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Cheap flights from Chicago Midway Airport to Kelowna from C$ 252

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Kelowna departing on 22/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Chicago Midway Airport to Kelowna

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:24 p.m. - 10:05 p.m.
MDW
-
YLW
10h 41m
2 stops
Delta Logo
6:05 a.m. - 5:58 p.m.
YLW
-
MDW
9h 53m
2 stops
C$ 722Delta
Thu, 30 Apr - Mon, 4 May
Porter Airlines Logo
11:00 a.m. - 11:03 a.m.
MDW
-
YLW
26h 03m
1 stop
Porter Airlines Logo
12:00 p.m. - 10:15 a.m.
YLW
-
MDW
20h 15m
1 stop
C$ 744Porter Airlines
Mon, 20 Apr - Mon, 27 Apr
Multiple Airlines Logo
7:30 a.m. - 11:03 a.m.
MDW
-
YLW
29h 33m
2 stops
Multiple Airlines Logo
12:00 p.m. - 10:15 a.m.
YLW
-
MDW
20h 15m
1 stop
C$ 759Multiple Airlines
Mon, 20 Apr - Mon, 27 Apr
Multiple Airlines Logo
11:00 a.m. - 11:50 p.m.
MDW
-
YLW
14h 50m
3 stops
Multiple Airlines Logo
12:05 p.m. - 9:45 a.m.
YLW
-
MDW
19h 40m
3 stops
C$ 1,000Multiple Airlines
Wed, 29 Apr - Mon, 4 May
Delta Logo
1:00 p.m. - 11:50 p.m.
MDW
-
YLW
12h 50m
2 stops
Delta Logo
6:05 a.m. - 6:31 p.m.
YLW
-
MDW
10h 26m
2 stops
C$ 1,054Delta
Mon, 29 Jun - Fri, 3 Jul
Multiple Airlines Logo
11:00 a.m. - 11:12 p.m.
MDW
-
YLW
14h 12m
2 stops
Multiple Airlines Logo
8:15 p.m. - 10:15 a.m.
YLW
-
MDW
12h 00m
2 stops
C$ 1,106Multiple Airlines
Mon, 20 Apr - Mon, 27 Apr
Multiple Airlines Logo
6:38 p.m. - 11:03 a.m.
MDW
-
YLW
18h 25m
2 stops
Multiple Airlines Logo
11:45 a.m. - 8:47 a.m.
YLW
-
MDW
19h 02m
2 stops
C$ 1,121Multiple Airlines
Wed, 29 Apr - Mon, 4 May
Multiple Airlines Logo
1:22 p.m. - 8:20 p.m.
MDW
-
YLW
32h 58m
3 stops
Multiple Airlines Logo
12:40 p.m. - 9:40 a.m.
YLW
-
MDW
19h 00m
2 stops
C$ 1,124Multiple Airlines
Thu, 21 May - Sun, 24 May
Delta Logo
1:24 p.m. - 11:50 p.m.
MDW
-
YLW
12h 26m
2 stops
Delta Logo
6:05 a.m. - 5:58 p.m.
YLW
-
MDW
9h 53m
2 stops
C$ 1,129Delta
Thu, 30 Apr - Mon, 4 May
Multiple Airlines Logo
9:22 a.m. - 10:47 a.m.
MDW
-
YLW
27h 25m
2 stops
Multiple Airlines Logo
12:40 p.m. - 9:40 a.m.
YLW
-
MDW
19h 00m
2 stops
C$ 1,190Multiple Airlines
Thu, 21 May - Sun, 24 May

Delta flights from Chicago Midway Airport to Kelowna

Our best Delta deals on Chicago Midway Airport to Kelowna flight tickets
Delta
30 Apr
MDW1:24 p.m.Chicago Midway
10h 41m
2 stops
YLW10:05 p.m.Kelowna
4 May
YLW6:05 a.m.Kelowna
9h 53m
2 stops
MDW5:58 p.m.Chicago Midway
C$ 722
Delta
29 Jun
MDW1:00 p.m.Chicago Midway
12h 50m
2 stops
YLW11:50 p.m.Kelowna
3 Jul
YLW6:05 a.m.Kelowna
10h 26m
2 stops
MDW6:31 p.m.Chicago Midway
C$ 1,054
Delta
30 Apr
MDW1:24 p.m.Chicago Midway
12h 26m
2 stops
YLW11:50 p.m.Kelowna
4 May
YLW6:05 a.m.Kelowna
9h 53m
2 stops
MDW5:58 p.m.Chicago Midway
C$ 1,129

