$302+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YLW
Nov 4 — Nov 111
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
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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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Best
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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 October 5, 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 October 5, 2026.
This oojo deal was found by Cheapflights users on 10/1. 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 10/171:27 pm -
2 stops12h 23m
Thu 10/228:15 pm -
2 stops11h 48m
Deal found 10/1![WestJet logo]()
$1,310
This Delta deal was found by Cheapflights users on 9/30. 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.
Sat 11/1412:30 pm -
2 stops13h 45m
Sat 11/215:20 am -
2 stops9h 19m
Deal found 9/30![Delta logo]()
$1,417
This Justfly.com deal was found by Cheapflights users on 10/4. 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.
Thu 10/86:44 pm -
2 stops31h 06m
Sat 10/106:05 am -
2 stops9h 55m
Deal found 10/4![WestJet logo]()
$1,442
This Mytrip deal was found by Cheapflights users on 10/2. 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 10/226:44 pm -
3 stops16h 56m
Sun 10/258:00 pm -
3 stops20h 00m
Deal found 10/2![WestJet logo]()
$1,464
This Mytrip deal was found by Cheapflights users on 10/2. 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 10/229:29 am -
2 stops14h 20m
Sun 10/2512:05 pm -
2 stops19h 27m
Deal found 10/2![Multiple Airlines logo]()
$1,529
This WestJet deal was found by Cheapflights users on 9/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:12 am -
2 stops30h 18m
Sat 10/317:45 am -
2 stops27h 02m
Deal found 9/30![WestJet logo]()
$1,542
This Mytrip deal was found by Cheapflights users on 10/4. 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 10/89:29 am -
2 stops14h 20m
Sat 10/103:10 pm -
3 stops21h 25m
Deal found 10/4![Multiple Airlines logo]()
$2,103
This Delta deal was found by Cheapflights users on 10/2. 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.
Fri 10/2312:27 pm -
2 stops13h 03m
Fri 10/307:55 pm -
2 stops12h 42m
Deal found 10/2![Delta logo]()
$3,319
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 October 5, 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 October 5, 2026.
This Delta deal was found by Cheapflights users on 10/4. 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.
Sat 1/236:00 am -
2 stops18h 20m
Sat 1/305:20 am -
2 stops9h 30m
Deal found 10/4![Delta logo]()
$855
This oojo deal was found by Cheapflights users on 10/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/19:55 am -
2 stops25h 35m
Mon 2/88:25 pm -
2 stops11h 27m
Deal found 10/3![WestJet logo]()
$1,299
This Delta deal was found by Cheapflights users on 10/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/212:30 pm -
2 stops13h 45m
Mon 2/85:20 am -
2 stops9h 05m
Deal found 10/3![Delta logo]()
$998
This Delta deal was found by Cheapflights users on 9/30. 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.
Sat 2/206:00 am -
2 stops18h 20m
Sat 2/275:20 am -
2 stops9h 30m
Deal found 9/30![Delta logo]()
$1,160
This oojo deal was found by Cheapflights users on 10/2. 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.
Thu 1/2112:30 pm -
2 stops30h 00m
Wed 1/278:00 pm -
2 stops11h 52m
Deal found 10/2![WestJet logo]()
$1,326
This oojo deal was found by Cheapflights users on 9/30. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2012:30 pm -
2 stops32h 55m
Thu 3/258:25 pm -
2 stops11h 27m
Deal found 9/30![WestJet logo]()
$1,370
This Delta deal was found by Cheapflights users on 9/30. 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.
Sat 11/1412:30 pm -
2 stops13h 45m
Sat 11/215:20 am -
2 stops9h 19m
Deal found 9/30![Delta logo]()
$1,417
This Mytrip deal was found by Cheapflights users on 10/2. 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 10/226:44 pm -
3 stops16h 56m
Sun 10/258:00 pm -
3 stops20h 00m
Deal found 10/2![WestJet logo]()
$1,464
This WestJet deal was found by Cheapflights users on 10/3. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:12 am -
2 stops15h 13m
Sat 10/317:45 am -
2 stops27h 02m
Deal found 10/3![WestJet logo]()
$1,542
Last-minute flights from Midway to KelownaDiscover last-minute flight deals from Midway to Kelowna. Data last updated October 5, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Kelowna. Data last updated October 5, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 10/4. 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.
