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Valparaiso

$335+ Cheap flights from Madison to Valparaiso, FL (MSN - VPS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — VPS
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Madison to Valparaiso

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Valparaiso (VPS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 31, 2025.

Round-trip from

$335
(Delta)

Popular in

October

Cheapest in

July

Average price

$348
From Madison Truax Field to Valparaiso Destin-Ft Walton Beach
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Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Madison to Valparaiso

Cheapest flights from Madison to Valparaiso
Explore the most affordable flight options available from Madison to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/205:40 amMSN - VPS
1 stop4h 55mDelta
Tue 8/2611:40 amVPS - MSN
1 stop4h 47mDelta
Deal found 7/29$335
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/287:16 amMSN - VPS
1 stop4h 26mAmerican Airlines
Tue 9/211:00 amVPS - MSN
1 stop6h 54mAmerican Airlines
Deal found 7/30$357
This Mytrip deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:25 pmMSN - VPS
3 stops26h 51mMultiple Airlines
Tue 8/267:25 amVPS - MSN
3 stops26h 14mMultiple Airlines
Deal found 7/29$616

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Valparaiso that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Madison to Valparaiso that are best for you.

Fly from

Madison

Fly to

Valparaiso

Route

Depart

Return

Price

MadisonValparaiso

MSN - VPS

MSNVPS

Madison Truax Field

Wed 8/20

5:40 am-10:35 am

1 stop4h 55m

Valparaiso Destin-Ft Walton Beach

Tue 8/26

11:40 am-4:27 pm

1 stop4h 47m

$335

MadisonValparaiso

MSN - VPS

MSNVPS

Madison Truax Field

Thu 8/28

7:16 am-11:42 am

1 stop4h 26m

Valparaiso Destin-Ft Walton Beach

Tue 9/2

11:00 am-5:54 pm

1 stop6h 54m

$357

MadisonValparaiso

MSN - VPS

MSNVPS

Madison Truax Field

Wed 8/20

6:25 pm-9:16 pm

3 stops26h 51m

Valparaiso Destin-Ft Walton Beach

Tue 8/26

7:25 am-9:39 am

3 stops26h 14m

$616

MadisonValparaiso

MSN - VPS

MSNVPS

Madison Truax Field

Thu 8/21

6:06 am-3:13 pm

2 stops9h 07m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Madison to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Madison with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Madison to Valparaiso, Florida?

Currently, July is the cheapest month in which you can book a flight from Madison to Valparaiso, Florida (average of $294). Flying from Madison to Valparaiso, Florida in April is currently the most expensive (average of $386). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Valparaiso

Get insights into the airlines that provide service to Valparaiso. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Valparaiso. Reviews last updated July 31, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Madison to Valparaiso by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Madison to Valparaiso. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Madison to Valparaiso, Florida round-trip?

    According to our current data, Delta ($335), and American Airlines ($357) offers the cheapest pricing from Madison to Valparaiso, Florida. Delta is currently priced 26% below the average price you’ll pay for this route.

  • Can I find deals for flights from Madison to Valparaiso that include hotel bookings?

    Yes. In addition to deals on Madison to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Valparaiso?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Valparaiso.

  • Can I find deals for business class flights from Madison to Valparaiso?

    Yes. Cheapflights offers flight deals from Madison to Valparaiso by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Valparaiso, Florida?

    Currently, July is the cheapest month in which you can book a flight from Madison to Valparaiso, Florida (average of $294). Flying from Madison to Valparaiso, Florida in April is currently the most expensive (average of $386). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Crestview
Andalusia
Niceville

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Top 2 airlines flying from Madison to Valparaiso

Discover the top 2 airlines that operate flights from Madison to Valparaiso. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$327Average$480FlexibilityNo cancel feeOn-time71%
DeltaCheapest$327Average$465FlexibilityNo cancel feeOn-timeN/A

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