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Cheap flights from Chicago to Kelowna from $171

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Kelowna

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Air Canada Logo
5:50 am - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 47m1 stop Vancouver Intl
$328Air Canada
Tue, Oct 20 - Tue, Oct 27
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Air Canada Logo
8:20 pm - 9:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
11h 03m2 stops Vancouver Intl Toronto Pearson Intl
$341Air Canada
Tue, Oct 20 - Tue, Oct 27
Alaska Airlines Logo
7:00 am - 12:57 pmORD  Chicago O'Hare Intl-YLW Kelowna
7h 57m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
1:47 pm - 5:40 amYLW  Kelowna-ORD Chicago O'Hare Intl
13h 53m1 stop Seattle/Tacoma Intl
$344Alaska Airlines
Tue, Oct 20 - Tue, Oct 27
Air Canada Logo
3:40 pm - 10:47 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 07m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
5:25 am - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 18m1 stop Vancouver Intl
$368Air Canada
Sat, Oct 17 - Sat, Oct 24
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Air Canada Logo
5:50 am - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 47m1 stop Vancouver Intl
$369Air Canada
Tue, Oct 20 - Tue, Oct 27
Air Canada Logo
8:40 pm - 1:15 pmORD  Chicago O'Hare Intl-YLW Kelowna
18h 35m1 stop Toronto Pearson Intl
Air Canada Logo
9:20 pm - 8:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
10h 03m2 stops Vancouver Intl Toronto Pearson Intl
$370Air Canada
Sat, Oct 31 - Tue, Nov 3
Air Canada Logo
8:40 pm - 1:15 pmORD  Chicago O'Hare Intl-YLW Kelowna
18h 35m1 stop Toronto Pearson Intl
Air Canada Logo
9:20 pm - 1:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
15h 17m1 stop Vancouver Intl
$375Air Canada
Sat, Oct 31 - Tue, Nov 3
Air Canada Logo
3:30 pm - 11:28 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 58m1 stop Vancouver Intl
Air Canada Logo
9:20 pm - 1:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
15h 17m1 stop Vancouver Intl
$384Air Canada
Tue, Nov 3 - Tue, Nov 10
Air Canada Logo
3:35 pm - 11:28 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 53m1 stop Vancouver Intl
Air Canada Logo
5:50 am - 1:32 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 42m1 stop Vancouver Intl
$384Air Canada
Thu, Jan 21 - Wed, Jan 27
Alaska Airlines Logo
3:19 pm - 11:34 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 15m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:28 pm - 10:59 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 31m1 stop Seattle/Tacoma Intl
$402Alaska Airlines
Fri, Jan 22 - Sat, Jan 30

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Alaska Airlines flights from Chicago to Kelowna

Our best Alaska Airlines deals on Chicago to Kelowna flight tickets
Alaska Airlines
Oct 20
ORD7:00 amChicago O'Hare Intl
7h 57m
1 stop
YLW12:57 pmKelowna
Oct 27
YLW1:47 pmKelowna
13h 53m
1 stop
ORD5:40 amChicago O'Hare Intl
$344
Alaska Airlines
Jan 22
ORD3:19 pmChicago O'Hare Intl
9h 15m
1 stop
YLW11:34 pmKelowna
Jan 30
YLW2:28 pmKelowna
7h 31m
1 stop
ORD10:59 pmChicago O'Hare Intl
$402
Alaska Airlines
Jan 22
ORD8:00 amChicago O'Hare Intl
16h 34m
1 stop
YLW11:34 pmKelowna
Jan 30
YLW1:28 pmKelowna
21h 45m
2 stops
ORD12:13 pmChicago O'Hare Intl
$418

United Airlines flights from Chicago to Kelowna

Our best United Airlines deals on Chicago to Kelowna flight tickets
United Airlines
Oct 17
ORD7:44 amChicago O'Hare Intl
14h 13m
2 stops
YLW7:57 pmKelowna
Oct 24
YLW5:25 amKelowna
7h 18m
1 stop
ORD2:43 pmChicago O'Hare Intl
$461
United Airlines
Oct 17
ORD5:00 amChicago O'Hare Intl
9h 17m
2 stops
YLW12:17 pmKelowna
Oct 24
YLW6:05 pmKelowna
11h 08m
2 stops
ORD7:13 amChicago O'Hare Intl
$476
United Airlines
Oct 31
ORD12:42 pmChicago O'Hare Intl
22h 26m
2 stops
YLW9:08 amKelowna
Nov 3
YLW12:05 pmKelowna
8h 41m
2 stops
ORD9:46 pmChicago O'Hare Intl
$480

