$271 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 12/2. 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.
1 adult
1 adult, Economy

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

Cheap Flights from Madison to Maui

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kahului
Kahului1 stop$541
Kahului
Kahului1 stop$541

Book Cheap Madison to Maui Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Maui

Wed, Nov 5 - Tue, Nov 11
American Airlines Logo
6:00 am - 3:20 pmMSN-OGG
13h 20m1 stop
American Airlines Logo
7:00 pm - 10:22 amOGG-MSN
11h 22m1 stop
$541American Airlines
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Wed, Nov 5 - Tue, Nov 11
American Airlines Logo
7:35 am - 3:48 pmMSN-OGG
12h 13m1 stop
American Airlines Logo
2:46 pm - 9:21 amOGG-MSN
14h 35m2 stops
$547American Airlines
Find Deal
Wed, Nov 5 - Tue, Nov 11
American Airlines Logo
5:00 am - 3:48 pmMSN-OGG
14h 48m2 stops
American Airlines Logo
11:00 pm - 5:00 pmOGG-MSN
14h 00m2 stops
$552American Airlines
Find Deal
Sun, Nov 2 - Sun, Nov 9
American Airlines Logo
5:00 am - 2:20 pmMSN-OGG
13h 20m1 stop
American Airlines Logo
11:00 pm - 2:24 pmOGG-MSN
11h 24m1 stop
$572American Airlines
Find Deal
Sun, Nov 2 - Sun, Nov 9
American Airlines Logo
5:00 am - 3:48 pmMSN-OGG
14h 48m2 stops
American Airlines Logo
7:00 pm - 10:22 amOGG-MSN
11h 22m1 stop
$577American Airlines
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Wed, Jan 14 - Wed, Jan 21
United Airlines Logo
8:49 am - 4:23 pmMSN-OGG
11h 34m1 stop
United Airlines Logo
9:00 pm - 1:10 pmOGG-MSN
12h 10m1 stop
$637United Airlines
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Tue, Sep 9 - Sat, Sep 13
United Airlines Logo
8:40 am - 3:08 pmMSN-OGG
11h 28m1 stop
United Airlines Logo
1:20 pm - 9:45 amOGG-MSN
15h 25m2 stops
$646United Airlines
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Fri, Sep 5 - Sat, Sep 13
Alaska Airlines Logo
10:16 am - 8:39 pmMSN-OGG
15h 23m2 stops
Alaska Airlines Logo
2:25 pm - 9:59 amOGG-MSN
14h 34m2 stops
$692Alaska Airlines
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Tue, Oct 7 - Thu, Oct 16
Alaska Airlines Logo
7:00 am - 9:37 pmMSN-OGG
19h 37m2 stops
Alaska Airlines Logo
10:37 pm - 10:03 pmOGG-MSN
18h 26m2 stops
$758Alaska Airlines
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Wed, Oct 8 - Fri, Oct 17
Delta Logo
6:00 am - 5:32 pmMSN-OGG
16h 32m2 stops
Delta Logo
9:45 am - 10:18 amOGG-MSN
19h 33m2 stops
$836Delta
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Booking Insights

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.

Can I save money by flying with a layover from Madison to Maui?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $605, prices are generally cheapest when you fly direct.

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 September, when tickets cost $506 (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 $1,138 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 6 weeks before departure.


Good to know

Low seasonJune
Cheapest flight$271
Best time to beat the crowds but there is an average 43% increase in price.
Most popular time to fly and prices are also 14% 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.

Reviews of the top 3 airlines serving 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.
8.0
DeltaOverall score based on 7985 reviews
7.9Comfort
8.5Crew
7.3Food
7.9Entertainment
8.2Boarding
Airline reviews

De planning was an absolute mess. We were never told that we weren’t at the gate and that we had to go down unstable stairs and then hop on a bus. People were falling, we couldn’t tell who was in charge. Overall terrible communication that ended up leaving a bad impression at the very end of the experience.

6.0 GoodLuis, Aug 2025LAS - JFK
Read more Delta reviews

De planning was an absolute mess. We were never told that we weren’t at the gate and that we had to go down unstable stairs and then hop on a bus. People were falling, we couldn’t tell who was in charge. Overall terrible communication that ended up leaving a bad impression at the very end of the experience.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Terrible. Delayed 7 hours, and cancelled the flight, leaving me stranded and out of pocket $500 for an alternative last minute flight

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

I liked the choice of lemon ginger tea. I think stewardesses can be more considerate of older people needs.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

We had to turn around and head back to Manchester. Problem with a plane engine.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

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