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Cheap flights from Kelowna to Chicago O'Hare Intl Airport from C$ 175

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 31/8. Fares are subject to change and may not be available on all flights or dates of travel.
YLW — ORD
19 Aug — 26 Aug1
1 adult

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 14 August 2025.

Round-trip from

C$ 372

One-way from

C$ 175

Popular in

March

Cheapest in

June

Average price

C$ 572
Air Canada
  • Air Canada
  • 4/11-9/11
  • 2 total stops
  • 16h 39m total
  • Kelowna to Chicago
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WestJet
  • WestJet
  • 31/8
  • 2 total stops
  • 8h 44m total
  • Kelowna to Chicago
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Highest demand for flights based on searches. 14% potential increase in price (C$ 122 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 August 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 14 August 2025.

Tue 4/115:20 a.m.YLW - ORD
1 stop7h 21mAir Canada
Sun 9/113:40 p.m.ORD - YLW
1 stop9h 18mAir Canada
Deal found 13/8C$ 372
Tue 4/118:45 a.m.YLW - ORD
1 stop6h 25mUnited Airlines
Sun 9/116:15 a.m.ORD - YLW
2 stops18h 43mUnited Airlines
Deal found 13/8C$ 483

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 14 August 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 4/11

5:20 a.m.-2:41 p.m.

1 stop7h 21m

Chicago O'Hare Intl

Sun 9/11

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

1 stop9h 18m

C$ 372

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 4/11

8:45 a.m.-5:10 p.m.

1 stop6h 25m

Chicago O'Hare Intl

Sun 9/11

6:15 a.m.-10:58 p.m.

2 stops18h 43m

C$ 483

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sun 31/8

6:00 a.m.-4:44 p.m.

2 stops8h 44m

C$ 175

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 15/10

2:20 p.m.-4:43 p.m.

2 stops24h 23m

C$ 182

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 8/9

11:25 p.m.-10:53 a.m.

1 stop9h 28m

C$ 223

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 1/9

8:35 p.m.-3:00 p.m.

1 stop16h 25m

C$ 309

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sun 31/8

10:00 a.m.-5:40 a.m.

3 stops17h 40m

C$ 314

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Thu 9/10

5:55 a.m.-12:11 a.m.

2 stops16h 16m

C$ 316

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/8

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

How much does it cost to fly round-trip 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 cheapest layover airport for flights from Kelowna to Chicago O'Hare Intl Airport?

Average round-trip fare for 1-stop flights from Kelowna to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 371.

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 14 August 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
9,949 reviews
Check prices

Entertainment

6.8

Crew

7.8

Overall

7.1

Boarding

7.3

Comfort

7.1

Food

6.3

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
9,949 reviews
Air Canada
7.1
Good
9,949 reviews
Check prices

Entertainment

6.8

Crew

7.8

Overall

7.1

Boarding

7.3

Comfort

7.1

Food

6.3

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.

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

    Air Canada, at C$ 371, was found to be the cheapest airline from Kelowna to Chicago O'Hare Intl Airport.. This flight start at 31% 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.

  • 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$ 352). 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
Skokie
Downers Grove
Naperville
Bolingbrook
Romeoville
Elk Grove Village

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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 14 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 371AverageC$ 508FlexibilityNo 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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