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Kailua-Kona

$262+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — KOA
ago. 25 — sep. 11
lun. 8/25
lun. 9/1
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 agosto 20, 2025.

Round-trip from

$528
(American Airlines)

One-way from

$262
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$948
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. 16% potential increase in price ($162 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($52 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 20, 2025.

This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/511:00 amMSN - KOA
2 stops12h 53mDelta
lun. 11/108:45 pmKOA - MSN
2 stops15h 51mDelta
Deal found 8/20$531
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/46:05 amMSN - KOA
2 stops17h 55mDelta
mar. 9/168:44 pmKOA - MSN
2 stops12h 23mDelta
Deal found 8/18$663
This American Airlines deal was found by Cheapflights users on 8/18. 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.
jue. 9/47:20 amMSN - KOA
1 stop12h 05mAmerican Airlines
mar. 9/163:13 pmKOA - MSN
2 stops18h 11mAmerican Airlines
Deal found 8/18$665
This American Airlines deal was found by Cheapflights users on 8/18. 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.
sáb. 12/66:13 pmMSN - KOA
1 stop24h 37mAmerican Airlines
sáb. 12/134:42 pmKOA - MSN
2 stops13h 38mAmerican Airlines
Deal found 8/18$671
This United Airlines deal was found by Cheapflights users on 8/20. 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.
mié. 11/58:30 amMSN - KOA
1 stop11h 48mUnited Airlines
lun. 11/102:20 pmKOA - MSN
2 stops18h 50mUnited Airlines
Deal found 8/20$713
This American Airlines deal was found by Cheapflights users on 8/20. 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.
mié. 11/57:35 amMSN - KOA
1 stop12h 09mAmerican Airlines
lun. 11/109:45 pmKOA - MSN
1 stop12h 39mAmerican Airlines
Deal found 8/20$723
This United Airlines deal was found by Cheapflights users on 8/18. 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.
sáb. 12/66:30 amMSN - KOA
2 stops13h 48mUnited Airlines
sáb. 12/132:25 pmKOA - MSN
2 stops15h 49mUnited Airlines
Deal found 8/18$727
This American Airlines deal was found by Cheapflights users on 8/18. 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.
dom. 12/146:38 amMSN - KOA
1 stop12h 57mAmerican Airlines
dom. 12/286:30 pmKOA - MSN
1 stop11h 58mAmerican Airlines
Deal found 8/18$758
This American Airlines deal was found by Cheapflights users on 8/18. 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.
sáb. 11/296:00 amMSN - KOA
1 stop13h 35mAmerican Airlines
vie. 12/196:30 pmKOA - MSN
1 stop11h 58mAmerican Airlines
Deal found 8/18$778

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 agosto 20, 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

mar. 1/6

6:19 am-7:27 pm

2 stops17h 08m

Kona Intl

mar. 1/20

6:30 pm-10:27 am

1 stop11h 57m

$528

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

jue. 1/29

6:33 am-3:35 pm

1 stop13h 02m

Kona Intl

jue. 2/5

6:30 pm-10:27 am

1 stop11h 57m

$613

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

dom. 11/16

7:35 am-3:44 pm

1 stop12h 09m

$262

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

vie. 9/19

6:00 am-5:29 pm

2 stops16h 29m

$378

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

sáb. 1/3

6:19 am-6:19 pm

2 stops16h 00m

$387

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

vie. 9/19

7:15 am-2:25 pm

1 stop12h 10m

$407

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

sáb. 1/3

8:15 am-8:36 pm

3 stops16h 21m

$1,548

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

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 agosto 20, 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 agosto 20, 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
8,928 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,928 reviews
United Airlines
7.4
Good
8,928 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,928 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.1

Overall

7.4

Food

6.6

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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 Delta fly from Madison to Kailua-Kona in about 12h 53m. The time it takes to get you to your destination can typically vary by up to 4h 15m. 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 $521. Another airline that can offer you cheap pricing is United Airlines. Users have found that American Airlines is 37% 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 agosto 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$521Average$795FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$563Average$789FlexibilityNo cancel feeOn-time69%

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