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$110+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — BOS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$215
(Delta)

One-way from

$110
(Southwest)

Popular in

February

Cheapest in

March

Average price

$361
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. 11% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 11% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/9. 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 11/116:00 amVPS - BDL
1 stop4h 15mDelta
Tue 11/1812:10 pmBDL - VPS
1 stop4h 57mDelta
Deal found 9/9$215
This Southwest deal was found by Cheapflights users on 9/11. 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.
Sat 11/11:00 pmVPS - BOS
1 stop6h 50mSouthwest
Tue 11/49:05 amBOS - VPS
2 stops13h 05mSouthwest
Deal found 9/11$217
This Delta deal was found by Cheapflights users on 9/9. 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.
Sat 11/156:00 amVPS - BDL
1 stop4h 15mDelta
Tue 11/1812:10 pmBDL - VPS
1 stop4h 57mDelta
Deal found 9/9$221
This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 11/15:00 pmVPS - BOS
1 stop7h 13mDelta
Tue 11/49:05 amBOS - VPS
1 stop6h 53mDelta
Deal found 9/11$226
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/18:10 amVPS - BOS
1 stop7h 07mAmerican Airlines
Sat 10/44:45 pmBOS - VPS
2 stops7h 10mAmerican Airlines
Deal found 9/10$232
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/114:57 pmVPS - BDL
1 stop6h 01mAmerican Airlines
Thu 11/135:17 pmBDL - VPS
1 stop4h 54mAmerican Airlines
Deal found 9/10$237
This Delta deal was found by Cheapflights users on 9/9. 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 11/105:00 pmVPS - BDL
1 stop5h 28mDelta
Tue 11/1812:10 pmBDL - VPS
1 stop4h 57mDelta
Deal found 9/9$248
This Delta deal was found by Cheapflights users on 9/9. 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 11/145:00 pmVPS - BDL
1 stop5h 46mDelta
Tue 11/187:00 amBDL - VPS
1 stop5h 06mDelta
Deal found 9/9$252
This Delta deal was found by Cheapflights users on 9/9. 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.
Sat 11/157:30 amVPS - BDL
1 stop6h 25mDelta
Mon 11/174:56 pmBDL - VPS
1 stop7h 08mDelta
Deal found 9/9$254
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/36:01 pmVPS - BOS
1 stop4h 43mAmerican Airlines
Tue 10/72:18 pmBOS - VPS
1 stop6h 49mAmerican Airlines
Deal found 9/10$256
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/124:57 pmVPS - BOS
1 stop4h 36mAmerican Airlines
Mon 12/151:25 pmBOS - VPS
1 stop8h 18mAmerican Airlines
Deal found 9/10$270
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/224:40 pmVPS - BOS
1 stop5h 16mAmerican Airlines
Fri 11/285:25 amBOS - VPS
1 stop7h 49mAmerican Airlines
Deal found 9/10$271

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 September 11, 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

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Wed 11/12

6:00 am-11:15 am

1 stop4h 15m

Hartford Bradley Intl

Tue 11/18

2:15 pm-6:42 pm

1 stop5h 27m

$215

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Tue 11/11

6:00 am-11:15 am

1 stop4h 15m

Hartford Bradley Intl

Wed 11/19

2:20 pm-6:42 pm

1 stop5h 22m

$215

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Sat 11/15

9:26 am-2:55 pm

1 stop4h 29m

Hartford Bradley Intl

Wed 11/19

7:00 am-11:06 am

1 stop5h 06m

$221

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Sat 11/15

6:00 am-11:15 am

1 stop4h 15m

Hartford Bradley Intl

Tue 11/18

12:10 pm-4:07 pm

1 stop4h 57m

$221

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 11/1

5:00 pm-1:13 am

1 stop7h 13m

Boston Logan Intl

Tue 11/4

9:05 am-2:58 pm

1 stop6h 53m

$226

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Mon 11/10

5:00 pm-11:28 pm

1 stop5h 28m

Hartford Bradley Intl

Wed 11/19

7:00 am-1:19 pm

1 stop7h 19m

$248

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Mon 11/10

5:00 pm-11:28 pm

1 stop5h 28m

Hartford Bradley Intl

Tue 11/18

12:10 pm-4:07 pm

1 stop4h 57m

$248

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Thu 11/13

5:00 pm-11:46 pm

1 stop5h 46m

Hartford Bradley Intl

Wed 11/19

7:00 am-11:06 am

1 stop5h 06m

$248

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Tue 11/11

6:00 am-1:20 pm

1 stop6h 20m

Hartford Bradley Intl

Mon 11/17

4:56 pm-8:25 pm

1 stop4h 29m

$248

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Thu 11/13

7:00 am-1:20 pm

1 stop5h 20m

Hartford Bradley Intl

Tue 11/18

12:10 pm-6:42 pm

1 stop7h 32m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 43 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, 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 July is currently the most expensive (average of $311). 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 September 11, 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.

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 September 11, 2025.
Read reviews from past customers who have flown Southwest, Delta, and American Airlines from Valparaiso to Massachusetts. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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, Delta can have you in Massachusetts from Valparaiso, Florida in 4h 15m. There are 1102 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 Southwest, with whom users have recently found tickets for as low as $110. 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.

  • 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 July is currently the most expensive (average of $311). 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

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Top 4 airlines flying from Valparaiso to Massachusetts

Discover the top 4 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$204FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$283Average$396FlexibilityNo cancel feeOn-time71%
DeltaCheapest$301Average$414FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$324Average$410FlexibilityNo cancel feeOn-time63%

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