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Valparaiso

$130+ Cheap flights from Boston to Valparaiso, FL (BOS - 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Valparaiso Destin-Ft Walton Beach are usually found in January or May, booked 25 days in advance, depart on a Tuesday or Friday and return on a Wednesday

Cheap flight deals from Boston to Valparaiso

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) 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 June 12, 2025.

Round-trip from

$139
(Booking.com)

One-way from

$130
(Mytrip)

Popular in

October

Cheapest in

January

Average price

$405

Good round-trip deal

$84 or less

Good one-way deal

$43 or less
From Boston Logan Intl to Valparaiso Destin-Ft Walton Beach
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One-way flight from Boston Logan Intl to Valparaiso Destin-Ft Walton Beach
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Highest demand for flights based on searches. 8% potential increase in price ($41 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 June 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Valparaiso Destin-Ft Walton Beach.
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Price to beat on a one-way flight from Boston Logan Intl to Valparaiso Destin-Ft Walton Beach.
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Find flight deals from Boston to Valparaiso

Cheapest flights from Boston to Valparaiso
Explore the most affordable flight options available from Boston to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Booking.com deal was found by Cheapflights users on 6/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1212:51 pmBOS - VPS
Nonstop3h 16mAllegiant Air
Sat 7/198:00 amVPS - BOS
Nonstop3h 01mAllegiant Air
Deal found 6/11$139
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/512:51 pmBOS - VPS
Nonstop3h 16mMultiple Airlines
Wed 7/96:00 amVPS - BOS
2 stops32h 43mMultiple Airlines
Deal found 6/10$215
This Delta deal was found by Cheapflights users on 6/11. 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.
Tue 9/25:25 pmBOS - VPS
1 stop5h 29mDelta
Mon 9/86:05 pmVPS - BOS
1 stop6h 19mDelta
Deal found 6/11$283
This American Airlines deal was found by Cheapflights users on 6/12. 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 10/215:55 amBOS - VPS
2 stops6h 53mAmerican Airlines
Mon 10/275:05 pmVPS - BOS
1 stop4h 28mAmerican Airlines
Deal found 6/12$289
This Sun Country Air deal was found by Cheapflights users on 6/12. 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.
Sat 10/411:45 amBOS - VPS
1 stop29h 32mSun Country Air
Sat 10/1111:09 amVPS - BOS
1 stop22h 32mSun Country Air
Deal found 6/12$344
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1210:45 amBOS - VPS
1 stop5h 40mSouthwest
Sun 9/142:25 pmVPS - BOS
1 stop7h 35mSouthwest
Deal found 6/9$370

Cheapflights Fare Finder

Customize your flight search to find flights from Boston 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 June 12, 2025.
Use the filters below to find and compare flights from Boston to Valparaiso that are best for you.

Fly from

Boston

Fly to

Valparaiso

Route

Depart

Return

Price

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 7/12

12:51 pm-3:07 pm

Nonstop3h 16m

Valparaiso Destin-Ft Walton Beach

Sat 7/19

8:00 am-12:01 pm

Nonstop3h 01m

$139

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 7/5

12:51 pm-3:07 pm

Nonstop3h 16m

Valparaiso Destin-Ft Walton Beach

Wed 7/9

6:00 am-3:43 pm

2 stops32h 43m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 9/2

5:35 am-10:35 am

1 stop6h 00m

Valparaiso Destin-Ft Walton Beach

Thu 9/4

6:05 pm-1:24 am

1 stop6h 19m

$283

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 10/21

5:55 am-11:48 am

2 stops6h 53m

Valparaiso Destin-Ft Walton Beach

Mon 10/27

5:05 pm-10:33 pm

1 stop4h 28m

$289

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 10/4

11:45 am-4:17 pm

1 stop29h 32m

Valparaiso Destin-Ft Walton Beach

Sat 10/11

11:09 am-10:41 am

1 stop22h 32m

$344

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 9/12

10:45 am-3:25 pm

1 stop5h 40m

Valparaiso Destin-Ft Walton Beach

Sun 9/14

2:25 pm-11:00 pm

1 stop7h 35m

$370

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 7/3

3:26 pm-7:42 am

2 stops17h 16m

$130

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 6/28

12:51 pm-3:07 pm

Nonstop3h 16m

$139

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 8/6

10:35 am-5:10 pm

1 stop7h 35m

$143

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 7/4

5:40 am-12:04 pm

1 stop7h 24m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Boston to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Boston 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 Boston to Valparaiso

How far ahead should I book a flight from Boston to Valparaiso, Florida?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Valparaiso. Price data was last updated on June 9, 2025.

To ensure you get the cheapest price possible for a flight from Boston to Valparaiso, Florida, you should look to book at least 25 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Boston to Valparaiso, Florida?

Currently, January is the cheapest month in which you can book a flight from Boston to Valparaiso, Florida (average of $299). Flying from Boston to Valparaiso, Florida in March is currently the most expensive (average of $386). 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 BOS to VPS?

Find hourly flight availability from Boston 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 June 12, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 37% on flights from Boston to Valparaiso, Florida by exploring options for tickets in the morning.

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 June 12, 2025.
See what other customers who have flown with Southwest, Delta and Allegiant Air from Boston to Valparaiso have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

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
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

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
725 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

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
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

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
345 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Overall

8.0

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Crew

8.6

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 Boston to Valparaiso. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Boston to Valparaiso, Florida round-trip?

    According to our current data, Allegiant Air ($139), Delta ($283), and American Airlines ($289) offers the cheapest pricing from Boston to Valparaiso, Florida. Allegiant Air is currently priced 66% below the average price you’ll pay for this route.

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

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $139. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Boston to Valparaiso, Florida for a low price.

  • What are the cheapest flights from Boston to Valparaiso, Florida?

    On average you can expect to pay $116 for a flight from Boston to Valparaiso, Florida. The cheapest flight overall is $43 while the most popular route, (Boston Logan Intl - Valparaiso Destin-Ft Walton Beach) is currently priced at $139.

  • Can I find deals for flights from Boston to Valparaiso that include hotel bookings?

    Yes. In addition to deals on Boston to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Valparaiso?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Valparaiso.

  • Can I find deals for business class flights from Boston to Valparaiso?

    Yes. Cheapflights offers flight deals from Boston 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 Boston to Valparaiso, Florida?

    Currently, January is the cheapest month in which you can book a flight from Boston to Valparaiso, Florida (average of $299). Flying from Boston to Valparaiso, Florida in March is currently the most expensive (average of $386). 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 Boston to Valparaiso

Discover the top 4 airlines that operate flights from Boston 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$84Average$277FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$290Average$438FlexibilityNo cancel feeOn-time71%
DeltaCheapest$297Average$410FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$353Average$443FlexibilityNo cancel feeOn-time63%

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