What is the cheapest airline that flies from Madison Truax Field to Maui?

American Airlines, United Airlines, and Alaska Airlines are the most popular carriers operating from Madison Truax Field to Maui

What airlines fly to Maui?

American Airlines, United Airlines and Alaska Airlines are the top three most popular airlines that fly to Maui from Madison according to our data. American Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Maui. Keep in mind that there are 6 different airlines that fly to Maui on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Madison Truax Field Airport to Maui?

Prices for flights from Madison Truax Field Airport to Maui were last updated today.

How many operators does momondo search for flights from Madison Truax Field Airport to Maui?

As of September 2025, there are 3 operators available to choose from for flights from Madison Truax Field Airport to Maui.

How old do you have to be to fly from Madison Truax Field Airport to Maui?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Maui.

What documentation or ID do you need to fly to Maui?

The travel and health documents you'll need for your trip to Maui may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Maui. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$281 Cheap Flights from Madison to Maui in 2025/26

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Find the cheapest flights from Madison to Maui

Round-trip

One-way

Cheap round-trip flights

6:33 am - 3:20 pmMSN-OGG

12h 47m1 stop

7:00 pm - 10:27 amOGG-MSN

11h 27m1 stop

$556American Airlines

Find Deal

Wed, Jan 28 - Wed, Jan 28

8:15 am - 4:47 pmMSN-OGG

12h 32m1 stop

9:00 pm - 2:10 pmOGG-MSN

13h 10m2 stops

$561United Airlines

Find Deal

Wed, Jan 28 - Wed, Jan 28

6:15 am - 6:08 pmMSN-OGG

15h 53m2 stops

10:10 pm - 5:10 pmOGG-MSN

15h 00m2 stops

$566Delta

Find Deal

Wed, Jan 28 - Wed, Jan 28

5:29 am - 6:56 pmMSN-OGG

17h 27m2 stops

10:20 pm - 10:59 pmOGG-MSN

20h 39m2 stops

$570Delta

Find Deal

Sat, Nov 15 - Mon, Nov 17

8:25 am - 8:52 pmMSN-OGG

16h 27m2 stops

8:42 pm - 2:03 pmOGG-MSN

13h 21m2 stops

$572United Airlines

Find Deal

Sat, Nov 8 - Wed, Nov 12

8:30 am - 4:36 pmMSN-OGG

12h 06m1 stop

8:42 pm - 2:54 pmOGG-MSN

14h 12m2 stops

$625United Airlines

Find Deal

Sat, Nov 8 - Wed, Nov 12

6:33 am - 3:20 pmMSN-OGG

12h 47m1 stop

11:30 pm - 1:38 pmOGG-MSN

10h 08m1 stop

$682American Airlines

Find Deal

Sat, Feb 7 - Sun, Feb 15

6:00 am - 3:18 pmMSN-OGG

13h 18m1 stop

7:08 pm - 10:30 amOGG-MSN

11h 22m1 stop

$701American Airlines

Find Deal

Sat, Nov 15 - Mon, Nov 17

7:00 am - 9:37 pmMSN-OGG

19h 37m2 stops

2:10 pm - 10:15 amOGG-MSN

15h 05m2 stops

$803Alaska Airlines

Find Deal

Wed, Oct 8 - Fri, Oct 17

7:00 am - 9:37 pmMSN-OGG

19h 37m2 stops

2:10 pm - 11:25 amOGG-MSN

16h 15m2 stops

$829Alaska Airlines

Find Deal

Wed, Oct 8 - Fri, Oct 17

Delta flights from Madison to Maui

Our best Delta deals on Madison to Maui flight tickets

Delta

Jan 28

MSN6:15 amMadison Truax Field

15h 53m

2 stops

OGG6:08 pmKahului

Jan 28

OGG10:10 pmKahului

15h 00m

2 stops

MSN5:10 pmMadison Truax Field

$566

Find similar

Delta

Nov 15

MSN5:29 amMadison Truax Field

17h 27m

2 stops

OGG6:56 pmKahului

Nov 17

OGG10:20 pmKahului

20h 39m

2 stops

MSN10:59 pmMadison Truax Field

$570

Find similar

Delta

Oct 7

MSN6:00 amMadison Truax Field

16h 32m

2 stops

OGG5:32 pmKahului

Oct 16

OGG9:09 pmKahului

15h 03m

2 stops

MSN5:12 pmMadison Truax Field

$937

Find similar

American Airlines flights from Madison to Maui

Our best American Airlines deals on Madison to Maui flight tickets

American Airlines

Jan 28

MSN6:33 amMadison Truax Field

12h 47m

1 stop

OGG3:20 pmKahului

Jan 28

OGG7:00 pmKahului

11h 27m

1 stop

MSN10:27 amMadison Truax Field

$556

Find similar

American Airlines

Feb 7

MSN6:33 amMadison Truax Field

12h 47m

1 stop

OGG3:20 pmKahului

Feb 15

OGG11:30 pmKahului

10h 08m

1 stop

MSN1:38 pmMadison Truax Field

$682

Find similar

American Airlines

Nov 15

MSN6:00 amMadison Truax Field

13h 18m

1 stop

OGG3:18 pmKahului

Nov 17

OGG7:08 pmKahului

11h 22m

1 stop

MSN10:30 amMadison Truax Field

$701

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 1/28

6:33 am-3:20 pm

1 stop12h 47m

Kahului

Wed 1/28

7:00 pm-10:27 am

1 stop11h 27m

$556

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 1/28

8:15 am-4:47 pm

1 stop12h 32m

Kahului

Wed 1/28

9:00 pm-2:10 pm

2 stops13h 10m

$561

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 1/28

6:15 am-6:08 pm

2 stops15h 53m

Kahului

Wed 1/28

10:10 pm-5:10 pm

2 stops15h 00m

$566

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sat 11/15

5:29 am-6:56 pm

2 stops17h 27m

Kahului

Mon 11/17

10:20 pm-10:59 pm

