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Cheap flights from Chicago Midway Airport to Kelowna from C$ 233

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 28/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YLW
3 Aug — 10 Aug1
1 adult

Cheap 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 29 July 2025.

Round-trip from

C$ 556

One-way from

C$ 233

Popular in

December

Cheapest in

March

Average price

C$ 748
28/8-1/9
  • 28/8-1/9
  • 3 total stops
  • 32h 54m total
  • Chicago to Kelowna
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28/8
  • 28/8
  • 1 total stop
  • 14h 45m total
  • Chicago to Kelowna
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Highest demand for flights based on searches. 11% potential increase in price (C$ 137 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 32 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 29 July 2025.

Thu 28/89:40 a.m.MDW - YLW
1 stop14h 45mMultiple Airlines
Mon 1/98:15 p.m.YLW - MDW
2 stops18h 09mMultiple Airlines
Deal found 27/7C$ 556
Fri 17/109:35 a.m.MDW - YLW
2 stops14h 14mDelta
Sun 19/105:55 a.m.YLW - MDW
2 stops10h 30mDelta
Deal found 27/7C$ 930
Sun 10/89:24 a.m.MDW - YLW
2 stops10h 22mWestJet
Fri 15/88:45 p.m.YLW - MDW
2 stops10h 51mWestJet
Deal found 28/7C$ 1,250

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 629,999 searches. Data last updated 29 July 2025.
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

Thu 28/8

9:40 a.m.-10:25 p.m.

1 stop14h 45m

Kelowna

Mon 1/9

8:15 p.m.-4:24 p.m.

2 stops18h 09m

C$ 556

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Fri 17/10

9:35 a.m.-9:49 p.m.

2 stops14h 14m

Kelowna

Sun 19/10

5:55 a.m.-6:25 p.m.

2 stops10h 30m

C$ 930

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 10/8

9:24 a.m.-5:46 p.m.

2 stops10h 22m

Kelowna

Fri 15/8

8:45 p.m.-9:36 a.m.

2 stops10h 51m

C$ 1,250

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 28/8

9:40 a.m.-10:25 p.m.

1 stop14h 45m

C$ 233

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 17/9

1:43 p.m.-11:39 p.m.

2 stops11h 56m

C$ 343

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 30/8

10:45 a.m.-10:55 a.m.

1 stop26h 10m

C$ 476

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 18/10

3:00 p.m.-11:39 p.m.

2 stops10h 39m

C$ 594

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/7

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.

Reviews of airlines servicing Kelowna

Get insights into the airlines that provide service to Kelowna. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kelowna. Reviews last updated 29 July 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Kelowna, such as Porter Airlines,Delta, andWestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
317 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
317 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,977 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,973 reviews
Porter Airlines
8.0
Very good
317 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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?

    For a flight from Chicago Midway to Kelowna, you will be flying into Kelowna. Kelowna (YLW) is just 11.2 km from the centre of the city. Kelowna is the only Kelowna airport and it handles 0 inbound flights from Chicago Midway per day. 0 airlines have flights to Kelowna from Chicago Midway on a regular basis.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Kelowna one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as C$ 343. Users have also found prices from C$ 476 and C$ 594 on Porter Airlines and WestJet, respectively.

  • 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Kelowna?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Kelowna (average of C$ 137). Flying from Chicago Midway Airport to Kelowna in December is currently the most expensive (average of C$ 237). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Kelowna?

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

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