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Cheap flights from Kelowna to Chicago from $123

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kelowna to Chicago 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
0 bags

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Find the cheapest flights from Kelowna to Chicago

Cheap round-trip flights

United Airlines Logo
12:00 pm - 8:05 amYLW-ORD
18h 05m1 stop
United Airlines Logo
12:53 pm - 10:58 pmORD-YLW
12h 05m2 stops
$364United Airlines
Find Deal
Sat, Dec 20 - Tue, Jan 6
United Airlines Logo
5:20 am - 11:00 pmYLW-ORD
15h 40m2 stops
United Airlines Logo
10:40 am - 10:58 pmORD-YLW
14h 18m2 stops
$441United Airlines
Find Deal
Sat, Dec 20 - Tue, Jan 6
United Airlines Logo
5:20 am - 11:00 pmYLW-ORD
15h 40m2 stops
United Airlines Logo
8:50 am - 8:09 pmORD-YLW
13h 19m2 stops
$481United Airlines
Find Deal
Sat, Dec 20 - Tue, Jan 6
United Airlines Logo
5:20 am - 11:00 pmYLW-ORD
15h 40m2 stops
United Airlines Logo
3:40 pm - 10:58 pmORD-YLW
9h 18m1 stop
$485United Airlines
Find Deal
Sat, Dec 20 - Tue, Jan 6
United Airlines Logo
12:00 pm - 8:05 amYLW-ORD
18h 05m1 stop
United Airlines Logo
3:40 pm - 10:58 pmORD-YLW
9h 18m1 stop
$504United Airlines
Find Deal
Sat, Dec 20 - Tue, Jan 6

United Airlines flights from Kelowna to Chicago O'Hare Intl Airport

Our best United Airlines deals on Kelowna to Chicago O'Hare Intl Airport flight tickets
United Airlines
Dec 20
YLW12:00 pmKelowna
18h 05m
1 stop
ORD8:05 amChicago O'Hare Intl
Jan 6
ORD12:53 pmChicago O'Hare Intl
12h 05m
2 stops
YLW10:58 pmKelowna
$364
Find similar
United Airlines
Dec 20
YLW5:20 amKelowna
15h 40m
2 stops
ORD11:00 pmChicago O'Hare Intl
Jan 6
ORD10:40 amChicago O'Hare Intl
14h 18m
2 stops
YLW10:58 pmKelowna
$441
Find similar
United Airlines
Dec 20
YLW5:20 amKelowna
15h 40m
2 stops
ORD11:00 pmChicago O'Hare Intl
Jan 6
ORD8:50 amChicago O'Hare Intl
13h 19m
2 stops
YLW8:09 pmKelowna
$481
Find similar

WestJet flights from Kelowna to Chicago O'Hare Intl Airport

Our best WestJet deals on Kelowna to Chicago O'Hare Intl Airport flight tickets
WestJet
Sep 18
YLW7:00 amKelowna
7h 43m
1 stop
ORD4:43 pmChicago O'Hare Intl
Sep 21
ORD5:30 pmChicago O'Hare Intl
8h 09m
1 stop
YLW11:39 pmKelowna
$574
Find similar
WestJet
Sep 18
YLW10:00 amKelowna
9h 21m
2 stops
ORD9:21 pmChicago O'Hare Intl
Sep 21
ORD6:15 amChicago O'Hare Intl
13h 32m
2 stops
YLW5:47 pmKelowna
$955
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Kelowna to Chicago O'Hare Intl Airport 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 September 17, 2025.
Use the filters below to find and compare flights from Kelowna to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 12/20

12:00 pm-8:05 am

1 stop18h 05m

Chicago O'Hare Intl

Tue 1/6

12:53 pm-10:58 pm

2 stops12h 05m

$364

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 12/20

5:20 am-11:00 pm

2 stops15h 40m

Chicago O'Hare Intl

Tue 1/6

10:40 am-10:58 pm

2 stops14h 18m

$441

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 12/20

5:20 am-11:00 pm

2 stops15h 40m

Chicago O'Hare Intl

Tue 1/6

8:50 am-8:09 pm

2 stops13h 19m

$481

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 12/20

5:20 am-11:00 pm

2 stops15h 40m

Chicago O'Hare Intl

Tue 1/6

3:40 pm-10:58 pm

1 stop9h 18m

$485

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 12/20

12:00 pm-8:05 am

1 stop18h 05m

Chicago O'Hare Intl

Tue 1/6

3:40 pm-10:58 pm

1 stop9h 18m

$504

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 10/1

11:25 pm-9:09 am

1 stop7h 44m

$123

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 10/28

8:55 pm-2:41 pm

1 stop15h 46m

$151

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Tue 10/28

10:25 am-6:02 am

2 stops17h 37m

$152

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 10/1

8:15 pm-11:39 pm

2 stops25h 24m

$153

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Fri 10/31

2:15 pm-2:35 pm

3 stops46h 20m

$171

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Kelowna to Chicago O'Hare Intl Airport

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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Tuesday when prices can be found for as low as $295. This is often the case because there is less demand to fly during this day of the week. On the other hand, Thursday is the most expensive day to depart from Kelowna because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $532.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Kelowna in the evening is the least expensive time of day to depart. momondo users have found prices as low as $417 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $505. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Kelowna to Chicago O'Hare Intl Airport

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

Cheap Kelowna to Chicago O'Hare Intl Airport (YLW to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kelowna to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Kelowna to Chicago O'Hare Intl Airport. There are no popular flight routes from Kelowna to Chicago O'Hare Intl Airport.
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  • How far is Kelowna to Chicago O'Hare Intl by plane?

    The straight-line distance from Kelowna to Chicago O'Hare Intl is 1597.6 mi. 15h 40m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Kelowna Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Kelowna Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Kelowna Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Kelowna Airport to Chicago O'Hare Intl 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 Kelowna Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Kelowna to Chicago O'Hare Intl Airport?

Best airlines flying from Kelowna to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Kelowna to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $295Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Kelowna to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

momondo provides multiple filters to help you find the best flight to Chicago from Kelowna. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Chicago from Kelowna are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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