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Valparaiso

$59+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 May or January, booked 25 days in advance, depart on a Tuesday or Friday and return on a Monday

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 November 13, 2025.

This Delta deal was found by Cheapflights users on 11/11. 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.
Thu 12/45:40 amBOS - VPS
1 stop6h 26mDelta
Sun 12/75:00 pmVPS - BOS
1 stop7h 27mDelta
Deal found 11/11$215
This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/211:56 amBOS - VPS
2 stops9h 25mAmerican Airlines
Sat 12/67:35 amVPS - BOS
1 stop6h 04mAmerican Airlines
Deal found 11/10$221
This American Airlines deal was found by Cheapflights users on 11/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/256:00 amBOS - VPS
1 stop5h 11mAmerican Airlines
Sun 12/77:35 amVPS - BOS
1 stop6h 04mAmerican Airlines
Deal found 11/10$300
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Fri 12/196:00 amBOS - VPS
1 stop5h 19mAmerican Airlines
Tue 12/237:39 amVPS - BOS
2 stops7h 58mAmerican Airlines
Deal found 11/12$307
This Delta deal was found by Cheapflights users on 11/11. 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.
Mon 11/245:50 amBOS - VPS
1 stop7h 11mDelta
Mon 11/245:00 pmVPS - BOS
1 stop7h 26mDelta
Deal found 11/11$325
This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:50 amBOS - VPS
1 stop6h 56mDelta
Sun 12/75:00 pmVPS - BOS
1 stop7h 27mDelta
Deal found 11/12$335
This Southwest deal was found by Cheapflights users on 11/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:45 amBOS - VPS
2 stops8h 30mSouthwest
Sun 12/1410:40 amVPS - BOS
2 stops11h 35mSouthwest
Deal found 11/11$351
This Delta deal was found by Cheapflights users on 11/11. 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.
Thu 11/206:45 amBOS - VPS
1 stop5h 18mDelta
Mon 11/246:00 amVPS - BOS
1 stop5h 32mDelta
Deal found 11/11$355
This American Airlines deal was found by Cheapflights users on 11/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/227:00 amBOS - VPS
2 stops9h 48mAmerican Airlines
Mon 11/247:59 amVPS - BOS
1 stop5h 43mAmerican Airlines
Deal found 11/11$361
This American Airlines deal was found by Cheapflights users on 11/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:00 amBOS - VPS
2 stops8h 48mAmerican Airlines
Thu 12/1812:53 pmVPS - BOS
2 stops7h 48mAmerican Airlines
Deal found 11/11$365

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$118
(JetBlue)

One-way from

$59
(JetBlue)

Popular in

December

Cheapest in

May

Average price

$503

Good round-trip deal

$292 or less
Provider with most accurate pricing for Boston Logan Intl-Valparaiso Destin-Ft Walton Beach flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Valparaiso Destin-Ft Walton Beach flights.
Search Deals
From Boston Logan Intl to Valparaiso Destin-Ft Walton Beach
Search Deals
One-way flight from Boston Logan Intl to Valparaiso Destin-Ft Walton Beach
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Valparaiso Destin-Ft Walton Beach.
Search Deals

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 November 13, 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 3/14

12:35 pm-2:56 pm

Nonstop3h 21m

Valparaiso Destin-Ft Walton Beach

Sat 3/21

3:55 pm-7:51 pm

Nonstop2h 56m

$118

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 4/15

5:06 pm-9:06 pm

1 stop5h 00m

Valparaiso Destin-Ft Walton Beach

Wed 4/22

6:16 am-11:27 am

1 stop4h 11m

$186

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 4/18

12:40 pm-3:01 pm

Nonstop3h 21m

Valparaiso Destin-Ft Walton Beach

Sat 4/25

3:55 pm-7:51 pm

Nonstop2h 56m

$188

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 3/5

12:40 pm-3:00 pm

Nonstop3h 20m

Valparaiso Destin-Ft Walton Beach

Sat 3/14

9:59 am-4:14 pm

1 stop5h 15m

$201

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 3/31

8:00 am-12:57 pm

1 stop5h 57m

Valparaiso Destin-Ft Walton Beach

Wed 4/1

7:45 am-4:20 pm

1 stop7h 35m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 12/17

8:00 am-1:29 pm

1 stop6h 29m

Valparaiso Destin-Ft Walton Beach

Mon 12/22

2:43 pm-9:08 pm

1 stop5h 25m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 1/22

6:55 am-1:09 pm

1 stop7h 14m

Valparaiso Destin-Ft Walton Beach

Thu 1/29

9:23 am-4:16 pm

1 stop5h 53m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 12/11

5:40 am-11:06 am

1 stop6h 26m

Valparaiso Destin-Ft Walton Beach

Thu 12/18

9:29 am-6:14 pm

1 stop7h 45m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 12/11

7:00 am-3:48 pm

2 stops9h 48m

Valparaiso Destin-Ft Walton Beach

Thu 12/18

12:53 pm-9:11 pm

1 stop7h 18m

$221

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 1/22

12:56 pm-9:00 pm

2 stops9h 04m

Valparaiso Destin-Ft Walton Beach

Thu 1/29

11:00 am-6:22 pm

1 stop6h 22m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 21 results
1
2
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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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Boston-Valparaiso, Florida flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 7, 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, May is the cheapest month in which you can book a flight from Boston to Valparaiso, Florida (average of $70). Flying from Boston to Valparaiso, Florida in April is currently the most expensive (average of $185). 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 November 13, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 42% on flights from Boston to Valparaiso, Florida by exploring options for tickets in the morning.

How much does it cost to fly round-trip from Boston to Valparaiso, Florida?

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 November 13, 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
4,236 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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
11,049 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,236 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

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 JetBlue and American Airlines fly from Boston to Valparaiso, Florida in about 3h 21m. The time it takes to get you to your destination can typically vary by up to 1h 39m. 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 ($277), and American Airlines ($297) offers the cheapest pricing from Boston to Valparaiso, Florida. Allegiant Air is currently priced 79% below the average price you’ll pay for this route.

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

    On average you can expect to pay $592 for a flight from Boston to Valparaiso, Florida. The cheapest flight overall is $292 while the most popular route, (Boston Logan Intl - Valparaiso Destin-Ft Walton Beach) is currently priced at $118.

  • 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, May is the cheapest month in which you can book a flight from Boston to Valparaiso, Florida (average of $70). Flying from Boston to Valparaiso, Florida in April is currently the most expensive (average of $185). 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$84Average$319FlexibilityNo cancel feeOn-time88%
DeltaCheapest$277Average$411FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$297Average$431FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$352Average$435FlexibilityNo cancel feeOn-time63%

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