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$99+ 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
Jan 25 — Feb 11
Sat 1/25
Sat 2/1
1 adult, Economy
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Cheap flight deals from Massachusetts to Valparaiso

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Valparaiso (VPS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 20, 2025.

Round-trip from

$312
(Cheapflightsfares)

One-way from

$159
(American Airlines)
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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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 January 20, 2025.

This Mytrip deal was found by Cheapflights users on 1/20. 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 7/512:51 pmBOS - VPS
Nonstop3h 16mAllegiant Air
Sat 7/128:00 amVPS - BOS
Nonstop3h 01mAllegiant Air
Deal found 1/20$179
This Delta deal was found by Cheapflights users on 1/19. 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 3/56:55 amBOS - VPS
1 stop5h 19mDelta
Wed 3/127:00 amVPS - BOS
1 stop4h 47mDelta
Deal found 1/19$315
This American Airlines deal was found by Cheapflights users on 1/19. 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 3/58:00 amBOS - VPS
2 stops9h 09mAmerican Airlines
Wed 3/127:00 amVPS - BOS
1 stop7h 12mAmerican Airlines
Deal found 1/19$320
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Wed 3/511:14 amBOS - VPS
2 stops20h 53mMultiple Airlines
Wed 3/127:59 amVPS - BOS
3 stops15h 52mMultiple Airlines
Deal found 1/19$330
This Sun Country Air deal was found by Cheapflights users on 1/19. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/36:30 amBOS - VPS
1 stop11h 32mSun Country Air
Sun 7/66:05 pmVPS - BOS
1 stop15h 32mSun Country Air
Deal found 1/19$334
This Delta deal was found by Cheapflights users on 1/19. 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 2/186:10 amBDL - VPS
1 stop6h 04mDelta
Tue 2/255:00 pmVPS - BDL
1 stop6h 09mDelta
Deal found 1/19$350
This American Airlines deal was found by Cheapflights users on 1/19. 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 3/156:08 amBDL - VPS
1 stop4h 51mAmerican Airlines
Sat 3/224:01 pmVPS - BDL
1 stop4h 24mAmerican Airlines
Deal found 1/19$385
This Delta deal was found by Cheapflights users on 1/19. 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 5/106:00 amALB - VPS
1 stop7h 25mDelta
Sat 5/249:25 amVPS - ALB
1 stop7h 05mDelta
Deal found 1/19$385
This Southwest deal was found by Cheapflights users on 1/19. 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.
Tue 9/239:25 amBOS - VPS
2 stops10h 35mSouthwest
Mon 9/297:00 amVPS - BOS
2 stops10h 10mSouthwest
Deal found 1/19$397
This American Airlines deal was found by Cheapflights users on 1/19. 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 4/2611:43 amALB - VPS
1 stop5h 08mAmerican Airlines
Sat 5/36:03 amVPS - ALB
1 stop4h 25mAmerican Airlines
Deal found 1/19$461
This Southwest deal was found by Cheapflights users on 1/19. 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 4/166:20 amBDL - VPS
1 stop6h 05mSouthwest
Mon 4/217:20 amVPS - BDL
2 stops14h 15mSouthwest
Deal found 1/19$537
This Mytrip deal was found by Cheapflights users on 1/19. 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 2/23:16 pmBDL - VPS
3 stops28h 42mMultiple Airlines
Mon 5/128:00 amVPS - BDL
3 stops31h 01mMultiple Airlines
Deal found 1/19$565

Find flights from Massachusetts to Valparaiso within your budget

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 January 20, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 7/5

12:51 pm-3:07 pm

Nonstop3h 16m

Valparaiso Destin-Ft Walton Beach

Sat 7/12

8:00 am-12:01 pm

Nonstop3h 01m

$179

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 3/5

9:45 am-3:57 pm

1 stop7h 12m

Valparaiso Destin-Ft Walton Beach

Tue 3/18

7:00 am-2:45 pm

1 stop6h 45m

$315

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 3/5

8:00 am-4:09 pm

2 stops9h 09m

Valparaiso Destin-Ft Walton Beach

Wed 3/12

7:00 am-3:12 pm

1 stop7h 12m

$320

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 3/5

11:14 am-7:07 am

2 stops20h 53m

Valparaiso Destin-Ft Walton Beach

Wed 3/12

7:59 am-12:51 am

3 stops15h 52m

$330

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 7/3

6:30 am-5:02 pm

1 stop11h 32m

Valparaiso Destin-Ft Walton Beach

Sun 7/6

6:05 pm-10:37 am

1 stop15h 32m

$334

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Tue 2/18

6:10 am-11:14 am

1 stop6h 04m

Valparaiso Destin-Ft Walton Beach

Tue 2/25

5:00 pm-12:09 am

1 stop6h 09m

$350

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Sat 3/15

6:08 am-9:59 am

1 stop4h 51m

Valparaiso Destin-Ft Walton Beach

Sat 3/22

4:01 pm-9:25 pm

1 stop4h 24m

$385

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Sat 5/10

6:00 am-12:25 pm

1 stop7h 25m

Valparaiso Destin-Ft Walton Beach

Sat 5/24

9:25 am-5:30 pm

1 stop7h 05m

$385

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sun 3/9

5:40 am-4:35 pm

2 stops11h 55m

Valparaiso Destin-Ft Walton Beach

Fri 3/14

2:20 pm-12:20 am

1 stop9h 00m

$411

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Sat 4/26

11:43 am-3:51 pm

1 stop5h 08m

Valparaiso Destin-Ft Walton Beach

Sat 5/3

6:03 am-11:28 am

1 stop4h 25m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 19 results
1
2

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.

Travel insights for flights from Massachusetts to Valparaiso

Get recent, data-driven insights about flights from Massachusetts to Valparaiso including ideal travel times, pricing trends, and more.

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 $414). 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 January 20, 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 January 20, 2025.
Peruse reviews from past customers who have flown with Delta, Southwest and American Airlines 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
4,659 reviews

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Sun Country Air
7.0
Good
386 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    $159 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $190 and $204, 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 $186. While the most popular route (Boston Logan Intl - Valparaiso Destin-Ft Walton Beach) can be booked for $301 on average our data indicates $454 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 $414). 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 January 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$104Average$236FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$288Average$453FlexibilityNo cancel feeOn-time71%
DeltaCheapest$314Average$513FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$374Average$452FlexibilityNo cancel feeOn-time63%
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