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Cheap flights from Kelowna to Chicago O'Hare Intl Airport from C$ 244

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 27/3. Fares are subject to change and may not be available on all flights or dates of travel.
YLW — ORD
20 Mar — 27 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap 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 18 February 2026.

Mon 11/57:50 a.m.
YLW
-
ORD
1 stop6h 50m
WestJet
Mon 25/55:30 p.m.
ORD
-
YLW
1 stop8h 20m
WestJet
Deal found 17/2C$ 280
Sun 8/311:25 p.m.
YLW
-
ORD
1 stop18h 20m
Air Canada
Tue 17/38:00 a.m.
ORD
-
YLW
2 stops13h 29m
Air Canada
Deal found 16/2C$ 364
Mon 9/38:30 p.m.
YLW
-
ORD
2 stops16h 40m
Air Canada
Tue 17/38:00 a.m.
ORD
-
YLW
2 stops13h 29m
Air Canada
Deal found 16/2C$ 371
Wed 17/67:50 a.m.
YLW
-
ORD
1 stop6h 50m
WestJet
Sat 20/65:30 p.m.
ORD
-
YLW
1 stop8h 20m
WestJet
Deal found 14/2C$ 382
Tue 3/35:20 a.m.
YLW
-
ORD
1 stop7h 21m
Air Canada
Tue 17/33:35 p.m.
ORD
-
YLW
1 stop9h 38m
Air Canada
Deal found 15/2C$ 407
Mon 11/58:15 p.m.
YLW
-
ORD
2 stops20h 39m
Multiple Airlines
Mon 25/55:30 p.m.
ORD
-
YLW
1 stop6h 35m
Multiple Airlines
Deal found 17/2C$ 411
Fri 21/86:05 a.m.
YLW
-
ORD
1 stop8h 35m
WestJet
Tue 8/95:30 p.m.
ORD
-
YLW
1 stop8h 20m
WestJet
Deal found 15/2C$ 433
Mon 11/52:50 p.m.
YLW
-
ORD
2 stops18h 20m
United Airlines
Mon 25/510:55 p.m.
ORD
-
YLW
2 stops16h 18m
United Airlines
Deal found 17/2C$ 434

Find 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 18 February 2026.

Round-trip from

C$ 272

One-way from

C$ 220

Popular in

September

Cheapest in

June

Average price

C$ 757
WestJet
  • WestJet
  • 1/5-7/5
  • 2 total stops
  • 15h 10m total
  • Kelowna to Chicago
Search Deals
WestJet
  • WestJet
  • 2/5
  • 1 total stop
  • 20h 10m total
  • Kelowna to Chicago
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 18 February 2026.
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

Mon 11/5

7:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Mon 25/5

5:30 p.m.-11:50 p.m.

1 stop8h 20m

C$ 280

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 10/3

11:25 p.m.-7:45 p.m.

1 stop18h 20m

Chicago O'Hare Intl

Tue 17/3

8:00 a.m.-7:29 p.m.

2 stops13h 29m

C$ 364

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 9/3

8:30 p.m.-3:10 p.m.

2 stops16h 40m

Chicago O'Hare Intl

Tue 17/3

8:00 a.m.-7:29 p.m.

2 stops13h 29m

C$ 371

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 17/6

7:50 a.m.-4:40 p.m.

1 stop6h 50m

Chicago O'Hare Intl

Sat 20/6

5:30 p.m.-11:50 p.m.

1 stop8h 20m

C$ 382

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 3/3

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

1 stop7h 21m

Chicago O'Hare Intl

Tue 17/3

3:35 p.m.-11:13 p.m.

1 stop9h 38m

C$ 407

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 11/5

8:15 p.m.-6:54 p.m.

2 stops20h 39m

Chicago O'Hare Intl

Mon 25/5

5:30 p.m.-10:05 p.m.

1 stop6h 35m

C$ 411

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 11/5

2:50 p.m.-11:10 a.m.

2 stops18h 20m

Chicago O'Hare Intl

Mon 25/5

10:55 p.m.-1:13 p.m.

2 stops16h 18m

C$ 434

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sun 8/3

11:25 p.m.-7:45 p.m.

1 stop18h 20m

Chicago O'Hare Intl

Wed 18/3

3:35 p.m.-11:13 p.m.

1 stop9h 38m

C$ 468

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 2/3

9:00 p.m.-9:50 a.m.

2 stops10h 50m

Chicago O'Hare Intl

Wed 4/3

9:15 a.m.-8:13 a.m.

2 stops24h 58m

C$ 469

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 27/3

11:25 p.m.-9:13 a.m.

1 stop7h 48m

C$ 244

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/2

Showing 1-10 of 17 results
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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 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$ 367.

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.

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. 0 airlines have 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 50m. WestJet provides one of the quickest options available for as low as C$ 280. 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.

  • 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
Skokie
Elk Grove Village
Downers Grove
Racine
Naperville
Bolingbrook
Romeoville

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

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

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