ORD - YLW

$224 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
$510
Typical prices: $390-$629
Air Canada
Sun 12/16Sun 12/23
ORD - YLW • 1 stop
Cheapest one-way
$224
Typical prices: $207-$387
Multiple Airlines
Thu 1/4
ORD - YLW • 2 stops
When to travel
April
Cheapest • 25% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Toronto Pearson Intl (YYZ)
Cheapest • Avg $501 (round-trip)
Calgary (YYC)
Shortest trip • 7h 18m (one-way)
Insights
Insights
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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

Wed, Dec 16 - Wed, Dec 23
Air Canada Logo
3:30 pm - 10:33 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 03m1 stop Vancouver Intl
Air Canada Logo
9:25 pm - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
16h 12m1 stop Vancouver Intl
$510Air Canada
Mon, Nov 30 - Mon, Dec 7
Air Canada Logo
8:40 pm - 11:15 amORD  Chicago O'Hare Intl-YLW Kelowna
15h 35m1 stop Toronto Pearson Intl
Air Canada Logo
9:25 pm - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
16h 12m1 stop Vancouver Intl
$518Air Canada
Mon, Dec 7 - Thu, Dec 10
Alaska Airlines Logo
6:00 am - 1:38 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 38m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:28 pm - 11:59 pmYLW  Kelowna-ORD Chicago O'Hare Intl
8h 31m1 stop Seattle/Tacoma Intl
$534Alaska Airlines
Mon, Dec 7 - Wed, Dec 9
Alaska Airlines Logo
6:47 pm - 1:38 pmORD  Chicago O'Hare Intl-YLW Kelowna
19h 51m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:28 pm - 11:59 pmYLW  Kelowna-ORD Chicago O'Hare Intl
8h 31m1 stop Seattle/Tacoma Intl
$540Alaska Airlines
Mon, Dec 7 - Thu, Dec 10
Multiple Airlines Logo
6:21 am - 9:55 amORD  Chicago O'Hare Intl-YLW Kelowna
28h 34m3 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl Vancouver Intl
Multiple Airlines Logo
5:20 am - 9:29 pmYLW  Kelowna-ORD Chicago O'Hare Intl
15h 09m2 stops Calgary Atlanta Hartsfield-Jackson
$555Multiple Airlines
Fri, Mar 5 - Tue, Mar 9
Alaska Airlines Logo
2:03 pm - 10:12 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 09m2 stops Portland Seattle/Tacoma Intl
Alaska Airlines Logo
3:37 pm - 11:59 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 22m1 stop Seattle/Tacoma Intl
$555Alaska Airlines
Mon, Dec 7 - Thu, Dec 10
Multiple Airlines Logo
8:30 am - 10:20 pmORD  Chicago O'Hare Intl-YLW Kelowna
14h 50m2 stops Atlanta Hartsfield-Jackson Calgary
Multiple Airlines Logo
5:20 am - 9:29 pmYLW  Kelowna-ORD Chicago O'Hare Intl
15h 09m2 stops Calgary Atlanta Hartsfield-Jackson
$565Multiple Airlines
Mon, Nov 30 - Mon, Dec 7
Multiple Airlines Logo
6:23 am - 5:55 pmORD  Chicago O'Hare Intl-YLW Kelowna
12h 32m2 stops Minneapolis St Paul Vancouver Intl
Multiple Airlines Logo
8:00 am - 5:49 pmYLW  Kelowna-ORD Chicago O'Hare Intl
8h 49m1 stop Seattle/Tacoma Intl
$567Multiple Airlines
Sat, Dec 12 - Mon, Dec 14
Air Canada Logo
3:30 pm - 10:33 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 03m1 stop Vancouver Intl
Air Canada Logo
5:50 am - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 47m1 stop Vancouver Intl
$582Air Canada
Wed, Nov 25 - Sun, Nov 29
WestJet Logo
2:03 pm - 2:35 pmORD  Chicago O'Hare Intl-YLW Kelowna
25h 32m2 stops Salt Lake City Calgary
WestJet Logo
6:35 pm - 9:47 pmYLW  Kelowna-ORD Chicago O'Hare Intl
26h 12m2 stops Vancouver Intl Salt Lake City
$724WestJet
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 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 typically range from $390 to $629. The lowest price found in the past 5 days was $510, on Air Canada.

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

Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Kelowna. It’s 60% cheaper than the average day, while Wednesday is the most expensive, with prices 21% higher.

Find deals

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

Low season

October

Cheapest flight

$224
Beat the crowds with an average 70% drop in travelers.
The most popular month to fly with an average 57% increase in travelers.
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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?

    There are currently no nonstop flights available from Chicago O'Hare Intl Airport to Kelowna. Flights with 1 layover take between 7h 18m and 8h 26m in total, depending on the connection.

  • 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 $390 to $629, with an average of $490 over the past 12 months. Anything below $390 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 $510 to $1,202. That means the highest observed fare was about 2x 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 $262, which is 10% 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 averaging $56 for economy cars. Top options include:

    • Hertz
    • Budget
    • Avis
    • Enterprise Rent-A-Car
    • Thrifty

  • 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:

    • Seattle/Tacoma Intl (SEA) - 40% of one-stop connections
    • Calgary (YYC) - 32% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 25% of one-stop connections
    • Vancouver Intl (YVR) - 4% of one-stop connections

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

    Yes. Flexible dates can save you up to 67% on flights from Chicago O'Hare Intl Airport to Kelowna. Friday is the cheapest departure day at $198 round-trip on average, while Wednesday is the most expensive at $595, a difference of $397.

    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 18m, compared with 8h 15m via Toronto Pearson Intl (YYZ) and 8h 22m via Seattle/Tacoma Intl (SEA).

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

    Kelowna is 1 hour 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 are flexible, aim for a Friday departure and avoid flying on Wednesday. On this route, Friday flights average $198, about $397 less than Wednesday fares (67% 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 April. Fares historically average $367 round-trip in that month - typically $968 less than the most expensive month, which is December (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