HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kailua-Kona

$517+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — KOA
Dec 21 — Dec 281
Sun 12/21
Sun 12/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Kailua-Kona with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$522
(Delta)

One-way from

$517
(Delta)

Popular in

June

Cheapest in

January

Average price

$762
Provider with most accurate pricing for Madison Truax Field-Kona Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Kona Intl flights.
Search Deals
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. 16% potential increase in price ($168 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 November 2025
Search Deals

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 November 21, 2025.

This United Airlines deal was found by Cheapflights users on 11/19. 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.
Fri 12/58:30 amMSN - KOA
1 stop11h 48mUnited Airlines
Tue 12/98:55 pmKOA - MSN
1 stop12h 15mUnited Airlines
Deal found 11/19$633
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Sat 11/296:00 amMSN - KOA
1 stop13h 24mAmerican Airlines
Fri 12/194:24 pmKOA - MSN
2 stops12h 54mAmerican Airlines
Deal found 11/20$698
This American Airlines deal was found by Cheapflights users on 11/19. 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 11/19$811

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 November 21, 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

Mon 1/12

6:30 am-6:30 pm

2 stops16h 00m

Kona Intl

Thu 1/15

8:45 pm-2:10 pm

2 stops13h 25m

$522

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 1/14

7:03 am-3:47 pm

1 stop12h 44m

Kona Intl

Tue 1/20

9:20 pm-2:26 pm

1 stop13h 06m

$551

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Thu 2/19

6:14 am-3:27 pm

1 stop13h 13m

Kona Intl

Tue 2/24

10:30 pm-2:30 pm

1 stop12h 00m

$570

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Thu 2/19

6:30 am-7:34 pm

2 stops17h 04m

Kona Intl

Tue 2/24

8:59 pm-5:06 pm

2 stops16h 07m

$571

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/3

6:00 am-6:53 pm

2 stops16h 53m

Kona Intl

Sun 3/8

5:30 pm-10:23 am

1 stop11h 53m

$615

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/3

6:30 am-7:34 pm

2 stops17h 04m

Kona Intl

Sun 3/8

8:55 pm-8:48 pm

2 stops18h 53m

$628

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Fri 12/5

8:30 am-4:18 pm

1 stop11h 48m

Kona Intl

Tue 12/9

8:55 pm-1:10 pm

1 stop12h 15m

$633

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 12/24

6:31 am-6:31 pm

2 stops16h 00m

$517

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 12/24

3:00 pm-2:31 pm

3 stops27h 31m

$582

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 12/24

3:06 pm-4:41 pm

1 stop29h 35m

$739

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 12 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 November.
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 November 21, 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 November 21, 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
9,035 reviews

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Entertainment

7.1

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
9,035 reviews
United Airlines
7.4
Good
9,035 reviews

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Entertainment

7.1

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
11,048 reviews
United Airlines
7.4
Good
9,035 reviews

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Entertainment

7.1

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 and American Airlines fly from Madison to Kailua-Kona in about 12h 44m. The time it takes to get you to your destination can typically vary by up to 3h 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 $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, 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Kailua-Kona

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Honolulu flights
Minneapolis to Honolulu flights
O'Hare Intl to Kahului flights
Minneapolis to Kahului flights
Minneapolis to Lihue flights
Minneapolis to Kailua-Kona flights
O'Hare Intl to Kailua-Kona flights
O'Hare Intl to Lihue flights
Milwaukee to Honolulu flights
Milwaukee to Kahului flights
Milwaukee to Lihue flights
Madison to Honolulu flights
Milwaukee to Kailua-Kona flights
O'Hare Intl to Hilo flights
Minneapolis to Hilo flights
Appleton to Honolulu flights
Green Bay to Honolulu flights
Wausau to Honolulu flights
Madison to Kahului flights
Green Bay to Kailua-Kona flights
Appleton to Kahului flights
Appleton to Kailua-Kona flights
Duluth to Honolulu flights
Green Bay to Kahului flights
Madison to Lihue flights
O'Hare Intl to Waimea (Big Island) flights
Milwaukee to Hilo flights
Wausau to Lihue flights
O'Hare Intl to Kapalua flights
Minneapolis to Waimea (Big Island) flights
Wausau to Hilo flights
Milwaukee to Kapalua flights
La Crosse to Honolulu flights
Wausau to Kahului flights
Escanaba to Honolulu flights
Madison to Hilo flights
Madison to Kapalua flights
La Crosse to Lihue flights
O'Hare Intl to Hana flights
Minneapolis to Hoolehua flights
Dubuque to Honolulu flights
Minneapolis to Kapalua flights
Milwaukee to Hana flights
Minneapolis to Hana flights
Milwaukee to Waimea (Big Island) flights

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 November 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$521Average$796FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$563Average$739FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.