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Cheap flights from Chicago Midway Airport to Kelowna from C$ 349

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 15/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Multiple Airlines Logo
11:00 a.m. - 11:12 p.m.
MDW
-
YLW
14h 12m
2 stops
Multiple Airlines Logo
12:55 p.m. - 10:05 a.m.
YLW
-
MDW
19h 10m
3 stops
C$ 1,044Multiple Airlines
Wed, 11 Mar - Sun, 15 Mar
Multiple Airlines Logo
11:00 a.m. - 11:12 p.m.
MDW
-
YLW
14h 12m
2 stops
Multiple Airlines Logo
12:55 p.m. - 10:05 a.m.
YLW
-
MDW
19h 10m
2 stops
C$ 1,059Multiple Airlines
Wed, 11 Mar - Mon, 16 Mar
Multiple Airlines Logo
6:34 p.m. - 11:03 a.m.
MDW
-
YLW
18h 29m
2 stops
Multiple Airlines Logo
12:00 p.m. - 10:05 a.m.
YLW
-
MDW
20h 05m
1 stop
C$ 1,073Multiple Airlines
Wed, 11 Mar - Sun, 15 Mar
Multiple Airlines Logo
11:00 a.m. - 8:05 a.m.
MDW
-
YLW
23h 05m
3 stops
Multiple Airlines Logo
12:55 p.m. - 10:05 a.m.
YLW
-
MDW
19h 10m
2 stops
C$ 1,166Multiple Airlines
Wed, 11 Mar - Mon, 16 Mar
Multiple Airlines Logo
11:00 a.m. - 8:05 a.m.
MDW
-
YLW
23h 05m
3 stops
Multiple Airlines Logo
12:55 p.m. - 10:05 a.m.
YLW
-
MDW
19h 10m
3 stops
C$ 1,320Multiple Airlines
Wed, 11 Mar - Mon, 16 Mar
WestJet Logo
9:30 a.m. - 6:32 p.m.
MDW
-
YLW
11h 02m
2 stops
WestJet Logo
7:55 p.m. - 9:56 a.m.
YLW
-
MDW
12h 01m
2 stops
C$ 1,323WestJet
Thu, 12 Mar - Tue, 17 Mar
WestJet Logo
7:20 p.m. - 6:01 p.m.
MDW
-
YLW
24h 41m
2 stops
WestJet Logo
4:00 p.m. - 6:40 p.m.
YLW
-
MDW
24h 40m
2 stops
C$ 1,341WestJet
Thu, 26 Feb - Sun, 1 Mar
WestJet Logo
1:49 p.m. - 11:53 p.m.
MDW
-
YLW
12h 04m
2 stops
WestJet Logo
7:35 p.m. - 9:54 a.m.
YLW
-
MDW
12h 19m
2 stops
C$ 1,346WestJet
Thu, 26 Feb - Sun, 1 Mar
WestJet Logo
9:50 a.m. - 8:00 a.m.
MDW
-
YLW
48h 10m
2 stops
WestJet Logo
10:10 a.m. - 6:40 p.m.
YLW
-
MDW
30h 30m
2 stops
C$ 1,433WestJet
Mon, 2 Mar - Wed, 4 Mar
WestJet Logo
9:50 a.m. - 8:00 a.m.
MDW
-
YLW
48h 10m
2 stops
WestJet Logo
10:10 a.m. - 1:05 p.m.
YLW
-
MDW
48h 55m
2 stops
C$ 1,448WestJet
Mon, 2 Mar - Wed, 4 Mar

WestJet flights from Chicago Midway Airport to Kelowna

Our best WestJet deals on Chicago Midway Airport to Kelowna flight tickets
WestJet
12 Mar
MDW9:30 a.m.Chicago Midway
11h 02m
2 stops
YLW6:32 p.m.Kelowna
17 Mar
YLW7:55 p.m.Kelowna
12h 01m
2 stops
MDW9:56 a.m.Chicago Midway
C$ 1,323
WestJet
26 Feb
MDW7:20 p.m.Chicago Midway
24h 41m
2 stops
YLW6:01 p.m.Kelowna
1 Mar
YLW4:00 p.m.Kelowna
24h 40m
2 stops
MDW6:40 p.m.Chicago Midway
C$ 1,341
WestJet
26 Feb
MDW1:49 p.m.Chicago Midway
12h 04m
2 stops
YLW11:53 p.m.Kelowna
1 Mar
YLW7:35 p.m.Kelowna
12h 19m
2 stops
MDW9:54 a.m.Chicago Midway
C$ 1,346

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 6 February 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

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 11/3

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

2 stops14h 12m

Kelowna

Sun 15/3

12:55 p.m.-10:05 a.m.

3 stops19h 10m

C$ 1,044

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 11/3

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

2 stops14h 12m

Kelowna

Mon 16/3

12:55 p.m.-10:05 a.m.

2 stops19h 10m

C$ 1,059

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 11/3

6:34 p.m.-11:03 a.m.

2 stops18h 29m

Kelowna

Sun 15/3

12:00 p.m.-10:05 a.m.

1 stop20h 05m

C$ 1,073

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 11/3

11:00 a.m.-8:05 a.m.

3 stops23h 05m

Kelowna

Mon 16/3

12:55 p.m.-10:05 a.m.

2 stops19h 10m

C$ 1,166

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Wed 11/3

11:00 a.m.-8:05 a.m.

3 stops23h 05m

Kelowna

Mon 16/3

12:55 p.m.-10:05 a.m.

3 stops19h 10m

C$ 1,320

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 12/3

9:30 a.m.-6:32 p.m.

2 stops11h 02m

Kelowna

Tue 17/3

7:55 p.m.-9:56 a.m.

2 stops12h 01m

C$ 1,323

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 26/2

7:20 p.m.-6:01 p.m.

2 stops24h 41m

Kelowna

Sun 1/3

4:00 p.m.-6:40 p.m.

2 stops24h 40m

C$ 1,341

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 26/2

1:49 p.m.-11:53 p.m.

2 stops12h 04m

Kelowna

Sun 1/3

7:35 p.m.-9:54 a.m.

2 stops12h 19m

C$ 1,346

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 2/3

9:50 a.m.-8:00 a.m.

2 stops48h 10m

Kelowna

Wed 4/3

10:10 a.m.-6:40 p.m.

2 stops30h 30m

C$ 1,433

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 2/3

9:50 a.m.-8:00 a.m.

2 stops48h 10m

Kelowna

Wed 4/3

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

2 stops48h 55m

C$ 1,448

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?

WestJet is the most popular carrier 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

12h 04m

Direct flights

None
The fastest flight from Chicago Midway Airport to Kelowna takes 12h 04m
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 12h 04m.

  • 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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