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Cheap flights from Kelowna to Chicago O'Hare Intl Airport from C$ 297

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 15/7. Fares are subject to change and may not be available on all flights or dates of travel.
YLW — ORD
23 Jun — 30 Jun1
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 24 May 2026.

Mon 5/107:50 a.m.
YLW
-
ORD
1 stop6h 50m
WestJet
Thu 8/105:30 p.m.
ORD
-
YLW
1 stop6h 35m
WestJet
Deal found 20/5C$ 495
Wed 15/711:00 p.m.
YLW
-
ORD
1 stop8h 00m
Air Canada
Wed 22/72:15 p.m.
ORD
-
YLW
1 stop9h 46m
Air Canada
Deal found 20/5C$ 532
Tue 20/105:25 a.m.
YLW
-
ORD
1 stop7h 18m
Air Canada
Sat 24/103:40 p.m.
ORD
-
YLW
1 stop9h 32m
Air Canada
Deal found 21/5C$ 546
Wed 17/67:25 p.m.
YLW
-
ORD
1 stop8h 15m
United Airlines
Tue 23/66:00 a.m.
ORD
-
YLW
2 stops13h 39m
United Airlines
Deal found 24/5C$ 573
Fri 19/65:25 a.m.
YLW
-
ORD
2 stops13h 05m
United Airlines
Tue 23/66:00 a.m.
ORD
-
YLW
2 stops13h 39m
United Airlines
Deal found 24/5C$ 582
Tue 30/611:00 p.m.
YLW
-
ORD
1 stop8h 00m
Air Canada
Tue 7/72:15 p.m.
ORD
-
YLW
1 stop9h 46m
Air Canada
Deal found 19/5C$ 620
Mon 15/66:05 p.m.
YLW
-
ORD
2 stops13h 29m
Air Canada
Tue 23/66:00 a.m.
ORD
-
YLW
2 stops13h 39m
Air Canada
Deal found 24/5C$ 630
Tue 20/105:25 a.m.
YLW
-
ORD
1 stop7h 18m
United Airlines
Sat 24/1012:46 p.m.
ORD
-
YLW
2 stops12h 26m
United Airlines
Deal found 20/5C$ 631

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 24 May 2026.

Round-trip from

C$ 495

One-way from

C$ 297

Popular in

September

Cheapest in

May

Average price

C$ 401
WestJet
  • WestJet
  • 5/10-8/10
  • 2 total stops
  • 13h 25m total
  • Kelowna to Chicago
Search Deals
Air Canada
  • Air Canada
  • 15/7
  • 1 total stop
  • 8h 00m total
  • Kelowna to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease (C$ 61 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 24 May 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 16/6

10:50 p.m.-9:00 a.m.

1 stop8h 10m

Chicago O'Hare Intl

Tue 23/6

6:00 a.m.-5:39 p.m.

2 stops13h 39m

C$ 584

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 20/10

5:25 a.m.-2:43 p.m.

1 stop7h 18m

Chicago O'Hare Intl

Sat 24/10

5:00 a.m.-2:12 p.m.

2 stops11h 12m

C$ 630

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 5/10

6:05 a.m.-4:40 p.m.

1 stop8h 35m

Chicago O'Hare Intl

Thu 8/10

1:35 p.m.-10:05 p.m.

2 stops10h 30m

C$ 636

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 5/10

2:50 p.m.-5:45 a.m.

2 stops12h 55m

Chicago O'Hare Intl

Thu 8/10

5:00 a.m.-2:12 p.m.

2 stops11h 12m

C$ 638

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 20/10

6:05 a.m.-8:24 p.m.

2 stops12h 19m

Chicago O'Hare Intl

Sat 24/10

1:35 p.m.-11:50 p.m.

2 stops12h 15m

C$ 643

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 16/6

10:50 p.m.-9:00 a.m.

1 stop8h 10m

Chicago O'Hare Intl

Sun 28/6

5:00 a.m.-5:39 p.m.

2 stops14h 39m

C$ 687

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 15/7

5:25 a.m.-12:44 a.m.

2 stops17h 19m

Chicago O'Hare Intl

Wed 22/7

5:00 a.m.-12:19 p.m.

2 stops9h 19m

C$ 690

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 4/7

11:00 p.m.-9:00 a.m.

1 stop8h 00m

Chicago O'Hare Intl

Tue 7/7

5:00 a.m.-2:14 p.m.

2 stops11h 14m

C$ 694
Quickest round-trip

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 1/7

11:00 p.m.-9:00 a.m.

1 stop8h 00m

Chicago O'Hare Intl

Fri 3/7

5:00 a.m.-12:19 p.m.

2 stops9h 19m

C$ 694

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 3/7

11:00 p.m.-9:00 a.m.

1 stop8h 00m

Chicago O'Hare Intl

Mon 6/7

5:00 a.m.-12:19 p.m.

2 stops9h 19m

C$ 694

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/5

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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.

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 8h 10m. United Airlines provides one of the quickest options available for as low as C$ 584. 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
Downers Grove
Elk Grove Village
Racine
Naperville
Bolingbrook
Romeoville
Schaumburg

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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.

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