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The Big Island

$327+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — KOA
Mar 7 — Mar 141
Sat 3/7
Sat 3/14
1 adult, Economy
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Cheap 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 February 5, 2026.

This American Airlines deal was found by Cheapflights users on 2/3. 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 3/36:14 am
MSN
-
KOA
1 stop13h 16m
American Airlines
Tue 3/109:40 pm
KOA
-
MSN
1 stop11h 51m
American Airlines
Deal found 2/3$524
This United Airlines deal was found by Cheapflights users on 2/2. 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 3/38:26 am
MSN
-
KOA
1 stop12h 08m
United Airlines
Tue 3/107:35 pm
KOA
-
MSN
2 stops14h 23m
United Airlines
Deal found 2/2$530
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/106:30 am
MSN
-
KOA
1 stop12h 52m
American Airlines
Tue 3/176:10 pm
KOA
-
MSN
1 stop11h 29m
American Airlines
Deal found 2/2$559
This United Airlines deal was found by Cheapflights users on 2/2. 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 3/108:16 am
MSN
-
KOA
1 stop12h 18m
United Airlines
Tue 3/177:35 pm
KOA
-
MSN
2 stops13h 27m
United Airlines
Deal found 2/2$565
This American Airlines deal was found by Cheapflights users on 2/3. 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.
Sun 3/15:00 am
MSN
-
KOA
2 stops17h 59m
American Airlines
Fri 3/610:11 pm
KOA
-
MSN
2 stops14h 53m
American Airlines
Deal found 2/3$593
This Delta deal was found by Cheapflights users on 2/2. 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 5/46:00 am
MSN
-
KOA
2 stops18h 03m
Delta
Mon 5/119:55 pm
KOA
-
MSN
2 stops18h 32m
Delta
Deal found 2/2$646
This United Airlines deal was found by Cheapflights users on 2/4. 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.
Sat 2/218:26 am
MSN
-
KOA
2 stops16h 52m
United Airlines
Fri 2/272:08 pm
KOA
-
MSN
2 stops16h 06m
United Airlines
Deal found 2/4$660
This United Airlines deal was found by Cheapflights users on 2/2. 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 2/248:26 am
MSN
-
KOA
1 stop12h 08m
United Airlines
Wed 2/258:55 pm
KOA
-
MSN
2 stops13h 12m
United Airlines
Deal found 2/2$670
This United Airlines deal was found by Cheapflights users on 2/4. 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 5/56:30 am
MSN
-
ITO
2 stops20h 03m
United Airlines
Wed 5/610:56 am
ITO
-
MSN
2 stops22h 20m
United Airlines
Deal found 2/4$704
This Delta deal was found by Cheapflights users on 2/4. 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.
Thu 2/196:20 am
MSN
-
ITO
2 stops15h 09m
Delta
Mon 2/233:01 pm
ITO
-
MSN
2 stops15h 18m
Delta
Deal found 2/4$1,031
This United Airlines deal was found by Cheapflights users on 2/1. 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 10/308:30 am
MSN
-
ITO
2 stops35h 53m
United Airlines
Fri 11/67:29 am
ITO
-
MSN
2 stops21h 24m
United Airlines
Deal found 2/1$1,105
This United Airlines deal was found by Cheapflights users on 2/5. 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 2/218:26 am
MSN
-
ITO
2 stops15h 57m
United Airlines
Sat 2/288:40 am
ITO
-
MSN
2 stops26h 03m
United Airlines
Deal found 2/5$1,237

Find 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 February 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$524
(American Airlines)

One-way from

$327
(Delta)

Popular in

June

Cheapest in

September

Average price

$767
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 The Big Island
Search Deals
One-way flight from Madison Truax Field to The Big Island
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($156 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($50 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 5, 2026.
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 3/3

6:14 am-6:59 pm

2 stops16h 45m

Kona Intl

Tue 3/10

9:17 pm-5:05 pm

2 stops14h 48m

$535

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/3

6:30 am-8:51 pm

2 stops18h 21m

Kona Intl

Tue 3/10

1:30 pm-10:12 am

2 stops15h 42m

$535

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 3/10

8:16 am-3:34 pm

1 stop12h 18m

Kona Intl

Tue 3/17

7:35 pm-2:02 pm

2 stops13h 27m

$565

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Sat 2/21

8:26 am-9:18 pm

2 stops16h 52m

Kona Intl

Fri 2/27

2:08 pm-10:14 am

2 stops16h 06m

$660

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Tue 2/24

8:26 am-4:34 pm

1 stop12h 08m

Kona Intl

Wed 2/25

8:55 pm-2:07 pm

2 stops13h 12m

$670

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Fri 2/20

8:26 am-4:34 pm

1 stop12h 08m

Kona Intl

Tue 2/24

2:08 pm-10:14 am

2 stops16h 06m

$690

MadisonKailua-Kona

MSN - KOA

MSNKOA

Madison Truax Field

Wed 2/18

8:26 am-4:34 pm

1 stop12h 08m

Kona Intl

Sun 2/22

8:55 pm-2:07 pm

2 stops13h 12m

$690

MadisonHilo

MSN - ITO

MSNITO

Madison Truax Field

Tue 5/5

6:30 am-9:33 pm

2 stops20h 03m

Hilo Intl

Wed 5/6

10:56 am-2:16 pm

2 stops22h 20m

$704

MadisonHilo

MSN - ITO

MSNITO

Madison Truax Field

Thu 2/19

6:20 am-5:29 pm

2 stops15h 09m

Hilo Intl

Mon 2/23

3:01 pm-10:19 am

2 stops15h 18m

$1,031

MadisonHilo

MSN - ITO

MSNITO

Madison Truax Field

Sat 2/21

8:26 am-8:23 pm

2 stops15h 57m

Hilo Intl

Sat 2/28

8:40 am-2:43 pm

2 stops26h 03m

$1,237

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 26 results
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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, March is the cheapest month in which you can book a flight from Madison to The Big Island (average of $241). Flying from Madison to The Big Island in July is currently the most expensive (average of $663). 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.

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 February 5, 2026.
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
9,240 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,240 reviews
United Airlines
7.4
Good
9,240 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,237 reviews
United Airlines
7.4
Good
9,240 reviews

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 16h 45m. The time it takes to get you to your destination can typically vary by up to 1h 36m. 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, March is the cheapest month in which you can book a flight from Madison to The Big Island (average of $241). Flying from Madison to The Big Island in July is currently the most expensive (average of $663). 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

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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 February 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$543Average$778FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$548Average$781FlexibilityNo cancel feeOn-time69%

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