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Maui

$271+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OGG
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Madison to Maui

Keep the following information in mind while searching for Madison to Maui flight deals. Data was last updated August 14, 2025.

Round-trip from

$525
(American Airlines)

One-way from

$271
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$743
From Madison Truax Field to Maui
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One-way flight from Madison Truax Field to Maui
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Highest demand for flights based on searches. 15% potential increase in price ($146 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($33 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 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 August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/12. 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 - OGG
1 stop12h 23mAmerican Airlines
Sat 11/2211:00 pmOGG - MSN
1 stop11h 24mAmerican Airlines
Deal found 8/12$525
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 8/2711:13 amMSN - OGG
2 stops14h 11mAmerican Airlines
Wed 9/39:29 pmOGG - MSN
2 stops14h 06mAmerican Airlines
Deal found 8/13$596
This United Airlines deal was found by Cheapflights users on 8/13. 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 9/310:50 amMSN - OGG
2 stops15h 03mUnited Airlines
Tue 9/91:20 pmOGG - MSN
2 stops15h 28mUnited Airlines
Deal found 8/13$660
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 8/2011:13 amMSN - OGG
2 stops14h 11mAmerican Airlines
Tue 8/265:50 pmOGG - MSN
1 stop11h 43mAmerican Airlines
Deal found 8/13$667
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 8/2011:13 amMSN - OGG
2 stops14h 11mAmerican Airlines
Mon 8/259:46 pmOGG - MSN
2 stops13h 59mAmerican Airlines
Deal found 8/13$672
This American Airlines deal was found by Cheapflights users on 8/14. 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 11/87:35 amMSN - OGG
1 stop12h 13mAmerican Airlines
Sat 11/1511:00 pmOGG - MSN
1 stop11h 24mAmerican Airlines
Deal found 8/14$721
This American Airlines deal was found by Cheapflights users on 8/14. 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 10/76:45 amMSN - OGG
1 stop12h 24mAmerican Airlines
Thu 10/1610:03 pmOGG - MSN
1 stop18h 32mAmerican Airlines
Deal found 8/14$731

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 August 14, 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

Mon 11/17

7:25 am-3:48 pm

1 stop12h 23m

Kahului

Sat 11/22

11:00 pm-2:24 pm

1 stop11h 24m

$525

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Fri 1/23

8:49 am-4:23 pm

1 stop11h 34m

Kahului

Fri 1/30

5:25 pm-9:53 am

1 stop12h 28m

$525

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 8/27

11:13 am-8:24 pm

2 stops14h 11m

Kahului

Wed 9/3

9:29 pm-4:35 pm

2 stops14h 06m

$596

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 9/3

7:15 am-2:01 pm

1 stop11h 46m

Kahului

Tue 9/9

1:14 pm-10:31 am

2 stops16h 17m

$596

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 9/3

10:50 am-8:53 pm

2 stops15h 03m

Kahului

Tue 9/9

1:20 pm-9:48 am

2 stops15h 28m

$660

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 8/27

9:48 am-8:24 pm

2 stops15h 36m

Kahului

Tue 9/2

5:50 pm-10:31 am

1 stop11h 41m

$667

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Thu 11/13

6:00 am-3:20 pm

1 stop13h 20m

$271

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 12/2

6:00 am-3:20 pm

1 stop13h 20m

$302

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Thu 11/13

5:45 am-7:23 pm

2 stops17h 38m

$307

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 12/2

8:30 am-4:36 pm

1 stop12h 06m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 12 results
1
2

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, November is the cheapest month in which you can book a flight from Madison to Maui (average of $391). Flying from Madison to Maui in June is currently the most expensive (average of $576). 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 FUK?

Find hourly flight availability from Madison to Maui. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

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

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 August 14, 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
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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, November is the cheapest month in which you can book a flight from Madison to Maui (average of $391). Flying from Madison to Maui in June is currently the most expensive (average of $576). 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$762FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$501Average$752FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$545Average$830FlexibilityNo cancel feeOn-time69%

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