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Kailua-Kona

$356+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — KOA
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$486
(Delta)

One-way from

$356
(Delta)

Popular in

June

Cheapest in

January

Average price

$775
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
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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 ($169 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 October 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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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.
Tue 11/186:00 amMSN - KOA
2 stops16h 13mDelta
Tue 11/258:30 pmKOA - MSN
2 stops16h 52mDelta
Deal found 10/28$541
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/256:25 pmKOA - MSN
1 stop11h 58mAmerican Airlines
Deal found 10/28$543
This Delta deal was found by Cheapflights users on 10/29. 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.
Mon 11/176:00 amMSN - KOA
2 stops17h 25mDelta
Tue 11/258:30 pmKOA - MSN
2 stops16h 52mDelta
Deal found 10/29$563
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/1910:09 pmKOA - MSN
1 stop12h 35mAmerican Airlines
Deal found 10/28$648
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/187:24 amMSN - KOA
1 stop13h 23mAmerican Airlines
Tue 11/256:25 pmKOA - MSN
1 stop11h 58mAmerican Airlines
Deal found 10/28$653
This American Airlines deal was found by Cheapflights users on 10/29. 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 10/29$668

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 October 30, 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

Sat 1/31

3:30 pm-6:47 pm

2 stops31h 17m

Kona Intl

Tue 2/10

8:45 pm-2:05 pm

2 stops13h 20m

$487

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 2/4

2:45 pm-6:30 pm

2 stops31h 45m

Kona Intl

Tue 2/10

8:45 pm-2:05 pm

2 stops13h 20m

$500

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Fri 2/6

6:30 am-6:47 pm

2 stops16h 17m

Kona Intl

Tue 2/10

8:45 pm-10:40 pm

2 stops21h 55m

$505

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sat 1/31

10:51 am-6:47 pm

2 stops35h 56m

Kona Intl

Sun 2/8

8:45 pm-2:05 pm

2 stops13h 20m

$505

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Fri 2/6

6:30 am-6:47 pm

2 stops16h 17m

Kona Intl

Sun 2/8

8:45 pm-2:05 pm

2 stops13h 20m

$523

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Thu 2/5

6:30 am-6:47 pm

2 stops16h 17m

Kona Intl

Sun 2/8

8:45 pm-2:05 pm

2 stops13h 20m

$523

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 11/18

6:00 am-6:13 pm

2 stops16h 13m

Kona Intl

Tue 11/25

8:30 pm-5:22 pm

2 stops16h 52m

$541

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

6:25 pm-10:23 am

1 stop11h 58m

$543

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 1/14

7:00 am-3:48 pm

1 stop12h 48m

Kona Intl

Tue 1/20

9:20 pm-2:26 pm

1 stop13h 06m

$543

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 1/14

6:30 am-6:30 pm

2 stops16h 00m

Kona Intl

Tue 1/20

8:45 pm-2:05 pm

2 stops13h 20m

$561

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 20 results
1
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Madison-Kailua-Kona flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 $607). 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 October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Madison to Kailua-Kona in the evening. If you’re flexible enough to do this you can expect to save up to 59% on your trip compared to booking a flight at noon.

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 October 30, 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
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,035 reviews
United Airlines
7.4
Good
8,998 reviews

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 Delta fly from Madison to Kailua-Kona in about 31h 17m. 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 37% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Madison to Kailua-Kona one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $356. American Airlines flights start at $357 while deals on United Airlines start at $442 one-way.

  • 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 $607). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$521Average$796FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$563Average$739FlexibilityNo cancel feeOn-time69%

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