YLW - ORD

$189 Find Cheap Flights from Kelowna to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$322
Typical prices: $316-$435
Air Canada
Tue 10/30Wed 11/7
YLW - ORD • 1 stop
Cheapest one-way
$189
Typical prices: $233-$624
Air Canada
Tue 11/20
YLW - ORD • 1 stop
Nonstop 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 $343 (round-trip)
Calgary (YYC)
Shortest trip • 7h 07m (one-way)
Insights
Insights
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We hope you love your trip to Chicago O'Hare Intl Airport!
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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

Fri, Oct 30 - Sat, Nov 7
Air Canada Logo
5:50 am - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 47m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 11:28 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 58m1 stop Vancouver Intl
$322Air Canada
Sun, Oct 11 - Wed, Oct 14
Air Canada Logo
5:25 am - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 18m1 stop Vancouver Intl
Air Canada Logo
2:15 pm - 9:52 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 37m1 stop Toronto Pearson Intl
$363Air Canada
Thu, Oct 22 - Tue, Oct 27
Air Canada Logo
7:25 pm - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
17h 18m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 7:13 amORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
$364Air Canada
Thu, Oct 22 - Tue, Oct 27
Air Canada Logo
7:25 pm - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
17h 18m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 7:13 amORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
$371Air Canada
Fri, Oct 30 - Sat, Nov 7
Air Canada Logo
5:50 am - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 47m1 stop Vancouver Intl
Air Canada Logo
1:55 pm - 10:38 amORD  Chicago O'Hare Intl-YLW Kelowna
21h 43m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
$373Air Canada
Mon, Nov 9 - Mon, Nov 16
Air Canada Logo
9:20 pm - 1:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
15h 17m1 stop Vancouver Intl
Air Canada Logo
8:40 pm - 1:15 pmORD  Chicago O'Hare Intl-YLW Kelowna
17h 35m1 stop Toronto Pearson Intl
$386Air Canada
Wed, Nov 11 - Mon, Nov 16
Air Canada Logo
9:20 pm - 8:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
10h 03m2 stops Vancouver Intl Toronto Pearson Intl
Air Canada Logo
8:40 pm - 1:15 pmORD  Chicago O'Hare Intl-YLW Kelowna
17h 35m1 stop Toronto Pearson Intl
$394Air Canada
Wed, Oct 21 - Wed, Oct 28
Air Canada Logo
7:25 pm - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
17h 18m1 stop Vancouver Intl
Air Canada Logo
3:30 pm - 7:13 amORD  Chicago O'Hare Intl-YLW Kelowna
17h 43m1 stop Vancouver Intl
$396Air Canada
Sat, Oct 17 - Wed, Oct 21
Air Canada Logo
7:25 pm - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
17h 18m1 stop Vancouver Intl
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
$401Air Canada
Sat, Oct 17 - Wed, Oct 21
Air Canada Logo
7:25 pm - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
17h 18m1 stop Vancouver Intl
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
$402Air 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 $316 to $435. The lowest price found in the past 5 days was $322, on Air Canada.

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

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

Find deals

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

Low season

October

Cheapest flight

$189
Beat the crowds with an average 63% drop 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?

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

  • 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 $316 to $435, with an average of $362 over the past 12 months. Anything below $316 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 $322 to $990. 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 $255, which is 14% 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 $17 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

  • 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 66% on flights from Kelowna to Chicago O'Hare Intl Airport. Saturday is the cheapest departure day at $322 round-trip on average, while Monday is the most expensive at $947, a difference of $625.

    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 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.

  • 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 Saturday departure and avoid flying on Monday. On this route, Saturday flights average $322, about $625 less than Monday fares (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 $264 round-trip in that month - typically $310 less than the most expensive month, which is September (based on the last 12 months).

More options for your flight from Kelowna to Chicago

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