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The Big Island

$262+ Cheap flights from Madison (MSN) to The Big Island

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
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheap flight deals from Madison to The Big Island

Keep the following information in mind while searching for Madison to The Big Island flight deals. Data was last updated August 21, 2025.

Round-trip from

$523
(American Airlines)

One-way from

$262
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$948
From Madison Truax Field to The Big Island
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One-way flight from Madison Truax Field to The Big Island
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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 The Big Island

Cheapest flights from Madison to The Big Island
Explore the most affordable flight options available from Madison to The Big Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2025.

This American Airlines deal was found by Cheapflights users on 8/21. 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 11/177:25 amMSN - KOA
1 stop12h 19mAmerican Airlines
Tue 11/256:30 pmKOA - MSN
1 stop11h 53mAmerican Airlines
Deal found 8/21$523
This United Airlines deal was found by Cheapflights users on 8/21. 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 11/118:30 amMSN - KOA
1 stop11h 48mUnited Airlines
Wed 11/192:25 pmKOA - MSN
2 stops15h 35mUnited Airlines
Deal found 8/21$528
This Delta deal was found by Cheapflights users on 8/21. 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.
Sun 11/166:15 amMSN - KOA
2 stops15h 35mDelta
Wed 11/268:45 pmKOA - MSN
2 stops32h 05mDelta
Deal found 8/21$530
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.
Wed 11/511:00 amMSN - KOA
2 stops12h 53mDelta
Mon 11/108:45 pmKOA - MSN
2 stops15h 51mDelta
Deal found 8/20$531
This Delta deal was found by Cheapflights users on 8/21. 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 11/116:00 pmMSN - KOA
2 stops29h 10mDelta
Mon 11/178:45 pmKOA - MSN
2 stops15h 51mDelta
Deal found 8/21$538
This Delta deal was found by Cheapflights users on 8/21. 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.
Sun 11/166:15 amMSN - KOA
2 stops15h 35mDelta
Mon 11/248:45 pmKOA - MSN
2 stops13h 07mDelta
Deal found 8/21$541
This Delta deal was found by Cheapflights users on 8/21. 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.
Wed 12/32:00 pmMSN - KOA
2 stops33h 10mDelta
Mon 12/88:45 pmKOA - MSN
2 stops13h 07mDelta
Deal found 8/21$548
This Delta deal was found by Cheapflights users on 8/21. 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 11/116:00 pmMSN - KOA
2 stops29h 10mDelta
Thu 11/208:45 pmKOA - MSN
2 stops15h 51mDelta
Deal found 8/21$559
This Delta deal was found by Cheapflights users on 8/21. 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.
Sun 11/166:15 amMSN - KOA
2 stops15h 35mDelta
Sun 11/238:45 pmKOA - MSN
2 stops15h 51mDelta
Deal found 8/21$561
This Delta deal was found by Cheapflights users on 8/21. 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.
Sun 11/166:15 amMSN - KOA
2 stops15h 35mDelta
Tue 11/258:45 pmKOA - MSN
2 stops13h 07mDelta
Deal found 8/21$562
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Sun 9/148:40 amMSN - KOA
1 stop12h 06mUnited Airlines
Fri 9/191:15 pmKOA - MSN
2 stops15h 30mUnited Airlines
Deal found 8/21$575
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.
Sat 11/153:04 pmMSN - ITO
2 stops31h 57mUnited Airlines
Mon 11/174:34 pmITO - MSN
2 stops16h 36mUnited Airlines
Deal found 8/20$993

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to The Big Island 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 August 21, 2025.
Use the filters below to find and compare flights from Madison to The Big Island that are best for you.

Fly from

Madison

Fly to

The Big Island

Route

Depart

Return

Price

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 11/18

7:25 am-3:44 pm

1 stop12h 19m

Kona Intl

Tue 11/25

6:30 pm-10:23 am

1 stop11h 53m

$523

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Mon 11/17

7:25 am-3:44 pm

1 stop12h 19m

Kona Intl

Tue 11/25

6:30 pm-10:23 am

1 stop11h 53m

$523

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 11/11

8:30 am-4:18 pm

1 stop11h 48m

Kona Intl

Wed 11/19

2:25 pm-10:00 am

2 stops15h 35m

$528

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 1/6

6:19 am-7:27 pm

2 stops17h 08m

Kona Intl

Tue 1/20

10:28 pm-1:51 pm

1 stop11h 23m

$528

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sun 11/16

6:15 am-5:50 pm

2 stops15h 35m

Kona Intl

Wed 11/26

8:45 pm-8:50 am

2 stops32h 05m

$530

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 11/11

6:00 pm-7:10 pm

2 stops29h 10m

Kona Intl

Tue 11/18

9:35 pm-5:08 pm

2 stops15h 33m

$531

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 11/12

6:15 am-7:10 pm

2 stops16h 55m

Kona Intl

Tue 11/18

9:35 pm-5:08 pm

2 stops15h 33m

$531

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 11/5

11:00 am-7:53 pm

2 stops12h 53m

Kona Intl

Mon 11/10

8:45 pm-4:36 pm

2 stops15h 51m

$531

MadisonHilo

MSN - ITO

MSNITO

Madison Truax Field

Sat 11/15

3:04 pm-8:30 pm

2 stops33h 26m

Hilo Intl

Mon 11/17

4:34 pm-1:10 pm

2 stops16h 36m

$993

MadisonHilo

MSN - ITO

MSNITO

Madison Truax Field

Sun 2/8

7:00 am-6:18 pm

2 stops15h 18m

Hilo Intl

Sat 2/14

7:29 am-8:49 pm

2 stops33h 20m

$1,065

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 13 results
1
2

Best time to book a flight from Madison to The Big Island

Have a flexible travel schedule? Discover the best time to fly to The Big Island 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 The Big Island

What is the cheapest month to book a flight from Madison to The Big Island?

Currently, October is the cheapest month in which you can book a flight from Madison to The Big Island (average of $409). Flying from Madison to The Big Island 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 FUI?

Find hourly flight availability from Madison to The Big Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to The Big Island as you normally would.

Reviews of airlines servicing The Big Island

Get insights into the airlines that provide service to The Big Island. 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 The Big Island. Reviews last updated August 21, 2025.
See what other customers who have flown with United Airlines and American Airlines from Madison to The Big Island have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,934 reviews

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

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
8,934 reviews
United Airlines
7.4
Good
8,934 reviews

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

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
8,934 reviews

Overall

7.4

Food

6.6

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Crew

8.1

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 The Big Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to The Big Island?

    Located just 5.4 mi from the city center, Madison Truax Field (MSN) is the airport most travelers will use when flying to The Big Island from Madison.

  • How long is the flight from Madison to The Big Island?

    Airlines like American Airlines and United Airlines fly from Madison to The Big Island in about 11h 48m. The time it takes to get you to your destination can typically vary by up to 31m. The distance between Madison and The Big Island is about 4131 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Madison to The Big Island that include hotel bookings?

    Yes. In addition to deals on Madison to The Big Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to The Big Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to The Big Island.

  • Can I find deals for business class flights from Madison to The Big Island?

    Yes. Cheapflights offers flight deals from Madison to The Big Island 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 The Big Island?

    Currently, October is the cheapest month in which you can book a flight from Madison to The Big Island (average of $409). Flying from Madison to The Big Island 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 The Big Island

Discover the top 2 airlines that operate flights from Madison to The Big Island. 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 August 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$521Average$795FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$563Average$789FlexibilityNo cancel feeOn-time69%

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