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Valparaiso

$103+ Cheap flights from Boston to Valparaiso, FL (BOS - VPS)

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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — VPS
May 21 — May 281
Wed 5/21
Wed 5/28
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 42 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 May 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$103
(Mytrip)

Popular in

October

Cheapest in

January

Average price

$367

Good round-trip deal

$180 or less

Good one-way deal

$43 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
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
Search Deals
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 May 16, 2025.

This Mytrip deal was found by Cheapflights users on 5/15. 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 6/1412:51 pmBOS - VPS
Nonstop3h 16mAllegiant Air
Sat 6/218:00 amVPS - BOS
Nonstop3h 01mAllegiant Air
Deal found 5/15$103
This Mytrip deal was found by Cheapflights users on 5/15. 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 5/2412:51 pmBOS - VPS
Nonstop3h 16mMultiple Airlines
Sat 5/315:47 pmVPS - BOS
1 stop12h 16mMultiple Airlines
Deal found 5/15$135
This American Airlines deal was found by Cheapflights users on 5/15. 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 6/74:48 pmBOS - VPS
1 stop5h 54mAmerican Airlines
Sat 6/147:08 amVPS - BOS
1 stop7h 45mAmerican Airlines
Deal found 5/15$315
This Southwest deal was found by Cheapflights users on 5/15. 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.
Mon 9/810:45 amBOS - VPS
1 stop5h 40mSouthwest
Fri 9/124:10 pmVPS - BOS
1 stop5h 25mSouthwest
Deal found 5/15$369
This Delta deal was found by Cheapflights users on 5/15. 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.
Fri 8/15:35 amBOS - VPS
1 stop7h 30mDelta
Fri 8/84:59 pmVPS - BOS
1 stop7h 40mDelta
Deal found 5/15$380
This Sun Country Air deal was found by Cheapflights users on 5/15. 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.
Wed 6/1811:44 amBOS - VPS
1 stop22h 24mSun Country Air
Sun 6/226:05 pmVPS - BOS
1 stop15h 32mSun Country Air
Deal found 5/15$504

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 May 16, 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 6/14

12:51 pm-3:07 pm

Nonstop3h 16m

Valparaiso Destin-Ft Walton Beach

Sat 6/21

8:00 am-12:01 pm

Nonstop3h 01m

$103

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 6/14

5:45 am-2:45 pm

2 stops34h 00m

Valparaiso Destin-Ft Walton Beach

Sat 6/21

8:00 am-12:01 pm

Nonstop3h 01m

$165

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 6/7

4:48 pm-9:42 pm

1 stop5h 54m

Valparaiso Destin-Ft Walton Beach

Sat 6/14

7:08 am-3:53 pm

1 stop7h 45m

$315

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 9/8

10:45 am-3:25 pm

1 stop5h 40m

Valparaiso Destin-Ft Walton Beach

Fri 9/12

4:10 pm-10:35 pm

1 stop5h 25m

$369

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 8/1

5:35 am-12:05 pm

1 stop7h 30m

Valparaiso Destin-Ft Walton Beach

Fri 8/8

4:59 pm-1:39 am

1 stop7h 40m

$380

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 6/18

11:44 am-9:08 am

1 stop22h 24m

Valparaiso Destin-Ft Walton Beach

Sun 6/22

6:05 pm-10:37 am

1 stop15h 32m

$504

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 6/11

9:47 am-8:21 am

1 stop23h 34m

$104

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 6/11

5:45 am-2:45 pm

2 stops34h 00m

$128

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 8/16

6:00 am-10:29 am

1 stop5h 29m

$159

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 6/27

6:30 am-11:02 am

1 stop29h 32m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 Expedia the most. Expedia 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 May 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 42 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 May 16, 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 May 16, 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
4,289 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,289 reviews
Southwest
8.0
Very good
4,289 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,289 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
733 reviews
Southwest
8.0
Very good
4,289 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,289 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Sun Country Air
6.9
Okay
346 reviews
Southwest
8.0
Very good
4,289 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 ($103), American Airlines ($315), and Southwest ($369) offers the cheapest pricing from Boston to Valparaiso, Florida. Allegiant Air is currently priced 75% 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 $104. However, be on the lookout for offers from American Airlines and Sun Country Air, 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 $247 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 $85.

  • 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.

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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 May 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$84Average$279FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$294Average$442FlexibilityNo cancel feeOn-time71%
DeltaCheapest$299Average$418FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$353Average$444FlexibilityNo cancel feeOn-time63%

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