WestJet flights from Chicago Midway Airport to Kelowna

Our best WestJet deals on Chicago Midway Airport to Kelowna flight tickets
WestJet
20 Apr
MDW6:38 p.m.Chicago Midway
19h 24m
3 stops
YLW12:02 p.m.Kelowna
27 Apr
YLW7:50 p.m.Kelowna
14h 53m
3 stops
MDW12:43 p.m.Chicago Midway
C$ 1,221
WestJet
29 Jun
MDW5:59 p.m.Chicago Midway
27h 01m
3 stops
YLW7:00 p.m.Kelowna
3 Jul
YLW3:10 p.m.Kelowna
25h 21m
3 stops
MDW6:31 p.m.Chicago Midway
C$ 1,398
WestJet
5 May
MDW9:27 a.m.Chicago Midway
16h 23m
2 stops
YLW11:50 p.m.Kelowna
9 May
YLW6:35 p.m.Kelowna
21h 21m
2 stops
MDW5:56 p.m.Chicago Midway
C$ 1,675

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 96,600 searches. Data last updated 24 March 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 30/4

1:24 p.m.-10:05 p.m.

2 stops10h 41m

Kelowna

Mon 4/5

6:05 a.m.-5:58 p.m.

2 stops9h 53m

C$ 722

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 20/4

11:00 a.m.-11:03 a.m.

1 stop26h 03m

Kelowna

Mon 27/4

12:00 p.m.-10:15 a.m.

1 stop20h 15m

C$ 744

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 20/4

7:30 a.m.-11:03 a.m.

2 stops29h 33m

Kelowna

Mon 27/4

12:00 p.m.-10:15 a.m.

1 stop20h 15m

C$ 759

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 29/4

11:00 a.m.-11:50 p.m.

3 stops14h 50m

Kelowna

Mon 4/5

12:05 p.m.-9:45 a.m.

3 stops19h 40m

C$ 1,000

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 29/6

1:00 p.m.-11:50 p.m.

2 stops12h 50m

Kelowna

Fri 3/7

6:05 a.m.-6:31 p.m.

2 stops10h 26m

C$ 1,054

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 20/4

11:00 a.m.-11:12 p.m.

2 stops14h 12m

Kelowna

Mon 27/4

8:15 p.m.-10:15 a.m.

2 stops12h 00m

C$ 1,106

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 29/4

6:38 p.m.-11:03 a.m.

2 stops18h 25m

Kelowna

Mon 4/5

11:45 a.m.-8:47 a.m.

2 stops19h 02m

C$ 1,121

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 21/5

1:22 p.m.-8:20 p.m.

3 stops32h 58m

Kelowna

Sun 24/5

12:40 p.m.-9:40 a.m.

2 stops19h 00m

C$ 1,124

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 30/4

1:24 p.m.-11:50 p.m.

2 stops12h 26m

Kelowna

Mon 4/5

6:05 a.m.-5:58 p.m.

2 stops9h 53m

C$ 1,129

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 21/5

9:22 a.m.-10:47 a.m.

2 stops27h 25m

Kelowna

Sun 24/5

12:40 p.m.-9:40 a.m.

2 stops19h 00m

C$ 1,190

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Kelowna from

How to get the cheapest flight ticket from Chicago Midway Airport to Kelowna

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Kelowna?

Delta and Porter Airlines are the most popular carriers operating from Chicago Midway to Kelowna

When to book flights from Chicago Midway Airport to Kelowna

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Kelowna according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Kelowna (MDW to YLW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Kelowna

Fastest flight time

10h 41m

Direct flights

None
The fastest flight from Chicago Midway Airport to Kelowna takes 10h 41m
There are no direct flights from Chicago Midway Airport to Kelowna. There are no popular flight routes from Chicago Midway Airport to Kelowna.
Search flight deals

  • How far is Chicago Midway to Kelowna by plane?

    A flight from Chicago Midway to Kelowna will travel around 2593.3 km. In terms of flight time, this usually takes a little over 10h 41m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Kelowna Airport?

    Prices for flights from Chicago Midway Airport to Kelowna Airport were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to Kelowna Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Kelowna Airport.

  • What documentation or ID do you need to fly to Kelowna Airport?

    The travel and health documents you'll need for your trip to Kelowna Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Kelowna Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Kelowna?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Kelowna?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Kelowna for you.

Can I find flights from Chicago to Kelowna with flexible booking policies on momondo?

Flights from Chicago to Kelowna with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Kelowna?

momondo provides multiple filters to help you find the best flight to Kelowna from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Kelowna right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Kelowna from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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