HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kelowna

$233+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YLW
May 2 — May 91
Sat 5/2
Sat 5/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

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 April 2, 2026.

This Delta deal was found by Cheapflights users on 3/31. 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 4/301:24 pm
MDW
-
YLW
2 stops10h 41m
Delta
Mon 5/46:05 am
YLW
-
MDW
2 stops9h 53m
Delta
Deal found 3/31$481
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Mon 5/410:30 am
MDW
-
YLW
3 stops15h 20m
Multiple Airlines
Fri 5/83:15 pm
YLW
-
MDW
3 stops15h 28m
Multiple Airlines
Deal found 3/30$648
This Mytrip deal was found by Cheapflights users on 3/30. 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.
Mon 5/46:38 pm
MDW
-
YLW
3 stops17h 02m
WestJet
Fri 5/88:15 pm
YLW
-
MDW
3 stops20h 18m
WestJet
Deal found 3/30$750
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Sun 5/316:36 pm
MDW
-
YLW
3 stops18h 11m
Multiple Airlines
Wed 6/101:55 pm
YLW
-
MDW
3 stops17h 45m
Multiple Airlines
Deal found 3/31$839
This oojo deal was found by Cheapflights users on 4/2. 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.
Tue 4/2110:41 am
MDW
-
YLW
2 stops13h 07m
WestJet
Sat 4/257:55 pm
YLW
-
MDW
2 stops12h 01m
WestJet
Deal found 4/2$1,014
This oojo deal was found by Cheapflights users on 4/2. 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.
Sun 5/179:22 am
MDW
-
YLW
2 stops14h 43m
WestJet
Sun 5/246:05 am
YLW
-
MDW
2 stops9h 51m
WestJet
Deal found 4/2$1,034
This Priceline deal was found by Cheapflights users on 3/31. 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.
Sun 5/311:22 pm
MDW
-
YLW
2 stops10h 43m
WestJet
Wed 6/105:05 am
YLW
-
MDW
2 stops11h 26m
WestJet
Deal found 3/31$1,079

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 April 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$481
(Delta)

One-way from

$233
(Kiwi.com)

Popular in

October

Cheapest in

March

Average price

$593
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. 28% potential increase in price ($214 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($66 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 2, 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 4/30

1:24 pm-10:05 pm

2 stops10h 41m

Kelowna

Mon 5/4

6:05 am-5:58 pm

2 stops9h 53m

$481

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 5/4

6:38 pm-9:40 am

3 stops17h 02m

Kelowna

Fri 5/8

8:15 pm-6:33 pm

3 stops20h 18m

$750

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 5/4

10:30 am-11:50 pm

3 stops15h 20m

Kelowna

Fri 5/8

5:05 am-6:33 pm

2 stops11h 28m

$776

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 5/13

1:59 pm-11:30 pm

2 stops11h 31m

Kelowna

Wed 5/20

6:05 am-6:33 pm

2 stops10h 28m

$800

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 5/31

6:36 pm-10:47 am

3 stops18h 11m

Kelowna

Wed 6/10

1:55 pm-9:40 am

3 stops17h 45m

$839

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Tue 4/21

10:41 am-9:48 pm

2 stops13h 07m

Kelowna

Sat 4/25

7:55 pm-9:56 am

2 stops12h 01m

$1,014

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 5/17

9:22 am-10:05 pm

2 stops14h 43m

Kelowna

Sun 5/24

6:05 am-5:56 pm

2 stops9h 51m

$1,034

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 5/31

1:22 pm-10:05 pm

2 stops10h 43m

Kelowna

Wed 6/10

5:05 am-6:31 pm

2 stops11h 26m

$1,079
Cheapest one-way

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Tue 5/12

12:24 pm-2:25 pm

3 stops28h 01m

$233
Quickest one-way

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 6/24

1:16 pm-11:50 pm

2 stops12h 34m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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 and WestJet fly from Chicago Midway Airport to Kelowna in about 10h 41m. The time it takes to get you to your destination can typically vary by up to 6h 21m. 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

Traveling to a place near Kelowna?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Kelowna

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Vancouver Intl flights
O'Hare Intl to Calgary flights
Midway to Calgary flights
O'Hare Intl to Victoria flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.