YLW - ORD

C$ 243 Find Cheap Flights from Kelowna to Chicago – Compare and Save

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Everything you should know

Cheapest round-trip
C$ 388
Typical prices: C$ 447-C$ 615
Air Canada
Mon 22/10Sat 27/10
YLW - ORD • 1 stop
Cheapest one-way flights
C$ 243
Typical prices: C$ 329-C$ 882
Air Canada
Mon 29/10
YLW - ORD • 1 stop
Direct flights
Not available
There are currently no direct flights between Kelowna and Chicago O'Hare Intl Airport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
May
Cheapest • 27% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Vancouver Intl (YVR)
Cheapest • Avg C$ 485 (round-trip)
Calgary (YYC)
Shortest trip • 7h 07m (one-way)
Insights
Insights
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We hope you enjoy your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Kelowna to O'Hare Intl (YLW-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Kelowna to O'Hare Intl

Thu, 22 Oct - Tue, 27 Oct
Air Canada Logo
10:50 p.m. - 9:00 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
3:30 p.m. - 7:13 a.m.ORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
C$ 388Air Canada
Wed, 21 Oct - Wed, 28 Oct
Air Canada Logo
10:50 p.m. - 9:00 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
3:30 p.m. - 7:13 a.m.ORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
C$ 426Air Canada
Thu, 22 Oct - Tue, 27 Oct
Alaska Airlines Logo
1:47 p.m. - 11:59 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 12m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
9:00 a.m. - 12:57 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
29h 57m1 stop Seattle/Tacoma Intl
C$ 436Alaska Airlines
Thu, 22 Oct - Tue, 27 Oct
Air Canada Logo
10:50 p.m. - 9:00 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
10:15 a.m. - 7:13 a.m.ORD  Chicago O'Hare Intl-YLW Kelowna
22h 58m2 stops Toronto Pearson Intl Vancouver Intl
C$ 443Air Canada
Sat, 17 Oct - Wed, 21 Oct
Air Canada Logo
7:25 p.m. - 2:43 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
17h 18m1 stop Vancouver Intl
Air Canada Logo
3:40 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
C$ 456Air Canada
Sat, 17 Oct - Wed, 21 Oct
Air Canada Logo
7:25 p.m. - 2:43 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
17h 18m1 stop Vancouver Intl
Air Canada Logo
3:40 p.m. - 11:27 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
C$ 458Air Canada
Wed, 21 Oct - Wed, 28 Oct
Air Canada Logo
7:25 p.m. - 1:23 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
15h 58m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
3:30 p.m. - 7:13 a.m.ORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
C$ 460Air Canada
Thu, 22 Oct - Tue, 27 Oct
Air Canada Logo
10:50 p.m. - 9:00 a.m.YLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
Air Canada Logo
10:15 a.m. - 7:13 a.m.ORD  Chicago O'Hare Intl-YLW Kelowna
22h 58m2 stops Toronto Pearson Intl Vancouver Intl
C$ 486Air Canada
Sat, 17 Oct - Wed, 21 Oct
Delta Logo
10:20 a.m. - 10:05 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
9h 45m2 stops Vancouver Intl Salt Lake City
Delta Logo
6:20 a.m. - 2:35 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
10h 15m2 stops Minneapolis St Paul Vancouver Intl
C$ 487Delta
Fri, 13 Nov - Mon, 16 Nov
Air Canada Logo
9:20 p.m. - 1:37 p.m.YLW  Kelowna-ORD Chicago O'Hare Intl
15h 17m1 stop Vancouver Intl
Air Canada Logo
8:40 p.m. - 1:15 p.m.ORD  Chicago O'Hare Intl-YLW Kelowna
17h 35m1 stop Toronto Pearson Intl
C$ 496Air Canada
Booking Insights

Price, demand, and travel trends for Kelowna to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights from Kelowna to Chicago O'Hare Intl Airport with more confidence.

