MSN - KOA

$268 Find Cheap Flights from Madison to Kailua-Kona

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 Kailua-Kona departing on 4/21. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kailua-Kona

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Kailua-Kona, 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 Kailua-Kona, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$648
American Airlines
Wed 9/9Wed 9/16
MSN - KOA • 1 stop
Cheapest one-way
$268
Typical prices: $302-$391
Delta
Tue 4/21
MSN - KOA • 2 stops
Top airlines
Cheapest • from $648 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Madison and Kailua-Kona. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $840 (round-trip)
Shortest trip • 11h 48m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Kailua-Kona!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Madison to Kailua-Kona (MSN-KOA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Kailua-Kona 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 Kailua-Kona

Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
5:56 am - 2:01 pm
MSN
-
KOA
13h 05m
1 stop
American Airlines Logo
11:01 pm - 2:05 pm
KOA
-
MSN
10h 04m
1 stop
$648American Airlines
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
5:07 am - 2:01 pm
MSN
-
KOA
13h 54m
2 stops
American Airlines Logo
11:01 pm - 2:05 pm
KOA
-
MSN
10h 04m
1 stop
$654American Airlines
Tue, Mar 31 - Wed, Apr 8
American Airlines Logo
7:15 am - 3:14 pm
MSN
-
KOA
12h 59m
1 stop
American Airlines Logo
9:55 pm - 8:45 pm
KOA
-
MSN
17h 50m
1 stop
$722American Airlines
Wed, Sep 9 - Wed, Sep 16
United Airlines Logo
6:30 am - 7:35 pm
MSN
-
KOA
18h 05m
2 stops
United Airlines Logo
8:00 pm - 1:43 pm
KOA
-
MSN
12h 43m
2 stops
$725United Airlines
Mon, May 18 - Wed, May 27
Delta Logo
6:30 am - 7:20 pm
MSN
-
KOA
17h 50m
2 stops
Delta Logo
9:55 pm - 5:26 pm
KOA
-
MSN
14h 31m
2 stops
$755Delta
Tue, Mar 31 - Wed, Apr 8
American Airlines Logo
7:15 am - 3:14 pm
MSN
-
KOA
12h 59m
1 stop
American Airlines Logo
9:55 pm - 8:45 pm
KOA
-
MSN
17h 50m
1 stop
$763American Airlines
Tue, Mar 31 - Wed, Apr 8
American Airlines Logo
7:15 am - 3:14 pm
MSN
-
KOA
12h 59m
1 stop
American Airlines Logo
9:55 pm - 8:45 pm
KOA
-
MSN
17h 50m
1 stop
$803American Airlines
Sun, May 31 - Mon, Jun 8
American Airlines Logo
8:00 am - 2:00 pm
MSN
-
KOA
11h 00m
1 stop
American Airlines Logo
3:31 pm - 11:36 am
KOA
-
MSN
15h 05m
2 stops
$807American Airlines
Sun, May 31 - Mon, Jun 8
American Airlines Logo
5:00 am - 4:00 pm
MSN
-
KOA
16h 00m
2 stops
American Airlines Logo
3:31 pm - 11:36 am
KOA
-
MSN
15h 05m
2 stops
$812American Airlines
Tue, Mar 31 - Wed, Apr 8
American Airlines Logo
7:15 am - 3:14 pm
MSN
-
KOA
12h 59m
1 stop
American Airlines Logo
9:55 pm - 2:21 pm
KOA
-
MSN
11h 26m
1 stop
$815American Airlines
Booking Insights

KAYAK's insights & trends for Madison to Kailua-Kona flights

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

Which airlines provide the cheapest flights from Madison to Kailua-Kona?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Madison to Kailua-Kona were found on American Airlines ($648) and United Airlines ($725).

Good to know

Low seasonApril
Cheapest flight$268
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Madison to Kailua-Kona

When to book flights from Madison to Kailua-Kona

Are your dates flexible? Find out the best times to travel from Madison to Kailua-Kona based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Madison to Kailua-Kona

  • What is the cheapest flight from Madison to Kailua-Kona?

    In the last 3 days, the lowest price for a flight from Madison to Kailua-Kona was $268 for a one-way ticket and $648 for a round-trip.

  • Do I need a passport to fly between Madison and Kailua-Kona?

    No, a passport isn't needed to fly from Madison to Kailua-Kona. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Madison to Kailua-Kona?

    Madison airport is called Madison Truax Field and the only airport in Kailua-Kona is Kona Intl.

  • Which aircraft models fly most regularly from Madison to Kailua-Kona?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Madison to Kailua-Kona?

    Star Alliance, and oneworld are the airline alliances operating flights between Madison and Kailua-Kona, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Madison to Kailua-Kona, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Madison to Kailua-Kona are United Airlines and American Airlines. With an average price for the route of $774 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $787 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Madison to Kailua-Kona?

    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 Kailua-Kona.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kailua-Kona from Madison 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 Kailua-Kona?

    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 to Kailua-Kona with an airline and back to Madison with another airline. Booking your flights between Madison and KOA can sometimes prove cheaper using this method.

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

    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 to Kailua-Kona from Madison 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 Kailua-Kona

 
See real verified KAYAK customer reviews for airlines flying from Madison to Kailua-Kona. 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 Kailua-Kona? 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 9439 reviews
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
8.1Crew
Airline reviews

Economy plus was so cramped I could not use my laptop. It was beyond bad.

4.0 OkayBryan, Mar 2026
MCO - ORD
Read more United Airlines reviews

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

Not good. One of my luggage is missing. And until now they can’t find it

Horrible experience upon landing. Probably more due to DCA utter incompetence than AA.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

My 9:50AM flight was delayed to 3:40PM "due to incoming aircraft delay". No aircraft is "delayed" that long. Found out once we did board (after several changes in times) that the aircraft had a maintenance issue and we had to wait for another aircraft. Just tell us that. The aircraft we did get was old and the seats need to be updated. I have been traveling for several weeks with AA and you should refresh your entertainment content as frequent flyers have gone through most of your new content. I have Celiac and a shellfish allergy and continue to have struggles with meals on business and first class flights. Please keep this in mind. Sorry - was a long travel day yesterday and a bit cranky this morning with my experience comments. Still an AA fan.

The business steward was absolutely amazing! Smiles and kindness! Wish all AA flights are like this one!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

Everything you need to know for your flight from Madison to Kailua-Kona

Information on your arrival and departure airports