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$59+ 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — BOS
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
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 29 days in advance, depart on a Wednesday or Monday and return on a Tuesday

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 August 1, 2025.

Round-trip from

$295
(American Airlines)

One-way from

$59
(Mytrip)

Popular in

February

Cheapest in

March

Average price

$407

Good round-trip deal

$84 or less

Good one-way deal

$59 or less
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. 12% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($44 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 1, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 7/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/98:00 amVPS - BOS
Nonstop3h 01mAllegiant Air
Sat 8/1612:51 pmBOS - VPS
Nonstop3h 16mAllegiant Air
Deal found 7/30$121
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/286:00 amVPS - BOS
1 stop4h 30mAmerican Airlines
Mon 9/17:34 amBOS - VPS
1 stop5h 08mAmerican Airlines
Deal found 7/31$295
This Southwest deal was found by Cheapflights users on 7/30. 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 9/510:25 amVPS - BOS
1 stop5h 40mSouthwest
Mon 9/87:30 amBOS - VPS
1 stop4h 45mSouthwest
Deal found 7/30$340
This Mytrip deal was found by Cheapflights users on 7/30. 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 10/46:30 amVPS - BOS
2 stops15h 40mMultiple Airlines
Fri 10/108:05 pmBOS - VPS
2 stops17h 43mMultiple Airlines
Deal found 7/30$358

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 August 1, 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

Thu 8/28

6:00 am-11:30 am

1 stop4h 30m

Boston Logan Intl

Mon 9/1

7:34 am-11:42 am

1 stop5h 08m

$295

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 9/5

10:25 am-5:05 pm

1 stop5h 40m

Boston Logan Intl

Mon 9/8

7:30 am-11:15 am

1 stop4h 45m

$340

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 10/4

6:30 am-11:10 pm

2 stops15h 40m

Boston Logan Intl

Fri 10/10

8:05 pm-12:48 pm

2 stops17h 43m

$358

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 8/9

8:00 am-12:01 pm

Nonstop3h 01m

$59

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 9/9

6:00 am-1:59 pm

1 stop6h 59m

$147

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 8/25

6:00 am-12:25 pm

1 stop5h 25m

$162

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 8/25

6:30 am-11:12 pm

2 stops15h 42m

$163

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 8/7

6:05 pm-10:37 am

1 stop15h 32m

$227

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 9/9

11:34 am-3:05 pm

2 stops50h 31m

$1,846

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 July 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 29 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 August 1, 2025.

It’s typically best to fly out from Valparaiso, Florida to Boston in the morning. Doing so could potentially save you 79% on the flight price compared to flying in the evening, which is usually more expensive.

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 August 1, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Qatar Airways from Valparaiso to Boston to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Qatar Airways
7.4
Good
3,609 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
702 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 $295. Another airline that can offer you cheap pricing is Southwest. Users have found that American Airlines is 26% 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 $59. Users have also found prices from $147 and $152 on Delta and American Airlines, respectively.

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

    Looking at all options, your cheapest flight can be booked for $43. While the most popular route (Valparaiso Destin-Ft Walton Beach - Boston Logan Intl) can be booked for $121 on average our data indicates $150 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Watertown
Seabrook
Waltham
Framingham
Lowell
Randolph
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Saco
Hampton Beach
Swansea
Lincoln

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Top 4 airlines flying from Valparaiso to Boston

Discover the top 4 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$204FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$282Average$399FlexibilityNo cancel feeOn-time71%
DeltaCheapest$299Average$414FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$324Average$410FlexibilityNo cancel feeOn-time63%

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