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Cheap flights from Kelowna to Chicago O'Hare Intl Airport from C$ 232

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 28/11. Fares are subject to change and may not be available on all flights or dates of travel.
YLW — ORD
16 Nov — 23 Nov1
1 adult
1 adult, Economy

Find flight deals from Kelowna to O'Hare Intl

Enter your travel dates to find the best prices.

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 17 October 2025.

Fri 28/115:20 a.m.YLW - ORD
1 stop6h 15mWestJet
Fri 5/122:20 p.m.ORD - YLW
1 stop6h 50mWestJet
Deal found 14/10C$ 232
Fri 28/115:20 a.m.YLW - ORD
1 stop6h 15mMultiple Airlines
Fri 5/127:39 p.m.ORD - YLW
2 stops43h 36mMultiple Airlines
Deal found 14/10C$ 340
Sat 20/1211:20 p.m.YLW - ORD
1 stop7h 53mUnited Airlines
Tue 6/19:01 a.m.ORD - YLW
2 stops13h 08mUnited Airlines
Deal found 14/10C$ 366
Thu 4/124:00 p.m.YLW - ORD
1 stop17h 42mMultiple Airlines
Mon 8/122:20 p.m.ORD - YLW
1 stop6h 50mMultiple Airlines
Deal found 16/10C$ 390
Wed 3/1211:20 p.m.YLW - ORD
1 stop7h 53mAir Canada
Mon 8/123:40 p.m.ORD - YLW
1 stop9h 28mAir Canada
Deal found 16/10C$ 406
Thu 4/1210:25 a.m.YLW - ORD
3 stops21h 15mUnited Airlines
Mon 8/127:10 a.m.ORD - YLW
2 stops14h 59mUnited Airlines
Deal found 16/10C$ 494
Wed 3/1210:25 a.m.YLW - ORD
2 stops17h 54mUnited Airlines
Mon 8/123:40 p.m.ORD - YLW
1 stop9h 28mUnited Airlines
Deal found 16/10C$ 496

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 17 October 2025.

Round-trip from

C$ 390

One-way from

C$ 275

Popular in

December

Cheapest in

June

Average price

C$ 385
WestJet
  • WestJet
  • 4/12-8/12
  • 2 total stops
  • 24h 32m total
  • Kelowna to Chicago
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WestJet
  • WestJet
  • 28/12
  • 1 total stop
  • 15h 40m total
  • Kelowna to Chicago
Search Deals
Highest demand for flights based on searches. 39% potential increase in price (C$ 587 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease (C$ 118 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 17 October 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

Fri 28/11

5:20 a.m.-1:35 p.m.

1 stop6h 15m

Chicago O'Hare Intl

Fri 5/12

2:20 p.m.-7:10 p.m.

1 stop6h 50m

C$ 232

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 28/11

5:20 a.m.-1:35 p.m.

1 stop6h 15m

Chicago O'Hare Intl

Fri 5/12

7:39 p.m.-1:15 p.m.

2 stops43h 36m

C$ 340

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 20/12

11:20 p.m.-9:13 a.m.

1 stop7h 53m

Chicago O'Hare Intl

Tue 6/1

8:45 a.m.-12:50 p.m.

1 stop6h 05m

C$ 366

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 4/12

4:00 p.m.-11:42 a.m.

1 stop17h 42m

Chicago O'Hare Intl

Mon 8/12

2:20 p.m.-7:10 p.m.

1 stop6h 50m

C$ 390

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

11:20 p.m.-9:13 a.m.

1 stop7h 53m

Chicago O'Hare Intl

Mon 8/12

3:40 p.m.-11:08 p.m.

1 stop9h 28m

C$ 406

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 4/12

10:25 a.m.-9:40 a.m.

3 stops21h 15m

Chicago O'Hare Intl

Mon 8/12

7:10 a.m.-8:09 p.m.

2 stops14h 59m

C$ 494

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 3/12

10:25 a.m.-6:19 a.m.

2 stops17h 54m

Chicago O'Hare Intl

Mon 8/12

3:40 p.m.-11:08 p.m.

1 stop9h 28m

C$ 496

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sun 28/12

7:55 p.m.-1:35 p.m.

1 stop15h 40m

C$ 275

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sun 28/12

1:30 p.m.-1:35 p.m.

3 stops22h 05m

C$ 484

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/10

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.

Calgary (YYC) – chosen by Cheapflights users on 33% 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 15m.

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 17 October 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
10,306 reviews
Check prices

Overall

7.1

Comfort

7.1

Food

6.3

Boarding

7.3

Crew

7.8

Entertainment

6.8

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
10,306 reviews
Air Canada
7.1
Good
10,306 reviews
Check prices

Overall

7.1

Comfort

7.1

Food

6.3

Boarding

7.3

Crew

7.8

Entertainment

6.8

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 6h 15m. WestJet provides one of the quickest options available for as low as C$ 232. Kelowna and Chicago O'Hare Intl Airport are separated by a distance of 2565 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Air Canada, at C$ 289, was found to be the cheapest airline from Kelowna to Chicago O'Hare Intl Airport.. This flight start at 55% lower than the current average price 3 months from now.

  • 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.

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

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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 17 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 289AverageC$ 482FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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Can Cheapflights find flights from Kelowna to O'Hare Intl with no change fees?

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?

Not ready to book yet? You can track prices for flights from Kelowna to O'Hare Intl on Cheapflights with our Price Alert feature and get notified when better prices are available.

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