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Valparaiso

$131+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Eki 29 — Kas 51
Çar 10/29
Çar 11/5
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 September, booked 25 days in advance, depart on a Tuesday or Friday and return on a Monday

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 Eylül 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(Delta)

One-way from

$131
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$374

Good one-way deal

$178 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 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. 14% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 Eylül 29, 2025.

This Delta deal was found by Cheapflights users on 9/27. 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.
Sal 10/211:45 pmBOS - VPS
1 stop5h 30mDelta
Pzt 10/277:10 pmVPS - BOS
1 stop5h 03mDelta
Deal found 9/27$279
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Çar 11/1211:05 amBOS - VPS
2 stops10h 16mAmerican Airlines
Pzt 11/1712:59 pmVPS - BOS
1 stop6h 13mAmerican Airlines
Deal found 9/27$285
This Delta deal was found by Cheapflights users on 9/27. 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.
Per 10/309:05 amBOS - VPS
1 stop4h 45mDelta
Pzt 11/35:00 pmVPS - BOS
1 stop5h 16mDelta
Deal found 9/27$297
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Sal 11/186:00 amBOS - VPS
1 stop5h 11mAmerican Airlines
Cmt 11/2212:59 pmVPS - BOS
1 stop6h 54mAmerican Airlines
Deal found 9/28$298
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Per 10/301:01 pmBOS - VPS
2 stops8h 06mAmerican Airlines
Pzt 11/312:59 pmVPS - BOS
1 stop6h 13mAmerican Airlines
Deal found 9/27$303
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sal 11/1812:20 pmBOS - VPS
2 stops9h 50mSouthwest
Cmt 11/225:45 pmVPS - BOS
1 stop6h 15mSouthwest
Deal found 9/28$304
This Delta deal was found by Cheapflights users on 9/28. 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.
Cmt 11/110:12 amBOS - VPS
1 stop5h 46mDelta
Pzt 11/33:45 pmVPS - BOS
1 stop6h 31mDelta
Deal found 9/28$315
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Cmt 11/19:46 amBOS - VPS
2 stops6h 33mAmerican Airlines
Pzt 11/310:51 amVPS - BOS
1 stop7h 09mAmerican Airlines
Deal found 9/28$321
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Paz 11/25:00 amBOS - VPS
1 stop5h 11mAmerican Airlines
Çar 11/127:59 amVPS - BOS
1 stop5h 43mAmerican Airlines
Deal found 9/27$333
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Cum 11/146:00 amBOS - VPS
2 stops7h 01mAmerican Airlines
Pzt 11/174:57 pmVPS - BOS
1 stop6h 19mAmerican Airlines
Deal found 9/27$339

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 Eylül 29, 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

Çar 11/12

11:10 am-3:45 pm

1 stop5h 35m

Valparaiso Destin-Ft Walton Beach

Pzt 11/17

12:59 pm-8:12 pm

1 stop6h 13m

$279

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sal 10/21

1:45 pm-6:15 pm

1 stop5h 30m

Valparaiso Destin-Ft Walton Beach

Pzt 10/27

7:10 pm-1:13 am

1 stop5h 03m

$279

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Per 10/30

10:12 am-2:58 pm

1 stop5h 46m

Valparaiso Destin-Ft Walton Beach

Pzt 11/3

3:45 pm-11:16 pm

1 stop6h 31m

$297

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sal 11/18

6:00 am-10:11 am

1 stop5h 11m

Valparaiso Destin-Ft Walton Beach

Cmt 11/22

12:59 pm-8:53 pm

1 stop6h 54m

$298

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Per 10/30

12:37 pm-8:07 pm

2 stops8h 30m

Valparaiso Destin-Ft Walton Beach

Pzt 11/3

10:51 am-4:38 pm

1 stop4h 47m

$303

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sal 11/18

12:20 pm-9:10 pm

2 stops9h 50m

Valparaiso Destin-Ft Walton Beach

Cmt 11/22

5:45 pm-1:00 am

1 stop6h 15m

$304

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Cmt 11/1

10:12 am-2:58 pm

1 stop5h 46m

Valparaiso Destin-Ft Walton Beach

Pzt 11/3

3:45 pm-11:16 pm

1 stop6h 31m

$315

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Cmt 11/1

9:46 am-3:19 pm

2 stops6h 33m

Valparaiso Destin-Ft Walton Beach

Pzt 11/3

10:51 am-7:00 pm

1 stop7h 09m

$321

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Cum 11/14

5:50 am-12:01 pm

1 stop7h 11m

Valparaiso Destin-Ft Walton Beach

Pzt 11/17

7:00 pm-1:26 am

1 stop5h 26m

$333

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Paz 11/2

5:00 am-9:11 am

1 stop5h 11m

Valparaiso Destin-Ft Walton Beach

Çar 11/12

7:59 am-2:42 pm

1 stop5h 43m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/26

Showing 1-10 of 18 results
1
2

Compare providers for flights from Boston to Valparaiso

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Valparaiso in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Valparaiso, Florida flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Valparaiso, Florida flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Valparaiso, Florida flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Valparaiso, Florida flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Valparaiso, Florida flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 September 26, 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, September is the cheapest month in which you can book a flight from Boston to Valparaiso, Florida (average of $267). 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 Eylül 29, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 34% on flights from Boston to Valparaiso, Florida by exploring options for tickets in the morning.

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 Eylül 29, 2025.
Read reviews from past customers who have flown Southwest, Delta, and American Airlines from Boston to Valparaiso. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Allegiant Air
7.2
Good
698 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

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

    Airlines like American Airlines and Delta fly from Boston to Valparaiso, Florida in about 5h 30m. The time it takes to get you to your destination can typically vary by up to 05m. The distance from Boston to Valparaiso, Florida is about 1187 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, Allegiant Air ($84), Delta ($289), and American Airlines ($314) offers the cheapest pricing from Boston to Valparaiso, Florida. Allegiant Air is currently priced 80% 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 American Airlines, with whom users have recently found tickets for as low as $131. However, be on the lookout for offers from Delta and Southwest, 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 $187 for a flight from Boston to Valparaiso, Florida. The cheapest flight overall is $178 while the most popular route, (Boston Logan Intl - Valparaiso Destin-Ft Walton Beach) is currently priced at $279.

  • 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, September is the cheapest month in which you can book a flight from Boston to Valparaiso, Florida (average of $267). 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

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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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 Eylül 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$84Average$284FlexibilityNo cancel feeOn-time88%
DeltaCheapest$289Average$411FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$314Average$453FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$353Average$463FlexibilityNo cancel feeOn-time63%

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