Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Kelowna from $177

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 9/1. 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 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$351WestJet
Thu, Oct 1 - Mon, Oct 5
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
$354WestJet
Thu, Oct 1 - Mon, Oct 5
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
6:30 pm - 4:40 pm
YLW
-
ORD
20h 10m
1 stop
$358WestJet
Thu, Oct 15 - Wed, Oct 21
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
6:05 am - 4:40 pm
YLW
-
ORD
8h 35m
1 stop
$374WestJet
Thu, Sep 24 - Mon, Sep 28
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
6:05 am - 4:40 pm
YLW
-
ORD
8h 35m
1 stop
$377WestJet
Tue, Sep 8 - Tue, Sep 15
Air Canada Logo
11:05 am - 11:27 pm
ORD
-
YLW
14h 22m
2 stops
Air Canada Logo
7:25 pm - 9:00 am
YLW
-
ORD
11h 35m
2 stops
$421Air Canada
Tue, Sep 8 - Tue, Sep 15
Air Canada Logo
3:45 pm - 9:57 pm
ORD
-
YLW
8h 12m
1 stop
Air Canada Logo
10:50 pm - 9:00 am
YLW
-
ORD
8h 10m
1 stop
$434Air Canada
Wed, Sep 9 - Wed, Sep 16
Air Canada Logo
3:40 pm - 11:27 pm
ORD
-
YLW
9h 47m
1 stop
Air Canada Logo
10:50 pm - 9:00 am
YLW
-
ORD
8h 10m
1 stop
$449Air Canada
Wed, Sep 9 - Wed, Sep 16
Air Canada Logo
11:05 am - 11:27 pm
ORD
-
YLW
14h 22m
2 stops
Air Canada Logo
7:25 pm - 9:00 am
YLW
-
ORD
11h 35m
2 stops
$453Air Canada
Tue, Sep 8 - Tue, Sep 15
Alaska Airlines Logo
2:14 pm - 12:57 pm
ORD
-
YLW
24h 43m
2 stops
Alaska Airlines Logo
1:47 pm - 2:11 pm
YLW
-
ORD
22h 24m
2 stops
$581Alaska Airlines
Wed, Oct 28 - Sat, Oct 31

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Chicago to Kelowna

Our best Delta deals on Chicago to Kelowna flight tickets
Delta
Oct 28
MDW12:27 pmChicago Midway
12h 43m
2 stops
YLW11:10 pmKelowna
Oct 31
YLW7:55 pmKelowna
13h 52m
2 stops
MDW11:47 amChicago Midway
$886
Delta
Sep 24
MDW2:00 pmChicago Midway
11h 30m
2 stops
YLW11:30 pmKelowna
Sep 28
YLW8:15 pmKelowna
13h 39m
2 stops
MDW11:54 amChicago Midway
$1,088
Delta
Sep 8
MDW9:59 amChicago Midway
11h 01m
2 stops
YLW7:00 pmKelowna
Sep 15
YLW6:05 amKelowna
10h 28m
2 stops
MDW6:33 pmChicago Midway
$1,285

WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets
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
$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
$354
WestJet
Oct 15
ORD5:30 pmChicago O'Hare Intl
8h 20m
1 stop
YLW11:50 pmKelowna
Oct 21
YLW6:30 pmKelowna
20h 10m
1 stop
ORD4:40 pmChicago O'Hare Intl
$358

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 July 28, 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 - YLW

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

$351

ChicagoKelowna

ORD - YLW

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

$354

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 10/15

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Wed 10/21

6:30 pm-4:40 pm

1 stop20h 10m

$358

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 9/24

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Mon 9/28

6:05 am-4:40 pm

1 stop8h 35m

$374

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 9/8

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Tue 9/15

6:05 am-4:40 pm

1 stop8h 35m

$377

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 9/8

11:05 am-11:27 pm

2 stops14h 22m

Kelowna

Tue 9/15

7:25 pm-9:00 am

2 stops11h 35m

$421

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 9/9

3:45 pm-9:57 pm

1 stop8h 12m

Kelowna

Wed 9/16

10:50 pm-9:00 am

1 stop8h 10m

$434

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 9/9

3:40 pm-11:27 pm

1 stop9h 47m

Kelowna

Wed 9/16

10:50 pm-9:00 am

1 stop8h 10m

$449

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 9/8

11:05 am-11:27 pm

2 stops14h 22m

Kelowna

Tue 9/15

7:25 pm-9:00 am

2 stops11h 35m

$453

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Wed 10/28

2:14 pm-12:57 pm

2 stops24h 43m

Kelowna

Sat 10/31

1:47 pm-2:11 pm

2 stops22h 24m

$581

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

6h 35m

Direct flights

None
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
11,399 reviews
Search Air Canada flights
Alaska AirlinesPriceFrom $342Free CancellationRating
7.9
12,723 reviews
Search Alaska Airlines 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.

An easier way to manage your Kelowna trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 8/27
Thu 9/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada