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Cheap flights from Chicago to Kelowna from $137

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.
WestJet Logo
5:30 pm - 11:50 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 20m1 stop Calgary
WestJet Logo
7:50 am - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 50m1 stop Calgary
$280WestJet
Sun, Oct 11 - Sun, Oct 18
WestJet Logo
5:30 pm - 10:05 pmORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
WestJet Logo
7:50 am - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 50m1 stop Calgary
$281WestJet
Thu, Oct 1 - Mon, Oct 5
WestJet Logo
5:30 pm - 10:05 pmORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
WestJet Logo
7:50 am - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 50m1 stop Calgary
$306WestJet
Thu, Oct 15 - Thu, Oct 22
WestJet Logo
5:30 pm - 10:05 pmORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
WestJet Logo
7:50 am - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 50m1 stop Calgary
$310WestJet
Mon, Oct 12 - Mon, Oct 19
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
$317Air Canada
Sat, Sep 26 - Sat, Oct 3
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
10:50 pm - 9:00 amYLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
$325Air Canada
Sat, Sep 19 - Fri, Sep 25
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
$326Air Canada
Thu, Nov 26 - Mon, Nov 30
Multiple Airlines Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Multiple Airlines Logo
6:05 am - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
8h 35m1 stop Calgary
$331Multiple Airlines
Sun, Oct 11 - Sun, Oct 18
Multiple Airlines Logo
11:05 am - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
14h 22m2 stops Montreal Pierre Elliott Trudeau Intl Vancouver Intl
Multiple Airlines Logo
7:50 am - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 50m1 stop Calgary
$331Multiple Airlines
Sun, Oct 11 - Sun, Oct 18
Multiple Airlines Logo
5:30 pm - 10:05 pmORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
Multiple Airlines Logo
3:07 pm - 11:59 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 52m1 stop Seattle/Tacoma Intl
$370Multiple Airlines
Sun, Sep 20 - Fri, Sep 25

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Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
Sep 26
ORD3:40 pmChicago O'Hare Intl
9h 07m
1 stop
YLW10:47 pmKelowna
Oct 3
YLW5:25 amKelowna
7h 18m
1 stop
ORD2:43 pmChicago O'Hare Intl
$317
Air Canada
Sep 19
ORD3:40 pmChicago O'Hare Intl
9h 07m
1 stop
YLW10:47 pmKelowna
Sep 25
YLW10:50 pmKelowna
8h 10m
1 stop
ORD9:00 amChicago O'Hare Intl
$325
Air Canada
Oct 8
ORD3:40 pmChicago O'Hare Intl
9h 47m
1 stop
YLW11:27 pmKelowna
Oct 13
YLW10:50 pmKelowna
8h 10m
1 stop
ORD9:00 amChicago O'Hare Intl
$326

Alaska Airlines flights from Chicago to Kelowna

Our best Alaska Airlines deals on Chicago to Kelowna flight tickets
Alaska Airlines
Sep 19
ORD7:00 pmChicago O'Hare Intl
21h 17m
1 stop
YLW2:17 pmKelowna
Sep 25
YLW3:07 pmKelowna
6h 52m
1 stop
ORD11:59 pmChicago O'Hare Intl
$420
Alaska Airlines
Sep 19
ORD7:00 pmChicago O'Hare Intl
21h 17m
1 stop
YLW2:17 pmKelowna
Sep 25
YLW3:07 pmKelowna
20h 19m
2 stops
ORD1:26 pmChicago O'Hare Intl
$429

momondo Fare Finder

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

Fly from

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Route

Depart

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Price

Cheapest round-trip

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 10/11

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Sun 10/18

7:50 am-4:40 pm

1 stop6h 50m

$280
Quickest round-trip

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 10/1

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Mon 10/5

7:50 am-4:40 pm

1 stop6h 50m

$281

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 10/15

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Thu 10/22

7:50 am-4:40 pm

1 stop6h 50m

$306

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Mon 10/12

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Mon 10/19

7:50 am-4:40 pm

1 stop6h 50m

$310

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sat 9/26

3:40 pm-10:47 pm

1 stop9h 07m

Kelowna

Sat 10/3

5:25 am-2:43 pm

1 stop7h 18m

$317

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sat 9/19

3:40 pm-10:47 pm

1 stop9h 07m

Kelowna

Fri 9/25

10:50 pm-9:00 am

1 stop8h 10m

$325

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 11/26

3:30 pm-11:28 pm

1 stop8h 58m

Kelowna

Mon 11/30

9:20 pm-1:37 pm

1 stop15h 17m

$326

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 10/11

3:40 pm-11:27 pm

1 stop9h 47m

Kelowna

Sun 10/18

6:05 am-4:40 pm

1 stop8h 35m

$331

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 10/11

11:05 am-11:27 pm

2 stops14h 22m

Kelowna

Sun 10/18

7:50 am-4:40 pm

1 stop6h 50m

$331

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 9/20

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Fri 9/25

3:07 pm-11:59 pm

1 stop6h 52m

$370

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

$137

Fastest flight time

6h 35m

Direct flights

None
The best one-way flight to Kelowna from Chicago in the past 72 hours is $137. The best round-trip flight deal from Chicago to Kelowna found on momondo in the last 72 hours is $280.
The fastest flight from Chicago to Kelowna takes 6h 35m
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 6h 35m 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.

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
11,566 reviews
Search Air Canada flights
WestJetPriceFrom $178Free CancellationRating
7.2
3,444 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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