$523 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 6/21. 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 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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Flights Deals

Best The Big Island Flight Deals from Madison

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Kailua-Kona
Kailua-Kona1 stop$668
Hilo
Hilo2 stops$1,228
Kailua-Kona
Kailua-Kona1 stop$668
Hilo
Hilo2 stops$1,228

Cheap Flights from Madison to The Big Island

 
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

Mon, Oct 27 - Wed, Oct 29
United Airlines Logo
8:30 am - 3:18 pmMSN-KOA
11h 48m1 stop
United Airlines Logo
7:55 pm - 2:54 pmKOA-MSN
13h 59m2 stops
$668United Airlines
Find Deal
Mon, Oct 27 - Wed, Oct 29
United Airlines Logo
6:30 am - 3:18 pmMSN-KOA
13h 48m2 stops
United Airlines Logo
7:55 pm - 2:00 pmKOA-MSN
13h 05m2 stops
$674United Airlines
Find Deal
Mon, Oct 27 - Wed, Oct 29
United Airlines Logo
8:30 am - 3:18 pmMSN-KOA
11h 48m1 stop
United Airlines Logo
7:55 pm - 2:00 pmKOA-MSN
13h 05m1 stop
$725United Airlines
Find Deal
Mon, Oct 27 - Wed, Oct 29
United Airlines Logo
6:30 am - 3:18 pmMSN-KOA
13h 48m2 stops
United Airlines Logo
1:25 pm - 9:02 pmKOA-MSN
50h 37m3 stops
$775United Airlines
Find Deal
Mon, Jul 14 - Tue, Jul 22
United Airlines Logo
5:26 pm - 8:28 pmMSN-KOA
32h 02m2 stops
United Airlines Logo
7:40 pm - 1:54 pmKOA-MSN
13h 14m2 stops
$797United Airlines
Find Deal
Mon, Jul 14 - Tue, Jul 22
United Airlines Logo
5:50 pm - 3:19 pmMSN-KOA
26h 29m1 stop
United Airlines Logo
7:40 pm - 1:54 pmKOA-MSN
13h 14m2 stops
$840United Airlines
Find Deal
Mon, Jul 14 - Tue, Jul 22
United Airlines Logo
5:50 pm - 3:19 pmMSN-KOA
26h 29m1 stop
United Airlines Logo
7:40 pm - 1:00 pmKOA-MSN
12h 20m1 stop
$909United Airlines
Find Deal
Fri, Jul 4 - Tue, Jul 8
Delta Logo
6:45 am - 6:59 pmMSN-KOA
17h 14m2 stops
Delta Logo
8:35 pm - 6:14 pmKOA-MSN
16h 39m2 stops
$921Delta
Find Deal
Thu, Jul 17 - Sat, Jul 19
Delta Logo
7:00 am - 7:29 pmMSN-ITO
17h 29m2 stops
Delta Logo
9:34 am - 8:39 amITO-MSN
18h 05m2 stops
$1,299Delta
Find Deal
Mon, Jul 7 - Thu, Jul 17
American Airlines Logo
7:45 am - 8:29 pmMSN-ITO
17h 44m3 stops
American Airlines Logo
9:00 pm - 6:00 pmITO-MSN
16h 00m3 stops
$1,910American Airlines
Find Deal
Useful Info

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 $603, 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 January, when tickets cost $624 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $1,395 and $888 respectively.

What’s the cheapest day of the week to fly from Madison to The Big Island?

The average price of all round-trip flights from Madison to The Big Island clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Madison to The Big Island, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from The Big Island, Wednesday is the cheapest day to fly and Friday is the most expensive.


Good to know

Low seasonAugust
High seasonFebruary
Cheapest flight$523
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 6% increase in price.
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.

  • What is the cheapest time of day to fly to The Big Island?

    The cheapest time of day to fly to The Big Island is generally in the morning, when round-trip flights cost $851 on average. The most expensive time of day to fly to The Big Island is generally in the morning, which is peak travel time and where the average cost of a ticket is $851.

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 8790 reviews
8.1Crew
7.7Boarding
7.3Comfort
6.6Food
7.0Entertainment
Airline reviews

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

2.0 MediocreAnonymous, Jun 2025LAX - SEA
Read more United Airlines reviews

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

It’s a great flight. Service is good. Staff is awesome.

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