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Cheap flights from Chicago to Kelowna from C$ 206

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Kelowna departing on 4/6. 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

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Find the cheapest flights from Chicago to Kelowna

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
3:54 p.m. - 9:12 p.m.
ORD
-
YLW
7h 18m
1 stop
Alaska Airlines Logo
1:35 p.m. - 11:56 p.m.
YLW
-
ORD
8h 21m
1 stop
C$ 489Alaska Airlines
Tue, 3 Mar - Wed, 4 Mar
Multiple Airlines Logo
7:31 p.m. - 7:00 p.m.
ORD
-
YLW
25h 29m
2 stops
Multiple Airlines Logo
2:55 p.m. - 4:49 a.m.
YLW
-
ORD
11h 54m
1 stop
C$ 493Multiple Airlines
Tue, 10 Mar - Tue, 17 Mar
Multiple Airlines Logo
8:55 p.m. - 8:54 p.m.
ORD
-
YLW
25h 59m
2 stops
Multiple Airlines Logo
2:37 p.m. - 11:59 p.m.
YLW
-
ORD
7h 22m
1 stop
C$ 510Multiple Airlines
Tue, 24 Mar - Tue, 31 Mar
Alaska Airlines Logo
3:54 p.m. - 9:12 p.m.
ORD
-
YLW
7h 18m
1 stop
Alaska Airlines Logo
1:35 p.m. - 11:56 p.m.
YLW
-
ORD
8h 21m
1 stop
C$ 518Alaska Airlines
Tue, 3 Mar - Wed, 4 Mar
Multiple Airlines Logo
7:00 a.m. - 10:01 a.m.
ORD
-
YLW
29h 01m
2 stops
Multiple Airlines Logo
5:20 a.m. - 1:35 p.m.
YLW
-
ORD
6h 15m
1 stop
C$ 521Multiple Airlines
Sun, 15 Mar - Fri, 20 Mar
Air Canada Logo
1:55 p.m. - 10:20 p.m.
ORD
-
YLW
10h 25m
1 stop
Air Canada Logo
5:20 a.m. - 2:43 p.m.
YLW
-
ORD
7h 23m
1 stop
C$ 540Air Canada
Tue, 24 Mar - Tue, 31 Mar
Multiple Airlines Logo
2:20 p.m. - 8:25 a.m.
ORD
-
YLW
20h 05m
2 stops
Multiple Airlines Logo
9:05 a.m. - 6:39 a.m.
YLW
-
ORD
19h 34m
1 stop
C$ 543Multiple Airlines
Fri, 20 Mar - Mon, 23 Mar
Air Canada Logo
3:55 p.m. - 10:20 p.m.
ORD
-
YLW
8h 25m
1 stop
Air Canada Logo
5:20 a.m. - 2:43 p.m.
YLW
-
ORD
7h 23m
1 stop
C$ 547Air Canada
Sun, 8 Mar - Thu, 30 Apr
Porter Airlines Logo
4:15 p.m. - 11:03 a.m.
MDW
-
YLW
20h 48m
1 stop
Porter Airlines Logo
12:00 p.m. - 9:40 a.m.
YLW
-
MDW
19h 40m
1 stop
C$ 787Porter Airlines
Sun, 8 Mar - Thu, 30 Apr
Porter Airlines Logo
4:15 p.m. - 11:03 a.m.
MDW
-
YLW
20h 48m
1 stop
Porter Airlines Logo
11:45 a.m. - 9:40 a.m.
YLW
-
MDW
19h 55m
1 stop
C$ 914Porter Airlines
Sun, 8 Mar - Sun, 31 May

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
24 Mar
ORD1:55 p.m.Chicago O'Hare Intl
10h 25m
1 stop
YLW10:20 p.m.Kelowna
31 Mar
YLW5:20 a.m.Kelowna
7h 23m
1 stop
ORD2:43 p.m.Chicago O'Hare Intl
C$ 540
Air Canada
8 Mar
ORD3:55 p.m.Chicago O'Hare Intl
8h 25m
1 stop
YLW10:20 p.m.Kelowna
30 Apr
YLW5:20 a.m.Kelowna
7h 23m
1 stop
ORD2:43 p.m.Chicago O'Hare Intl
C$ 547
Air Canada
8 Mar
ORD3:55 p.m.Chicago O'Hare Intl
8h 25m
1 stop
YLW10:20 p.m.Kelowna
31 May
YLW11:30 p.m.Kelowna
7h 35m
1 stop
ORD9:05 a.m.Chicago O'Hare Intl
C$ 558

