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$51+ Cheap flights from Valparaiso, FL to Boston (VPS - BOS)

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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — BOS
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheapflights Tip: The best prices from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl are usually found in March or April, booked 71 days in advance, depart on a Monday or Tuesday and return on a Thursday

Cheap flight deals from Valparaiso to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to Boston (BOS). 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 April 29, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$299
(American Airlines)

One-way from

$51
(Booking.com)

Popular in

February

Cheapest in

March

Average price

$218

Good round-trip deal

$120 or less

Good one-way deal

$88 or less
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Boston Logan Intl flights.
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From Valparaiso Destin-Ft Walton Beach to Boston Logan Intl
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One-way flight from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl
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Highest demand for flights based on searches. 9% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($43 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl.
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Price to beat on a one-way flight from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl.
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Find flight deals from Valparaiso to Boston

Cheapest flights from Valparaiso to Boston
Explore the most affordable flight options available from Valparaiso to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 6/312:58 pmVPS - BOS
1 stop5h 20mAmerican Airlines
Sat 6/75:36 pmBOS - VPS
1 stop4h 52mAmerican Airlines
Deal found 4/28$299
This Delta deal was found by Cheapflights users on 4/28. 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.
Mon 8/117:05 pmVPS - BOS
1 stop5h 01mDelta
Wed 8/203:05 pmBOS - VPS
1 stop6h 35mDelta
Deal found 4/28$300
This Southwest deal was found by Cheapflights users on 4/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/97:05 amVPS - BOS
2 stops9h 15mSouthwest
Tue 8/265:20 amBOS - VPS
2 stops9h 05mSouthwest
Deal found 4/27$345
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/266:00 amVPS - BOS
2 stops26h 14mMultiple Airlines
Mon 6/23:49 pmBOS - VPS
2 stops27h 20mMultiple Airlines
Deal found 4/28$346
This Sun Country Air deal was found by Cheapflights users on 4/28. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/265:17 pmVPS - BOS
1 stop16h 24mSun Country Air
Sat 11/111:42 amBOS - VPS
1 stop25h 21mSun Country Air
Deal found 4/28$394
This Mytrip deal was found by Cheapflights users on 4/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/28:00 amVPS - BOS
Nonstop3h 02mAllegiant Air
Sun 5/410:20 amBOS - VPS
1 stop12h 36mAllegiant Air
Deal found 4/28$495

Cheapflights Fare Finder

Customize your flight search to find flights from Valparaiso to Boston 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 April 29, 2025.
Use the filters below to find and compare flights from Valparaiso to Boston that are best for you.

Fly from

Valparaiso

Fly to

Boston

Route

Depart

Return

Price

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 6/3

12:58 pm-7:18 pm

1 stop5h 20m

Boston Logan Intl

Sat 6/7

5:36 pm-9:28 pm

1 stop4h 52m

$299

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 8/11

7:05 pm-1:06 am

1 stop5h 01m

Boston Logan Intl

Wed 8/20

3:05 pm-8:40 pm

1 stop6h 35m

$300

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 8/9

7:05 am-5:20 pm

2 stops9h 15m

Boston Logan Intl

Tue 8/26

5:20 am-1:25 pm

2 stops9h 05m

$345

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 5/26

6:00 am-9:14 am

2 stops26h 14m

Boston Logan Intl

Mon 6/2

3:49 pm-6:09 pm

2 stops27h 20m

$346

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 6/21

8:00 am-12:01 pm

Nonstop3h 01m

$51

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 6/4

5:52 pm-6:52 pm

2 stops24h 00m

$117

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 8/19

7:59 am-4:08 pm

2 stops7h 09m

$146

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 6/8

7:31 pm-1:21 am

1 stop4h 50m

$192

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 6/22

6:05 pm-10:37 am

1 stop15h 32m

$266

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 6/22

12:40 pm-1:15 am

2 stops11h 35m

$363

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 11 results
1
2

Compare providers for flights from Valparaiso to Boston

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 Valparaiso to Boston in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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 Valparaiso, Florida-Boston flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Valparaiso, Florida-Boston flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Valparaiso, Florida-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Valparaiso, Florida-Boston flights, Cheapflights users trust Mytrip the most. Mytrip 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 Valparaiso, Florida-Boston 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 Valparaiso to Boston

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

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

Use this chart to determine the optimal time to book a round-trip flight from Valparaiso to Boston. Price data was last updated on April 25, 2025.

The price you pay for your flight from Valparaiso, Florida to Boston may vary depending on when you book. For the best chance of a lower fare, look to book 70 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Boston (average of $218). Flying from Valparaiso, Florida to Boston in July is currently the most expensive (average of $311). 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 VPS to BOS?

Find hourly flight availability from Valparaiso to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

It’s typically best to fly out from Valparaiso, Florida to Boston in the morning. Doing so could potentially save you 71% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Valparaiso, Florida to Boston?

Use this chart to determine the cheapest time to fly round-trip from Valparaiso to Boston. Price data was last updated on March 30, 2025.

Travelers seeking maximum savings on their Valparaiso, Florida to Boston flight should consider departing on Friday mornings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated April 29, 2025.
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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
7,929 reviews
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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!
Qatar Airways
7.4
Good
3,561 reviews
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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
734 reviews
Southwest
8.0
Very good
4,292 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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
4,292 reviews

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Crew

8.6

Overall

8.0

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 Valparaiso to Boston. 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 Valparaiso, Florida to Boston round-trip?

    Cheapflights users have booked flights from Valparaiso, Florida to Boston round-trip from $299. Other airlines that can offer you cheap pricing are Delta, from $300, and Southwest, from $345. Users have found that American Airlines is 28% cheaper than the other options available to this destination.

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

    For one-way options, check prices for Allegiant Air. According to our data, you can fly for as low as $51. Users have also found prices from $146 and $192 on American Airlines and Delta, respectively.

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

    Looking at all options, your cheapest flight can be booked for $73. While the most popular route (Valparaiso Destin-Ft Walton Beach - Boston Logan Intl) can be booked for $85 on average our data indicates $146 when flying from Valparaiso, Florida to Boston.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Valparaiso, Florida to Boston (average of $218). Flying from Valparaiso, Florida to Boston in July is currently the most expensive (average of $311). 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
Marlborough
Warwick
Cambridge
Waltham
Framingham
Chestnut Hill
Randolph
Brockton
Lowell
Woburn
Somerville
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Lincoln
Salem
Chelsea
Seabrook

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Alternative routes for Valparaiso to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Valparaiso to Boston

Discover the top 3 airlines that operate flights from Valparaiso to Boston. 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$204FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$283Average$400FlexibilityNo cancel feeOn-time71%
DeltaCheapest$284Average$425FlexibilityNo cancel feeOn-timeN/A

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