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Valparaiso

$61+ Cheap flights from Massachusetts to Valparaiso, FL (VPS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Massachusetts to Valparaiso

Keep the following information in mind while searching for Massachusetts to Valparaiso flight deals. Data was last updated July 31, 2025.

Round-trip from

$277
(Mytrip)

One-way from

$61
(Cheapflightsfares)

Popular in

October

Cheapest in

January

Average price

$396

Good one-way deal

$88 or less
From Massachusetts to Valparaiso Destin-Ft Walton Beach
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One-way flight from Massachusetts to Valparaiso Destin-Ft Walton Beach
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Highest demand for flights based on searches. 9% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a one-way flight from Massachusetts to Valparaiso Destin-Ft Walton Beach.
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Find flight deals from Massachusetts to Valparaiso

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

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:49 pmBOS - VPS
2 stops29h 03mMultiple Airlines
Mon 9/297:22 pmVPS - BOS
1 stop13h 55mMultiple Airlines
Deal found 7/30$277
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/117:00 amBDL - VPS
1 stop5h 13mDelta
Wed 12/176:00 amVPS - BDL
1 stop6h 17mDelta
Deal found 7/30$295
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/26:00 amALB - VPS
1 stop5h 35mDelta
Tue 9/96:05 pmVPS - ALB
1 stop4h 54mDelta
Deal found 7/30$295
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/209:05 amBOS - VPS
1 stop6h 08mDelta
Tue 8/266:05 pmVPS - BOS
1 stop6h 15mDelta
Deal found 7/30$295
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1112:10 pmBDL - VPS
2 stops10h 00mSouthwest
Wed 12/177:15 amVPS - BDL
1 stop6h 40mSouthwest
Deal found 7/30$301
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.
Wed 10/81:01 pmBOS - VPS
2 stops8h 06mAmerican Airlines
Tue 10/147:00 amVPS - BOS
1 stop6h 58mAmerican Airlines
Deal found 7/30$301
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.
Tue 10/219:58 amBDL - VPS
2 stops8h 32mAmerican Airlines
Mon 10/2712:34 pmVPS - BDL
1 stop5h 16mAmerican Airlines
Deal found 7/30$319
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/295:27 pmALB - VPS
1 stop5h 01mAmerican Airlines
Tue 9/26:00 amVPS - ALB
1 stop7h 27mAmerican Airlines
Deal found 7/31$327
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/42:35 pmALB - VPS
1 stop7h 30mSouthwest
Mon 9/812:00 pmVPS - ALB
1 stop6h 45mSouthwest
Deal found 7/30$331
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/55:35 amBOS - VPS
1 stop6h 40mSouthwest
Tue 9/97:00 amVPS - BOS
2 stops7h 25mSouthwest
Deal found 7/29$331
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2611:30 amBDL - VPS
3 stops35h 20mMultiple Airlines
Mon 9/292:45 pmVPS - BDL
1 stop5h 35mMultiple Airlines
Deal found 7/30$432
This Mytrip deal was found by Cheapflights users on 7/31. 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.
Sat 8/98:02 pmALB - VPS
2 stops24h 03mAllegiant Air
Sat 8/168:04 pmVPS - ALB
2 stops21h 30mAllegiant Air
Deal found 7/31$622

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 Massachusetts to Valparaiso that are best for you.

Fly from

Massachusetts

Fly to

Valparaiso

Route

Depart

Return

Price

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 9/25

6:49 pm-10:52 pm

2 stops29h 03m

Valparaiso Destin-Ft Walton Beach

Mon 9/29

7:22 pm-10:17 am

1 stop13h 55m

$277

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Tue 11/11

7:00 am-11:13 am

1 stop5h 13m

Valparaiso Destin-Ft Walton Beach

Wed 12/17

6:00 am-1:17 pm

1 stop6h 17m

$295

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Tue 9/2

6:00 am-10:35 am

1 stop5h 35m

Valparaiso Destin-Ft Walton Beach

Tue 9/9

6:05 pm-11:59 pm

1 stop4h 54m

$295

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 8/20

9:05 am-2:13 pm

1 stop6h 08m

Valparaiso Destin-Ft Walton Beach

Tue 8/26

6:05 pm-1:20 am

1 stop6h 15m

$295

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Tue 11/11

12:10 pm-9:10 pm

2 stops10h 00m

Valparaiso Destin-Ft Walton Beach

Wed 12/17

7:15 am-2:55 pm

1 stop6h 40m

$301

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 10/8

1:01 pm-8:07 pm

2 stops8h 06m

Valparaiso Destin-Ft Walton Beach

Tue 10/14

7:00 am-2:58 pm

1 stop6h 58m

$301

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Tue 10/21

9:58 am-5:30 pm

2 stops8h 32m

Valparaiso Destin-Ft Walton Beach

Mon 10/27

12:34 pm-6:50 pm

1 stop5h 16m

$319

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Fri 8/29

5:27 pm-9:28 pm

1 stop5h 01m

Valparaiso Destin-Ft Walton Beach

Tue 9/2

6:00 am-2:27 pm

1 stop7h 27m

$327

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Thu 9/4

2:35 pm-9:05 pm

1 stop7h 30m

Valparaiso Destin-Ft Walton Beach

Mon 9/8

12:00 pm-7:45 pm

1 stop6h 45m

$331

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 9/5

5:35 am-11:15 am

1 stop6h 40m

Valparaiso Destin-Ft Walton Beach

Tue 9/9

7:00 am-3:25 pm

2 stops7h 25m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 18 results
1
2

Best time to book a flight from Massachusetts to Valparaiso

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

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

Currently, July is the cheapest month in which you can book a flight from Massachusetts to Valparaiso, Florida (average of $294). Flying from Massachusetts 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.

What is the cheapest time of day to fly from MA to VPS?

Find hourly flight availability from Massachusetts to Valparaiso. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Massachusetts to Valparaiso, Florida as you normally would.

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.
Peruse reviews from past customers who have flown with Southwest, Delta, and American Airlines from Massachusetts to Valparaiso to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

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

  • What airport do you fly into for flights to Valparaiso from Massachusetts?

    Valparaiso Destin-Ft Walton Beach (VPS) is the airport you will fly into if you book a flight from Massachusetts to Valparaiso. It is only a 3.1 mi journey from Destin-Ft Walton Beach (VPS) to Valparaiso’s city center.

  • What are the cheapest airlines to fly from Massachusetts to Valparaiso, Florida one-way?

    $61 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $149 and $194, respectively.

  • What are the most popular routes from Massachusetts to Valparaiso, Florida?

    While some choose either Hartford Bradley Intl - Valparaiso Destin-Ft Walton Beach or Albany Intl - Valparaiso Destin-Ft Walton Beach, Boston Logan Intl - Valparaiso Destin-Ft Walton Beach is the most popular route from Massachusetts to Valparaiso, Florida.

  • What are the cheapest flights from Massachusetts to Valparaiso, Florida?

    Looking at all options, your cheapest flight can be booked for $85. While the most popular route (Boston Logan Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $257 on average our data indicates $89 when flying from Massachusetts to Valparaiso, Florida.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Massachusetts to Valparaiso, Florida (average of $294). Flying from Massachusetts 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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Alternative routes for Massachusetts to Valparaiso

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Top 4 airlines flying from Massachusetts to Valparaiso

Discover the top 4 airlines that operate flights from Massachusetts 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
Allegiant AirCheapest$84Average$286FlexibilityNo cancel feeOn-time88%
DeltaCheapest$287Average$406FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$315Average$449FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$353Average$443FlexibilityNo cancel feeOn-time63%

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