How much is a round-trip flight from Kelowna to Chicago O'Hare Intl Airport?

Round-trip flights from Kelowna to Chicago O'Hare Intl Airport start at C$ 388. Prices are below average for this route right now, with typical round-trip fares ranging from C$ 447 to C$ 615. The lowest price found in the past 5 days was C$ 388 on Air Canada.

What's the cheapest day of the week to fly from Kelowna to Chicago O'Hare Intl Airport?

Saturday is the cheapest day of the week to fly from Kelowna to Chicago O'Hare Intl Airport and is 12% cheaper than the average day. Monday is the most expensive day with flight prices 161% higher than average. Based on deals found by KAYAK users in the last 12 months.

Find deals

Key details for Kelowna to Chicago O'Hare Intl Airport flights

Low season

October

Cheapest flight

C$ 243
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly (21% more expensive on average)
Flights from Kelowna to Chicago O'Hare Intl Airport

When to book flights from Kelowna to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Kelowna to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Kelowna to Chicago O'Hare Intl Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • Which cabin classes can I book on flights from Kelowna to Chicago O'Hare Intl Airport?

    Only Economy Class is available on flights from Kelowna to Chicago O'Hare Intl Airport.

  • How long does a flight from Kelowna to Chicago O'Hare Intl Airport take?

    A direct flight from Kelowna to Chicago O'Hare Intl Airport takes 0h 00m, covering 4,127 km.

  • Do I need a passport to fly from Kelowna to Chicago O'Hare Intl Airport?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Kelowna to Chicago O'Hare Intl Airport flight?

    Round-trip flights from Kelowna to Chicago O'Hare Intl Airport range from C$ 447 to C$ 615, with an average of C$ 512 over the past 12 months. Anything below C$ 447 counts as a good deal.

  • Have flight prices from Kelowna to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 388 to C$ 3,709. That means the highest observed fare was about 10x higher than the lowest one.

  • How are flight prices from Kelowna to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Kelowna to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about C$ 291, which is 31% below the typical average for this route.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around C$ 24 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

  • Which airports can I use when flying from Kelowna to Chicago O'Hare Intl Airport?

    Flights from Kelowna to Chicago O'Hare Intl Airport usually depart from Kelowna (YLW) and arrive at Chicago O'Hare Intl (ORD).

  • Which airports do connecting flights from Kelowna to Chicago O'Hare Intl Airport pass through?

    One-stop flights from Kelowna to Chicago O'Hare Intl Airport most commonly connect through:

    • Calgary (YYC) – 65% of one-stop connections
    • Vancouver Intl (YVR) – 16% of one-stop connections
    • Toronto Pearson Intl (YYZ) – 11% of one-stop connections
    • Seattle/Tacoma Intl (SEA) – 8% of one-stop connections

    Calgary (YYC) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Kelowna to Chicago O'Hare Intl Airport?

    On the Kelowna to Chicago O'Hare Intl Airport route, being flexible with your departure day can save you up to 66%. Saturday is the cheapest day at C$ 455 round-trip on average, while Monday is the most expensive at C$ 1,337 – a C$ 883 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How much time can I save by choosing a different layover airport when travelling from Kelowna to Chicago O'Hare Intl Airport?

    Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 7h 07m, compared with 8h 20m via Seattle/Tacoma Intl (SEA) and 8h 25m via Toronto Pearson Intl (YYZ).

  • What is the time difference between Kelowna and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 2 hours ahead of Kelowna (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • Which popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, River North, and Grant Park. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

Your guide to booking Kelowna to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure instead of Monday. On this route, Saturday flights average C$ 455 – about C$ 883 less than Monday (66% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Kelowna to Chicago O'Hare Intl Airport trip for May. Fares historically average C$ 373 round-trip in that month – typically C$ 438 less than the most expensive month, which is September (based on the last 12 months).

More options for your flight from Kelowna to O'Hare Intl

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