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Kelowna that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Tue 10/20

3:40 pm-11:27 pm

1 stop9h 47m

Kelowna

Tue 10/27

5:50 am-2:37 pm

1 stop6h 47m

$328

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Tue 10/20

3:40 pm-11:27 pm

1 stop9h 47m

Kelowna

Tue 10/27

8:20 pm-9:23 am

2 stops11h 03m

$341

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Tue 10/20

7:00 am-12:57 pm

1 stop7h 57m

Kelowna

Tue 10/27

1:47 pm-5:40 am

1 stop13h 53m

$344

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sat 10/17

3:40 pm-10:47 pm

1 stop9h 07m

Kelowna

Sat 10/24

5:25 am-2:43 pm

1 stop7h 18m

$368

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Tue 10/20

3:40 pm-11:27 pm

1 stop9h 47m

Kelowna

Tue 10/27

5:50 am-2:37 pm

1 stop6h 47m

$369

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sat 10/31

8:40 pm-1:15 pm

1 stop18h 35m

Kelowna

Tue 11/3

9:20 pm-8:23 am

2 stops10h 03m

$370

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sat 10/31

8:40 pm-1:15 pm

1 stop18h 35m

Kelowna

Tue 11/3

9:20 pm-1:37 pm

1 stop15h 17m

$375

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Tue 11/3

3:30 pm-11:28 pm

1 stop8h 58m

Kelowna

Tue 11/10

9:20 pm-1:37 pm

1 stop15h 17m

$384
Quickest round-trip

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 1/21

3:35 pm-11:28 pm

1 stop8h 53m

Kelowna

Wed 1/27

5:50 am-1:32 pm

1 stop6h 42m

$384

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Fri 1/22

3:19 pm-11:34 pm

1 stop9h 15m

Kelowna

Sat 1/30

2:28 pm-10:59 pm

1 stop7h 31m

$402

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 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 month to fly to Kelowna?

The cheapest month to fly to Kelowna from Chicago is in November. Flight prices, which tend to average around $0, are often lower during this time because this is during the off-season. If you don’t want to visit Kelowna in November, then you should wait until April to fly from Chicago, when ticket prices are also cheap, with an average price of $0.

When to book flights from Chicago to Kelowna

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

Cheap Chicago to Kelowna (CHI to YLW) flight deals and tips

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

Best Price Found

$171

Fastest flight time

7h 47m

Direct flights

None
The best one-way flight to Kelowna from Chicago in the past 72 hours is $171. The best round-trip flight deal from Chicago to Kelowna found on momondo in the last 72 hours is $328.
The fastest flight from Chicago to Kelowna takes 7h 47m
There are no direct flights from Chicago to Kelowna. There are no popular flight routes from Chicago to Kelowna.
Search flight deals

Frequently asked questions about flying from Chicago to Kelowna

  • How far is Chicago to Kelowna by plane?

    A flight from Chicago to Kelowna will travel around 1613.5 mi. Typically, this will take 7h 47m by plane in normal conditions.

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

    Prices for flights from Chicago to Kelowna Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Kelowna Airport?

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Kelowna Airport.

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

    The necessary travel and health documents for your Kelowna Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago to Kelowna?

Best airlines flying from Chicago to Kelowna

Compare and see reviews for airlines that fly from Chicago to Kelowna with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $140Free CancellationRating
7.1
11,662 reviews
Search Air Canada flights
WestJetPriceFrom $178Free CancellationRating
7.2
3,446 reviews
Search WestJet flights

Traveling to a place near Kelowna?

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

Why use momondo?

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

Finding the right flight to Kelowna from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Kelowna quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Kelowna from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

momondo helps you find the best flight between Chicago and Kelowna by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Kelowna, momondo offers a useful price alert feature which will track prices for flights to Kelowna from Chicago and alert you when they change.

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