$327 Find Cheap Flights from Madison to The Big Island

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 The Big Island departing on 5/4. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to The Big Island

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

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$524
Hilo
Hilo2 stops$704
Kailua-Kona
Kailua-Kona1 stop$524
Hilo
Hilo2 stops$704

Book Cheap Madison to The Big Island 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 The Big Island 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 The Big Island

Tue, Mar 3 - Tue, Mar 10
American Airlines Logo
6:14 am - 3:30 pm
MSN
-
KOA
13h 16m
1 stop
American Airlines Logo
9:40 pm - 2:31 pm
KOA
-
MSN
11h 51m
1 stop
$524American Airlines
Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
8:26 am - 4:34 pm
MSN
-
KOA
12h 08m
1 stop
United Airlines Logo
7:35 pm - 2:58 pm
KOA
-
MSN
14h 23m
2 stops
$530United Airlines
Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
6:30 am - 8:51 pm
MSN
-
KOA
18h 21m
2 stops
United Airlines Logo
1:30 pm - 10:12 am
KOA
-
MSN
15h 42m
2 stops
$535United Airlines
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
6:30 am - 2:22 pm
MSN
-
KOA
12h 52m
1 stop
American Airlines Logo
6:10 pm - 10:39 am
KOA
-
MSN
11h 29m
1 stop
$559American Airlines
Tue, Mar 3 - Fri, Mar 13
United Airlines Logo
8:26 am - 4:34 pm
MSN
-
KOA
12h 08m
1 stop
United Airlines Logo
7:35 pm - 2:57 pm
KOA
-
MSN
14h 22m
2 stops
$565United Airlines
Tue, Mar 3 - Fri, Mar 13
United Airlines Logo
8:15 am - 8:51 pm
MSN
-
KOA
16h 36m
2 stops
United Airlines Logo
7:35 pm - 2:57 pm
KOA
-
MSN
14h 22m
2 stops
$570United Airlines
Tue, Mar 10 - Mon, Mar 16
American Airlines Logo
6:30 am - 2:22 pm
MSN
-
KOA
12h 52m
1 stop
American Airlines Logo
6:10 pm - 10:39 am
KOA
-
MSN
11h 29m
1 stop
$573American Airlines
Tue, Mar 10 - Mon, Mar 16
American Airlines Logo
6:15 am - 5:59 pm
MSN
-
KOA
16h 44m
2 stops
American Airlines Logo
6:10 pm - 10:39 am
KOA
-
MSN
11h 29m
1 stop
$579American Airlines
Sun, Mar 1 - Tue, Mar 10
American Airlines Logo
5:45 pm - 4:14 pm
MSN
-
KOA
26h 29m
1 stop
American Airlines Logo
9:40 pm - 2:31 pm
KOA
-
MSN
11h 51m
1 stop
$581American Airlines
Thu, Feb 19 - Mon, Feb 23
Delta Logo
6:20 am - 5:29 pm
MSN
-
ITO
15h 09m
2 stops
Delta Logo
3:01 pm - 10:19 am
ITO
-
MSN
15h 18m
2 stops
$1,031Delta
Booking Insights

KAYAK's insights & trends for Madison to The Big Island flights

Get data-powered insights and trends into flights from Madison to The Big Island 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 The Big Island?

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 $401, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Madison to The Big Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to The Big Island, 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 The Big Island is September, when tickets cost $698 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $1,395 and $1,003 respectively.

Good to know

Low seasonJune
Cheapest flight$327
Best time to beat the crowds but there is an average 64% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Madison to Kailua-Kona

FAQs - booking The Big Island flights

  • How does KAYAK find such low prices on flights from Madison to The Big Island?

    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 The Big Island.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to The Big Island 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 The Big Island?

    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 The Big Island 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 The Big Island?

    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 The Big Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Madison to The Big Island

 
See real verified KAYAK customer reviews for airlines flying from Madison to The Big Island. 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 The Big Island? 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 9240 reviews
7.7Boarding
7.1Entertainment
6.6Food
7.3Comfort
8.1Crew
Airline reviews

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

2.0 MediocreAnonymous, Feb 2026
CLT - IAD
Read more United Airlines reviews

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

The attendant on board was amazing. She should be doing business/first international long haul.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

They are always late and seats was also not having working charger

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

did not have enough meal for first class passengers so offer us snack

Arrived 40 min early which was great - sat in runway for 35 min so no gain. Then waited for luggage 45 min. They need to staff accordingly knowing its one of the busiest week in Phx

My flight got rerouted due to crew rest. I was sent to Dallas customer service was not very polite. Was given a $40 room voucher for Motel 6 and $12 to eat with. It delayed me by a day. Where if I would have just stuck with my original flight Arizona was delayed to Cleveland and I could have made it home. They put me on a 9:00 flight out of Dallas to Cleveland without my knowledge or consent. When originally I was told it would be 8:45 a.m. on February 1st. I told them I could not take the 9:00 flight because I did not have anybody to pick me up from the airport at that time. I'm extremely disappointed in how I was treated. And I will not fly American Airlines again.

I am very appreciative of the help provided to me by Dennis and Whitney. I had lost my phone at EWR airport and they were very kind in assisting me. This included advice on how to file a report and also helping me connect with family. The pilot was also great about keeping passengers updated on the flight progress with regular communications over the system.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

Old equipment, needs upgrade and seat comfort. Internet didn't work 75% or the time.

The screens were inoperable for movies and such, but everything else was just fine

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

Everything you need to know for your flight to The Big Island

Information on your arrival and departure airports