Find flights
When to book
FAQs

Cheap flights from Kelowna to Chicago O'Hare Intl Airport from C$ 240

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 21/4. Fares are subject to change and may not be available on all flights or dates of travel.
YLW — ORD
4 May — 11 May1
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 4 April 2026.

Fri 22/56:05 a.m.
YLW
-
ORD
1 stop8h 35m
WestJet
Sun 24/55:30 p.m.
ORD
-
YLW
1 stop8h 20m
WestJet
Deal found 3/4C$ 364
Thu 21/58:15 p.m.
YLW
-
ORD
1 stop18h 25m
WestJet
Sun 24/55:30 p.m.
ORD
-
YLW
1 stop6h 35m
WestJet
Deal found 3/4C$ 407
Sat 25/411:15 p.m.
YLW
-
ORD
1 stop7h 55m
Air Canada
Tue 28/46:40 p.m.
ORD
-
YLW
2 stops16h 47m
Air Canada
Deal found 3/4C$ 456
Wed 22/410:25 a.m.
YLW
-
ORD
1 stop7h 50m
Air Canada
Wed 29/48:50 a.m.
ORD
-
YLW
1 stop12h 42m
Air Canada
Deal found 2/4C$ 477
Fri 1/510:50 p.m.
YLW
-
ORD
1 stop8h 10m
Air Canada
Tue 5/58:35 p.m.
ORD
-
YLW
2 stops17h 43m
Air Canada
Deal found 31/3C$ 485
Wed 22/410:25 a.m.
YLW
-
ORD
2 stops12h 05m
United Airlines
Wed 29/48:50 a.m.
ORD
-
YLW
1 stop16h 03m
United Airlines
Deal found 1/4C$ 500
Fri 24/44:00 p.m.
YLW
-
ORD
2 stops23h 53m
Multiple Airlines
Thu 30/45:30 p.m.
ORD
-
YLW
1 stop6h 35m
Multiple Airlines
Deal found 31/3C$ 512

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 4 April 2026.

Round-trip from

C$ 364

One-way from

C$ 240

Popular in

September

Cheapest in

May

Average price

C$ 661
WestJet
  • WestJet
  • 22/5-24/5
  • 2 total stops
  • 16h 55m total
  • Kelowna to Chicago
Search Deals
Air Canada
  • Air Canada
  • 21/4
  • 1 total stop
  • 7h 55m total
  • Kelowna to Chicago
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 4 April 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

Sat 25/4

11:15 p.m.-9:10 a.m.

1 stop7h 55m

Chicago O'Hare Intl

Tue 28/4

6:40 p.m.-9:27 a.m.

2 stops16h 47m

C$ 456

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 1/5

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

1 stop8h 10m

Chicago O'Hare Intl

Tue 5/5

8:35 p.m.-12:18 p.m.

2 stops17h 43m

C$ 485

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 22/4

10:25 a.m.-12:30 a.m.

2 stops12h 05m

Chicago O'Hare Intl

Wed 29/4

8:50 a.m.-10:53 p.m.

1 stop16h 03m

C$ 500

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 24/4

4:00 p.m.-5:53 p.m.

2 stops23h 53m

Chicago O'Hare Intl

Thu 30/4

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

1 stop6h 35m

C$ 512

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 22/5

9:05 p.m.-4:40 p.m.

2 stops17h 35m

Chicago O'Hare Intl

Sun 24/5

5:30 p.m.-12:10 p.m.

2 stops20h 40m

C$ 542

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 22/4

10:25 a.m.-12:30 a.m.

2 stops12h 05m

Chicago O'Hare Intl

Wed 29/4

9:18 a.m.-8:08 a.m.

2 stops24h 50m

C$ 548
Quickest round-trip

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 1/5

10:50 p.m.-9:05 a.m.

1 stop8h 15m

Chicago O'Hare Intl

Tue 5/5

9:20 p.m.-11:00 a.m.

1 stop15h 40m

C$ 558
Cheapest one-way
Quickest one-way

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 21/4

11:15 p.m.-9:10 a.m.

1 stop7h 55m

C$ 240

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 21/4

10:25 a.m.-12:59 a.m.

2 stops12h 34m

C$ 280

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 21/4

4:00 p.m.-6:08 a.m.

3 stops36h 08m

C$ 326

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 13 resultsSorted by cheapest first
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.

Calgary (YYC) – chosen by Cheapflights users on 50% 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$ 375.

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 10m.

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 06m.

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 7h 55m. Air Canada provides one of the quickest options available for as low as C$ 456. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to O'Hare Intl from Kelowna today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Kelowna to O'Hare Intl?

Millions of users choose and trust Cheapflights to book the best flight deals from Kelowna to O'Hare Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.