YLW - ORD

$202 Find Cheap Flights from Kelowna to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$372
Typical prices: $362-$494
Air Canada
Sun 2/11Wed 2/14
YLW - ORD • 1 stop
Cheapest one-way
$202
Typical prices: $230-$515
Air Canada
Sat 2/10
YLW - ORD • 1 stop
Nonstop flights
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
Cheapest • 39% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $374 (round-trip)
Shortest trip • 8h 31m (one-way)
Insights
Insights
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Booking Insights
Flight Deals

Cheap Flights from Kelowna to Chicago (YLW-ORD)

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

Recent round-trip flight deals from Kelowna to Chicago

Thu, Feb 11 - Sun, Feb 14
Air Canada Logo
12:20 am - 9:08 amYLW  Kelowna-ORD Chicago O'Hare Intl
7h 48m1 stop Toronto Pearson Intl
Air Canada Logo
3:35 pm - 8:13 amORD  Chicago O'Hare Intl-YLW Kelowna
17h 38m1 stop Vancouver Intl
$372Air Canada
Fri, Feb 12 - Sun, Feb 14
Air Canada Logo
5:50 am - 2:32 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 42m1 stop Vancouver Intl
Air Canada Logo
3:35 pm - 10:28 pmORD  Chicago O'Hare Intl-YLW Kelowna
7h 53m1 stop Vancouver Intl
$416Air Canada
Sun, Feb 28 - Tue, Mar 2
Air Canada Logo
12:20 am - 9:08 amYLW  Kelowna-ORD Chicago O'Hare Intl
7h 48m1 stop Toronto Pearson Intl
Air Canada Logo
3:40 pm - 10:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
7h 47m1 stop Vancouver Intl
$428Air Canada
Sun, Feb 28 - Tue, Mar 2
Air Canada Logo
12:20 am - 9:08 amYLW  Kelowna-ORD Chicago O'Hare Intl
7h 48m1 stop Toronto Pearson Intl
Air Canada Logo
10:05 am - 8:26 pmORD  Chicago O'Hare Intl-YLW Kelowna
11h 21m2 stops Toronto Pearson Intl Vancouver Intl
$436Air Canada
Wed, Dec 2 - Sat, Dec 5
Alaska Airlines Logo
8:00 am - 4:31 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 31m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
3:19 pm - 10:37 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 18m1 stop Seattle/Tacoma Intl
$467Alaska Airlines
Wed, Dec 2 - Sat, Dec 5
Alaska Airlines Logo
8:00 am - 4:31 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 31m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
3:19 pm - 10:37 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 18m1 stop Seattle/Tacoma Intl
$468Alaska Airlines
Wed, Feb 3 - Mon, Feb 8
Air Canada Logo
5:50 am - 2:32 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 42m1 stop Vancouver Intl
Air Canada Logo
3:35 pm - 10:28 pmORD  Chicago O'Hare Intl-YLW Kelowna
7h 53m1 stop Vancouver Intl
$473Air Canada
Wed, Feb 3 - Mon, Feb 8
Alaska Airlines Logo
2:28 pm - 11:59 pmYLW  Kelowna-ORD Chicago O'Hare Intl
8h 31m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:11 pm - 10:46 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 35m2 stops Portland Seattle/Tacoma Intl
$485Alaska Airlines
Wed, Dec 2 - Sat, Dec 5
Air Canada Logo
9:25 pm - 9:08 amYLW  Kelowna-ORD Chicago O'Hare Intl
10h 43m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
4:30 pm - 9:38 amORD  Chicago O'Hare Intl-YLW Kelowna
18h 08m2 stops Toronto Pearson Intl Vancouver Intl
$493Air Canada
Wed, Dec 2 - Sat, Dec 5
Air Canada Logo
9:25 pm - 9:08 amYLW  Kelowna-ORD Chicago O'Hare Intl
10h 43m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
4:30 pm - 9:38 amORD  Chicago O'Hare Intl-YLW Kelowna
18h 08m2 stops Toronto Pearson Intl Vancouver Intl
$494Air 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 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 typically range from $362 to $494. The lowest price found in the past 5 days was $372, on Air Canada.

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

Low season

February

Cheapest flight

$202
Beat the crowds with an average 58% drop in travelers.
The most popular month to fly with an average 53% increase in travelers.
One-way flight from Kelowna to Chicago O'Hare Intl Airport

When to book flights from Kelowna to Chicago

Are your dates flexible? Find out the best times to travel from Kelowna to Chicago 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 answers about this route, including flight times, airports, airlines and booking tips.

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

    Three cabin classes are available on flights from Kelowna to Chicago O'Hare Intl Airport:

    • Economy Class
    • Business Class
    • First Class

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

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

  • 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 $362 to $494, with an average of $426 over the past 12 months. Anything below $362 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 $372 to $1,268. That means the highest observed fare was about 3x 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 $270, which is 9% 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 averaging $63 for economy cars. Top options include:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

  • 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) - 52% of one-stop connections
    • Vancouver Intl (YVR) - 35% of one-stop connections
    • Toronto Pearson Intl (YYZ) - 8% of one-stop connections
    • Seattle/Tacoma Intl (SEA) - 6% of one-stop connections

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

    Yes. Flexible dates can save you up to 73% on flights from Kelowna to Chicago O'Hare Intl Airport. Wednesday is the cheapest departure day at $364 round-trip on average, while Sunday is the most expensive at $1,313, a difference of $949.

    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 Kelowna to Chicago O'Hare Intl Airport?

    Flying via Calgary (YYC) gives the shortest average 1-stop total travel time at 7h 08m, compared with 8h 31m via Toronto Pearson Intl (YYZ) and 9h 45m via Seattle/Tacoma Intl (SEA).

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

    Chicago O'Hare Intl Airport is 1 hour ahead of Kelowna (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • What 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, Grant Park and Soldier Field. 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 Wednesday departure and avoid flying on Sunday. On this route, Wednesday flights average $364, about $949 less than Sunday fares (72% 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 $262 round-trip in that month - typically $254 less than the most expensive month, which is January (based on the last 12 months).

More options for your flight from Kelowna to Chicago

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