$73 Cheap Flights from Chicago (ORD) to Kelowna (YLW)

View $73 flight on Sat, May 30, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW)

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Cheap Flights from Chicago to Kelowna (ORD-YLW)

Prices were available within the past 7 days and start at $73 for one-way flights and $197 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, Feb 24 - Fri, Feb 27
ORD
Chicago
YLW
Kelowna
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue, Feb 24 from Chicago to Kelowna, returning Fri, Feb 27, priced at $197 found 4 days ago
Air Canada
Mon, Feb 23 - Thu, Feb 26
ORD
Chicago
YLW
Kelowna
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select Air Canada flight, departing Mon, Feb 23 from Chicago to Kelowna, returning Thu, Feb 26, priced at $198 found 4 days ago
Air Canada
Wed, Mar 25 - Mon, Mar 30
ORD
Chicago
YLW
Kelowna
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Mar 25 from Chicago to Kelowna, returning Mon, Mar 30, priced at $200 found 4 days ago
Air Canada
Mon, Mar 2 - Sat, Mar 7
ORD
Chicago
YLW
Kelowna
$202 Roundtrip, found 4 days ago
$202
Roundtrip
found 4 days ago
Select Air Canada flight, departing Mon, Mar 2 from Chicago to Kelowna, returning Sat, Mar 7, priced at $202 found 4 days ago
Air Canada
Wed, Feb 25 - Fri, Feb 27
ORD
Chicago
YLW
Kelowna
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select Air Canada flight, departing Wed, Feb 25 from Chicago to Kelowna, returning Fri, Feb 27, priced at $205 found 4 days ago
Air Canada
Tue, Feb 24 - Mon, Mar 2
ORD
Chicago
YLW
Kelowna
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select Air Canada flight, departing Tue, Feb 24 from Chicago to Kelowna, returning Mon, Mar 2, priced at $209 found 4 days ago
WestJet
Fri, Feb 27 - Thu, Mar 5
ORD
Chicago
YLW
Kelowna
$213 Roundtrip, found 4 days ago
$213
Roundtrip
found 4 days ago
Select WestJet flight, departing Fri, Feb 27 from Chicago to Kelowna, returning Thu, Mar 5, priced at $213 found 4 days ago
Alaska Airlines
Tue, Apr 7 - Sun, Apr 26
ORD
Chicago
YLW
Kelowna
$273 Roundtrip, found 6 days ago
$273
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Tue, Apr 7 from Chicago to Kelowna, returning Sun, Apr 26, priced at $273 found 6 days ago
Delta
Fri, Feb 27 - Mon, Mar 9
ORD
Chicago
YLW
Kelowna
$277 Roundtrip, found 4 days ago
$277
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Feb 27 from Chicago to Kelowna, returning Mon, Mar 9, priced at $277 found 4 days ago
American Airlines
Tue, Jan 20 - Mon, Jan 26
ORD
Chicago
YLW
Kelowna
$658 Roundtrip, found 12 hours ago
$658
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Jan 20 from Chicago to Kelowna, returning Mon, Jan 26, priced at $658 found 12 hours ago

Find the cheapest month to fly from Chicago (ORD) to Kelowna (YLW)

May is typically the cheapest month to fly

From $200 - $578 per traveler.

Alternative airports near Kelowna

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Kelowna Intl. YLW. Cheapest and Closest option available. Average driving time to city center is 17 minutes. Flights from $377
YLW
Kelowna Intl.
CheapestClosest
Average driving time to city center17 min
Flights from $377

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW) cost?
Secure a cheap one-way flight from $73 or cheap return flight from $197 from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW)?
The cheapest month to fly from ORD to YLW is February, when demand is low. Off-peak months are often when airlines offer better prices between these airports.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll fly you from ORD to YLW. Then, sort your results by "Price (lowest to highest)" to snap up the best deal available.
How many flights per day from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW)?
You'll need to take a flight with a layover if you're traveling from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to discover the best option for your trip.
What day of the week has the most flights from ORD to YLW?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW)?
To touch down at Kelowna Intl. Airport (YLW) on schedule, book a flight that leaves from O'Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW) last-minute?
Waiting until just before your trip to book a flight from ORD to YLW often results in higher prices. While you might find some last-minute offers, there's no guarantee. Keep your travel schedule open for a better chance of landing a bargain.
Is it cheaper to book an ORD to YLW flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to YLW flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one convenient place will take the hassle out of planning your trip. Just secure your flights and choose from our extensive range of hotels, then tailor your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Kelowna Intl. Airport (YLW)?
If you booked your ORD to YLW flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Kelowna Intl.
Airlines serving
Air Canada, Alaska Airlines, American Airlines, Delta, United, WestJet
Roundtrip price
$196
Distance
1594 mi

Book with confidence

Chicago to Kelowna Flights

The cheapest times to fly from Chicago to Kelowna

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Kelowna are during the month of February. You can find some of the cheapest flights from Chicago to Kelowna with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Kelowna

Sunday is one of the best days to book for cheap flights from Chicago to Kelowna: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Kelowna

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Kelowna in 2026. You can also book with separate airlines for your outbound and return journeys, from $73 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Kelowna flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Kelowna airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Kelowna Flights

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*Available to One Key members.