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$85+ Cheap flights from Valparaiso, FL (VPS) to Massachusetts

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — BOS
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$85
(Booking.com)

Popular in

February

Cheapest in

March

Average price

$364
From Valparaiso Destin-Ft Walton Beach to Massachusetts
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($44 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 3, 2025.

This Booking.com deal was found by Cheapflights users on 7/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/28:00 amVPS - BOS
Nonstop3h 01mAllegiant Air
Sat 8/1612:51 pmBOS - VPS
Nonstop3h 16mAllegiant Air
Deal found 7/1$85
This Mytrip deal was found by Cheapflights users on 7/2. 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 8/28:00 amVPS - BOS
Nonstop3h 01mMultiple Airlines
Mon 8/48:35 pmBOS - VPS
2 stops18h 09mMultiple Airlines
Deal found 7/2$192
This Delta deal was found by Cheapflights users on 7/2. 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 8/196:05 pmVPS - ALB
1 stop4h 54mDelta
Tue 8/266:00 amALB - VPS
1 stop5h 35mDelta
Deal found 7/2$315
This Delta deal was found by Cheapflights users on 7/1. 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 8/114:57 pmVPS - BOS
1 stop5h 17mDelta
Wed 8/205:25 pmBOS - VPS
1 stop5h 29mDelta
Deal found 7/1$315
This American Airlines deal was found by Cheapflights users on 7/2. 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 8/118:24 amVPS - BOS
2 stops6h 46mAmerican Airlines
Wed 8/205:18 pmBOS - VPS
1 stop5h 10mAmerican Airlines
Deal found 7/2$321
This Southwest deal was found by Cheapflights users on 7/2. 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.
Fri 9/124:10 pmVPS - BOS
1 stop5h 25mSouthwest
Tue 9/165:20 amBOS - VPS
1 stop5h 30mSouthwest
Deal found 7/2$330
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Thu 8/77:07 amVPS - ALB
1 stop4h 52mAmerican Airlines
Sat 8/96:05 amALB - VPS
1 stop16h 23mAmerican Airlines
Deal found 7/2$349
This Delta deal was found by Cheapflights users on 7/1. 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 7/284:59 pmVPS - BDL
1 stop5h 49mDelta
Wed 7/308:15 amBDL - VPS
1 stop5h 35mDelta
Deal found 7/1$360
This American Airlines deal was found by Cheapflights users on 7/2. 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 7/287:00 amVPS - BDL
2 stops10h 40mAmerican Airlines
Sat 8/95:35 pmBDL - VPS
1 stop4h 53mAmerican Airlines
Deal found 7/2$366
This Mytrip deal was found by Cheapflights users on 7/2. 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 7/165:52 pmVPS - ALB
2 stops18h 20mMultiple Airlines
Fri 7/256:46 pmALB - VPS
3 stops29h 40mMultiple Airlines
Deal found 7/2$383
This Mytrip deal was found by Cheapflights users on 7/2. 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 7/286:15 amVPS - BDL
2 stops15h 42mMultiple Airlines
Sat 8/96:00 amBDL - VPS
3 stops25h 50mMultiple Airlines
Deal found 7/2$393
This Sun Country Air deal was found by Cheapflights users on 7/1. 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.
Sun 11/234:56 pmVPS - BOS
1 stop16h 45mSun Country Air
Sat 11/2911:42 amBOS - VPS
1 stop22h 26mSun Country Air
Deal found 7/1$414

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 July 3, 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 8/2

8:00 am-12:01 pm

Nonstop3h 01m

Boston Logan Intl

Sat 8/16

12:51 pm-3:07 pm

Nonstop3h 16m

$85

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 8/2

8:00 am-12:01 pm

Nonstop3h 01m

Boston Logan Intl

Mon 8/4

8:35 pm-1:44 pm

2 stops18h 09m

$192

ValparaisoAlbany

VPS - ALB

VPSALB

Valparaiso Destin-Ft Walton Beach

Tue 8/19

6:05 pm-11:59 pm

1 stop4h 54m

Albany Intl

Tue 8/26

6:00 am-10:35 am

1 stop5h 35m

$315

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 8/11

4:57 pm-11:14 pm

1 stop5h 17m

Boston Logan Intl

Wed 8/20

5:25 pm-9:54 pm

1 stop5h 29m

$315

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 8/11

8:24 am-4:10 pm

2 stops6h 46m

Boston Logan Intl

Wed 8/20

5:18 pm-9:28 pm

1 stop5h 10m

$321

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 9/12

4:10 pm-10:35 pm

1 stop5h 25m

Boston Logan Intl

Tue 9/16

5:20 am-9:50 am

1 stop5h 30m

$330

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Fri 10/17

11:00 am-6:47 pm

1 stop6h 47m

Hartford Bradley Intl

Mon 10/20

5:19 pm-9:47 pm

1 stop5h 28m

$330

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Fri 10/17

2:30 pm-11:30 pm

2 stops8h 00m

Hartford Bradley Intl

Mon 10/20

6:20 am-11:25 am

1 stop6h 05m

$343

ValparaisoAlbany

VPS - ALB

VPSALB

Valparaiso Destin-Ft Walton Beach

Thu 8/7

7:07 am-12:59 pm

1 stop4h 52m

Albany Intl

Sat 8/9

6:05 am-9:28 pm

1 stop16h 23m

$349

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Mon 7/28

4:59 pm-11:48 pm

1 stop5h 49m

Hartford Bradley Intl

Wed 7/30

8:15 am-12:50 pm

1 stop5h 35m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 20 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 July 3, 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 July 3, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Allegiant Air 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
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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
708 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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.
Sun Country Air
6.9
Okay
339 reviews
Southwest
8.0
Very good
4,266 reviews

Entertainment

7.6

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.2

Overall

8.0

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 American Airlines, with whom users have recently found tickets for as low as $157. However, be on the lookout for offers from Allegiant Air 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.

  • 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.

See more FAQs

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Alternative routes for Valparaiso to Massachusetts

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$204FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$283Average$398FlexibilityNo cancel feeOn-time71%
DeltaCheapest$299Average$414FlexibilityNo cancel feeOn-timeN/A

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