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$697+ Cheap flights from Valparaiso, FL to Madison (VPS - MSN)

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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — MSN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Valparaiso to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to Madison (MSN). 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 September 17, 2025.

Round-trip from

$697
(Delta)
From Valparaiso Destin-Ft Walton Beach to Madison Truax Field
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Find flight deals from Valparaiso to Madison

Cheapest flights from Valparaiso to Madison
Explore the most affordable flight options available from Valparaiso to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 10/66:00 amVPS - MSN
1 stop4h 32mDelta
Fri 10/105:30 amMSN - VPS
1 stop4h 29mDelta
Deal found 9/15$697

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to Madison 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 September 17, 2025.
Use the filters below to find and compare flights from Valparaiso to Madison that are best for you.

Fly from

Valparaiso

Fly to

Madison

Route

Depart

Return

Price

ValparaisoMadison

VPS - MSN

VPSMSN

Valparaiso Destin-Ft Walton Beach

Mon 10/6

6:00 am-10:32 am

1 stop4h 32m

Madison Truax Field

Fri 10/10

5:30 am-9:59 am

1 stop4h 29m

$697

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Best time to book a flight from Valparaiso to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Valparaiso 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 Valparaiso to Madison

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

Currently, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Madison (average of $338). Flying from Valparaiso, Florida to Madison in March is currently the most expensive (average of $422). 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 Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated September 17, 2025.
Peruse reviews from past customers who have flown with American Airlines from Valparaiso to Madison to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Comfort

7.2

Overall

7.2

Crew

8.0

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Comfort

7.2

Overall

7.2

Crew

8.0

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

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

  • How long is the flight from Valparaiso, Florida to Madison?

    A quick flight from Valparaiso, Florida to Madison can take about 4h 32m. Delta provides one of the quickest options available for as low as $697. The distance from Valparaiso, Florida to Madison is about 887 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Valparaiso to Madison 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 Valparaiso, Florida to Madison?

    Currently, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Madison (average of $338). Flying from Valparaiso, Florida to Madison in March is currently the most expensive (average of $422). 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 Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Valparaiso to Madison

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Top airline flying from Valparaiso to Madison

Discover the top airline that operate flights from Valparaiso to Madison. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$357Average$396FlexibilityNo cancel feeOn-time71%

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