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Maui

$331+ Cheap flights from Madison (MSN) to Maui

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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OGG
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from Madison to Maui

Cheapest flights from Madison to Maui
Explore the most affordable flight options available from Madison to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This United Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/295:26 pmMSN - OGG
1 stop25h 18mUnited Airlines
Sun 1/115:25 pmOGG - MSN
1 stop12h 45mUnited Airlines
Deal found 12/15$874
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/283:46 pmMSN - OGG
2 stops29h 01mUnited Airlines
Wed 1/78:50 pmOGG - MSN
2 stops13h 20mUnited Airlines
Deal found 12/15$1,026
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Mon 12/226:40 amMSN - OGG
2 stops20h 25mUnited Airlines
Sun 12/285:15 pmOGG - MSN
1 stop12h 55mUnited Airlines
Deal found 12/16$1,073

Find flight deals from Madison to Maui

Keep the following information in mind while searching for Madison to Maui flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$521
(American Airlines)

One-way from

$331
(United Airlines)

Popular in

December

Cheapest in

November

Average price

$1,297
Provider with most accurate pricing for Madison Truax Field-Kahului flight deals.
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Provider most trusted by Cheapflights users for Madison Truax Field-Kahului flights.
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From Madison Truax Field to Maui
Search Deals
One-way flight from Madison Truax Field to Maui
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($46 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 Maui 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 16, 2025.
Use the filters below to find and compare flights from Madison to Maui that are best for you.

Fly from

Madison

Fly to

Maui

Route

Depart

Return

Price

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 1/6

8:15 am-4:47 pm

1 stop12h 32m

Kahului

Fri 1/16

5:25 pm-10:10 am

1 stop12h 45m

$521

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 1/28

8:15 am-8:46 pm

2 stops16h 31m

Kahului

Thu 2/5

8:50 pm-2:52 pm

2 stops14h 02m

$532

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 3/3

5:38 am-7:15 pm

2 stops17h 37m

Kahului

Tue 3/10

9:09 pm-9:06 pm

2 stops18h 57m

$548

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 3/3

6:25 am-3:30 pm

1 stop13h 05m

Kahului

Tue 3/10

6:00 pm-10:36 am

1 stop11h 36m

$551

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 2/17

7:15 am-3:52 pm

1 stop12h 37m

Kahului

Sun 2/22

8:10 pm-10:38 am

1 stop10h 28m

$551

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Mon 1/12

7:00 am-3:14 pm

1 stop12h 14m

Kahului

Mon 1/19

7:00 pm-10:43 am

1 stop11h 43m

$551

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 1/14

8:15 am-4:47 pm

1 stop12h 32m

$331

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Thu 1/29

7:28 am-2:44 pm

1 stop11h 16m

$1,463

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Best time to book a flight from Madison to Maui

Have a flexible travel schedule? Discover the best time to fly to Maui 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 Maui

What is the cheapest month to book a flight from Madison to Maui?

Currently, September is the cheapest month in which you can book a flight from Madison to Maui (average of $292). Flying from Madison to Maui in June is currently the most expensive (average of $609). 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 Maui

Get insights into the airlines that provide service to Maui. 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 Maui. Reviews last updated December 16, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Madison to Maui to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,049 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Boarding

8.1

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Madison to Maui. 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 Maui?

    Madison Truax Field (MSN), located 5.4 mi from the city center, is the airport you fly out of when you book flights from Madison to Maui.

  • How long is the flight from Madison to Maui?

    Airlines like United Airlines fly from Madison to Maui in about 12h 32m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 4101 mi.

  • Can I find deals for flights from Madison to Maui that include hotel bookings?

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

  • How can I find direct flights from Madison to Maui?

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

  • Can I find deals for business class flights from Madison to Maui?

    Yes. Cheapflights offers flight deals from Madison to Maui 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 Maui?

    Currently, September is the cheapest month in which you can book a flight from Madison to Maui (average of $292). Flying from Madison to Maui in June is currently the most expensive (average of $609). 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 3 airlines flying from Madison to Maui

Discover the top 3 airlines that operate flights from Madison to Maui. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$591FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$509Average$781FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$521Average$745FlexibilityNo cancel feeOn-time71%

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