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Cheap flights from Chicago to Kelowna from C$ 200

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 9/4. 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.
Air Canada Logo
3:40 p.m. - 10:42 p.m.
ORD
-
YLW
9h 02m
1 stop
Air Canada Logo
8:30 p.m. - 2:45 p.m.
YLW
-
ORD
16h 15m
1 stop
C$ 437Air Canada
Sat, 2 May - Wed, 6 May
Multiple Airlines Logo
6:00 a.m. - 1:47 p.m.
ORD
-
YLW
9h 47m
1 stop
Multiple Airlines Logo
7:50 a.m. - 4:40 p.m.
YLW
-
ORD
6h 50m
1 stop
C$ 441Multiple Airlines
Sat, 18 Apr - Sun, 26 Apr
WestJet Logo
5:30 p.m. - 11:50 p.m.
ORD
-
YLW
8h 20m
1 stop
WestJet Logo
7:50 a.m. - 4:40 p.m.
YLW
-
ORD
6h 50m
1 stop
C$ 444WestJet
Thu, 14 May - Mon, 18 May
WestJet Logo
5:30 p.m. - 10:05 p.m.
ORD
-
YLW
6h 35m
1 stop
WestJet Logo
7:50 a.m. - 4:40 p.m.
YLW
-
ORD
6h 50m
1 stop
C$ 445WestJet
Sun, 26 Apr - Thu, 30 Apr
Air Canada Logo
3:40 p.m. - 10:42 p.m.
ORD
-
YLW
9h 02m
1 stop
Air Canada Logo
2:50 p.m. - 9:05 a.m.
YLW
-
ORD
16h 15m
2 stops
C$ 463Air Canada
Sat, 2 May - Wed, 6 May
Multiple Airlines Logo
8:55 a.m. - 12:02 p.m.
ORD
-
YLW
29h 07m
2 stops
Multiple Airlines Logo
7:50 a.m. - 4:40 p.m.
YLW
-
ORD
6h 50m
1 stop
C$ 466Multiple Airlines
Sat, 18 Apr - Sun, 26 Apr
Delta Logo
1:24 p.m. - 10:05 p.m.
MDW
-
YLW
10h 41m
2 stops
Delta Logo
6:05 a.m. - 5:58 p.m.
YLW
-
MDW
9h 53m
2 stops
C$ 725Delta
Thu, 30 Apr - Mon, 4 May
Porter Airlines Logo
11:00 a.m. - 11:03 a.m.
MDW
-
YLW
26h 03m
1 stop
Porter Airlines Logo
12:00 p.m. - 10:15 a.m.
YLW
-
MDW
20h 15m
1 stop
C$ 747Porter Airlines
Mon, 20 Apr - Mon, 27 Apr
Porter Airlines Logo
12:55 p.m. - 11:03 a.m.
MDW
-
YLW
24h 08m
1 stop
Porter Airlines Logo
12:00 p.m. - 10:15 a.m.
YLW
-
MDW
20h 15m
1 stop
C$ 792Porter Airlines
Sat, 18 Apr - Sun, 26 Apr
Delta Logo
1:22 p.m. - 11:50 p.m.
MDW
-
YLW
12h 28m
2 stops
Delta Logo
6:05 a.m. - 6:33 p.m.
YLW
-
MDW
10h 28m
2 stops
C$ 1,135Delta
Sat, 23 May - Fri, 29 May

WestJet flights from Chicago to Kelowna

Our best WestJet deals on Chicago to Kelowna flight tickets
WestJet
14 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 20m
1 stop
YLW11:50 p.m.Kelowna
18 May
YLW7:50 a.m.Kelowna
6h 50m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 444
WestJet
26 Apr
ORD5:30 p.m.Chicago O'Hare Intl
6h 35m
1 stop
YLW10:05 p.m.Kelowna
30 Apr
YLW7:50 a.m.Kelowna
6h 50m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 445
WestJet
14 May
ORD5:30 p.m.Chicago O'Hare Intl
8h 20m
1 stop
YLW11:50 p.m.Kelowna
18 May
YLW8:15 p.m.Kelowna
18h 25m
1 stop
ORD4:40 p.m.Chicago O'Hare Intl
C$ 477

Air Canada flights from Chicago to Kelowna

Our best Air Canada deals on Chicago to Kelowna flight tickets
Air Canada
2 May
ORD3:40 p.m.Chicago O'Hare Intl
9h 02m
1 stop
YLW10:42 p.m.Kelowna
6 May
YLW8:30 p.m.Kelowna
16h 15m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
C$ 437
Air Canada
2 May
ORD3:40 p.m.Chicago O'Hare Intl
9h 02m
1 stop
YLW10:42 p.m.Kelowna
6 May
YLW2:50 p.m.Kelowna
16h 15m
2 stops
ORD9:05 a.m.Chicago O'Hare Intl
C$ 463
Air Canada
25 Apr
ORD2:00 p.m.Chicago O'Hare Intl
10h 11m
1 stop
YLW10:11 p.m.Kelowna
29 Apr
YLW5:20 a.m.Kelowna
7h 25m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
C$ 472

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 26 March 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

Cheapest round-trip

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 2/5

3:40 p.m.-10:42 p.m.

1 stop9h 02m

Kelowna

Wed 6/5

8:30 p.m.-2:45 p.m.

1 stop16h 15m

C$ 437

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 18/4

6:00 a.m.-1:47 p.m.

1 stop9h 47m

Kelowna

Sun 26/4

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

1 stop6h 50m

C$ 441

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Thu 14/5

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

1 stop8h 20m

Kelowna

Mon 18/5

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

1 stop6h 50m

C$ 444
Quickest round-trip

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sun 26/4

5:30 p.m.-10:05 p.m.

1 stop6h 35m

Kelowna

Thu 30/4

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

1 stop6h 50m

C$ 445

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 2/5

3:40 p.m.-10:42 p.m.

1 stop9h 02m

Kelowna

Wed 6/5

2:50 p.m.-9:05 a.m.

2 stops16h 15m

C$ 463

ChicagoKelowna

ORD - YLW

ORDYLW

Chicago O'Hare Intl

Sat 18/4

8:55 a.m.-12:02 p.m.

2 stops29h 07m

Kelowna

Sun 26/4

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

1 stop6h 50m

C$ 466

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Thu 30/4

1:24 p.m.-10:05 p.m.

2 stops10h 41m

Kelowna

Mon 4/5

6:05 a.m.-5:58 p.m.

2 stops9h 53m

C$ 725

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Mon 20/4

11:00 a.m.-11:03 a.m.

1 stop26h 03m

Kelowna

Mon 27/4

12:00 p.m.-10:15 a.m.

1 stop20h 15m

C$ 747

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 18/4

12:55 p.m.-11:03 a.m.

1 stop24h 08m

Kelowna

Sun 26/4

12:00 p.m.-10:15 a.m.

1 stop20h 15m

C$ 792

ChicagoKelowna

MDW - YLW

MDWYLW

Chicago Midway

Sat 23/5

1:22 p.m.-11:50 p.m.

2 stops12h 28m

Kelowna

Fri 29/5

6:05 a.m.-6:33 p.m.

2 stops10h 28m

C$ 1,135

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 typical price of a round-trip flight between Chicago and 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

6h 35m

Direct flights

None
The fastest flight from Chicago to Kelowna takes 6h 35m
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 6h 35m, 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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