$336 Find Cheap Flights from Madison to Maui

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Maui departing on 5/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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KAYAK searches hundreds of travel sites at once for deals on flights to Maui

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Maui, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Maui, as well as popular online travel agencies
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Flights Deals

Best Maui Flight Deals from Madison

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Kahului
Kahului2 stops$602
Kahului
Kahului2 stops$602

Cheap Flights from Madison to Maui

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Maui that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Madison to Maui

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Madison to Maui.
Discover the best prices for you by selecting your travel dates on KAYAK.
Delta Logo
6:45 am - 7:28 pmMSN-OGG
17h 43m2 stops
Delta Logo
12:05 pm - 8:20 amOGG-MSN
15h 15m2 stops
$602Delta
Find Deal
Thu, Jun 12 - Thu, Jun 19
American Airlines Logo
7:55 am - 2:02 pmMSN-OGG
11h 07m1 stop
American Airlines Logo
12:23 pm - 9:22 amOGG-MSN
15h 59m2 stops
$636American Airlines
Find Deal
Fri, Aug 8 - Fri, Aug 15
Delta Logo
6:45 am - 7:28 pmMSN-OGG
17h 43m2 stops
Delta Logo
8:55 pm - 6:14 pmOGG-MSN
16h 19m2 stops
$637Delta
Find Deal
Thu, Jun 12 - Tue, Jun 24
American Airlines Logo
11:13 am - 8:22 pmMSN-OGG
14h 09m2 stops
American Airlines Logo
12:23 pm - 9:22 amOGG-MSN
15h 59m2 stops
$642American Airlines
Find Deal
Fri, Aug 8 - Fri, Aug 15
American Airlines Logo
6:43 am - 1:55 pmMSN-OGG
12h 12m1 stop
American Airlines Logo
1:20 pm - 10:00 amOGG-MSN
15h 40m2 stops
$648American Airlines
Find Deal
Tue, Oct 7 - Thu, Oct 16
American Airlines Logo
6:43 am - 1:55 pmMSN-OGG
12h 12m1 stop
American Airlines Logo
11:14 pm - 8:32 pmOGG-MSN
16h 18m1 stop
$650American Airlines
Find Deal
Tue, Oct 7 - Thu, Oct 16
United Airlines Logo
6:30 am - 3:13 pmMSN-OGG
13h 43m2 stops
United Airlines Logo
7:00 am - 9:48 amOGG-MSN
21h 48m2 stops
$713United Airlines
Find Deal
Tue, Oct 7 - Thu, Oct 16
Alaska Airlines Logo
8:01 am - 9:13 pmMSN-OGG
18h 12m2 stops
Alaska Airlines Logo
11:50 am - 10:00 amOGG-MSN
17h 10m2 stops
$743Alaska Airlines
Find Deal
Tue, Oct 7 - Thu, Oct 16
Alaska Airlines Logo
8:01 am - 9:35 pmMSN-OGG
18h 34m2 stops
Alaska Airlines Logo
11:50 am - 10:00 amOGG-MSN
17h 10m2 stops
$800Alaska Airlines
Find Deal
Tue, Oct 7 - Thu, Oct 16
United Airlines Logo
6:30 am - 7:08 pmMSN-OGG
17h 38m2 stops
United Airlines Logo
7:00 am - 9:48 amOGG-MSN
21h 48m2 stops
$805United Airlines
Find Deal
Wed, Oct 8 - Fri, Oct 17
Useful Info

KAYAK's insights & trends for Madison to Maui flights

Get data-powered insights and trends into flights from Madison to Maui to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Madison to Maui?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Maui, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Madison to Maui is November, when tickets cost $569 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,169 and $1,135 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Madison to Maui, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Madison to Maui, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.


Good to know

Low seasonJuly
High seasonJanuary
Cheapest flight$336
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Madison to Kahului

FAQs - booking Maui flights

  • How does KAYAK find such low prices on flights from Madison to Maui?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Maui.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Maui?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to Maui is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Maui?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Madison to Maui with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Maui?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Madison to Maui up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Maui?

    The cheapest time of day to fly to Maui is generally in the evening, when round-trip flights cost $723 on average. Morning departures are around 9% more expensive than evening flights, on average. The most expensive time of day to fly to Maui is generally in the morning, which is peak travel time and where the average cost of a ticket is $785.

Top airlines flying from Madison to Maui

 
See real verified KAYAK customer reviews for airlines flying from Madison to Maui. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Maui? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8696 reviews
7.7Boarding
7.3Comfort
6.6Food
7.1Entertainment
8.1Crew
Airline reviews

A bit rush for transit. Food and entertainment are not available

8.0 ExcellentAnonymous, Apr 2025ORD - SFO
Read more United Airlines reviews

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Everything you need to know for your flight to Maui

Information on your arrival and departure airports

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