MSN - VPS

$219 Find Cheap Flights from Madison to Valparaiso - Compare and Save

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 Valparaiso departing on 8/16. 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

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Everything you should know

Cheapest round-trip
$427
Overall average: $277
American Airlines
Tue 11/3Sat 11/7
MSN - VPS • 1 stop
Cheapest one-way
$219
Multiple Airlines
Sun 8/16
MSN - VPS • 2 stops
Top airlines
Cheapest • from $427 (round-trip)
Best reviews • 7.8 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 Valparaiso. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $501 (round-trip)
Shortest trip • 5h 07m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 44% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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 Valparaiso!
Flight Deals
Booking Insights
Flight Deals

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

Tue, Nov 3 - Sat, Nov 7
American Airlines Logo
5:00 am - 11:14 am
MSN
-
VPS
6h 14m
1 stop
American Airlines Logo
11:37 am - 6:28 pm
VPS
-
MSN
6h 51m
1 stop
$427American Airlines
Sat, Oct 10 - Wed, Oct 14
Delta Logo
1:37 pm - 6:42 pm
MSN
-
VPS
5h 05m
1 stop
Delta Logo
5:07 pm - 11:02 pm
VPS
-
MSN
5h 55m
1 stop
$427Delta
Sat, Oct 10 - Sat, Oct 17
Delta Logo
1:37 pm - 6:42 pm
MSN
-
VPS
5h 05m
1 stop
Delta Logo
5:07 pm - 11:02 pm
VPS
-
MSN
5h 55m
1 stop
$427Delta
Tue, Oct 13 - Sat, Oct 17
Delta Logo
11:19 am - 4:02 pm
MSN
-
VPS
4h 43m
1 stop
Delta Logo
5:07 pm - 11:02 pm
VPS
-
MSN
5h 55m
1 stop
$427Delta
Sat, Sep 12 - Tue, Sep 22
Delta Logo
6:00 am - 1:08 pm
MSN
-
VPS
7h 08m
1 stop
Delta Logo
6:00 am - 10:38 am
VPS
-
MSN
4h 38m
1 stop
$427Delta
Thu, Sep 10 - Wed, Sep 16
Delta Logo
5:08 pm - 11:22 pm
MSN
-
VPS
6h 14m
1 stop
Delta Logo
5:05 pm - 10:41 pm
VPS
-
MSN
5h 36m
1 stop
$427Delta
Tue, Nov 3 - Sat, Nov 7
Delta Logo
1:37 pm - 6:42 pm
MSN
-
VPS
5h 05m
1 stop
Delta Logo
6:00 am - 12:31 pm
VPS
-
MSN
6h 31m
1 stop
$427Delta
Fri, Sep 11 - Tue, Sep 22
Delta Logo
5:08 pm - 11:22 pm
MSN
-
VPS
6h 14m
1 stop
Delta Logo
6:00 am - 10:38 am
VPS
-
MSN
4h 38m
1 stop
$427Delta
Fri, Sep 11 - Wed, Sep 16
Delta Logo
5:08 pm - 11:22 pm
MSN
-
VPS
6h 14m
1 stop
Delta Logo
5:05 pm - 10:41 pm
VPS
-
MSN
5h 36m
1 stop
$427Delta
Thu, Oct 22 - Mon, Oct 26
American Airlines Logo
4:21 pm - 10:04 pm
MSN
-
VPS
5h 43m
1 stop
American Airlines Logo
6:04 pm - 11:57 pm
VPS
-
MSN
5h 53m
1 stop
$455American Airlines
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.

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 November, where tickets cost $277 (return) on average. On the other hand, the most expensive months are October and March, where the average cost of round-trip tickets is $641 and $613 respectively.

Good to know

Low season

September

Cheapest flight

$219
Best time to beat the crowds with an average 13% 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 5 days, the lowest price for a flight from Madison to Valparaiso was $427 for a round-trip ticket.

  • 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?

    SkyTeam, and oneworld 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 $462 and an overall rating of 7.8, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $479 and an overall rating of 7.1.

  • 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.
7.8
DeltaOverall score based on 8486 reviews
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
7.8Comfort
Airline reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

6.0 GoodLaura, Jul 2026
JFK - MCO
Read more Delta reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

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.

Excellent customer service and in flight experience as stated in previous comment Mke-Atl.

Quick flight. No time to stress over it. Over before it begins.

Very good, boarded and took off on time and landed early

Delayed boarding because a flight attendant couldn't find the gate...sat on the plane for over an hour at the gate because AA couldn't get one of the planes behind us to move

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

The departure and arrival was on time. The fact that I could load my boarding tickets on the American airlines app.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Departure down was really rough and ended up getting motion sickness on the flight

Our flight was changed from Madison to DC to Madison to Charlotte.

Boarding was relatively fast and easy and the crew was attentive throughout.

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

Information on your arrival and departure airports