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Valparaiso

$109+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap 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 December 16, 2025.

This Delta deal was found by Cheapflights users on 12/15. 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.
Thu 12/185:45 amBOS - VPS
1 stop7h 27mDelta
Sat 1/107:50 amVPS - BOS
1 stop5h 30mDelta
Deal found 12/15$320
This Delta deal was found by Cheapflights users on 12/15. 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.
Thu 12/185:45 amBOS - VPS
1 stop7h 27mDelta
Mon 1/127:50 amVPS - BOS
1 stop7h 25mDelta
Deal found 12/15$341
This Delta deal was found by Cheapflights users on 12/15. 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.
Thu 12/189:15 amBOS - VPS
1 stop7h 44mDelta
Sun 1/115:12 pmVPS - BOS
1 stop6h 52mDelta
Deal found 12/15$371
This Delta deal was found by Cheapflights users on 12/15. 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.
Tue 12/165:40 amBOS - VPS
1 stop6h 26mDelta
Sat 1/107:50 amVPS - BOS
1 stop5h 30mDelta
Deal found 12/15$375
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:00 amBOS - VPS
2 stops10h 47mAmerican Airlines
Sat 1/108:30 amVPS - BOS
1 stop6h 26mAmerican Airlines
Deal found 12/15$381
This Delta deal was found by Cheapflights users on 12/15. 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.
Tue 12/166:45 amBOS - VPS
1 stop5h 21mDelta
Mon 1/127:50 amVPS - BOS
1 stop7h 25mDelta
Deal found 12/15$396
This Delta deal was found by Cheapflights users on 12/16. 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 12/235:40 amBOS - VPS
1 stop6h 34mDelta
Sun 12/287:24 pmVPS - BOS
1 stop4h 43mDelta
Deal found 12/16$411
This Delta deal was found by Cheapflights users on 12/14. 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 12/175:40 amBOS - VPS
1 stop6h 26mDelta
Sat 12/207:24 pmVPS - BOS
1 stop4h 43mDelta
Deal found 12/14$425
This Delta deal was found by Cheapflights users on 12/15. 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.
Tue 12/169:15 amBOS - VPS
1 stop5h 14mDelta
Sun 1/115:12 pmVPS - BOS
1 stop6h 52mDelta
Deal found 12/15$426
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/176:00 amBOS - VPS
2 stops10h 47mAmerican Airlines
Sat 12/204:40 pmVPS - BOS
1 stop4h 57mAmerican Airlines
Deal found 12/14$431
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/246:00 amBDL - VPS
2 stops10h 52mAmerican Airlines
Sat 12/277:39 amVPS - BDL
1 stop15h 39mAmerican Airlines
Deal found 12/14$616
This Delta deal was found by Cheapflights users on 12/13. 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 12/224:47 pmBDL - VPS
1 stop7h 02mDelta
Sat 12/277:15 amVPS - BDL
1 stop7h 27mDelta
Deal found 12/13$680

Find flight deals from Massachusetts to Valparaiso

Keep the following information in mind while searching for Massachusetts to Valparaiso flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$129
(Mytrip)

One-way from

$109
(Delta)

Popular in

November

Cheapest in

May

Average price

$420

Good round-trip deal

$210 or less
Provider with most accurate pricing for Boston Logan Intl-Valparaiso Destin-Ft Walton Beach flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Valparaiso Destin-Ft Walton Beach flights.
Search Deals
From Massachusetts to Valparaiso Destin-Ft Walton Beach
Search Deals
One-way flight from Massachusetts to Valparaiso Destin-Ft Walton Beach
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Massachusetts to Valparaiso Destin-Ft Walton Beach.
Search Deals

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 December 16, 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 1/22

5:26 pm-11:05 pm

1 stop6h 39m

Valparaiso Destin-Ft Walton Beach

Fri 1/30

1:59 pm-10:32 pm

1 stop7h 33m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 2/20

5:22 pm-10:20 pm

1 stop5h 58m

Valparaiso Destin-Ft Walton Beach

Wed 2/25

10:47 am-6:01 pm

1 stop6h 14m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 1/12

6:35 pm-10:56 pm

1 stop5h 21m

Valparaiso Destin-Ft Walton Beach

Mon 2/2

5:12 pm-1:04 am

1 stop6h 52m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 1/27

5:35 am-11:15 am

1 stop6h 40m

Valparaiso Destin-Ft Walton Beach

Fri 1/30

1:59 pm-10:32 pm

1 stop7h 33m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 1/24

6:55 am-1:00 pm

1 stop7h 05m

Valparaiso Destin-Ft Walton Beach

Mon 2/2

7:13 pm-1:04 am

1 stop4h 51m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 1/6

9:05 am-4:05 pm

1 stop8h 00m

Valparaiso Destin-Ft Walton Beach

Tue 1/20

6:16 pm-1:04 am

1 stop5h 48m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 1/23

5:50 am-12:03 pm

1 stop7h 13m

Valparaiso Destin-Ft Walton Beach

Tue 2/3

9:23 am-5:23 pm

1 stop7h 00m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 1/22

5:50 am-12:03 pm

1 stop7h 13m

Valparaiso Destin-Ft Walton Beach

Mon 2/2

9:23 am-5:23 pm

1 stop7h 00m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 1/10

6:00 pm-10:56 pm

1 stop5h 56m

Valparaiso Destin-Ft Walton Beach

Fri 1/30

9:23 am-5:23 pm

1 stop7h 00m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 1/24

6:55 am-11:15 am

1 stop5h 20m

Valparaiso Destin-Ft Walton Beach

Sat 1/31

2:00 pm-8:31 pm

1 stop5h 31m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 42 results
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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, June is the cheapest month in which you can book a flight from Massachusetts to Valparaiso, Florida (average of $84). Flying from Massachusetts to Valparaiso, Florida in November is currently the most expensive (average of $252). 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 December 16, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 51% on flights from Massachusetts to Valparaiso, Florida by exploring options for tickets in the morning.

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.

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

    A quick flight from Massachusetts to Valparaiso, Florida can take about 5h 58m. Delta provides one of the quickest options available for as low as $215. Massachusetts and Valparaiso, Florida are separated by a distance of 1187 mi. This flight may include one or multiple stops.

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

    $43 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 $134 and $158, 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 $137. While the most popular route (Boston Logan Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $208 on average, our data indicates $260 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, June is the cheapest month in which you can book a flight from Massachusetts to Valparaiso, Florida (average of $84). Flying from Massachusetts to Valparaiso, Florida in November is currently the most expensive (average of $252). 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 5 airlines flying from Massachusetts to Valparaiso

Discover the top 5 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$84Average$303FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$118Average$235FlexibilityNo cancel feeOn-time62%
DeltaCheapest$258Average$412FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$283Average$416FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$352Average$435FlexibilityNo cancel feeOn-time63%

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