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Cheap flights from Chicago to Kelowna from $126

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.
Multiple Airlines Logo
5:30 pm - 11:50 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 20m1 stop Calgary
Multiple Airlines Logo
5:50 am - 2:37 pmYLW  Kelowna-ORD Chicago O'Hare Intl
6h 47m1 stop Vancouver Intl
$290Multiple Airlines
Sun, Oct 18 - Tue, Oct 27
Multiple Airlines Logo
5:30 pm - 10:05 pmORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
Multiple Airlines Logo
8:20 pm - 9:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
11h 03m2 stops Vancouver Intl Toronto Pearson Intl
$298Multiple Airlines
Sun, Oct 18 - Tue, Oct 27
Air Canada Logo
8:45 am - 6:55 pmORD  Chicago O'Hare Intl-YLW Kelowna
12h 10m2 stops Montreal Pierre Elliott Trudeau Intl Calgary
Air Canada Logo
8:30 pm - 1:23 pmYLW  Kelowna-ORD Chicago O'Hare Intl
14h 53m2 stops Vancouver Intl Toronto Pearson Intl
$302Air Canada
Tue, Oct 6 - Tue, Oct 13
Multiple Airlines Logo
5:30 pm - 11:50 pmORD  Chicago O'Hare Intl-YLW Kelowna
8h 20m1 stop Calgary
Multiple Airlines Logo
8:30 pm - 1:23 pmYLW  Kelowna-ORD Chicago O'Hare Intl
14h 53m2 stops Vancouver Intl Toronto Pearson Intl
$308Multiple Airlines
Tue, Oct 6 - Tue, Oct 13
Multiple Airlines Logo
5:30 pm - 10:05 pmORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
Multiple Airlines Logo
8:20 pm - 9:23 amYLW  Kelowna-ORD Chicago O'Hare Intl
11h 03m2 stops Vancouver Intl Toronto Pearson Intl
$310Multiple Airlines
Sun, Oct 18 - Tue, Oct 27
Air Canada Logo
8:45 am - 6:55 pmORD  Chicago O'Hare Intl-YLW Kelowna
12h 10m2 stops Montreal Pierre Elliott Trudeau Intl Calgary
Air Canada Logo
7:25 pm - 9:00 amYLW  Kelowna-ORD Chicago O'Hare Intl
11h 35m2 stops Vancouver Intl Toronto Pearson Intl
$319Air Canada
Wed, Oct 7 - Wed, Oct 14
WestJet Logo
5:30 pm - 10:05 pmORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
WestJet Logo
12:05 pm - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
26h 35m1 stop Calgary
$325WestJet
Thu, Oct 1 - Mon, Oct 5
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
$326Air Canada
Thu, Oct 8 - Tue, Oct 13
WestJet Logo
5:30 pm - 10:05 pmORD  Chicago O'Hare Intl-YLW Kelowna
6h 35m1 stop Calgary
WestJet Logo
6:35 pm - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
20h 05m2 stops Vancouver Intl Calgary
$360WestJet
Thu, Oct 1 - Mon, Oct 5
WestJet Logo
5:30 pm - 9:45 amORD  Chicago O'Hare Intl-YLW Kelowna
18h 15m2 stops Calgary Vancouver Intl
WestJet Logo
6:35 pm - 4:40 pmYLW  Kelowna-ORD Chicago O'Hare Intl
20h 05m2 stops Vancouver Intl Calgary
$378WestJet
Thu, Oct 1 - Mon, Oct 5

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Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
Oct 6
ORD8:45 amChicago O'Hare Intl
12h 10m
2 stops
YLW6:55 pmKelowna
Oct 13
YLW8:30 pmKelowna
14h 53m
2 stops
ORD1:23 pmChicago O'Hare Intl
$302
Air Canada
Oct 7
ORD8:45 amChicago O'Hare Intl
12h 10m
2 stops
YLW6:55 pmKelowna
Oct 14
YLW7:25 pmKelowna
11h 35m
2 stops
ORD9:00 amChicago O'Hare Intl
$319
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

Porter Airlines flights from Chicago to Kelowna

Our best Porter Airlines deals on Chicago to Kelowna flight tickets
Porter Airlines
Oct 8
MDW11:45 amChicago Midway
12h 04m
1 stop
YLW9:49 pmKelowna
Oct 13
YLW11:40 amKelowna
21h 20m
1 stop
MDW11:00 amChicago Midway
$743
Porter Airlines
Sep 26
MDW11:45 amChicago Midway
26h 10m
2 stops
YLW11:55 amKelowna
Sep 29
YLW12:50 pmKelowna
20h 10m
2 stops
MDW11:00 amChicago Midway
$961
Porter Airlines
Sep 26
MDW11:45 amChicago Midway
26h 10m
2 stops
YLW11:55 amKelowna
Sep 29
YLW12:50 pmKelowna
20h 10m
2 stops
MDW11:00 amChicago Midway
$976

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
Quickest round-trip

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 10/18

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Tue 10/27

5:50 am-2:37 pm

1 stop6h 47m

$290

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 10/18

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Tue 10/27

8:20 pm-9:23 am

2 stops11h 03m

$298

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Tue 10/6

8:45 am-6:55 pm

2 stops12h 10m

Kelowna

Tue 10/13

8:30 pm-1:23 pm

2 stops14h 53m

$302

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Tue 10/6

5:30 pm-11:50 pm

1 stop8h 20m

Kelowna

Tue 10/13

8:30 pm-1:23 pm

2 stops14h 53m

$308

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 10/18

5:30 pm-10:05 pm

1 stop6h 35m

Kelowna

Tue 10/27

8:20 pm-9:23 am

2 stops11h 03m

$310

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Wed 10/7

8:45 am-6:55 pm

2 stops12h 10m

Kelowna

Wed 10/14

7:25 pm-9:00 am

2 stops11h 35m

$319

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

12:05 pm-4:40 pm

1 stop26h 35m

$325

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 10/8

3:40 pm-11:27 pm

1 stop9h 47m

Kelowna

Tue 10/13

10:50 pm-9:00 am

1 stop8h 10m

$326

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

6:35 pm-4:40 pm

2 stops20h 05m

$360

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 10/1

5:30 pm-9:45 am

2 stops18h 15m

Kelowna

Mon 10/5

6:35 pm-4:40 pm

2 stops20h 05m

$378

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

$126

Fastest flight time

8h 20m

Direct flights

None
The best one-way flight to Kelowna from Chicago in the past 72 hours is $126. The best round-trip flight deal from Chicago to Kelowna found on momondo in the last 72 hours is $290.
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
11,531 reviews
Search Air Canada flights
WestJetPriceFrom $178Free CancellationRating
7.2
3,438 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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