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$159+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — BOS
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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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 octubre 30, 2025.

This Delta deal was found by Cheapflights users on 10/29. 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.
sáb. 12/135:00 pmVPS - BOS
1 stop5h 24mDelta
mar. 12/165:40 amBOS - VPS
1 stop6h 26mDelta
Deal found 10/29$330
This Delta deal was found by Cheapflights users on 10/29. 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.
mié. 12/242:43 pmVPS - BOS
1 stop5h 25mDelta
mar. 12/305:40 amBOS - VPS
1 stop6h 34mDelta
Deal found 10/29$332
This American Airlines deal was found by Cheapflights users on 10/29. 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.
sáb. 12/137:35 amVPS - BOS
1 stop6h 04mAmerican Airlines
mar. 12/166:00 amBOS - VPS
2 stops7h 16mAmerican Airlines
Deal found 10/29$336
This Southwest deal was found by Cheapflights users on 10/29. 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.
sáb. 12/131:25 pmVPS - BOS
2 stops7h 30mSouthwest
mar. 12/165:45 amBOS - VPS
2 stops8h 30mSouthwest
Deal found 10/29$341
This Delta deal was found by Cheapflights users on 10/29. 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.
lun. 12/222:43 pmVPS - BOS
1 stop5h 25mDelta
mar. 12/305:40 amBOS - VPS
1 stop6h 34mDelta
Deal found 10/29$350
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/307:24 pmVPS - BOS
1 stop4h 43mDelta
sáb. 1/35:45 amBOS - VPS
1 stop8h 12mDelta
Deal found 10/30$365
This American Airlines deal was found by Cheapflights users on 10/29. 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.
sáb. 11/224:40 pmVPS - BOS
1 stop5h 16mAmerican Airlines
dom. 11/239:26 amBOS - VPS
1 stop7h 22mAmerican Airlines
Deal found 10/29$380
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/276:00 amVPS - BOS
1 stop5h 32mDelta
sáb. 12/67:05 amBOS - VPS
1 stop5h 01mDelta
Deal found 10/30$385
This Delta deal was found by Cheapflights users on 10/29. 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.
sáb. 12/207:24 pmVPS - BOS
1 stop4h 43mDelta
mar. 12/305:40 amBOS - VPS
1 stop6h 34mDelta
Deal found 10/29$390
This Southwest deal was found by Cheapflights users on 10/30. 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.
jue. 11/2712:15 pmVPS - BOS
1 stop4h 45mSouthwest
sáb. 12/67:25 amBOS - VPS
2 stops11h 30mSouthwest
Deal found 10/30$391

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 octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$325
(American Airlines)

One-way from

$159
(Kiwi.com)

Popular in

February

Cheapest in

March

Average price

$381
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Boston Logan Intl flights.
Search Deals
From Valparaiso Destin-Ft Walton Beach to Boston Logan Intl
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 31% potential increase in price ($201 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 25% potential price decrease ($91 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 octubre 30, 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

jue. 12/25

6:00 am-12:35 pm

1 stop5h 35m

Boston Logan Intl

mar. 12/30

5:40 am-11:14 am

1 stop6h 34m

$332

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

mié. 12/24

2:43 pm-9:08 pm

1 stop5h 25m

Boston Logan Intl

mar. 12/30

5:40 am-11:14 am

1 stop6h 34m

$332

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

jue. 2/5

2:30 pm-10:55 pm

1 stop7h 25m

Boston Logan Intl

sáb. 2/7

5:10 am-10:05 am

1 stop5h 55m

$335

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

lun. 12/22

2:43 pm-9:08 pm

1 stop5h 25m

Boston Logan Intl

mar. 12/30

5:40 am-11:14 am

1 stop6h 34m

$350

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

sáb. 11/22

4:40 pm-10:56 pm

1 stop5h 16m

Boston Logan Intl

dom. 11/23

9:26 am-3:48 pm

1 stop7h 22m

$380

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

jue. 11/27

6:00 am-12:32 pm

1 stop5h 32m

Boston Logan Intl

sáb. 12/6

7:05 am-11:06 am

1 stop5h 01m

$385

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

sáb. 12/20

7:24 pm-1:07 am

1 stop4h 43m

Boston Logan Intl

mar. 12/30

5:40 am-11:14 am

1 stop6h 34m

$390

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

vie. 12/26

7:15 am-1:52 pm

1 stop5h 37m

Boston Logan Intl

mar. 12/30

5:40 am-11:14 am

1 stop6h 34m

$390

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

jue. 11/27

12:15 pm-6:00 pm

1 stop4h 45m

Boston Logan Intl

sáb. 12/6

7:25 am-5:55 pm

2 stops11h 30m

$391

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

jue. 11/13

6:35 am-8:28 am

2 stops24h 53m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 16 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Valparaiso, Florida-Boston flight deals on Cheapflights vs. eDreams >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 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 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

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

Currently, March is the cheapest month in which you can book a flight from Valparaiso, Florida to Boston (average of $82). Flying from Valparaiso, Florida to Boston in October is currently the most expensive (average of $234). 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 octubre 30, 2025.

It’s typically best to fly out from Valparaiso, Florida to Boston in the morning. Doing so could potentially save you 76% on the flight price compared to flying in the evening, which is usually more expensive.

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

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 octubre 30, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and American Airlines 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
4,242 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
7,993 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
11,030 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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
695 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

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 Valparaiso to Boston. 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 Valparaiso, Florida to Boston?

    Delta and Southwest can get you from Valparaiso, Florida to Boston in just under 5h 35m. Your travel time can differ by up to 1h 50m. Valparaiso, Florida and Boston are separated by a distance of 1187 mi. This flight may include one or multiple stops.

  • 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 $82. Other airlines that can offer you cheap pricing are American Airlines, from $283, and Delta, from $289. Users have found that Allegiant Air is 81% cheaper than the other options available to this destination.

  • 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, March is the cheapest month in which you can book a flight from Valparaiso, Florida to Boston (average of $82). Flying from Valparaiso, Florida to Boston in October is currently the most expensive (average of $234). 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
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$204FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$283Average$395FlexibilityNo cancel feeOn-time71%
DeltaCheapest$289Average$395FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$330Average$410FlexibilityNo cancel feeOn-time63%

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