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Valparaiso

$131+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$259
(Southwest)

One-way from

$131
(Delta)

Popular in

December

Cheapest in

January

Average price

$463
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. 13% potential increase in price ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 20, 2025.

This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 11/245:50 amBOS - VPS
1 stop7h 11mDelta
Tue 12/25:00 pmVPS - BOS
1 stop7h 27mDelta
Deal found 10/19$297
This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 11/245:50 amBOS - VPS
1 stop7h 11mDelta
Thu 12/46:00 amVPS - BOS
1 stop5h 30mDelta
Deal found 10/19$302
This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 11/245:50 amBOS - VPS
1 stop7h 11mDelta
Fri 12/59:29 amVPS - BOS
1 stop6h 46mDelta
Deal found 10/19$317
This American Airlines deal was found by Cheapflights users on 10/18. 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 11/178:52 amBDL - VPS
1 stop7h 53mAmerican Airlines
Mon 11/244:57 pmVPS - BDL
1 stop6h 01mAmerican Airlines
Deal found 10/18$332
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/247:26 amALB - VPS
1 stop5h 35mAmerican Airlines
Mon 12/2910:59 amVPS - ALB
1 stop4h 39mAmerican Airlines
Deal found 10/20$332
This Delta deal was found by Cheapflights users on 10/19. 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 11/1512:10 pmBDL - VPS
1 stop7h 32mDelta
Tue 11/189:26 amVPS - BDL
1 stop5h 50mDelta
Deal found 10/19$335
This Delta deal was found by Cheapflights users on 10/18. 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 11/85:45 amBOS - VPS
1 stop7h 14mDelta
Tue 11/116:00 amVPS - BOS
1 stop7h 23mDelta
Deal found 10/18$335
This Delta deal was found by Cheapflights users on 10/19. 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.
Mon 11/245:50 amBOS - VPS
1 stop7h 11mDelta
Sat 12/69:29 amVPS - BOS
2 stops12h 45mDelta
Deal found 10/19$338
This Kiwi.com deal was found by Cheapflights users on 10/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1610:21 amBOS - VPS
1 stop28h 37mMultiple Airlines
Sun 11/231:45 pmVPS - BOS
2 stops33h 08mMultiple Airlines
Deal found 10/19$339
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/198:00 amBOS - VPS
2 stops8h 48mAmerican Airlines
Wed 11/2610:51 amVPS - BOS
1 stop5h 30mAmerican Airlines
Deal found 10/20$341
This Delta deal was found by Cheapflights users on 10/18. 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 12/37:30 amBDL - VPS
1 stop6h 59mDelta
Sun 12/71:15 pmVPS - BDL
1 stop9h 41mDelta
Deal found 10/18$370
This Delta deal was found by Cheapflights users on 10/19. 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.
Sun 11/236:30 pmBOS - VPS
1 stop5h 43mDelta
Tue 12/25:00 pmVPS - BOS
1 stop7h 27mDelta
Deal found 10/19$370

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 October 20, 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

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Wed 2/11

6:00 am-12:57 pm

1 stop7h 57m

Valparaiso Destin-Ft Walton Beach

Wed 2/18

6:00 am-1:18 pm

1 stop6h 18m

$297

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 11/24

5:50 am-12:01 pm

1 stop7h 11m

Valparaiso Destin-Ft Walton Beach

Tue 12/2

5:00 pm-1:27 am

1 stop7h 27m

$297

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 11/24

5:50 am-12:01 pm

1 stop7h 11m

Valparaiso Destin-Ft Walton Beach

Wed 12/3

6:00 am-12:30 pm

1 stop5h 30m

$297

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 11/27

11:15 am-6:02 pm

1 stop7h 47m

Valparaiso Destin-Ft Walton Beach

Fri 12/5

12:00 pm-6:14 pm

1 stop5h 14m

$317

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 1/17

12:55 pm-9:00 pm

2 stops9h 05m

Valparaiso Destin-Ft Walton Beach

Sun 2/15

7:00 am-4:54 pm

2 stops8h 54m

$320

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Mon 11/17

8:52 am-3:45 pm

1 stop7h 53m

Valparaiso Destin-Ft Walton Beach

Mon 11/24

4:57 pm-11:58 pm

1 stop6h 01m

$332

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Mon 11/24

7:26 am-12:01 pm

1 stop5h 35m

Valparaiso Destin-Ft Walton Beach

Mon 12/29

10:59 am-4:38 pm

1 stop4h 39m

$332

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Fri 2/20

6:30 pm-11:08 pm

1 stop5h 38m

Valparaiso Destin-Ft Walton Beach

Fri 2/27

4:20 pm-11:36 pm

1 stop6h 16m

$332

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Sat 11/15

12:10 pm-6:42 pm

1 stop7h 32m

Valparaiso Destin-Ft Walton Beach

Tue 11/18

9:26 am-4:16 pm

1 stop5h 50m

$335

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 11/8

5:45 am-11:59 am

1 stop7h 14m

Valparaiso Destin-Ft Walton Beach

Tue 11/11

6:00 am-2:23 pm

1 stop7h 23m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 37 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, June is the cheapest month in which you can book a flight from Massachusetts to Valparaiso, Florida (average of $84). Flying from Massachusetts to Valparaiso, Florida in November is currently the most expensive (average of $251). 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 October 20, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 48% on flights from Massachusetts to Valparaiso, Florida by exploring options for tickets in the morning.

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.

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

    A quick flight from Massachusetts to Valparaiso, Florida can take about 7h 57m. Delta provides one of the quickest options available for as low as $297. Massachusetts and Valparaiso, Florida are separated by a distance of 1102 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Massachusetts to Valparaiso, Florida one-way?

    $131 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $131 and $239, 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.

  • 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, June is the cheapest month in which you can book a flight from Massachusetts to Valparaiso, Florida (average of $84). Flying from Massachusetts to Valparaiso, Florida in November is currently the most expensive (average of $251). 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

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Crestview
Andalusia
Niceville

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Alternative routes for Massachusetts to Valparaiso

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$84Average$306FlexibilityNo cancel feeOn-time88%
DeltaCheapest$283Average$426FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$309Average$439FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$353Average$441FlexibilityNo cancel feeOn-time63%

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