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Kailua-Kona

$272+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — KOA
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$543
(American Airlines)

One-way from

$272
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$698
From Madison Truax Field to Kona Intl
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One-way flight from Madison Truax Field to Kona Intl
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Highest demand for flights based on searches. 17% potential increase in price ($178 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($51 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 11/177:24 amMSN - KOA
1 stop13h 23mAmerican Airlines
Tue 11/256:30 pmKOA - MSN
1 stop11h 53mAmerican Airlines
Deal found 9/15$543
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 11/296:00 amMSN - KOA
1 stop13h 24mAmerican Airlines
Fri 12/194:24 pmKOA - MSN
2 stops12h 54mAmerican Airlines
Deal found 9/14$627
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/257:35 amMSN - KOA
1 stop13h 12mAmerican Airlines
Tue 12/29:35 pmKOA - MSN
1 stop12h 49mAmerican Airlines
Deal found 9/15$648
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/268:30 amMSN - KOA
1 stop11h 48mUnited Airlines
Mon 12/18:55 pmKOA - MSN
1 stop12h 16mUnited Airlines
Deal found 9/17$707
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/72:46 pmMSN - KOA
2 stops26h 10mUnited Airlines
Wed 10/158:00 pmKOA - MSN
1 stop12h 18mUnited Airlines
Deal found 9/16$709

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 September 17, 2025.
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 11/18

7:24 am-4:47 pm

1 stop13h 23m

Kona Intl

Tue 11/25

6:30 pm-10:23 am

1 stop11h 53m

$543

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Mon 11/17

7:24 am-4:47 pm

1 stop13h 23m

Kona Intl

Tue 11/25

6:30 pm-10:23 am

1 stop11h 53m

$543

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 1/7

6:33 am-3:35 pm

1 stop13h 02m

$272

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 1/7

6:16 pm-8:28 pm

3 stops30h 12m

$416

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Thu 1/1

8:15 am-9:10 pm

2 stops16h 55m

$896

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Thu 1/1

7:30 am-6:49 pm

1 stop15h 19m

$1,199

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

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, October is the cheapest month in which you can book a flight from Madison to Kailua-Kona (average of $409). Flying from Madison to Kailua-Kona in June is currently the most expensive (average of $624). 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.

What is the cheapest time of day to fly from MSN to KOA?

Find hourly flight availability from Madison to Kailua-Kona. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Madison to Kailua-Kona, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 17, 2025.
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
8,926 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

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 fly from Madison to Kailua-Kona in about 13h 23m. The time it takes to get you to your destination can typically vary by up to . The distance from Madison to Kailua-Kona is about 4131 mi.

  • 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 $521. Another airline that can offer you cheap pricing is United Airlines. Users have found that American Airlines is 38% 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, October is the cheapest month in which you can book a flight from Madison to Kailua-Kona (average of $409). Flying from Madison to Kailua-Kona in June is currently the most expensive (average of $624). 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

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$521Average$835FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$563Average$794FlexibilityNo cancel feeOn-time69%

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