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Kailua-Kona

$223+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — KOA
Jan 4 — Jan 111
Sun 1/4
Sun 1/11
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 December 5, 2025.

This United Airlines deal was found by Cheapflights users on 12/4. 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 12/243:06 pmMSN - KOA
2 stops25h 45mUnited Airlines
Tue 12/308:30 pmKOA - MSN
1 stop21h 33mUnited Airlines
Deal found 12/4$1,052
This Delta deal was found by Cheapflights users on 12/4. 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 12/236:31 amMSN - KOA
2 stops17h 11mDelta
Sat 1/39:00 pmKOA - MSN
2 stops13h 16mDelta
Deal found 12/4$2,007
This United Airlines deal was found by Cheapflights users on 12/4. 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 12/233:06 pmMSN - KOA
1 stop29h 35mUnited Airlines
Sat 1/38:30 pmKOA - MSN
1 stop21h 33mUnited Airlines
Deal found 12/4$3,140

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 December 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$523
(American Airlines)

One-way from

$223
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$773
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 ($52 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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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 December 5, 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

Wed 1/14

7:00 am-3:48 pm

1 stop12h 48m

Kona Intl

Tue 1/20

7:45 pm-10:43 am

1 stop10h 58m

$523

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 1/14

7:00 am-3:48 pm

1 stop12h 48m

Kona Intl

Fri 1/23

9:44 pm-5:11 pm

2 stops15h 27m

$528

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Mon 4/13

8:58 am-3:30 pm

1 stop11h 32m

Kona Intl

Fri 4/17

8:00 pm-3:05 pm

2 stops14h 05m

$548

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sat 1/24

7:00 am-3:48 pm

1 stop12h 48m

Kona Intl

Thu 1/29

9:20 pm-2:26 pm

1 stop13h 06m

$571

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sat 1/24

6:30 am-4:41 pm

2 stops14h 11m

Kona Intl

Thu 1/29

3:59 pm-10:10 am

2 stops14h 11m

$582

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sat 2/28

8:15 am-4:28 pm

1 stop12h 13m

Kona Intl

Sun 3/8

7:35 pm-2:59 pm

2 stops14h 24m

$624

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Mon 1/26

8:15 am-4:41 pm

1 stop12h 26m

Kona Intl

Tue 1/27

8:55 pm-1:15 pm

1 stop12h 20m

$663

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Mon 1/5

2:56 pm-12:54 pm

3 stops49h 58m

$223

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sun 1/4

6:14 am-3:16 pm

1 stop13h 02m

$282

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Mon 1/5

7:00 am-6:51 pm

2 stops15h 51m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 17 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 December.
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 $630). 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 December 5, 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 December 5, 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
9,064 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
United Airlines
7.4
Good
9,064 reviews
United Airlines
7.4
Good
9,064 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
American Airlines
7.2
Good
11,047 reviews
United Airlines
7.4
Good
9,064 reviews

Boarding

7.7

Entertainment

7.1

Food

6.6

Comfort

7.3

Overall

7.4

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

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 11h 32m. The time it takes to get you to your destination can typically vary by up to 1h 16m. 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 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, 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 $630). 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 December 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$523Average$792FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$548Average$785FlexibilityNo cancel feeOn-time69%

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