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Cheap flights from Kelowna to Chicago from $128

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 1/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
5:20 am - 1:35 pmYLW-ORD
6h 15m1 stop
WestJet Logo
2:20 pm - 8:12 amORD-YLW
19h 52m1 stop
$280WestJet
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lun., mar. 16 - vie., mar. 20
Air Canada Logo
5:20 am - 2:41 pmYLW-ORD
7h 21m1 stop
Air Canada Logo
3:40 pm - 11:08 pmORD-YLW
9h 28m1 stop
$284Air Canada
Find Deal
mié., dic. 3 - mié., dic. 10
Air Canada Logo
5:20 am - 2:41 pmYLW-ORD
7h 21m1 stop
Air Canada Logo
3:55 pm - 10:20 pmORD-YLW
8h 25m1 stop
$291Air Canada
Find Deal
mié., dic. 3 - lun., dic. 8
Multiple Airlines Logo
8:50 am - 5:10 pmYLW-ORD
6h 20m1 stop
Multiple Airlines Logo
3:40 pm - 11:08 pmORD-YLW
9h 28m1 stop
$355Multiple Airlines
Find Deal
mié., dic. 3 - mié., dic. 10
Multiple Airlines Logo
8:50 am - 5:10 pmYLW-ORD
6h 20m1 stop
Multiple Airlines Logo
2:00 pm - 10:20 pmORD-YLW
10h 20m1 stop
$361Multiple Airlines
Find Deal
mié., dic. 3 - lun., dic. 8
Delta Logo
8:55 am - 9:21 pmYLW-ORD
10h 26m2 stops
Delta Logo
6:00 am - 3:27 pmORD-YLW
11h 27m2 stops
$363Delta
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mié., dic. 3 - lun., dic. 8
Alaska Airlines Logo
5:35 pm - 11:50 pmYLW-ORD
28h 15m2 stops
Alaska Airlines Logo
6:00 am - 4:44 pmORD-YLW
12h 44m1 stop
$379Alaska Airlines
Find Deal
mié., dic. 3 - lun., dic. 8
Alaska Airlines Logo
5:35 pm - 11:50 pmYLW-ORD
28h 15m2 stops
Alaska Airlines Logo
3:05 pm - 4:44 pmORD-YLW
27h 39m2 stops
$391Alaska Airlines
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mié., dic. 3 - lun., dic. 8
United Airlines Logo
7:30 pm - 5:38 amYLW-ORD
8h 08m1 stop
United Airlines Logo
7:40 am - 4:58 pmORD-YLW
11h 18m2 stops
$480United Airlines
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lun., may. 4 - mar., may. 5
United Airlines Logo
8:35 pm - 5:38 amYLW-ORD
7h 03m1 stop
United Airlines Logo
12:57 pm - 10:33 pmORD-YLW
11h 36m2 stops
$482United Airlines
Find Deal
lun., may. 4 - mar., may. 5

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
Dec 3
YLW5:20 amKelowna
7h 21m
1 stop
ORD2:41 pmChicago O'Hare Intl
Dec 10
ORD3:40 pmChicago O'Hare Intl
9h 28m
1 stop
YLW11:08 pmKelowna
$284
Find similar
Air Canada
Dec 3
YLW5:20 amKelowna
7h 21m
1 stop
ORD2:41 pmChicago O'Hare Intl
Dec 8
ORD3:55 pmChicago O'Hare Intl
8h 25m
1 stop
YLW10:20 pmKelowna
$291
Find similar
Air Canada
Dec 3
YLW6:15 pmKelowna
16h 46m
2 stops
ORD1:01 pmChicago O'Hare Intl
Dec 8
ORD3:55 pmChicago O'Hare Intl
8h 25m
1 stop
YLW10:20 pmKelowna
$326
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Alaska Airlines flights from Kelowna to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Kelowna to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Dec 3
YLW5:35 pmKelowna
28h 15m
2 stops
ORD11:50 pmChicago O'Hare Intl
Dec 8
ORD6:00 amChicago O'Hare Intl
12h 44m
1 stop
YLW4:44 pmKelowna
$379
Find similar
Alaska Airlines
Dec 3
YLW5:35 pmKelowna
28h 15m
2 stops
ORD11:50 pmChicago O'Hare Intl
Dec 8
ORD3:05 pmChicago O'Hare Intl
27h 39m
2 stops
YLW4:44 pmKelowna
$391
Find similar
Alaska Airlines
Dec 20
YLW3:54 pmKelowna
12h 35m
1 stop
ORD6:29 amChicago O'Hare Intl
Jan 6
ORD3:33 pmChicago O'Hare Intl
25h 44m
1 stop
YLW3:17 pmKelowna
$414
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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 noviembre 5, 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

lun. 3/16

5:20 am-1:35 pm

1 stop6h 15m

Chicago O'Hare Intl

vie. 3/20

2:20 pm-8:12 am

1 stop19h 52m

$280

KelownaChicago

YLW - ORD

YLWORD

Kelowna

mié. 12/3

5:20 am-2:41 pm

1 stop7h 21m

Chicago O'Hare Intl

mié. 12/10

3:40 pm-11:08 pm

1 stop9h 28m

$284

KelownaChicago

YLW - ORD

YLWORD

Kelowna

mié. 12/3

5:20 am-2:41 pm

1 stop7h 21m

Chicago O'Hare Intl

lun. 12/8

3:55 pm-10:20 pm

1 stop8h 25m

$291

KelownaChicago

YLW - ORD

YLWORD

Kelowna

mié. 12/3

8:50 am-5:10 pm

1 stop6h 20m

Chicago O'Hare Intl

mié. 12/10

3:40 pm-11:08 pm

1 stop9h 28m

$355

KelownaChicago

YLW - ORD

YLWORD

Kelowna

mié. 12/3

8:50 am-5:10 pm

1 stop6h 20m

Chicago O'Hare Intl

lun. 12/8

2:00 pm-10:20 pm

1 stop10h 20m

$361

KelownaChicago

YLW - ORD

YLWORD

Kelowna

mié. 12/3

8:55 am-9:21 pm

2 stops10h 26m

Chicago O'Hare Intl

lun. 12/8

6:00 am-3:27 pm

2 stops11h 27m

$363

KelownaChicago

YLW - ORD

YLWORD

Kelowna

mié. 12/3

5:35 pm-11:50 pm

2 stops28h 15m

Chicago O'Hare Intl

lun. 12/8

6:00 am-4:44 pm

1 stop12h 44m

$379

KelownaChicago

YLW - ORD

YLWORD

Kelowna

mié. 12/3

5:35 pm-11:50 pm

2 stops28h 15m

Chicago O'Hare Intl

lun. 12/8

3:05 pm-4:44 pm

2 stops27h 39m

$391

KelownaChicago

YLW - ORD

YLWORD

Kelowna

lun. 5/4

7:30 pm-5:38 am

1 stop8h 08m

Chicago O'Hare Intl

mar. 5/5

7:40 am-4:58 pm

2 stops11h 18m

$480

KelownaChicago

YLW - ORD

YLWORD

Kelowna

lun. 5/4

8:35 pm-5:38 am

1 stop7h 03m

Chicago O'Hare Intl

mar. 5/5

12:57 pm-10:33 pm

2 stops11h 36m

$482

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 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. 6h 15m 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
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
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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