HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maui

$312+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — OGG
Nov 2 — Nov 91
Sun 11/2
Sun 11/9
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

Keep the following information in mind while searching for Madison to Maui flight deals. Data was last updated October 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$534
(United Airlines)

One-way from

$312
(American Airlines)

Popular in

December

Cheapest in

November

Average price

$652
Provider with most accurate pricing for Madison Truax Field-Kahului flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Kahului flights.
Search Deals
From Madison Truax Field to Maui
Search Deals
One-way flight from Madison Truax Field to Maui
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 3, 2025.

This United Airlines deal was found by Cheapflights users on 9/30. 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 10/226:30 amMSN - OGG
2 stops13h 43mUnited Airlines
Wed 10/297:42 pmOGG - MSN
2 stops14h 12mUnited Airlines
Deal found 9/30$534
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/296:45 amMSN - OGG
1 stop12h 28mAmerican Airlines
Sun 11/27:08 pmOGG - MSN
1 stop11h 22mAmerican Airlines
Deal found 9/30$542
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/2910:35 amMSN - OGG
2 stops13h 46mUnited Airlines
Sun 11/28:42 pmOGG - MSN
2 stops14h 12mUnited Airlines
Deal found 9/30$553
This American Airlines deal was found by Cheapflights users on 10/3. 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 11/46:00 amMSN - OGG
1 stop13h 18mAmerican Airlines
Tue 11/187:08 pmOGG - MSN
1 stop11h 22mAmerican Airlines
Deal found 10/3$561
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/226:45 amMSN - OGG
1 stop12h 24mAmerican Airlines
Wed 10/2910:03 pmOGG - MSN
1 stop10h 57mAmerican Airlines
Deal found 9/30$573
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Thu 10/169:00 amMSN - OGG
1 stop11h 13mUnited Airlines
Mon 10/208:00 pmOGG - MSN
1 stop12h 18mUnited Airlines
Deal found 9/30$781
This American Airlines deal was found by Cheapflights users on 10/2. 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.
Fri 10/176:45 amMSN - OGG
1 stop12h 22mAmerican Airlines
Tue 10/2110:03 pmOGG - MSN
1 stop10h 57mAmerican Airlines
Deal found 10/2$782

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 October 3, 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

Wed 10/22

6:30 am-3:13 pm

2 stops13h 43m

Kahului

Wed 10/29

7:42 pm-2:54 pm

2 stops14h 12m

$534

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Mon 2/16

6:29 am-3:20 pm

1 stop12h 51m

Kahului

Mon 2/23

7:00 pm-10:22 am

1 stop11h 22m

$542

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 10/29

10:35 am-7:21 pm

2 stops13h 46m

Kahului

Sun 11/2

8:42 pm-2:54 pm

2 stops14h 12m

$553

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 10/22

6:45 am-2:09 pm

1 stop12h 24m

Kahului

Wed 10/29

10:03 pm-2:00 pm

1 stop10h 57m

$573

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sun 2/1

7:00 am-3:51 pm

1 stop12h 51m

Kahului

Fri 2/6

2:16 pm-10:43 am

2 stops16h 27m

$578

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sun 2/1

8:15 am-8:46 pm

2 stops16h 31m

Kahului

Fri 2/6

11:35 pm-7:07 pm

2 stops15h 32m

$655

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sun 2/1

7:00 am-3:51 pm

1 stop12h 51m

Kahului

Sat 2/7

7:00 pm-10:43 am

1 stop11h 43m

$662

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 3/10

6:44 am-2:20 pm

1 stop12h 36m

Kahului

Wed 3/11

7:00 pm-10:23 am

1 stop10h 23m

$701

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Tue 12/2

6:00 am-3:36 pm

1 stop13h 36m

$312

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 1/14

6:54 am-3:14 pm

1 stop12h 20m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

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 October 3, 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 October 3, 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
7,966 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
7,966 reviews
Delta
8.0
Very good
7,966 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
8,940 reviews
Delta
8.0
Very good
7,966 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

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
11,040 reviews
Delta
8.0
Very good
7,966 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

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.

  • How long is the flight from Madison to Maui?

    Airlines like United Airlines and American Airlines fly from Madison to Maui in about 12h 51m. The time it takes to get you to your destination can typically vary by up to 52m. 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 $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

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.

Alternative routes for Madison to Maui

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Honolulu flights
Minneapolis to Honolulu flights
O'Hare Intl to Kahului flights
Minneapolis to Kahului flights
Minneapolis to Kailua-Kona flights
Minneapolis to Lihue flights
O'Hare Intl to Lihue flights
O'Hare Intl to Kailua-Kona flights
Milwaukee to Honolulu flights
Milwaukee to Kahului flights
Madison to Kahului flights
O'Hare Intl to Hilo flights
Minneapolis to Hilo flights
Appleton to Honolulu flights
Milwaukee to Kailua-Kona flights
Madison to Honolulu flights
Milwaukee to Lihue flights
Duluth to Honolulu flights
Madison to Kailua-Kona flights
Madison to Lihue flights
Green Bay to Honolulu flights
Appleton to Kahului flights
Appleton to Kailua-Kona flights
Milwaukee to Hilo flights
Green Bay to Kahului flights
Green Bay to Kailua-Kona flights
O'Hare Intl to Kapalua flights
La Crosse to Honolulu flights
Wausau to Kahului flights
Madison to Hilo flights
Escanaba to Honolulu flights
Wausau to Honolulu flights
Minneapolis to Kapalua flights
Wausau to Lihue flights
O'Hare Intl to Waimea (Big Island) flights
Dubuque to Honolulu flights
Wausau to Hilo flights
Milwaukee to Kapalua flights
O'Hare Intl to Hana flights
Minneapolis to Waimea (Big Island) flights
Minneapolis to Hana flights
La Crosse to Lihue flights
Minneapolis to Hoolehua flights
Milwaukee to Hana flights
Madison to Kapalua flights
Milwaukee to Waimea (Big Island) flights

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 October 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$762FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$503Average$784FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$545Average$843FlexibilityNo cancel feeOn-time69%

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.