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Cheap flights from Kelowna to Chicago from $224

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 8/1. 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

Find the cheapest flights from Kelowna to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
5:25 am - 2:43 pm
YLW
-
ORD
7h 18m
1 stop
Air Canada Logo
3:40 pm - 10:47 pm
ORD
-
YLW
9h 07m
1 stop
$345Air Canada
Wed, Sep 9 - Sat, Sep 12
WestJet Logo
6:05 am - 4:40 pm
YLW
-
ORD
8h 35m
1 stop
WestJet Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
$347WestJet
Sat, Aug 15 - Fri, Aug 21
WestJet Logo
6:05 am - 4:40 pm
YLW
-
ORD
8h 35m
1 stop
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
$348WestJet
Sat, Aug 15 - Fri, Aug 21
Air Canada Logo
11:30 pm - 9:00 am
YLW
-
ORD
7h 30m
1 stop
Air Canada Logo
3:40 pm - 11:12 pm
ORD
-
YLW
9h 32m
1 stop
$349Air Canada
Mon, Oct 19 - Tue, Oct 20
Air Canada Logo
11:30 pm - 9:00 am
YLW
-
ORD
7h 30m
1 stop
Air Canada Logo
3:40 pm - 11:12 pm
ORD
-
YLW
9h 32m
1 stop
$350Air Canada
Mon, Oct 19 - Tue, Oct 20
Air Canada Logo
11:30 pm - 9:00 am
YLW
-
ORD
7h 30m
1 stop
Air Canada Logo
3:40 pm - 11:12 pm
ORD
-
YLW
9h 32m
1 stop
$356Air Canada
Mon, Oct 19 - Tue, Oct 20
WestJet Logo
10:55 am - 4:40 pm
YLW
-
ORD
27h 45m
1 stop
WestJet Logo
5:30 pm - 10:05 pm
ORD
-
YLW
6h 35m
1 stop
$374WestJet
Wed, Aug 19 - Sun, Aug 23
WestJet Logo
6:35 pm - 4:40 pm
YLW
-
ORD
20h 05m
2 stops
WestJet Logo
5:30 pm - 11:50 pm
ORD
-
YLW
8h 20m
1 stop
$385WestJet
Wed, Aug 19 - Sun, Aug 23
Multiple Airlines Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
Multiple Airlines Logo
8:40 am - 6:53 pm
ORD
-
YLW
12h 13m
2 stops
$397Multiple Airlines
Sat, Aug 15 - Fri, Aug 21
Multiple Airlines Logo
7:50 am - 4:40 pm
YLW
-
ORD
6h 50m
1 stop
Multiple Airlines Logo
8:40 am - 6:53 pm
ORD
-
YLW
12h 13m
2 stops
$398Multiple Airlines
Sat, Aug 15 - Fri, Aug 21

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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
Aug 15
YLW6:05 amKelowna
8h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
Aug 21
ORD5:30 pmChicago O'Hare Intl
6h 35m
1 stop
YLW10:05 pmKelowna
$347
WestJet
Aug 15
YLW6:05 amKelowna
8h 35m
1 stop
ORD4:40 pmChicago O'Hare Intl
Aug 21
ORD5:30 pmChicago O'Hare Intl
8h 20m
1 stop
YLW11:50 pmKelowna
$348
WestJet
Aug 19
YLW10:55 amKelowna
27h 45m
1 stop
ORD4:40 pmChicago O'Hare Intl
Aug 23
ORD5:30 pmChicago O'Hare Intl
6h 35m
1 stop
YLW10:05 pmKelowna
$374

Air Canada flights from Kelowna to Chicago O'Hare Intl Airport

Our best Air Canada deals on Kelowna to Chicago O'Hare Intl Airport flight tickets
Air Canada
Sep 9
YLW5:25 amKelowna
7h 18m
1 stop
ORD2:43 pmChicago O'Hare Intl
Sep 12
ORD3:40 pmChicago O'Hare Intl
9h 07m
1 stop
YLW10:47 pmKelowna
$345
Air Canada
Oct 19
YLW11:30 pmKelowna
7h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
Oct 20
ORD3:40 pmChicago O'Hare Intl
9h 32m
1 stop
YLW11:12 pmKelowna
$349
Air Canada
Oct 19
YLW11:30 pmKelowna
7h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
Oct 20
ORD3:40 pmChicago O'Hare Intl
9h 32m
1 stop
YLW11:12 pmKelowna
$350

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 June 25, 2026.
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

Cheapest round-trip

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 9/9

5:25 am-2:43 pm

1 stop7h 18m

Chicago O'Hare Intl

Sat 9/12

3:40 pm-10:47 pm

1 stop9h 07m

$345
Quickest round-trip

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 8/15

6:05 am-4:40 pm

1 stop8h 35m

Chicago O'Hare Intl

Fri 8/21

5:30 pm-10:05 pm

1 stop6h 35m

$347

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 8/15

6:05 am-4:40 pm

1 stop8h 35m

Chicago O'Hare Intl

Fri 8/21

5:30 pm-11:50 pm

1 stop8h 20m

$348

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 10/19

11:30 pm-9:00 am

1 stop7h 30m

Chicago O'Hare Intl

Tue 10/20

3:40 pm-11:12 pm

1 stop9h 32m

$349

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 10/19

11:30 pm-9:00 am

1 stop7h 30m

Chicago O'Hare Intl

Tue 10/20

3:40 pm-11:12 pm

1 stop9h 32m

$350

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Mon 10/19

11:30 pm-9:00 am

1 stop7h 30m

Chicago O'Hare Intl

Tue 10/20

3:40 pm-11:12 pm

1 stop9h 32m

$356

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 8/19

10:55 am-4:40 pm

1 stop27h 45m

Chicago O'Hare Intl

Sun 8/23

5:30 pm-10:05 pm

1 stop6h 35m

$374

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Wed 8/19

6:35 pm-4:40 pm

2 stops20h 05m

Chicago O'Hare Intl

Sun 8/23

5:30 pm-11:50 pm

1 stop8h 20m

$385

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 8/15

7:50 am-4:40 pm

1 stop6h 50m

Chicago O'Hare Intl

Fri 8/21

8:40 am-6:53 pm

2 stops12h 13m

$397

KelownaChicago

YLW - ORD

YLWORD

Kelowna

Sat 8/15

7:50 am-4:40 pm

1 stop6h 50m

Chicago O'Hare Intl

Fri 8/21

8:40 am-6:53 pm

2 stops12h 13m

$398

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 Chicago from

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 airline that flies from Kelowna to Chicago O'Hare Intl?

Air Canada is the most popular carrier operating from Kelowna to Chicago O'Hare Intl

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

Fastest flight time

6h 50m

Direct flights

None
The fastest flight from Kelowna to Chicago O'Hare Intl Airport takes 6h 50m
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.
Search flight deals

Frequently asked questions about flying from Kelowna to Chicago O'Hare Intl Airport

  • 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. 6h 50m 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 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.

Traveling to a place near Chicago?

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

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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