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Cheap flights from Chicago to Kelowna from $170

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 to Kelowna departing on 10/1. 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

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
$344WestJet
Sun, Sep 13 - Sun, Sep 20
WestJet Logo
5:30 pm - 11:50 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 20m1 stop Calgary
WestJet Logo
8:15 pm - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
18h 25m1 stop Calgary
$351WestJet
Thu, Sep 24 - Mon, Sep 28
WestJet Logo
5:30 pm - 11:50 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 20m1 stop Calgary
WestJet Logo
6:30 pm - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
20h 10m1 stop Calgary
$351WestJet
Thu, Sep 24 - Mon, Sep 28
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
$352WestJet
Thu, Oct 1 - Mon, Oct 5
Multiple Airlines Logo
5:30 pm - 11:50 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 20m1 stop Calgary
Multiple Airlines Logo
8:15 pm - 12:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
26h 08m2 stops Calgary Denver Intl
$409Multiple Airlines
Thu, Sep 17 - Thu, Sep 24
Multiple Airlines Logo
5:30 pm - 11:50 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 20m1 stop Calgary
Multiple Airlines Logo
8:15 pm - 12:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
26h 08m2 stops Calgary Denver Intl
$414Multiple Airlines
Sun, Sep 13 - Sun, Sep 20
Multiple Airlines Logo
5:30 pm - 11:50 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 20m1 stop Calgary
Multiple Airlines Logo
5:05 am - 12:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
17h 18m2 stops Calgary Denver Intl
$424Multiple Airlines
Thu, Sep 24 - Mon, Sep 28
Air Canada Logo
3:40 pm - 11:27 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 47m1 stop Vancouver Intl
Air Canada Logo
10:50 pm - 9:00 amYLW  Kelowna-ORD Chicago O'Hare Intl
8h 10m1 stop Toronto Pearson Intl
$445Air Canada
Thu, Sep 24 - Mon, Sep 28
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
$472Air Canada
Wed, Feb 3 - Wed, Feb 10
Air Canada Logo
3:40 pm - 11:12 pmORD  Chicago O'Hare Intl-YLW Kelowna
9h 32m1 stop Vancouver Intl
Air Canada Logo
5:25 am - 2:43 pmYLW  Kelowna-ORD Chicago O'Hare Intl
7h 18m1 stop Vancouver Intl
$522Air Canada
Sat, Oct 17 - Wed, Oct 21

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WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets
WestJet
Sep 13
ORD5:30 pmChicago O'Hare Intl
8h 20m
1 stop
YLW11:50 pmKelowna
Sep 20
YLW7:50 amKelowna
6h 50m
1 stop
ORD4:40 pmChicago O'Hare Intl
$344
WestJet
Sep 24
ORD5:30 pmChicago O'Hare Intl
8h 20m
1 stop
YLW11:50 pmKelowna
Sep 28
YLW6:30 pmKelowna
20h 10m
1 stop
ORD4:40 pmChicago O'Hare Intl
$351
WestJet
Oct 1
ORD5:30 pmChicago O'Hare Intl
8h 20m
1 stop
YLW11:50 pmKelowna
Oct 5
YLW7:50 amKelowna
6h 50m
1 stop
ORD4:40 pmChicago O'Hare Intl
$352

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
Sep 24
ORD3:40 pmChicago O'Hare Intl
9h 47m
1 stop
YLW11:27 pmKelowna
Sep 28
YLW10:50 pmKelowna
8h 10m
1 stop
ORD9:00 amChicago O'Hare Intl
$445
Air Canada
Oct 17
ORD3:40 pmChicago O'Hare Intl
9h 32m
1 stop
YLW11:12 pmKelowna
Oct 21
YLW5:25 amKelowna
7h 18m
1 stop
ORD2:43 pmChicago O'Hare Intl
$522
Air Canada
Sep 6
ORD8:49 amChicago O'Hare Intl
7h 25m
1 stop
YLW2:14 pmKelowna
Sep 13
YLW10:50 pmKelowna
9h 03m
1 stop
ORD9:53 amChicago O'Hare Intl
$528

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 832,500 searches. Data last updated August 10, 2026.
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
Quickest round-trip

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 9/13

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Sun 9/20

7:50 am-4:40 pm

1 stop6h 50m

$344

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 9/24

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Mon 9/28

8:15 pm-4:40 pm

1 stop18h 25m

$351

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 9/24

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Mon 9/28

6:30 pm-4:40 pm

1 stop20h 10m

$351

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 10/1

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Mon 10/5

7:50 am-4:40 pm

1 stop6h 50m

$352

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 9/17

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Thu 9/24

8:15 pm-12:23 am

2 stops26h 08m

$409

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 9/13

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Sun 9/20

8:15 pm-12:23 am

2 stops26h 08m

$414

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 9/24

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Mon 9/28

5:05 am-12:23 am

2 stops17h 18m

$424

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 9/24

3:40 pm-11:27 pm

1 stop9h 47m

Kelowna

Mon 9/28

10:50 pm-9:00 am

1 stop8h 10m

$445

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Wed 2/3

3:35 pm-11:28 pm

1 stop8h 53m

Kelowna

Wed 2/10

5:50 am-1:32 pm

1 stop6h 42m

$472

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sat 10/17

3:40 pm-11:12 pm

1 stop9h 32m

Kelowna

Wed 10/21

5:25 am-2:43 pm

1 stop7h 18m

$522

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

Fastest flight time

8h 20m

Direct flights

None
The fastest flight from Chicago to Kelowna takes 8h 20m
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 8h 20m 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
11,460 reviews
Search Air Canada flights
WestJetPriceFrom $178Free CancellationRating
7.2
3,430 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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