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Cheap flights from Kelowna to Chicago O'Hare Intl Airport from C$ 335

YLW — ORD
1 Oct — 8 Oct1
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

Sun 11/107:50 a.m. -
1 stop6h 50m
Sun 18/105:30 p.m. -
1 stop6h 35m
Deal found 28/8C$ 335
Sat 5/125:50 a.m. -
1 stop6h 47m
Mon 14/123:30 p.m. -
1 stop8h 58m
Deal found 28/8C$ 368
Sat 17/1010:50 p.m. -
1 stop8h 10m
Wed 21/102:15 p.m. -
1 stop9h 37m
Deal found 31/8C$ 391
Sun 11/106:05 p.m. -
2 stops12h 55m
Sun 18/105:30 p.m. -
1 stop6h 35m
Deal found 28/8C$ 425
Thu 12/115:50 a.m. -
1 stop6h 47m
Mon 16/118:40 p.m. -
1 stop17h 35m
Deal found 29/8C$ 436
Fri 11/910:50 p.m. -
1 stop8h 10m
Sun 13/93:40 p.m. -
1 stop9h 47m
Deal found 1/9C$ 439
Thu 22/107:50 a.m. -
1 stop6h 50m
Tue 27/106:20 a.m. -
2 stops10h 10m
Deal found 1/9C$ 447
Thu 22/106:05 a.m. -
1 stop8h 35m
Tue 27/107:00 a.m. -
1 stop7h 57m
Deal found 31/8C$ 459
Fri 23/106:05 a.m. -
1 stop8h 35m
Tue 27/107:00 a.m. -
1 stop7h 57m
Deal found 30/8C$ 461

Find flight deals from Kelowna to O'Hare Intl

Round-trip from

C$ 335

Popular in

December

Cheapest in

May

Average price

C$ 973
WestJet
  • WestJet
  • 11/10-18/10
  • 2 total stops
  • 13h 25m total
  • Kelowna to Chicago
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Highest demand for flights based on searches. 57% potential increase in price (C$ 1,456 potential increase over avg. RT price).
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Cheapest flight prices on average. 17% potential price decrease (C$ 164 potential savings vs. average RT price).
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Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
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 Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 12/11

5:50 a.m.-1:37 p.m.

1 stop6h 47m

Chicago O'Hare Intl

Mon 16/11

8:40 p.m.-1:15 p.m.

1 stop17h 35m

C$ 436

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Fri 11/9

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

1 stop8h 10m

Chicago O'Hare Intl

Sun 13/9

3:40 p.m.-11:27 p.m.

1 stop9h 47m

C$ 439
Quickest round-trip

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 21/1

5:50 a.m.-1:32 p.m.

1 stop6h 42m

Chicago O'Hare Intl

Wed 27/1

3:35 p.m.-11:28 p.m.

1 stop8h 53m

C$ 444

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 22/10

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

1 stop6h 50m

Chicago O'Hare Intl

Tue 27/10

6:20 a.m.-2:30 p.m.

2 stops10h 10m

C$ 447

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Thu 22/10

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

1 stop8h 35m

Chicago O'Hare Intl

Tue 27/10

7:00 a.m.-12:57 p.m.

1 stop7h 57m

C$ 469

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Sat 17/10

6:05 a.m.-8:30 p.m.

2 stops12h 25m

Chicago O'Hare Intl

Wed 21/10

1:55 p.m.-11:50 p.m.

2 stops11h 55m

C$ 489

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Fri 23/10

6:05 a.m.-8:30 p.m.

2 stops12h 25m

Chicago O'Hare Intl

Tue 27/10

12:30 p.m.-10:20 p.m.

2 stops11h 50m

C$ 491

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Sat 17/10

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

1 stop8h 10m

Chicago O'Hare Intl

Wed 21/10

5:00 a.m.-12:17 p.m.

2 stops9h 17m

C$ 496

KelownaChicago

YLW Kelowna - ORD Chicago O'Hare Intl

YLWORD

Kelowna

Sun 11/10

5:25 a.m.-7:48 p.m.

2 stops12h 23m

Chicago O'Hare Intl

Sun 18/10

5:30 p.m.-9:45 a.m.

2 stops18h 15m

C$ 507

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/8

Sorted by cheapest first

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

Related info for your journey

  • 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 47m. Air Canada provides one of the quickest options available for as low as C$ 436. 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
Northbrook
Evanston
Des Plaines
Downers Grove
Racine
Rockford
Naperville
Schaumburg
Elk Grove Village
Skokie

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