MSN - VPS

$335 Find Cheap Flights from Madison to Valparaiso

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Valparaiso departing on 8/20. 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 Valparaiso

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Valparaiso, 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 Valparaiso, as well as popular online travel agencies
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Cheap Flights from Madison to Valparaiso (MSN-VPS)

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

Wed, Aug 20 - Tue, Aug 26
Delta Logo
5:40 am - 10:35 amMSN-VPS
4h 55m1 stop
Delta Logo
11:40 am - 4:27 pmVPS-MSN
4h 47m1 stop
$335Delta
Find Deal
Thu, Aug 28 - Tue, Sep 2
American Airlines Logo
7:16 am - 11:42 amMSN-VPS
4h 26m1 stop
American Airlines Logo
11:00 am - 5:54 pmVPS-MSN
6h 54m1 stop
$357American Airlines
Find Deal
Thu, Aug 28 - Tue, Sep 2
American Airlines Logo
12:49 pm - 5:45 pmMSN-VPS
4h 56m1 stop
American Airlines Logo
5:44 pm - 11:03 pmVPS-MSN
5h 19m1 stop
$360American Airlines
Find Deal
Wed, Aug 20 - Tue, Aug 26
American Airlines Logo
6:46 am - 3:13 pmMSN-VPS
8h 27m2 stops
American Airlines Logo
3:50 pm - 11:27 pmVPS-MSN
7h 37m1 stop
$366American Airlines
Find Deal
Fri, Sep 26 - Tue, Sep 30
Delta Logo
5:16 pm - 10:59 pmMSN-VPS
5h 43m1 stop
Delta Logo
9:42 am - 4:09 pmVPS-MSN
6h 27m2 stops
$367Delta
Find Deal
Wed, Aug 20 - Tue, Aug 26
American Airlines Logo
6:46 am - 3:13 pmMSN-VPS
8h 27m2 stops
American Airlines Logo
12:01 pm - 9:37 pmVPS-MSN
9h 36m2 stops
$372American Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
5:08 pm - 10:33 pmMSN-VPS
5h 25m1 stop
American Airlines Logo
3:50 pm - 11:27 pmVPS-MSN
7h 37m1 stop
$379American Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
2:16 pm - 10:33 pmMSN-VPS
8h 17m2 stops
American Airlines Logo
3:50 pm - 11:27 pmVPS-MSN
7h 37m1 stop
$385American Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
American Airlines Logo
4:42 pm - 9:50 pmMSN-VPS
5h 08m1 stop
American Airlines Logo
4:04 pm - 11:36 pmVPS-MSN
7h 32m2 stops
$386American Airlines
Find Deal
Wed, Aug 20 - Tue, Aug 26
 Logo
6:25 pm - 9:16 pmMSN-VPS
26h 51m3 stops
 Logo
7:25 am - 9:39 amVPS-MSN
26h 14m3 stops
Booking Insights

KAYAK's insights & trends for Madison to Valparaiso flights

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

How much is a round-trip flight from Madison to Valparaiso, Florida?

What’s the cheapest day of the week to fly from Madison to Valparaiso?

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

When flying from Madison to Valparaiso, you should consider leaving on a Thursday and avoid Sundays if you are looking for the best rates. For your return to Madison, you’ll find the best rates on Wednesdays and the most expensive ones on Mondays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Valparaiso, 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 Valparaiso is July, where tickets cost $348 (return) on average. On the other hand, the most expensive months are October and December, where the average cost of round-trip tickets is $524 and $514 respectively.

Good to know

Low seasonJune
Cheapest flight$335
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Madison to Valparaiso

When to book flights from Madison to Valparaiso

Are your dates flexible? Find out the best times to travel from Madison to Valparaiso 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 Valparaiso

  • What is the cheapest flight from Madison to Valparaiso?

    In the last 3 days, the lowest price for a flight from Madison to Valparaiso was $375 for a one-way ticket and $335 for a round-trip.

  • Do I need a passport to fly between Madison and Valparaiso?

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

  • Which airports will I be using when flying from Madison to Valparaiso?

    When flying out of Madison you will be using Madison Truax Field. You will be landing at Valparaiso, also known as Valparaiso Destin-Ft Walton Beach.

  • Which aircraft models fly most regularly from Madison to Valparaiso?

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

  • Which airline alliances offer flights from Madison to Valparaiso?

    oneworld, and SkyTeam are the airline alliances operating flights between Madison and Valparaiso, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Madison to Valparaiso, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Madison to Valparaiso are Delta and American Airlines. With an average price for the route of $465 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $480 and an overall rating of 7.2.

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

    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 Valparaiso.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Valparaiso 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 Valparaiso?

    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 Valparaiso with an airline and back to Madison with another airline. Booking your flights between Madison and VPS 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 Valparaiso?

    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 Valparaiso 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 Valparaiso

 
See real verified KAYAK customer reviews for airlines flying from Madison to Valparaiso. 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 Valparaiso? 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 7980 reviews
8.2Boarding
7.3Food
7.9Entertainment
7.9Comfort
8.5Crew
Airline reviews

Delayed and took off even later than the scheduled delay time

8.0 ExcellentAnonymous, Jul 2025DTW - SEA
Read more Delta reviews

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.

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.

this crew didn't care much. bumping carts into seats more times than i care to remember

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Crew was friendly Love the entertainment in the seat head rest.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

This flight never occurred because AA couldn’t get their act together.

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

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

Would have thought that they would gas up plane before everyone got on board

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Standard. No different than a discount carrier on a short trip.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

Everything you need to know for your flight from Madison to Valparaiso

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