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$107+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — BOS
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

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 12/297:24 pmVPS - BOS
1 stop4h 43mDelta
Mon 1/55:35 amBOS - VPS
1 stop6h 08mDelta
Deal found 12/13$316
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/297:00 amVPS - BOS
1 stop11h 35mSouthwest
Mon 1/55:00 amBOS - VPS
1 stop5h 55mSouthwest
Deal found 12/13$322
This American Airlines deal was found by Cheapflights users on 12/12. 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 12/304:40 pmVPS - BOS
1 stop4h 57mAmerican Airlines
Mon 1/58:00 amBOS - VPS
2 stops8h 53mAmerican Airlines
Deal found 12/12$333
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/294:42 pmVPS - BOS
1 stop4h 55mAmerican Airlines
Mon 1/58:00 amBOS - VPS
2 stops8h 53mAmerican Airlines
Deal found 12/13$336
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.
Fri 12/1912:53 pmVPS - BOS
1 stop5h 25mAmerican Airlines
Wed 12/316:07 pmBOS - VPS
1 stop6h 51mAmerican Airlines
Deal found 12/14$350
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.
Fri 12/267:24 pmVPS - BOS
1 stop4h 43mDelta
Thu 1/15:40 amBOS - VPS
1 stop6h 34mDelta
Deal found 12/13$357
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:39 amVPS - BOS
1 stop6h 45mAmerican Airlines
Thu 1/18:00 amBOS - VPS
2 stops8h 53mAmerican Airlines
Deal found 12/13$380
This Delta deal was found by Cheapflights users on 12/12. 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 12/299:40 amVPS - BDL
1 stop5h 02mDelta
Thu 1/16:09 amBDL - VPS
1 stop7h 48mDelta
Deal found 12/12$382
This American Airlines deal was found by Cheapflights users on 12/12. 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 12/297:39 amVPS - BDL
1 stop4h 32mAmerican Airlines
Wed 12/315:02 pmBDL - VPS
2 stops7h 56mAmerican Airlines
Deal found 12/12$396
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.
Tue 12/306:00 amVPS - ALB
1 stop4h 15mDelta
Tue 1/62:30 pmALB - VPS
1 stop5h 25mDelta
Deal found 12/13$410
This American Airlines deal was found by Cheapflights users on 12/12. 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 12/294:42 pmVPS - BDL
1 stop6h 36mAmerican Airlines
Thu 1/16:20 amBDL - VPS
2 stops10h 33mAmerican Airlines
Deal found 12/12$411
This Delta deal was found by Cheapflights users on 12/12. 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 12/199:29 amVPS - BOS
1 stop7h 45mDelta
Mon 12/2210:20 amBOS - VPS
1 stop6h 35mDelta
Deal found 12/12$421

Find flight deals from Valparaiso to Massachusetts

Keep the following information in mind while searching for Valparaiso to Massachusetts flight deals. Data was last updated December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$215
(American Airlines)

One-way from

$107
(Delta)

Popular in

February

Cheapest in

March

Average price

$334

Good round-trip deal

$110 or less

Good one-way deal

$107 or less
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Boston Logan Intl flights.
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From Valparaiso Destin-Ft Walton Beach to Massachusetts
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Massachusetts
Search Deals
Highest demand for flights based on searches. 32% potential increase in price ($201 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 27% potential price decrease ($92 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 Valparaiso Destin-Ft Walton Beach to Massachusetts.
Search Deals
Price to beat on a one-way flight from Valparaiso Destin-Ft Walton Beach to Massachusetts.
Search Deals

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 December 15, 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

Tue 1/13

5:00 pm-11:51 pm

1 stop5h 51m

Boston Logan Intl

Thu 1/29

3:39 pm-10:59 pm

1 stop8h 20m

$215

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 1/15

7:50 am-4:15 pm

1 stop7h 25m

Boston Logan Intl

Sat 1/17

9:05 am-1:00 pm

1 stop4h 55m

$215

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 1/15

8:30 am-5:05 pm

2 stops7h 35m

Boston Logan Intl

Sat 1/17

12:06 pm-9:00 pm

2 stops9h 54m

$226

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 12/29

7:24 pm-1:07 am

1 stop4h 43m

Boston Logan Intl

Mon 1/5

5:35 am-10:43 am

1 stop6h 08m

$316

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 12/29

7:00 am-7:35 pm

1 stop11h 35m

Boston Logan Intl

Mon 1/5

5:00 am-9:55 am

1 stop5h 55m

$322

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Thu 1/29

6:00 am-1:42 pm

1 stop6h 42m

Hartford Bradley Intl

Wed 2/4

5:00 pm-11:05 pm

1 stop7h 05m

$346

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 12/19

12:53 pm-7:18 pm

1 stop5h 25m

Boston Logan Intl

Wed 12/31

6:07 pm-11:58 pm

1 stop6h 51m

$350

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Thu 1/29

7:00 am-2:50 pm

1 stop6h 50m

Hartford Bradley Intl

Wed 2/4

12:10 pm-6:55 pm

2 stops7h 45m

$352

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 12/26

7:24 pm-1:07 am

1 stop4h 43m

Boston Logan Intl

Thu 1/1

5:40 am-11:14 am

1 stop6h 34m

$357

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Tue 1/6

8:30 am-2:49 pm

1 stop5h 19m

Hartford Bradley Intl

Fri 1/9

4:14 pm-9:00 pm

1 stop5h 46m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 39 results
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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, March is the cheapest month in which you can book a flight from Valparaiso, Florida to Massachusetts (average of $82). Flying from Valparaiso, Florida to Massachusetts in November is currently the most expensive (average of $284). 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 December 15, 2025.

It’s optimal to fly from Valparaiso, Florida to Massachusetts in the afternoon. By choosing this option you can save up to 73% on the cost of your flight, compared to a flight in the evening.

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 December 15, 2025.
Read reviews from past customers who have flown Delta, American Airlines, and Allegiant Air from Valparaiso to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Allegiant Air
7.2
Good
700 reviews
Delta
7.9
Good
8,008 reviews

Comfort

7.9

Crew

8.5

Boarding

8.1

Overall

7.9

Food

7.3

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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.

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

    For as low as $215, American Airlines can have you in Massachusetts from Valparaiso, Florida in 5h 51m. There are 1187 mi between Valparaiso, Florida and Massachusetts. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $39. 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 - Hartford Bradley Intl or Valparaiso Destin-Ft Walton Beach - Albany 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 $146, our data shows the cheapest flight currently is $60. When looking at the most popular route, (Valparaiso Destin-Ft Walton Beach - Boston Logan Intl), you can expect to pay $215 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, March is the cheapest month in which you can book a flight from Valparaiso, Florida to Massachusetts (average of $82). Flying from Valparaiso, Florida to Massachusetts in November is currently the most expensive (average of $284). 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$204FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$267Average$387FlexibilityNo cancel feeOn-time71%
DeltaCheapest$289Average$389FlexibilityNo cancel feeOn-timeN/A

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