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Kailua-Kona

$268+ Cheap flights from Madison to Kailua-Kona (MSN - KOA)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — KOA
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
1 adult, Economy
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Cheap flight deals from Madison to Kailua-Kona

Cheapest flights from Madison to Kailua-Kona
Explore the most affordable flight options available from Madison to Kailua-Kona. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.

This American Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:30 am
MSN
-
KOA
1 stop12h 52m
American Airlines
Mon 3/166:10 pm
KOA
-
MSN
1 stop11h 29m
American Airlines
Deal found 2/15$552
This American Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:14 am
MSN
-
KOA
1 stop13h 16m
American Airlines
Tue 3/106:10 pm
KOA
-
MSN
1 stop11h 29m
American Airlines
Deal found 2/16$564
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:26 am
MSN
-
KOA
1 stop12h 08m
United Airlines
Tue 3/107:35 pm
KOA
-
MSN
2 stops13h 27m
United Airlines
Deal found 2/16$570
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/68:49 am
MSN
-
KOA
1 stop12h 01m
United Airlines
Tue 10/208:00 pm
KOA
-
MSN
1 stop12h 50m
United Airlines
Deal found 2/16$604
This American Airlines deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:14 am
MSN
-
KOA
2 stops16h 45m
American Airlines
Wed 3/410:40 pm
KOA
-
MSN
1 stop11h 51m
American Airlines
Deal found 2/15$610
This American Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:15 am
MSN
-
KOA
1 stop12h 59m
American Airlines
Wed 4/89:55 pm
KOA
-
MSN
1 stop11h 23m
American Airlines
Deal found 2/17$634

Find flight deals from Madison to Kailua-Kona

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Kailua-Kona (KOA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$552
(American Airlines)

One-way from

$268
(Delta)

Popular in

June

Cheapest in

September

Average price

$785
Provider with most accurate pricing for Madison Truax Field-Kona Intl flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Kona Intl flights.
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From Madison Truax Field to Kona Intl
Search Deals
One-way flight from Madison Truax Field to Kona Intl
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($199 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($52 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Kailua-Kona 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, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2026.
Use the filters below to find and compare flights from Madison to Kailua-Kona that are best for you.

Fly from

Madison

Fly to

Kailua-Kona

Route

Depart

Return

Price

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/10

7:15 am-5:59 pm

2 stops15h 44m

Kona Intl

Mon 3/16

9:17 pm-5:05 pm

2 stops14h 48m

$563

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/3

6:14 am-3:30 pm

1 stop13h 16m

Kona Intl

Tue 3/10

6:10 pm-10:39 am

1 stop11h 29m

$564

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/3

6:30 am-8:51 pm

2 stops18h 21m

Kona Intl

Tue 3/10

7:35 pm-2:02 pm

2 stops13h 27m

$575

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Thu 4/23

9:00 am-3:30 pm

1 stop11h 30m

Kona Intl

Mon 4/27

1:05 pm-8:57 am

2 stops14h 52m

$586

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/31

7:15 am-3:14 pm

1 stop12h 59m

Kona Intl

Wed 4/8

9:55 pm-2:18 pm

1 stop11h 23m

$634

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sun 3/1

5:45 pm-4:14 pm

1 stop26h 29m

Kona Intl

Wed 3/4

10:40 pm-2:31 pm

1 stop11h 51m

$661

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/3

6:14 am-3:30 pm

1 stop13h 16m

Kona Intl

Sat 3/7

10:30 pm-2:31 pm

1 stop11h 01m

$694

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sun 3/1

5:45 pm-4:14 pm

1 stop26h 29m

Kona Intl

Thu 3/5

6:30 pm-10:36 am

1 stop12h 06m

$722

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 4/21

6:00 am-5:43 pm

2 stops16h 43m

$268

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 4/21

9:00 am-3:30 pm

1 stop11h 30m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

Showing 1-10 of 12 results
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2

Compare providers for flights from Madison to Kailua-Kona

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Kailua-Kona in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Kailua-Kona flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Kailua-Kona flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Kailua-Kona flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Kailua-Kona flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Kailua-Kona flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Madison to Kailua-Kona

Have a flexible travel schedule? Discover the best time to fly to Kailua-Kona from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Madison to Kailua-Kona

What is the cheapest month to book a flight from Madison to Kailua-Kona?

Currently, March is the cheapest month in which you can book a flight from Madison to Kailua-Kona (average of $241). Flying from Madison to Kailua-Kona in July is currently the most expensive (average of $663). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Kailua-Kona

Get insights into the airlines that provide service to Kailua-Kona. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kailua-Kona. Reviews last updated February 18, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Madison to Kailua-Kona by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,312 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,312 reviews
United Airlines
7.4
Good
9,312 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,304 reviews
United Airlines
7.4
Good
9,312 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Madison to Kailua-Kona. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Madison to Kailua-Kona?

    Airlines like American Airlines and United Airlines fly from Madison to Kailua-Kona in about 15h 44m. The time it takes to get you to your destination can typically vary by up to 2h 37m. The distance from Madison to Kailua-Kona is about 4131 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Madison to Kailua-Kona round-trip?

    Cheapflights users have booked flights from Madison to Kailua-Kona round-trip from $523. Another airline that can offer you cheap pricing is American Airlines. Users have found that United Airlines is 36% cheaper than the other options available to this destination.

  • Can I find deals for flights from Madison to Kailua-Kona that include hotel bookings?

    Yes. In addition to deals on Madison to Kailua-Kona flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Kailua-Kona?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Kailua-Kona.

  • Can I find deals for business class flights from Madison to Kailua-Kona?

    Yes. Cheapflights offers flight deals from Madison to Kailua-Kona by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Kailua-Kona?

    Currently, March is the cheapest month in which you can book a flight from Madison to Kailua-Kona (average of $241). Flying from Madison to Kailua-Kona in July is currently the most expensive (average of $663). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Madison to Kailua-Kona

Discover the top 2 airlines that operate flights from Madison to Kailua-Kona. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$523Average$775FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$543Average$796FlexibilityNo cancel feeOn-time71%

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