HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maui

$346+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OGG
Apr 29 — May 61
Wed 4/29
Wed 5/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Maui 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 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 March 30, 2026.

This American Airlines deal was found by Cheapflights users on 3/28. 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 4/277:00 am
MSN
-
OGG
1 stop12h 01m
American Airlines
Mon 5/49:48 pm
OGG
-
MSN
1 stop11h 33m
American Airlines
Deal found 3/28$534
This United Airlines deal was found by Cheapflights users on 3/28. 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 4/279:00 am
MSN
-
OGG
1 stop11h 15m
United Airlines
Mon 5/41:10 pm
OGG
-
MSN
2 stops14h 46m
United Airlines
Deal found 3/28$540
This United Airlines deal was found by Cheapflights users on 3/28. 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 4/229:00 am
MSN
-
OGG
1 stop11h 15m
United Airlines
Wed 4/291:08 pm
OGG
-
MSN
2 stops14h 48m
United Airlines
Deal found 3/28$570
This American Airlines deal was found by Cheapflights users on 3/27. 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 11/97:35 am
MSN
-
OGG
1 stop12h 13m
American Airlines
Sun 11/1511:00 pm
OGG
-
MSN
1 stop11h 24m
American Airlines
Deal found 3/27$571
This American Airlines deal was found by Cheapflights users on 3/28. 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 4/227:10 am
MSN
-
OGG
2 stops17h 46m
American Airlines
Wed 5/63:03 pm
OGG
-
MSN
2 stops15h 02m
American Airlines
Deal found 3/28$592
This Delta deal was found by Cheapflights users on 3/26. 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 8/256:15 am
MSN
-
OGG
2 stops13h 13m
Delta
Fri 8/2812:45 pm
OGG
-
MSN
2 stops14h 35m
Delta
Deal found 3/26$605
This American Airlines deal was found by Cheapflights users on 3/27. 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 8/257:05 am
MSN
-
OGG
1 stop11h 50m
American Airlines
Sat 8/2910:00 pm
OGG
-
MSN
1 stop11h 05m
American Airlines
Deal found 3/27$608
This American Airlines deal was found by Cheapflights users on 3/28. 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 4/227:10 am
MSN
-
OGG
1 stop11h 51m
American Airlines
Wed 4/299:48 pm
OGG
-
MSN
1 stop11h 33m
American Airlines
Deal found 3/28$618

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 March 30, 2026.

Round-trip from

$534
(American Airlines)

One-way from

$346
(Delta)

Popular in

December

Cheapest in

November

Average price

$671
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. 4% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($42 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 30, 2026.
Use the filters below to find and compare flights from Madison to Maui that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sun 4/26

7:00 am-7:56 pm

2 stops17h 56m

Kahului

Sun 5/3

9:48 pm-2:21 pm

1 stop11h 33m

$614

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 4/7

5:00 am-1:28 pm

1 stop13h 28m

Kahului

Tue 4/14

7:50 pm-3:10 pm

2 stops14h 20m

$634

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sun 4/26

6:00 am-5:36 pm

2 stops16h 36m

Kahului

Sun 5/3

10:30 pm-5:36 pm

2 stops14h 06m

$649
Quickest round-trip

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 4/7

7:10 am-2:01 pm

1 stop11h 51m

Kahului

Tue 4/14

6:09 pm-11:05 am

1 stop11h 56m

$670

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Thu 4/30

7:00 am-2:01 pm

1 stop12h 01m

Kahului

Mon 5/4

6:09 pm-11:05 am

1 stop11h 56m

$673

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 4/29

5:30 am-3:42 pm

2 stops15h 12m

Kahului

Wed 5/6

2:37 pm-8:45 am

2 stops13h 08m

$716
Cheapest one-way
Quickest one-way

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 6/24

6:00 am-5:49 pm

2 stops16h 49m

$346

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 6/24

2:39 pm-12:05 pm

1 stop26h 26m

$371

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 6/24

2:40 pm-9:50 pm

3 stops36h 10m

$775

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Sorted by cheapest first

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 $359). Flying from Madison to Maui in June is currently the most expensive (average of $670). 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 March 30, 2026.
Peruse reviews from past customers who have flown with 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.
United Airlines
7.4
Good
9,514 reviews

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

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
9,514 reviews
United Airlines
7.4
Good
9,514 reviews

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

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
7.1
Good
11,530 reviews
United Airlines
7.4
Good
9,514 reviews

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Food

6.6

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 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 American Airlines, United Airlines, and Delta fly from Madison to Maui in about 13h 28m. The time it takes to get you to your destination can typically vary by up to 4h 28m. Airlines will cover a distance of 4101 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 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 $359). Flying from Madison to Maui in June is currently the most expensive (average of $670). 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.

Top 2 airlines flying from Madison to Maui

Discover the top 2 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 March 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$526Average$726FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$541Average$801FlexibilityNo cancel feeOn-time71%

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.