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$339+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — MSN
Aug 12 — Aug 191
Tue 8/12
Tue 8/19
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 August 7, 2025.

Round-trip from

$339
(American Airlines)
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 August 7, 2025.

This American Airlines deal was found by Cheapflights users on 8/7. 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.
Mon 8/254:04 pmVPS - MSN
1 stop6h 59mAmerican Airlines
Mon 9/16:43 amMSN - VPS
1 stop8h 13mAmerican Airlines
Deal found 8/7$339
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Sat 8/92:00 pmVPS - MSN
1 stop7h 51mAmerican Airlines
Sun 8/106:46 amMSN - VPS
1 stop8h 10mAmerican Airlines
Deal found 8/6$494
This Delta deal was found by Cheapflights users on 8/6. 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.
Fri 8/811:59 amVPS - MSN
1 stop4h 35mDelta
Sun 8/105:19 pmMSN - VPS
1 stop6h 10mDelta
Deal found 8/6$545
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Fri 8/812:01 pmVPS - MSN
2 stops9h 51mAmerican Airlines
Sun 8/105:30 amMSN - VPS
2 stops9h 43mAmerican Airlines
Deal found 8/6$560
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Sat 8/912:32 pmVPS - MSN
2 stops9h 16mAmerican Airlines
Mon 8/116:06 amMSN - VPS
2 stops11h 04mAmerican Airlines
Deal found 8/6$709

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 August 7, 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 8/25

4:04 pm-11:03 pm

1 stop6h 59m

Madison Truax Field

Mon 9/1

6:43 am-2:56 pm

1 stop8h 13m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/7

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 August 7, 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

Comfort

7.2

Entertainment

6.9

Food

6.5

Crew

8.0

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Bama,Oct 2024

MIA - PNS

I paid for first class and it was nothing more than a 36" long curtain between first and business class, nothing extra, nothing fancy and a waste of money. Would have been better off just getting a regular seat and saving the money. Also had one of my eardrums rupture because of the take off and had to sit in uncomfortable pain with a bleeding ear the entire flight. Had to go to the doctor and it's been 5 days and still having difficulty hearing like it just happened.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Entertainment

6.9

Food

6.5

Crew

8.0

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Bama,Oct 2024

MIA - PNS

I paid for first class and it was nothing more than a 36" long curtain between first and business class, nothing extra, nothing fancy and a waste of money. Would have been better off just getting a regular seat and saving the money. Also had one of my eardrums rupture because of the take off and had to sit in uncomfortable pain with a bleeding ear the entire flight. Had to go to the doctor and it's been 5 days and still having difficulty hearing like it just happened.

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.

  • 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?

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Portage
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Baraboo
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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 August 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$373Average$396FlexibilityNo cancel feeOn-time71%

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