ORD - YLW

$165 Find Cheap Flights from Chicago to Kelowna - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$328
Typical prices: $300-$609
Air Canada
Sat 10/20Sat 10/27
ORD - YLW • 1 stop
Cheapest one-way
$165
Typical prices: $207-$387
Air Canada
Thu 11/8
ORD - YLW • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago O'Hare Intl Airport and Kelowna. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
December
Cheapest • 23% price drop
November
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Seattle/Tacoma Intl (SEA)
Cheapest • Avg $436 (round-trip)
Calgary (YYC)
Shortest trip • 7h 10m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Kelowna (ORD-YLW)

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

Recent round-trip flight deals from Chicago to Kelowna

Tue, Oct 20 - Tue, Oct 27
Alaska Airlines Logo
7:00 am - 12:57 pmORD  Chicago O'Hare Intl-YLW Kelowna
7h 57m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
1:47 pm - 5:40 amYLW  Kelowna-ORD Chicago O'Hare Intl
13h 53m1 stop Seattle/Tacoma Intl
$344Alaska Airlines
Sat, Oct 17 - Sat, Oct 24
Air Canada Logo
3:40 pm - 10:47 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 07m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
5:25 am - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 18m1 stop Vancouver Intl
$368Air Canada
Tue, Oct 20 - Tue, Oct 27
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Air Canada Logo
5:50 am - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 47m1 stop Vancouver Intl
$369Air Canada
Thu, Oct 1 - Mon, Oct 5
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Air Canada Logo
10:50 pm - 9:00 amYLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
$377Air Canada
Thu, Oct 1 - Mon, Oct 5
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Air Canada Logo
7:25 pm - 9:00 amYLW  Kelowna-ORD Chicago O'Hare Intl
11h 35m2 stops Vancouver Intl Toronto Pearson Intl
$382Air Canada
Thu, Oct 1 - Mon, Oct 5
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Air Canada Logo
8:30 pm - 1:23 pmYLW  Kelowna-ORD Chicago O'Hare Intl
14h 53m2 stops Vancouver Intl Toronto Pearson Intl
$382Air Canada
Tue, Nov 3 - Tue, Nov 10
Air Canada Logo
3:30 pm - 11:28 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 58m1 stop Vancouver Intl
Air Canada Logo
9:20 pm - 1:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
15h 17m1 stop Vancouver Intl
$384Air Canada
Sun, Nov 29 - Tue, Dec 1
Air Canada Logo
3:30 pm - 11:28 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 58m1 stop Vancouver Intl
Air Canada Logo
9:20 pm - 1:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
15h 17m1 stop Vancouver Intl
$384Air Canada
Fri, Jan 22 - Sat, Jan 30
Alaska Airlines Logo
3:19 pm - 11:34 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 15m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:28 pm - 10:59 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 31m1 stop Seattle/Tacoma Intl
$402Alaska Airlines
Sat, Oct 31 - Tue, Nov 3
Air Canada Logo
8:40 pm - 1:15 pmORD  Chicago O'Hare Intl-YLW Kelowna
18h 35m1 stop Toronto Pearson Intl
Air Canada Logo
9:20 pm - 8:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
10h 03m2 stops Vancouver Intl Toronto Pearson Intl
$411Air Canada
Booking Insights

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

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

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

Round-trip flights from Chicago O'Hare Intl Airport to Kelowna start at $328. Prices are typical for this route right now, with typical round-trip fares ranging from $300 to $609. The lowest price found in the past 5 days was $328 on Air Canada.

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

Friday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Kelowna, it is 24% cheaper than the average day. Sunday is the most expensive day with flight prices 76% higher than average. Based on deals found by KAYAK users in the last 12 months.

Find deals

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

Low season

May

Cheapest flight

$165
Best time to beat the crowds but there is an average 67% increase in price.
Flight from Chicago O'Hare Intl Airport to Kelowna

When to book flights from Chicago to Kelowna

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

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

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

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

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

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

    A nonstop flight from Chicago O'Hare Intl Airport to Kelowna takes 0h 00m, covering 1,594 miles.

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

    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 Chicago O'Hare Intl Airport to Kelowna flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Kelowna range from $300 to $609, with an average of $390 over the past 12 months. Anything below $300 counts as a good deal.

  • Have flight prices from Chicago O'Hare Intl Airport to Kelowna 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 $328 to $985. That means the highest observed fare was about 3x higher than the lowest one.

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

    One-way fares from Chicago O'Hare Intl Airport to Kelowna are currently lower than usual. Average one-way flight prices are about $207, which is 32% below the typical average for this route.

  • What car rental options are available at Kelowna Airport (YLW)?

    Kelowna Airport (YLW) hosts 5 major car rental companies, with daily rates starting from around $18 for economy cars. Top options include:
    • Hertz
    • Budget
    • Enterprise Rent-A-Car
    • Thrifty
    • Avis

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

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

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

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

    • Calgary (YYC) - 35% of one-stop connections
    • Seattle/Tacoma Intl (SEA) - 30% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 24% of one-stop connections
    • Vancouver Intl (YVR) - 11% 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 Chicago O'Hare Intl Airport to Kelowna?

    Yes. Being flexible with your travel dates can save you up to 57% on the Chicago O'Hare Intl Airport to Kelowna route. Friday is the cheapest departure day at $298 round-trip on average, while Sunday is the most expensive at $688, a difference of $390. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

    Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 7h 10m, compared with 7h 58m via Vancouver Intl (YVR) and 8h 12m via Seattle/Tacoma Intl (SEA).

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

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

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

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Friday departure instead of Sunday. On this route, Friday flights average $298 - about $390 less than Sunday (57% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Kelowna trip for December. Fares historically average $298 round-trip in that month - typically $490 less than the most expensive month, which is September (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Kelowna Airport.
    - Hampton Inn & Suites by Hilton Kelowna Airport BC
    - Four Points by Sheraton Kelowna Airport

More options for your flight from Chicago to Kelowna

Complete your trip to Kelowna with a hotel stay or car rental

Car rentals in Kelowna
Hotels in Kelowna
Vacations in Kelowna