Alaska Airlines flights from Chicago to Kelowna

Our best Alaska Airlines deals on Chicago to Kelowna flight tickets
Alaska Airlines
3 Mar
ORD3:54 p.m.Chicago O'Hare Intl
7h 18m
1 stop
YLW9:12 p.m.Kelowna
4 Mar
YLW1:35 p.m.Kelowna
8h 21m
1 stop
ORD11:56 p.m.Chicago O'Hare Intl
C$ 489
Alaska Airlines
3 Mar
ORD3:54 p.m.Chicago O'Hare Intl
7h 18m
1 stop
YLW9:12 p.m.Kelowna
4 Mar
YLW1:35 p.m.Kelowna
8h 21m
1 stop
ORD11:56 p.m.Chicago O'Hare Intl
C$ 518
Alaska Airlines
3 Mar
ORD7:00 a.m.Chicago O'Hare Intl
16h 12m
1 stop
YLW9:12 p.m.Kelowna
4 Mar
YLW1:35 p.m.Kelowna
8h 21m
1 stop
ORD11:56 p.m.Chicago O'Hare Intl
C$ 548

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Kelowna 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 96,600 searches. Data last updated 8 February 2026.
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

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 3/3

3:54 p.m.-9:12 p.m.

1 stop7h 18m

Kelowna

Wed 4/3

1:35 p.m.-11:56 p.m.

1 stop8h 21m

C$ 489

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 10/3

7:31 p.m.-7:00 p.m.

2 stops25h 29m

Kelowna

Tue 17/3

2:55 p.m.-4:49 a.m.

1 stop11h 54m

C$ 493

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 24/3

8:55 p.m.-8:54 p.m.

2 stops25h 59m

Kelowna

Tue 31/3

2:37 p.m.-11:59 p.m.

1 stop7h 22m

C$ 510

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 3/3

3:54 p.m.-9:12 p.m.

1 stop7h 18m

Kelowna

Wed 4/3

1:35 p.m.-11:56 p.m.

1 stop8h 21m

C$ 518

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 15/3

7:00 a.m.-10:01 a.m.

2 stops29h 01m

Kelowna

Fri 20/3

5:20 a.m.-1:35 p.m.

1 stop6h 15m

C$ 521

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Tue 24/3

1:55 p.m.-10:20 p.m.

1 stop10h 25m

Kelowna

Tue 31/3

5:20 a.m.-2:43 p.m.

1 stop7h 23m

C$ 540

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Fri 20/3

2:20 p.m.-8:25 a.m.

2 stops20h 05m

Kelowna

Mon 23/3

9:05 a.m.-6:39 a.m.

1 stop19h 34m

C$ 543

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 8/3

3:55 p.m.-10:20 p.m.

1 stop8h 25m

Kelowna

Thu 30/4

5:20 a.m.-2:43 p.m.

1 stop7h 23m

C$ 547

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 8/3

4:15 p.m.-11:03 a.m.

1 stop20h 48m

Kelowna

Thu 30/4

12:00 p.m.-9:40 a.m.

1 stop19h 40m

C$ 787

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sun 8/3

4:15 p.m.-11:03 a.m.

1 stop20h 48m

Kelowna

Sun 31/5

11:45 a.m.-9:40 a.m.

1 stop19h 55m

C$ 914

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 airline that flies from Chicago to Kelowna?

Air Canada, Alaska Airlines, and WestJet are the most popular carriers operating from Chicago to Kelowna

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

7h 18m

Direct flights

None
The fastest flight from Chicago to Kelowna takes 7h 18m
There are no direct flights from Chicago to Kelowna. There are no popular flight routes from Chicago to Kelowna.
Search flight deals

  • 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 7h 18m, 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.

Travelling to a place near Kelowna?

Book flights to Kelowna if you plan to visit one of these locations
Revelstoke
Vernon
West Kelowna
Salmon Arm

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?

Price alerts on flights to Kelowna from Chicago 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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