2 stops20h 39m

$570

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sat 11/8

8:25 am-8:52 pm

2 stops16h 27m

Kahului

Wed 11/12

8:42 pm-2:03 pm

2 stops13h 21m

$572

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sat 11/8

8:30 am-4:36 pm

1 stop12h 06m

Kahului

Wed 11/12

8:42 pm-2:54 pm

2 stops14h 12m

$625

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sat 2/7

6:33 am-3:20 pm

1 stop12h 47m

Kahului

Sun 2/15

11:30 pm-1:38 pm

1 stop10h 08m

$682

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Sat 11/15

6:00 am-3:18 pm

1 stop13h 18m

Kahului

Mon 11/17

7:08 pm-10:30 am

1 stop11h 22m

$701

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 10/8

7:00 am-9:37 pm

2 stops19h 37m

Kahului

Fri 10/17

2:10 pm-10:15 am

2 stops15h 05m

$803

MadisonKahului

MSN - OGG

MSNOGG

Madison Truax Field

Wed 10/8

7:00 am-9:37 pm

2 stops19h 37m

Kahului

Fri 10/17

2:10 pm-11:25 am

2 stops16h 15m

$829

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first

How to get the cheapest flight ticket from Madison to Maui

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Maui?

The month of November is, on average, the cheapest month to fly to Maui from Madison, with most prices found around $521. If you are unable to visit Maui during the month of November, then departing from Madison during the month September is also very affordable. Most momondo users find prices during this month for around $581.

What is the cheapest day to depart on your flight to Maui?

On average, the least expensive day to fly to Maui from Madison is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $704. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Maui is Thursday, with ticket prices averaging around $870.

What is the cheapest time of day to depart on your flight to Maui?

Flying to Maui from Madison in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $723 when looking at flights departing in the afternoon. Flights to Maui are more costly in the morning, with an average ticket price of $785. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to Maui?

You are more likely to see cheaper flights to Maui from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Maui for around $795 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Maui from Madison for as low as $579 on momondo.

Can stopping save me money on Madison to Maui flights?

No. A direct flight is the cheapest option for a flight between Madison to Maui.

Cheap Madison to Maui flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Maui

Direct flights	None

There are no direct flights from Madison to Maui. There are no popular flight routes from Madison to Maui.

Search flight deals

When did momondo last update prices for flights from Madison Truax Field Airport to Maui?
Prices for flights from Madison Truax Field Airport to Maui were last updated today.
How many operators does momondo search for flights from Madison Truax Field Airport to Maui?
As of September 2025, there are 3 operators available to choose from for flights from Madison Truax Field Airport to Maui.
How old do you have to be to fly from Madison Truax Field Airport to Maui?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Madison Truax Field Airport to Maui.
What documentation or ID do you need to fly to Maui?
The travel and health documents you'll need for your trip to Maui may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Maui. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Madison to Maui?
Based on momondo bookings for flights between Madison and Maui, the leading plane model is Embraer 175, making up 11.04% of the total bookings. Other popular models include Boeing 737-800 with 9.59%, Airbus A319 with 9.31%, and Embraer 175 (Enhanced Winglets) with 9.22%.

Best airlines flying from Madison to Maui

Compare and see reviews for airlines that fly from Madison to Maui with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $424	Free Cancellation	Rating 7.9 7,971 reviews	Search Delta flights
American Airlines	PriceFrom $503	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $545	Free Cancellation	Rating 7.4 8,922 reviews	Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Madison to Maui?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Madison to Maui for you.

Can I find flights from Madison to Maui with flexible booking policies on momondo?

Yes. All flights to Maui from Madison on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Madison to Maui?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Madison to Maui.

I’m not ready to book a flight from Madison to Maui right now. Can momondo alert me if prices change?

Price alerts on flights to Maui from Madison are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.