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Kelowna

$178+ Cheap flights from Midway (MDW) to Kelowna (YLW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YLW
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
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Cheap flight deals from Midway to Kelowna

Cheapest flights from Midway to Kelowna
Explore the most affordable flight options available from Midway to Kelowna. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:21 pm
MDW
-
YLW
2 stops18h 44m
Multiple Airlines
Tue 3/312:00 pm
YLW
-
MDW
1 stop20h 05m
Multiple Airlines
Deal found 2/11$563
This FlightHub deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:50 am
MDW
-
YLW
2 stops10h 36m
WestJet
Sun 3/17:35 pm
YLW
-
MDW
2 stops12h 19m
WestJet
Deal found 2/12$825
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/261:49 pm
MDW
-
YLW
2 stops12h 04m
Delta
Mon 3/27:55 pm
YLW
-
MDW
2 stops14h 04m
Delta
Deal found 2/9$864
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:00 pm
MDW
-
YLW
2 stops11h 05m
Delta
Wed 9/306:05 am
YLW
-
MDW
2 stops10h 26m
Delta
Deal found 2/11$879
This FlightHub deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:20 pm
MDW
-
YLW
2 stops21h 15m
WestJet
Mon 3/164:00 pm
YLW
-
MDW
2 stops24h 40m
WestJet
Deal found 2/11$974
This FlightHub deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:49 am
MDW
-
YLW
2 stops12h 59m
WestJet
Tue 3/107:55 pm
YLW
-
MDW
2 stops19h 27m
WestJet
Deal found 2/10$984
This FlightHub deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/279:50 am
MDW
-
YLW
2 stops10h 36m
WestJet
Mon 3/27:55 pm
YLW
-
MDW
2 stops11h 59m
WestJet
Deal found 2/11$994
This WestJet deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/21:49 pm
MDW
-
YLW
2 stops44h 11m
WestJet
Wed 3/410:10 am
YLW
-
MDW
2 stops30h 30m
WestJet
Deal found 2/10$1,057

Find flight deals from Midway to Kelowna

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Kelowna (YLW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$563
(Kiwi.com)

One-way from

$178
(Delta)

Popular in

October

Cheapest in

July

Average price

$484
Provider with most accurate pricing for Chicago Midway-Kelowna flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Kelowna flights.
Search Deals
From Chicago Midway to Kelowna
Search Deals
One-way flight from Chicago Midway to Kelowna
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($191 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($64 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Kelowna that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Kelowna that are best for you.

Fly from

Midway

Fly to

Kelowna

Route

Depart

Return

Price

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 2/27

3:21 pm-8:05 am

2 stops18h 44m

Kelowna

Tue 3/3

12:00 pm-10:05 am

1 stop20h 05m

$563

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 2/26

9:50 am-6:26 pm

2 stops10h 36m

Kelowna

Sun 3/1

7:35 pm-9:54 am

2 stops12h 19m

$825

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 2/26

1:49 pm-11:53 pm

2 stops12h 04m

Kelowna

Mon 3/2

7:55 pm-11:59 am

2 stops14h 04m

$864

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 3/11

7:20 pm-2:35 pm

2 stops21h 15m

Kelowna

Mon 3/16

4:00 pm-6:40 pm

2 stops24h 40m

$974

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 3/5

10:49 am-9:48 pm

2 stops12h 59m

Kelowna

Tue 3/10

7:55 pm-5:22 pm

2 stops19h 27m

$984

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 2/27

9:50 am-6:26 pm

2 stops10h 36m

Kelowna

Mon 3/2

7:55 pm-9:54 am

2 stops11h 59m

$994

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 2/27

9:50 am-6:26 pm

2 stops10h 36m

Kelowna

Tue 3/3

5:20 am-5:45 pm

2 stops10h 25m

$994

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 3/2

1:49 pm-8:00 am

2 stops44h 11m

Kelowna

Wed 3/4

10:10 am-6:40 pm

2 stops30h 30m

$1,057

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 6/4

1:22 pm-11:50 pm

2 stops12h 28m

$178

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 3/26

11:00 am-2:35 pm

3 stops29h 35m

$211

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 18 results
1
2
  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Kelowna flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Kelowna flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Kelowna flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Kelowna flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Kelowna flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Kelowna

Have a flexible travel schedule? Discover the best time to fly to Kelowna from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Kelowna. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kelowna from Chicago Midway?

    Kelowna (YLW) is the airport you will fly into if you book a flight from Chicago Midway to Kelowna. You should not have trouble finding flights to Kelowna from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Kelowna airport from Chicago Midway. It is only a 7.0 mi journey from Kelowna (YLW) to Kelowna’s city center.

  • How long is the flight from Chicago Midway Airport to Kelowna?

    Airlines like WestJet and Delta fly from Chicago Midway Airport to Kelowna in about 10h 36m. The time it takes to get you to your destination can typically vary by up to 1h 28m. Chicago Midway Airport and Kelowna are separated by a distance of 1607 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Midway to Kelowna that include hotel bookings?

    Yes. In addition to deals on Midway to Kelowna flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Kelowna?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Kelowna.

  • Can I find deals for business class flights from Midway to Kelowna?

    Yes. Cheapflights offers flight deals from Midway to Kelowna by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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