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Valparaiso

$43+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$183
(Mytrip)

One-way from

$43
(Cheapflightsfares)

Popular in

October

Cheapest in

January

Average price

$384

Good round-trip deal

$188 or less

Good one-way deal

$61 or less
Provider with most accurate pricing for Boston Logan Intl-Valparaiso Destin-Ft Walton Beach flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Valparaiso Destin-Ft Walton Beach flights.
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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. 10% potential increase in price ($48 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 March 2025
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Price to beat on a round-trip flight from Massachusetts to Valparaiso Destin-Ft Walton Beach.
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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 March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/27. 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 5/1712:51 pmBOS - VPS
Nonstop3h 16mMultiple Airlines
Mon 5/196:18 pmVPS - BOS
2 stops19h 26mMultiple Airlines
Deal found 3/27$183
This Mytrip deal was found by Cheapflights users on 3/26. 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.
Mon 4/711:02 amBOS - VPS
2 stops29h 17mAllegiant Air
Fri 4/118:00 amVPS - BOS
Nonstop3h 02mAllegiant Air
Deal found 3/26$225
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/62:41 pmBOS - VPS
1 stop7h 54mAmerican Airlines
Fri 5/95:00 pmVPS - BOS
1 stop4h 40mAmerican Airlines
Deal found 3/27$259
This Delta deal was found by Cheapflights users on 3/28. 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 5/33:58 pmBOS - VPS
1 stop6h 09mDelta
Wed 5/76:00 amVPS - BOS
1 stop5h 21mDelta
Deal found 3/28$287
This Delta deal was found by Cheapflights users on 3/27. 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 4/217:06 pmBDL - VPS
1 stop4h 53mDelta
Thu 4/246:00 amVPS - BDL
1 stop6h 19mDelta
Deal found 3/27$315
This American Airlines deal was found by Cheapflights users on 3/28. 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 8/165:34 pmALB - VPS
1 stop4h 27mAmerican Airlines
Tue 8/265:04 pmVPS - ALB
1 stop4h 14mAmerican Airlines
Deal found 3/28$315
This Delta deal was found by Cheapflights users on 3/27. 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 5/135:44 amALB - VPS
2 stops9h 30mDelta
Wed 5/214:59 pmVPS - ALB
1 stop6h 02mDelta
Deal found 3/27$321
This Mytrip deal was found by Cheapflights users on 3/27. 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 4/410:45 amBDL - VPS
2 stops33h 27mMultiple Airlines
Mon 4/77:30 amVPS - BDL
3 stops38h 37mMultiple Airlines
Deal found 3/27$347
This Mytrip deal was found by Cheapflights users on 3/27. 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 5/167:59 pmALB - VPS
2 stops26h 39mAllegiant Air
Sat 5/246:00 amVPS - ALB
2 stops25h 47mAllegiant Air
Deal found 3/27$361
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/196:30 amBOS - VPS
1 stop11h 45mSun Country Air
Wed 4/236:05 pmVPS - BOS
1 stop15h 30mSun Country Air
Deal found 3/27$366
This American Airlines deal was found by Cheapflights users on 3/27. 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 6/225:34 pmBDL - VPS
1 stop5h 05mAmerican Airlines
Fri 6/273:59 pmVPS - BDL
1 stop7h 44mAmerican Airlines
Deal found 3/27$385
This Southwest deal was found by Cheapflights users on 3/27. 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 8/145:00 amBOS - VPS
1 stop5h 50mSouthwest
Mon 8/187:00 amVPS - BOS
2 stops8h 25mSouthwest
Deal found 3/27$391

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 March 28, 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

Sat 5/17

12:51 pm-3:07 pm

Nonstop3h 16m

Valparaiso Destin-Ft Walton Beach

Mon 5/19

6:18 pm-2:44 pm

2 stops19h 26m

$183

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 4/7

11:02 am-3:19 pm

2 stops29h 17m

Valparaiso Destin-Ft Walton Beach

Fri 4/11

8:00 am-12:02 pm

Nonstop3h 02m

$225

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 5/6

2:41 pm-9:35 pm

1 stop7h 54m

Valparaiso Destin-Ft Walton Beach

Fri 5/9

5:00 pm-10:40 pm

1 stop4h 40m

$259

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 5/3

3:58 pm-9:07 pm

1 stop6h 09m

Valparaiso Destin-Ft Walton Beach

Wed 5/7

6:00 am-12:21 pm

1 stop5h 21m

$287

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Mon 4/21

7:06 pm-10:59 pm

1 stop4h 53m

Valparaiso Destin-Ft Walton Beach

Thu 4/24

6:00 am-1:19 pm

1 stop6h 19m

$315

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Sat 8/16

5:34 pm-9:01 pm

1 stop4h 27m

Valparaiso Destin-Ft Walton Beach

Tue 8/26

5:04 pm-10:18 pm

1 stop4h 14m

$315

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Tue 5/13

5:44 am-2:14 pm

2 stops9h 30m

Valparaiso Destin-Ft Walton Beach

Wed 5/21

4:59 pm-12:01 am

1 stop6h 02m

$321

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Fri 4/4

10:45 am-7:12 pm

2 stops33h 27m

Valparaiso Destin-Ft Walton Beach

Mon 4/7

7:30 am-11:07 pm

3 stops38h 37m

$347

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Fri 5/16

7:59 pm-9:38 pm

2 stops26h 39m

Valparaiso Destin-Ft Walton Beach

Sat 5/24

6:00 am-8:47 am

2 stops25h 47m

$361

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 4/19

6:30 am-5:15 pm

1 stop11h 45m

Valparaiso Destin-Ft Walton Beach

Wed 4/23

6:05 pm-10:35 am

1 stop15h 30m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 24 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, January is the cheapest month in which you can book a flight from Massachusetts to Valparaiso, Florida (average of $299). Flying from Massachusetts to Valparaiso, Florida in March is currently the most expensive (average of $388). 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 March 28, 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.

Rainfall in Valparaiso by month

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

In terms of precipitation, rainfall in Valparaiso, Florida ranges from 3.1 - 7.5 inches per month. July is typically the wettest month, when rainfall can reach 7.5 in. October is typically the driest time to visit Valparaiso, Florida when rainfall is around 3.1 in.

Temperature in Valparaiso by month

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

If weather is an important factor for your trip to Valparaiso, Florida, 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 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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 March 28, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Allegiant Air from Massachusetts to Valparaiso to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,273 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,896 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Sun Country Air
6.9
Okay
348 reviews
Southwest
8.1
Very good
4,273 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Comfort

8.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $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 American Airlines and Delta, with prices starting from $159 and $159, 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 $56. While the most popular route (Boston Logan Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $94 on average our data indicates $196 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, January is the cheapest month in which you can book a flight from Massachusetts to Valparaiso, Florida (average of $299). Flying from Massachusetts to Valparaiso, Florida in March is currently the most expensive (average of $388). 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 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$94Average$242FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$289Average$448FlexibilityNo cancel feeOn-time71%
DeltaCheapest$307Average$443FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$353Average$451FlexibilityNo cancel feeOn-time63%
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