C$ 237 Cheap Flights from Chicago to Kelowna in 2026 | momondo

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Find the cheapest flights from Chicago to Kelowna

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

7:50 a.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

6h 50m1 stop Calgary

C$ 480WestJet

Sun, 13 Sep - Sun, 20 Sep

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

6:30 p.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

20h 10m1 stop Calgary

C$ 489WestJet

Thu, 24 Sep - Mon, 28 Sep

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

7:50 a.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

6h 50m1 stop Calgary

C$ 491WestJet

Thu, 1 Oct - Mon, 5 Oct

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

6:30 p.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

20h 10m1 stop Calgary

C$ 496WestJet

Thu, 24 Sep - Thu, 1 Oct

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

7:50 a.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

6h 50m1 stop Calgary

C$ 513WestJet

Thu, 1 Oct - Mon, 5 Oct

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

7:50 a.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

6h 50m1 stop Calgary

C$ 519WestJet

Thu, 1 Oct - Mon, 5 Oct

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

7:50 a.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

6h 50m1 stop Calgary

C$ 520WestJet

Thu, 1 Oct - Mon, 5 Oct

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

8:15 p.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

18h 25m1 stop Calgary

C$ 522WestJet

Thu, 17 Sep - Thu, 24 Sep

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

6:05 a.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

8h 35m1 stop Calgary

C$ 523WestJet

Sun, 11 Oct - Fri, 16 Oct

5:30 p.m. - 11:50 p.m.ORD Chicago O'Hare Intl-YLW Kelowna

8h 20m1 stop Calgary

6:35 p.m. - 4:40 p.m.YLW Kelowna-ORD Chicago O'Hare Intl

20h 05m2 stops Vancouver Intl Calgary

C$ 538WestJet

Thu, 24 Sep - Mon, 28 Sep

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WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets

WestJet

13 Sep

ORD5:30 p.m.Chicago O'Hare Intl

8h 20m

1 stop

YLW11:50 p.m.Kelowna

20 Sep

YLW7:50 a.m.Kelowna

6h 50m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

C$ 480

WestJet

24 Sep

ORD5:30 p.m.Chicago O'Hare Intl

8h 20m

1 stop

YLW11:50 p.m.Kelowna

28 Sep

YLW6:30 p.m.Kelowna

20h 10m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

C$ 489

WestJet

1 Oct

ORD5:30 p.m.Chicago O'Hare Intl

8h 20m

1 stop

YLW11:50 p.m.Kelowna

5 Oct

YLW7:50 a.m.Kelowna

6h 50m

1 stop

ORD4:40 p.m.Chicago O'Hare Intl

C$ 491

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets

Air Canada

24 Sep

ORD3:40 p.m.Chicago O'Hare Intl

9h 47m

1 stop

YLW11:27 p.m.Kelowna

28 Sep

YLW10:50 p.m.Kelowna

8h 10m

1 stop

ORD9:00 a.m.Chicago O'Hare Intl

C$ 621

Air Canada

24 Sep

ORD3:40 p.m.Chicago O'Hare Intl

9h 52m

1 stop

YLW11:32 p.m.Kelowna

28 Sep

YLW10:50 p.m.Kelowna

8h 10m

1 stop

ORD9:00 a.m.Chicago O'Hare Intl

C$ 633

Air Canada

3 Feb

ORD3:35 p.m.Chicago O'Hare Intl

8h 53m

1 stop

YLW11:28 p.m.Kelowna

10 Feb

YLW5:50 a.m.Kelowna

6h 42m

1 stop

ORD1:32 p.m.Chicago O'Hare Intl

C$ 658

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 13/9

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Sun 20/9

7:50 a.m.-4:40 p.m.

1 stop6h 50m

C$ 480

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 24/9

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Mon 28/9

6:30 p.m.-4:40 p.m.

1 stop20h 10m

C$ 489

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 1/10

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Mon 5/10

7:50 a.m.-4:40 p.m.

1 stop6h 50m

C$ 491

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 24/9

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Thu 1/10

6:30 p.m.-4:40 p.m.

1 stop20h 10m

C$ 496

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 1/10

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Mon 5/10

7:50 a.m.-4:40 p.m.

1 stop6h 50m

C$ 513

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 1/10

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Mon 5/10

7:50 a.m.-4:40 p.m.

1 stop6h 50m

C$ 519

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 1/10

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Mon 5/10

7:50 a.m.-4:40 p.m.

1 stop6h 50m

C$ 520

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 17/9

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Thu 24/9

8:15 p.m.-4:40 p.m.

1 stop18h 25m

C$ 522

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Sun 11/10

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Fri 16/10

6:05 a.m.-4:40 p.m.

1 stop8h 35m

C$ 523

ChicagoKelowna

ORD Chicago O'Hare Intl - YLW Kelowna

ORDYLW

Chicago O'Hare Intl

Thu 24/9

5:30 p.m.-11:50 p.m.

1 stop8h 20m

Kelowna

Mon 28/9

6:35 p.m.-4:40 p.m.

2 stops20h 05m

C$ 538

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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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

Prices

Airlines

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 C$ 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 C$ 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	8h 20m
Direct flights	None

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.

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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 2596.6 km. Flights usually cover this in 8h 20m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Kelowna Airport?
Prices for flights from Chicago to Kelowna Airport are updated daily.
How old do you have to be to fly from Chicago to Kelowna Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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.

Revelstoke

Vernon

Salmon Arm

West Kelowna

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Kelowna for you.

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

Yes. momondo enables you to select and highlight flights to Kelowna from Chicago with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Kelowna.

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

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