Thu 10/86:44 pm -
2 stops31h 06m
Sat 10/106:05 am -
2 stops9h 55m
Deal found 10/4![WestJet logo]()
$1,442
This Mytrip deal was found by Cheapflights users on 10/4. 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 10/89:29 am -
2 stops14h 20m
Sat 10/103:10 pm -
3 stops21h 25m
Deal found 10/4![Multiple Airlines logo]()
$2,103
This oojo deal was found by Cheapflights users on 10/1. 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 10/171:27 pm -
2 stops12h 23m
Thu 10/228:15 pm -
2 stops11h 48m
Deal found 10/1![WestJet logo]()
$1,310
This Mytrip deal was found by Cheapflights users on 10/2. 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 10/226:44 pm -
3 stops16h 56m
Sun 10/258:00 pm -
3 stops20h 00m
Deal found 10/2![WestJet logo]()
$1,464
This Mytrip deal was found by Cheapflights users on 10/2. 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 10/229:29 am -
2 stops14h 20m
Sun 10/2512:05 pm -
2 stops19h 27m
Deal found 10/2![Multiple Airlines logo]()
$1,529
This Delta deal was found by Cheapflights users on 10/2. 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.
Fri 10/2312:27 pm -
2 stops13h 03m
Fri 10/307:55 pm -
2 stops12h 42m
Deal found 10/2![Delta logo]()
$3,319
This WestJet deal was found by Cheapflights users on 9/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2710:12 am -
2 stops30h 18m
Sat 10/317:45 am -
2 stops27h 02m
Deal found 9/30![WestJet logo]()
$1,542
This Delta deal was found by Cheapflights users on 9/30. 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.
Sat 11/1412:30 pm -
2 stops13h 45m
Sat 11/215:20 am -
2 stops9h 19m
Deal found 9/30![Delta logo]()
$1,417
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 October 5, 2026.
Search for one-way flight options from Midway to Kelowna. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
This Delta deal was found by Cheapflights users on 10/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:27 pm -
2 stops13h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Delta logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:30 pm -
3 stops34h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Multiple Airlines logo]()
$385
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 October 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $855 (Delta) |
One-way from | $302 (Delta) |
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 October 5, 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
Quickest round-trip
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Tue 10/20
12:27 pm-11:30 pm
2 stops13h 03m
Kelowna
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$302
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Tue 10/20
3:30 pm-11:30 pm
3 stops34h 00m
Kelowna
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$385
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Sat 1/23
6:00 am-11:20 pm
2 stops18h 20m
Kelowna
Sat 1/30
5:20 am-3:50 pm
2 stops9h 30m
$855
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Tue 2/2
12:30 pm-1:15 am
2 stops13h 45m
Kelowna
Mon 2/8
5:20 am-3:25 pm
2 stops9h 05m
$998
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Sat 2/20
6:00 am-11:20 pm
2 stops18h 20m
Kelowna
Sat 2/27
5:20 am-3:50 pm
2 stops9h 30m
$1,160
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Mon 2/1
9:55 am-10:30 am
2 stops25h 35m
Kelowna
Mon 2/8
8:25 pm-8:52 am
2 stops11h 27m
$1,299
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Thu 1/21
12:30 pm-5:30 pm
2 stops30h 00m
Kelowna
Wed 1/27
8:00 pm-8:52 am
2 stops11h 52m
$1,326
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Sat 3/20
12:30 pm-7:25 pm
2 stops32h 55m
Kelowna
Thu 3/25
8:25 pm-9:52 am
2 stops11h 27m
$1,370
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Sat 11/14
12:30 pm-1:15 am
2 stops13h 45m
Kelowna
Sat 11/21
5:20 am-3:39 pm
2 stops9h 19m
$1,417
ChicagoKelowna
MDW Chicago Midway - YLW Kelowna
MDWYLW
Chicago Midway
Thu 10/22
6:44 pm-9:40 am
3 stops16h 56m
Kelowna
Sun 10/25
8:00 pm-6:00 pm
3 stops20h 00m
$1,464
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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