Flights To Regional District of Okanagan-Similkameen - Cheap Flights Starting at CA $52

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Regional District of Okanagan-Similkameen's top cities

A town by a lake surrounded by hills.

Osoyoos

Flights
Osoyoos

How Much Does it Cost To Fly To Regional District of Okanagan-Similkameen?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Sep 26 - Sat, Sep 26
YVR
Vancouver Intl.
YLW
Kelowna Intl.
CA $110 Roundtrip, found 5 hours ago
CA $110
Roundtrip
found 5 hours ago
Select WestJet flight, departing Sat, Sep 26 from Vancouver Intl. to Kelowna Intl., returning Sat, Sep 26, priced at CA $110 found 5 hours ago
Fri, Sep 25 - Fri, Sep 25
YYJ
Victoria Intl.
YLW
Kelowna Intl.
CA $144 Roundtrip, just found
CA $144
Roundtrip
just found
Select WestJet flight, departing Fri, Sep 25 from Victoria Intl. to Kelowna Intl., returning Fri, Sep 25, priced at CA $144 just found
Sun, Sep 20 - Sun, Sep 27
YQQ
Comox Valley
YLW
Kelowna Intl.
CA $155 Roundtrip, found 1 hour ago
CA $155
Roundtrip
found 1 hour ago
Select WestJet flight, departing Sun, Sep 20 from Comox Valley to Kelowna Intl., returning Sun, Sep 27, priced at CA $155 found 1 hour ago
Mon, Oct 5 - Wed, Oct 14
YYC
Calgary Intl.
YYF
Penticton Regional
CA $157 Roundtrip, found 1 day ago
CA $157
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Oct 5 from Calgary Intl. to Penticton Regional, returning Wed, Oct 14, priced at CA $157 found 1 day ago
Thu, Oct 1 - Wed, Oct 7
YYC
Calgary Intl.
YLW
Kelowna Intl.
CA $168 Roundtrip, just found
CA $168
Roundtrip
just found
Select WestJet flight, departing Thu, Oct 1 from Calgary Intl. to Kelowna Intl., returning Wed, Oct 7, priced at CA $168 just found
Tue, Sep 15 - Fri, Sep 18
YEG
Edmonton Intl.
YLW
Kelowna Intl.
CA $168 Roundtrip, just found
CA $168
Roundtrip
just found
Select WestJet flight, departing Tue, Sep 15 from Edmonton Intl. to Kelowna Intl., returning Fri, Sep 18, priced at CA $168 just found
Thu, Oct 1 - Fri, Oct 2
YXX
Abbotsford Intl.
YYF
Penticton Regional
CA $178 Roundtrip, found 19 hours ago
CA $178
Roundtrip
found 19 hours ago
Select WestJet flight, departing Thu, Oct 1 from Abbotsford Intl. to Penticton Regional, returning Fri, Oct 2, priced at CA $178 found 19 hours ago
Sat, Sep 26 - Sat, Sep 26
YXX
Abbotsford Intl.
YLW
Kelowna Intl.
CA $189 Roundtrip, found 5 hours ago
CA $189
Roundtrip
found 5 hours ago
Select WestJet flight, departing Sat, Sep 26 from Abbotsford Intl. to Kelowna Intl., returning Sat, Sep 26, priced at CA $189 found 5 hours ago
Sun, Oct 11 - Sun, Oct 11
YYJ
Victoria Intl.
YYF
Penticton Regional
CA $215 Roundtrip, found 1 day ago
CA $215
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Oct 11 from Victoria Intl. to Penticton Regional, returning Sun, Oct 11, priced at CA $215 found 1 day ago
OriginDestinationTravel datesFlights from*
YVRKelownaSeptember 25 to September 30CA $132
YYJKelownaSeptember 25 to September 25CA $144
YYCPentictonSeptember 16 to September 22CA $157
YXXPentictonSeptember 14 to September 15CA $167
YYCKelownaSeptember 24 to September 29CA $168
YEGKelownaSeptember 14 to September 20CA $168
YYJPentictonOctober 11 to October 11CA $215
YEGPentictonSeptember 13 to September 19CA $258
YYZKelownaSeptember 21 to September 23CA $390
YYZPentictonOctober 2 to October 11CA $393
SEAKelownaOctober 31 to November 5CA $429
LAXKelownaOctober 10 to October 12CA $486
YQMKelownaSeptember 12 to September 21CA $498
SEAPentictonSeptember 6 to September 12CA $720
PHLKelownaNovember 18 to November 30CA $1,131
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYCKelownaAugust 28 to August 30CA $187
YEGKelownaAugust 28 to August 31CA $219
YVRKelownaAugust 30 to September 5CA $273
YVRPentictonAugust 30 to September 3CA $293
YYJKelownaAugust 29 to September 1CA $320
YYJPentictonAugust 30 to September 8CA $350
YYCPentictonAugust 30 to August 31CA $399
YEGPentictonAugust 30 to September 4CA $479
YYZKelownaAugust 29 to September 6CA $826
LAXKelownaAugust 28 to September 2CA $888
SEAKelownaAugust 28 to August 31CA $945
YYZPentictonAugust 28 to September 4CA $1,105
PHLKelownaAugust 28 to September 20CA $1,202
YQMKelownaAugust 28 to August 31CA $1,437
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Spacious Lakefront Condo w Amazing View
3.5-star property

