$245+ Cheap flights from Midway (MDW) to Kelowna (YLW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YLW
Oct 29 — Nov 51
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Kelowna with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Kelowna
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One-way
Cheapest flights from Midway to KelownaExplore 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 September 29, 2026.
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 September 29, 2026.
This Mytrip deal was found by Cheapflights users on 9/25. 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 11/96:42 pm -
2 stops26h 53m
Mon 11/166:20 am -
3 stops15h 27m
Deal found 9/25![Multiple Airlines logo]()
$727
This Delta deal was found by Cheapflights users on 9/27. 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 12/96:00 am -
2 stops18h 20m
Sun 12/138:25 pm -
2 stops13h 39m
Deal found 9/27![Delta logo]()
$959
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:30 pm -
2 stops13h 45m
Thu 11/195:20 am -
2 stops9h 19m
Deal found 9/28![Delta logo]()
$990
This oojo deal was found by Cheapflights users on 9/27. 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.
Fri 10/166:44 pm -
2 stops29h 21m
Mon 10/197:50 pm -
2 stops18h 57m
Deal found 9/27![WestJet logo]()
$1,257
This WestJet deal was found by Cheapflights users on 9/27. 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.
Tue 10/2712:27 pm -
2 stops12h 58m
Sat 10/316:05 am -
2 stops28h 42m
Deal found 9/27![WestJet logo]()
$1,486
This Priceline deal was found by Cheapflights users on 9/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:34 am -
2 stops10h 51m
Mon 11/168:25 pm -
2 stops11h 59m
Deal found 9/25![WestJet logo]()
$1,541
This WestJet deal was found by Cheapflights users on 9/24. 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.
Sun 11/810:12 am -
2 stops11h 13m
Sun 11/155:20 am -
2 stops9h 19m
Deal found 9/24![WestJet logo]()
$2,388
Best flights from Midway to KelownaDiscover carefully curated flight deals from Midway to Kelowna that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
Discover carefully curated flight deals from Midway to Kelowna that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 29, 2026.
This Mytrip deal was found by Cheapflights users on 9/25. 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 11/96:42 pm -
2 stops26h 53m
Mon 11/166:20 am -
3 stops15h 27m
Deal found 9/25![Multiple Airlines logo]()
$727
This Delta deal was found by Cheapflights users on 9/27. 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 1/512:30 pm -
2 stops13h 45m
Fri 1/155:20 am -
2 stops9h 30m
Deal found 9/27![Delta logo]()
$773
This oojo deal was found by Cheapflights users on 9/24. 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.
Wed 2/35:35 pm -
2 stops26h 20m
Wed 2/105:20 am -
2 stops9h 05m
Deal found 9/24![WestJet logo]()
$1,264
This Delta deal was found by Cheapflights users on 9/27. 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 12/96:00 am -
2 stops18h 20m
Sun 12/138:25 pm -
2 stops13h 39m
Deal found 9/27![Delta logo]()
$959
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:30 pm -
2 stops13h 45m
Thu 11/195:20 am -
2 stops9h 19m
Deal found 9/28![Delta logo]()
$990
This oojo deal was found by Cheapflights users on 9/26. 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.
Wed 3/310:35 am -
2 stops13h 45m
Mon 3/88:25 pm -
2 stops11h 27m
Deal found 9/26![WestJet logo]()
$1,264
This oojo deal was found by Cheapflights users on 9/26. 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.
Mon 3/2212:30 pm -
2 stops31h 25m
Sat 3/276:15 pm -
2 stops13h 37m
Deal found 9/26![WestJet logo]()
$1,280
This Delta deal was found by Cheapflights users on 9/26. 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.
Sun 3/2112:30 pm -
2 stops13h 45m
Fri 3/267:55 pm -
2 stops11h 57m
Deal found 9/26![Delta logo]()
$1,470
This WestJet deal was found by Cheapflights users on 9/27. 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.
Tue 10/2712:27 pm -
2 stops12h 58m
Sat 10/316:05 am -
2 stops28h 42m
Deal found 9/27![WestJet logo]()
$1,486
Last-minute flights from Midway to KelownaDiscover last-minute flight deals from Midway to Kelowna. Data last updated September 29, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Kelowna. Data last updated September 29, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 9/27. 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.
Fri 10/166:44 pm -
2 stops29h 21m
Mon 10/197:50 pm -
2 stops18h 57m
Deal found 9/27![WestJet logo]()
$1,257
This WestJet deal was found by Cheapflights users on 9/27. 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.
Tue 10/2712:27 pm -
2 stops12h 58m
Sat 10/316:05 am -
2 stops28h 42m
Deal found 9/27![WestJet logo]()
$1,486
One-way flights from Midway to KelownaSearch for one-way flight options from Midway to Kelowna. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
Search for one-way flight options from Midway to Kelowna. Find affordable one-way fares based on user searches. Data last updated September 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/25. 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.
Mon 11/96:16 am -
2 stops34h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$245
This Booking.com deal was found by Cheapflights users on 9/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:20 pm -
3 stops31h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$409
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 September 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $727 (Mytrip) |
One-way from | $245 (Kiwi.com) |
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 7,457,451 searches. Data last updated September 29, 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
Cheapest round-trip
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Mon 11/9
6:16 am-2:35 pm
2 stops34h 19m
Kelowna
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$245
Quickest round-trip
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Mon 11/16
6:42 pm-2:35 pm
2 stops21h 53m
Kelowna
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$245
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Mon 11/9
6:42 pm-7:35 pm
2 stops26h 53m
Kelowna
Mon 11/16
6:20 am-11:47 pm
3 stops15h 27m
$727
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Tue 1/5
12:30 pm-12:15 am
2 stops13h 45m
Kelowna
Fri 1/15
5:20 am-4:50 pm
2 stops9h 30m
$773
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Wed 12/9
6:00 am-10:20 pm
2 stops18h 20m
Kelowna
Sun 12/13
8:25 pm-12:04 pm
2 stops13h 39m
$959
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Thu 11/12
12:30 pm-12:15 am
2 stops13h 45m
Kelowna
Thu 11/19
5:20 am-4:39 pm
2 stops9h 19m
$990
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Wed 2/3
5:35 pm-5:55 pm
2 stops26h 20m
Kelowna
Wed 2/10
5:20 am-4:25 pm
2 stops9h 05m
$1,264
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Wed 3/3
10:35 am-10:20 pm
2 stops13h 45m
Kelowna
Mon 3/8
8:25 pm-9:52 am
2 stops11h 27m
$1,264
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Mon 3/22
12:30 pm-5:55 pm
2 stops31h 25m
Kelowna
Sat 3/27
6:15 pm-9:52 am
2 stops13h 37m
$1,280
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Sun 3/21
12:30 pm-12:15 am
2 stops13h 45m
Kelowna
Fri 3/26
7:55 pm-9:52 am
2 stops11h 57m
$1,470
Showing 1-10 of 11 resultsSorted by cheapest first
- 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.
MDW-YLW
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.
Traveling to a place near Kelowna?
Book flights to Kelowna if you plan to visit one of these locationsWest Kelowna
Salmon Arm
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