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Kelowna

$226+ 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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YLW
Aug 2 — Aug 91
Sun 8/2
Sun 8/9
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 July 3, 2026.

This Delta deal was found by Cheapflights users on 7/1. 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 9/241:19 pm
MDW
-
YLW
2 stops10h 46m
Delta
Mon 9/288:15 pm
YLW
-
MDW
2 stops13h 40m
Delta
Deal found 7/1$738
This Mytrip deal was found by Cheapflights users on 6/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:42 pm
MDW
-
YLW
3 stops21h 53m
WestJet
Fri 8/211:55 pm
YLW
-
MDW
3 stops26h 38m
WestJet
Deal found 6/29$850
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:59 am
MDW
-
YLW
3 stops27h 16m
WestJet
Sun 9/205:05 am
YLW
-
MDW
3 stops26h 02m
WestJet
Deal found 6/30$888
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 8/111:51 pm
MDW
-
YLW
2 stops11h 59m
Delta
Sun 8/168:15 pm
YLW
-
MDW
2 stops13h 36m
Delta
Deal found 6/30$895
This Mytrip deal was found by Cheapflights users on 6/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:54 am
MDW
-
YLW
2 stops13h 58m
Multiple Airlines
Mon 8/310:50 pm
YLW
-
MDW
2 stops32h 27m
Multiple Airlines
Deal found 6/28$913
This Delta deal was found by Cheapflights users on 6/30. 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.
Wed 9/161:19 pm
MDW
-
YLW
2 stops12h 31m
Delta
Mon 9/218:15 pm
YLW
-
MDW
2 stops13h 40m
Delta
Deal found 6/30$942
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:42 pm
MDW
-
YLW
3 stops16h 58m
Multiple Airlines
Fri 8/2110:50 pm
YLW
-
MDW
2 stops11h 49m
Multiple Airlines
Deal found 7/1$943
This Justfly.com deal was found by Cheapflights users on 7/3. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:25 am
MDW
-
YLW
2 stops27h 30m
Porter Airlines
Sun 8/1612:50 pm
YLW
-
MDW
2 stops23h 45m
Porter Airlines
Deal found 7/3$1,007
This oojo deal was found by Cheapflights users on 7/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:55 pm
MDW
-
YLW
2 stops26h 05m
WestJet
Tue 7/286:00 am
YLW
-
MDW
2 stops10h 18m
WestJet
Deal found 7/1$1,062

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 July 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$738
(Delta)

One-way from

$226
(Kiwi.com)
Provider with most accurate pricing for Chicago Midway-Kelowna flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Kelowna flights.
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From Chicago Midway to Kelowna
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One-way flight from Chicago Midway to Kelowna
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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 July 3, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Kelowna that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 9/24

1:19 pm-10:05 pm

2 stops10h 46m

Kelowna

Mon 9/28

8:15 pm-11:55 am

2 stops13h 40m

$738

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 9/16

9:59 am-11:15 am

3 stops27h 16m

Kelowna

Sun 9/20

5:05 am-9:07 am

3 stops26h 02m

$888

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Tue 8/11

1:51 pm-11:50 pm

2 stops11h 59m

Kelowna

Sun 8/16

8:15 pm-11:51 am

2 stops13h 36m

$895

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 9/16

1:19 pm-11:50 pm

2 stops12h 31m

Kelowna

Mon 9/21

8:15 pm-11:55 am

2 stops13h 40m

$942

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Tue 8/11

10:25 am-11:55 am

2 stops27h 30m

Kelowna

Sun 8/16

12:50 pm-2:35 pm

2 stops23h 45m

$1,007

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 8/13

9:24 am-9:52 pm

2 stops14h 28m

Kelowna

Fri 8/21

10:50 pm-12:39 pm

2 stops11h 49m

$1,040

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 7/25

6:55 pm-7:00 pm

2 stops26h 05m

Kelowna

Tue 7/28

6:00 am-6:18 pm

2 stops10h 18m

$1,062
Cheapest one-way

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 8/16

11:06 am-2:25 pm

2 stops29h 19m

$226

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 8/14

11:06 am-5:05 pm

3 stops31h 59m

$262

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 7/15

3:20 pm-5:00 pm

3 stops27h 40m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 17 resultsSorted by cheapest first
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 Delta fly from Chicago Midway Airport to Kelowna in about 10h 46m. The time it takes to get you to your destination can typically vary by up to . Chicago Midway Airport and Kelowna are separated by a distance of 1607 mi.

  • 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

Traveling to a place near Kelowna?

Book flights to Kelowna if you plan to visit one of these locations
West Kelowna
Salmon Arm

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