Spacious Lakefront Condo w Amazing View

Sep 24 - Oct 1

7 night stay

Calgary (YYC) to Kelowna (YLW)

WestJet • Roundtrip • Coach
Price was CA $1,337, price is now CA $956 per person
CA $956
per person
just found
Beautiful Cozy Cabin on Lake Okanagan
3.0-star property

Beautiful Cozy Cabin on Lake Okanagan

Sep 24 - Oct 1

7 night stay

Calgary (YYC) to Kelowna (YLW)

WestJet • Roundtrip • Coach
Price was CA $1,566, price is now CA $1,109 per person
CA $1,109
per person
just found
Secluded Cabin on Lake Okanagan
3.0-star property

Secluded Cabin on Lake Okanagan

Sep 24 - Oct 1

7 night stay

Calgary (YYC) to Kelowna (YLW)

WestJet • Roundtrip • Coach
Price was CA $1,566, price is now CA $1,109 per person
CA $1,109
per person
just found
Don't see what you're looking for?
See all available trips from Calgary to Regional District of Okanagan-Similkameen
View all trips

Travelers ❤️ These Regional District of Okanagan-Similkameen 🏨

Sandman Hotel Penticton

Sandman Hotel Penticton

3 out of 5
939 Burnaby Ave W Penticton BC
Book a stay at this business-friendly hotel in Penticton. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Okanagan Events Centre and Okanagan Beach are located nearby.
Opens in a new windowSandman Hotel Penticton
Penticton Lakeside Resort and Conference Centre

Penticton Lakeside Resort and Conference Centre

3.5 out of 5
21 Lakeshore Dr W Penticton BC
Book a stay at this beach resort in Penticton. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okanagan Beach and South Okanagan Events Centre are located nearby.
Opens in a new windowPenticton Lakeside Resort and Conference Centre
Walnut Beach Resort

Walnut Beach Resort

4 out of 5
4200 Lakeshore Dr Osoyoos BC
Book a stay at this beach hotel in Osoyoos. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Osoyoos Lake and sẃiẃs Provincial Park are located nearby.
9.2/10 Wonderful! (1,574 reviews)
"Incredible resort and amenities, we loved it here so much, definitely coming back next year!"

Reviewed on Aug 23, 2026

Opens in a new windowWalnut Beach Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Holiday Inn Hotel & Suites Osoyoos by IHG

Holiday Inn Hotel & Suites Osoyoos by IHG

3 out of 5
7906 Main Street Osoyoos BC
Book a stay at this beach hotel in Osoyoos. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Osoyoos Lake and Burrowing Owl Estate Winery are located nearby.
Opens in a new windowHoliday Inn Hotel & Suites Osoyoos by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Okanagan-Similkameen?
To give you an idea of prices, the cheapest roundtrip flight to Okanagan-Similkameen cost CA $110 within the last seven days. An easy way to score a good deal is to be flexible with your dates. This price was available on Travelocity for flights to Okanagan-Similkameen departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Okanagan-Similkameen?
According to Travelocity's direct return flight demand between January and December last year, September is the cheapest month to board a plane to Okanagan-Similkameen. Search for flights throughout this month and get a terrific deal today.
How can I check my flight status to Okanagan-Similkameen?
Go to our helpful customer portal, Trips. You'll find everything related to your flight to Okanagan-Similkameen here, including details about flight delays, gate changes and more. You can find Trips at the top of the Travelocity homepage. Simply create your free account and find the answers you're after. Alternatively, you can access your itinerary on the move and get real-time travel updates with the Travelocity app. All your itineraries are in one convenient place, making it easy to share details with any members of your family flying with you.
How do I find the best deals on flights to Okanagan-Similkameen?
There are several ways — book ahead of time, avoid vacation periods and be flexible with your dates. If your dates aren't set in stone, search for your flight to Okanagan-Similkameen on Travelocity and hit "Flexible dates" above your results. This will show you any cheaper airfares on a nearby day. CA $110 was the lowest price paid for a return flight to Okanagan-Similkameen in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Okanagan-Similkameen with Travelocity?
Look for cheap flights to Okanagan-Similkameen with Travelocity and begin packing for your next break. With round-the-clock customer support before, during and after your trip and our Price Match Guarantee, we take the difficulty out of finding cheap family flights, places to stay and more. Score a top deal today and get ready for the adventure of your dreams.
How much is a flight to Okanagan-Similkameen on average?
Based on prices found over the last seven days, roundtrip flights to Okanagan-Similkameen cost between CA $110 and CA $1,437. Whenever you're ready to take off, Travelocity will help you find a fare that'll fit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.