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$106+ Cheap flights from Valparaiso, FL (VPS) to Massachusetts

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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — BOS
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap flight deals from Valparaiso to Massachusetts

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

Round-trip from

$198
(Mytrip)

One-way from

$106
(Mytrip)

Popular in

February

Cheapest in

March

Average price

$428

Good round-trip deal

$106 or less
From Valparaiso Destin-Ft Walton Beach to Massachusetts
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One-way flight from Valparaiso Destin-Ft Walton Beach to Massachusetts
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Highest demand for flights based on searches. 10% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 11% potential price decrease ($43 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Valparaiso Destin-Ft Walton Beach to Massachusetts.
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Find flight deals from Valparaiso to Massachusetts

Cheapest flights from Valparaiso to Massachusetts
Explore the most affordable flight options available from Valparaiso to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/198:00 amVPS - BOS
Nonstop3h 01mAllegiant Air
Wed 7/239:45 amBOS - VPS
1 stop24h 07mAllegiant Air
Deal found 6/15$198
This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/198:00 amVPS - BOS
Nonstop3h 01mMultiple Airlines
Wed 7/236:15 pmBOS - VPS
2 stops30h 10mMultiple Airlines
Deal found 6/15$251
This Delta deal was found by Cheapflights users on 6/16. 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.
Wed 8/206:00 amVPS - ALB
1 stop4h 14mDelta
Wed 8/276:00 amALB - VPS
1 stop5h 35mDelta
Deal found 6/16$275
This Delta deal was found by Cheapflights users on 6/15. 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 8/44:59 pmVPS - BOS
1 stop7h 40mDelta
Wed 8/135:35 amBOS - VPS
1 stop6h 00mDelta
Deal found 6/15$275
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Mon 8/1112:01 pmVPS - BOS
2 stops8h 52mAmerican Airlines
Wed 8/2010:35 amBOS - VPS
1 stop7h 35mAmerican Airlines
Deal found 6/14$281
This Southwest deal was found by Cheapflights users on 6/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/910:10 amVPS - BOS
1 stop4h 30mSouthwest
Tue 7/297:00 amBOS - VPS
1 stop5h 55mSouthwest
Deal found 6/14$351
This Mytrip deal was found by Cheapflights users on 6/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/133:35 pmVPS - BDL
2 stops22h 38mMultiple Airlines
Sun 7/2010:15 amBDL - VPS
2 stops38h 05mMultiple Airlines
Deal found 6/15$356
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Sun 7/134:02 pmVPS - BDL
1 stop5h 42mAmerican Airlines
Sun 7/205:55 amBDL - VPS
1 stop6h 47mAmerican Airlines
Deal found 6/15$395
This Delta deal was found by Cheapflights users on 6/15. 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.
Wed 11/266:00 amVPS - BDL
1 stop6h 17mDelta
Tue 12/22:20 pmBDL - VPS
1 stop4h 52mDelta
Deal found 6/15$400
This Southwest deal was found by Cheapflights users on 6/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/262:00 pmVPS - BDL
2 stops9h 10mSouthwest
Tue 12/26:00 amBDL - VPS
2 stops8h 15mSouthwest
Deal found 6/15$566

Cheapflights Fare Finder

Customize your flight search to find flights from Valparaiso to Massachusetts 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 June 16, 2025.
Use the filters below to find and compare flights from Valparaiso to Massachusetts that are best for you.

Fly from

Valparaiso

Fly to

Massachusetts

Route

Depart

Return

Price

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 7/19

8:00 am-12:01 pm

Nonstop3h 01m

Boston Logan Intl

Wed 7/23

9:45 am-8:52 am

1 stop24h 07m

$198

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 7/19

8:00 am-12:01 pm

Nonstop3h 01m

Boston Logan Intl

Wed 7/23

6:15 pm-11:25 pm

2 stops30h 10m

$251

ValparaisoAlbany

VPS - ALB

VPSALB

Valparaiso Destin-Ft Walton Beach

Wed 8/20

6:00 am-11:14 am

1 stop4h 14m

Albany Intl

Wed 8/27

6:00 am-10:35 am

1 stop5h 35m

$275

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 8/4

4:59 pm-1:39 am

1 stop7h 40m

Boston Logan Intl

Wed 8/13

5:35 am-10:35 am

1 stop6h 00m

$275

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 8/11

12:01 pm-9:53 pm

2 stops8h 52m

Boston Logan Intl

Wed 8/20

10:35 am-5:10 pm

1 stop7h 35m

$281

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 7/9

10:10 am-3:40 pm

1 stop4h 30m

Boston Logan Intl

Tue 7/29

7:00 am-11:55 am

1 stop5h 55m

$351

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Sun 7/13

3:35 pm-3:13 pm

2 stops22h 38m

Hartford Bradley Intl

Sun 7/20

10:15 am-11:20 pm

2 stops38h 05m

$356

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Sun 7/13

4:02 pm-10:44 pm

1 stop5h 42m

Hartford Bradley Intl

Sun 7/20

5:55 am-11:42 am

1 stop6h 47m

$395

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Wed 11/26

6:00 am-1:17 pm

1 stop6h 17m

Hartford Bradley Intl

Tue 12/2

2:20 pm-6:12 pm

1 stop4h 52m

$400

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Wed 11/26

2:00 pm-12:10 am

2 stops9h 10m

Hartford Bradley Intl

Tue 12/2

6:00 am-1:15 pm

2 stops8h 15m

$566

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 19 results
1
2

Best time to book a flight from Valparaiso to Massachusetts

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

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

Currently, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Massachusetts (average of $218). Flying from Valparaiso, Florida to Massachusetts in June is currently the most expensive (average of $306). 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 VPS to MA?

Find hourly flight availability from Valparaiso to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 16, 2025.

When flying from Valparaiso, Florida to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

Plan your trip to Massachusetts by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated June 16, 2025.
See what other customers who have flown with Southwest, Delta and Allegiant Air from Valparaiso to Massachusetts have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,278 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
722 reviews
Southwest
8.0
Very good
4,278 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,278 reviews

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Massachusetts. 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 from for flights from Valparaiso to Massachusetts?

    Valparaiso Destin-Ft Walton Beach (VPS), located 3.1 mi from the city center, is the airport you fly out of when you book flights from Valparaiso to Massachusetts.

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

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $106. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Valparaiso, Florida to Massachusetts for a low price.

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

    When deciding which route to take from Valparaiso, Florida to Massachusetts consider Valparaiso Destin-Ft Walton Beach - Boston Logan Intl, Valparaiso Destin-Ft Walton Beach - Albany Intl or Valparaiso Destin-Ft Walton Beach - Hartford Bradley Intl as they are the most popular.

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

    While on average a flight from Valparaiso, Florida to Massachusetts is generally $142, our data shows the cheapest flight currently is $84. When looking at the most popular route, (Valparaiso Destin-Ft Walton Beach - Boston Logan Intl), you can expect to pay $198 for that flight.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Massachusetts (average of $218). Flying from Valparaiso, Florida to Massachusetts in June is currently the most expensive (average of $306). 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.

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Alternative routes for Valparaiso to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Valparaiso to Massachusetts

Discover the top 3 airlines that operate flights from Valparaiso to Massachusetts. 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$174FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$282Average$397FlexibilityNo cancel feeOn-time71%
DeltaCheapest$299Average$416FlexibilityNo cancel feeOn-timeN/A

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