Tue 16/1210:25 a.m.YLW - ORD
2 stops16h 35mUnited Airlines
Sun 4/13:40 p.m.ORD - YLW
1 stop9h 18mUnited Airlines
Deal found 14/9C$ 557
Mon 22/1210:25 a.m.YLW - ORD
2 stops11h 34mUnited Airlines
Tue 6/19:00 a.m.ORD - YLW
2 stops13h 09mUnited Airlines
Deal found 14/9C$ 576

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kelowna to O'Hare Intl 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 15 September 2025.
Use the filters below to find and compare flights from Kelowna to Chicago O'Hare Intl Airport that are best for you.

Fly from

Kelowna

Fly to

O'Hare Intl

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 16/12

10:25 a.m.-5:00 a.m.

2 stops16h 35m

Chicago O'Hare Intl

Mon 5/1

7:05 a.m.-10:58 p.m.

2 stops17h 53m

C$ 373

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 16/12

10:25 a.m.-11:10 p.m.

2 stops10h 45m

Chicago O'Hare Intl

Tue 6/1

7:00 a.m.-10:58 p.m.

2 stops17h 58m

C$ 373

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 17/12

10:25 a.m.-11:59 p.m.

2 stops11h 34m

Chicago O'Hare Intl

Mon 5/1

7:05 a.m.-10:58 p.m.

2 stops17h 53m

C$ 373

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 17/12

10:25 a.m.-11:59 p.m.

2 stops11h 34m

Chicago O'Hare Intl

Sat 3/1

3:40 p.m.-10:58 p.m.

1 stop9h 18m

C$ 448

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sun 21/12

10:25 a.m.-11:59 p.m.

2 stops11h 34m

Chicago O'Hare Intl

Wed 7/1

12:53 p.m.-10:58 p.m.

2 stops12h 05m

C$ 528

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 19/12

5:20 a.m.-11:59 p.m.

2 stops16h 39m

Chicago O'Hare Intl

Mon 5/1

7:05 a.m.-10:58 p.m.

2 stops17h 53m

C$ 529

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 20/12

5:20 a.m.-11:59 p.m.

2 stops16h 39m

Chicago O'Hare Intl

Mon 5/1

7:05 a.m.-8:09 p.m.

2 stops15h 04m

C$ 529

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 20/12

5:20 a.m.-11:00 p.m.

2 stops15h 40m

Chicago O'Hare Intl

Wed 7/1

9:00 a.m.-8:09 p.m.

2 stops13h 09m

C$ 529

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 20/12

5:20 a.m.-11:00 p.m.

2 stops15h 40m

Chicago O'Hare Intl

Thu 8/1

9:00 a.m.-10:58 p.m.

2 stops15h 58m

C$ 529

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 19/12

5:20 a.m.-11:59 p.m.

2 stops16h 39m

Chicago O'Hare Intl

Wed 7/1

9:00 a.m.-8:09 p.m.

2 stops13h 09m

C$ 529

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/9

Showing 1-10 of 17 results
1
2

Best time to book a flight from Kelowna to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Kelowna 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 Kelowna to Chicago O'Hare Intl Airport

What’s the top layover airport for flights from Kelowna to Chicago O'Hare Intl Airport?

Share of one-stop round-trip flights from Kelowna to Chicago O'Hare Intl Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.

Vancouver (YVR) – chosen by Cheapflights users on 40% of one-stop itineraries from Kelowna to Chicago O'Hare Intl Airport on Cheapflights.

What’s the fastest layover option from Kelowna to Chicago O'Hare Intl Airport?

Shortest average travel time for 1-stop one-way flights from Kelowna to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Vancouver (YVR) have the shortest average one-way travel time for 1-stop routes: 7h 07m.

What’s the fastest layover option from Kelowna to Chicago O'Hare Intl Airport?

Shortest average travel time for 1-stop one-way flights from Kelowna to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Vancouver (YVR) have the shortest average one-way travel time for 1-stop routes: 7h 07m.

Which airport typically offers the quickest layover for flights from Kelowna to Chicago O'Hare Intl Airport?

Average layover duration for 1-stop one-way flights from Kelowna to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Calgary (YYC) offer the fastest connection on this route, with an average layover time of 2h 16m.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 15 September 2025.
See what other customers who have flown with Air Canada from Kelowna to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Canada
7.1
Good
10,000 reviews
Check prices

Crew

7.8

Food

6.3

Comfort

7.1

Entertainment

6.8

Overall

7.1

Boarding

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Jun 2025

YVR - YWG

Should allow a carry- on baggage in economy class. The first 4 rows after first class should be allowed to use the closest bathroom.
Air Canada
7.1
Good
10,000 reviews
Air Canada
7.1
Good
10,000 reviews
Check prices

Crew

7.8

Food

6.3

Comfort

7.1

Entertainment

6.8

Overall

7.1

Boarding

7.3

Reviews

1 / 20
8.0
Excellent

Anonymous,Jun 2025

YVR - YWG

Should allow a carry- on baggage in economy class. The first 4 rows after first class should be allowed to use the closest bathroom.

Related info for your journey

Find useful and relevant information for your journey from Kelowna to O'Hare Intl. 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 from for flights from Kelowna to Chicago O'Hare Intl?

    For a flight from Kelowna to Chicago O'Hare Intl, you will be flying from Kelowna. Kelowna (YLW) is just 11.2 km from the centre of the city. Kelowna is the only Kelowna airport and it handles 0 outbound flights to Chicago O'Hare Intl per day. 1 airline has flights to Chicago O'Hare Intl from Kelowna on a regular basis.

  • How long is the flight from Kelowna to Chicago O'Hare Intl Airport?

    A quick flight from Kelowna to Chicago O'Hare Intl Airport can take about 16h 35m. United Airlines provides one of the quickest options available for as low as C$ 373. Kelowna and Chicago O'Hare Intl Airport are separated by a distance of 2565 km.

  • What is the cheapest airline to fly from Kelowna to Chicago O'Hare Intl Airport round-trip?

    Air Canada, at C$ 372, was found to be the cheapest airline from Kelowna to Chicago O'Hare Intl Airport.. This flight start at 30% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Kelowna to Chicago O'Hare Intl Airport one-way?

    One-way options have recently been found by users for as low as C$ 153 on WestJet. Other airlines that offer cheap prices include Air Canada from C$ 170 and United Airlines from C$ 210 one-way.

  • Can I find deals for flights from Kelowna to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Kelowna to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kelowna to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kelowna to O'Hare Intl.

  • Can I find deals for business class flights from Kelowna to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Kelowna to O'Hare Intl 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 Kelowna to Chicago O'Hare Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Kelowna to Chicago O'Hare Intl Airport (average of C$ 261). Flying from Kelowna to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 348). 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 O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Evanston
Des Plaines
Elk Grove Village
Skokie
Downers Grove
Naperville
Bolingbrook
Romeoville

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Kelowna to O'Hare Intl

Discover the top airline that operate flights from Kelowna to O'Hare Intl. 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 629,999 searches. Data last updated 15 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 372AverageC$ 545FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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How does Cheapflights help users find flights from Kelowna to O'Hare Intl?

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Cheapflights does show flights with no change fees to all users. To see these options for flights from Kelowna to O'Hare Intl, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Kelowna to O'Hare Intl become cheaper?

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