HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

$102+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — BOS
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Valparaiso to Boston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl are usually found in March or April, booked 41 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 junio 12, 2025.

Round-trip from

$283
(Delta)

One-way from

$102
(Mytrip)

Popular in

February

Cheapest in

March

Average price

$428

Good round-trip deal

$106 or less
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. 10% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($43 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
Price to beat on a round-trip flight from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl.
Search Deals

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 junio 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/117:06 pmVPS - BOS
1 stop5h 14mDelta
mié. 8/201:35 pmBOS - VPS
1 stop4h 42mDelta
Deal found 6/10$283
This American Airlines deal was found by Cheapflights users on 6/11. 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.
lun. 8/118:24 amVPS - BOS
2 stops7h 32mAmerican Airlines
mié. 8/2011:52 amBOS - VPS
1 stop6h 18mAmerican Airlines
Deal found 6/11$289
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/188:32 amVPS - BOS
2 stops32h 49mMultiple Airlines
dom. 7/2010:08 amBOS - VPS
2 stops38h 12mMultiple Airlines
Deal found 6/11$320
This Southwest deal was found by Cheapflights users on 6/9. 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.
lun. 11/177:15 amVPS - BOS
2 stops9h 05mSouthwest
vie. 11/215:00 amBOS - VPS
1 stop5h 55mSouthwest
Deal found 6/9$360
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/12:48 pmVPS - BOS
1 stop17h 07mAllegiant Air
lun. 7/712:51 pmBOS - VPS
2 stops30h 18mAllegiant Air
Deal found 6/11$369

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 junio 12, 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

lun. 8/11

7:06 pm-1:20 am

1 stop5h 14m

Boston Logan Intl

mié. 8/20

1:35 pm-5:17 pm

1 stop4h 42m

$283

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

lun. 8/11

8:24 am-4:56 pm

2 stops7h 32m

Boston Logan Intl

mié. 8/20

11:52 am-5:10 pm

1 stop6h 18m

$289

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

vie. 7/18

8:32 am-6:21 pm

2 stops32h 49m

Boston Logan Intl

dom. 7/20

10:08 am-11:20 pm

2 stops38h 12m

$320

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

mar. 7/1

2:48 pm-8:55 am

1 stop17h 07m

Boston Logan Intl

lun. 7/7

12:51 pm-6:09 pm

2 stops30h 18m

$369

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

vie. 7/18

4:15 pm-12:05 am

1 stop6h 50m

Boston Logan Intl

dom. 7/20

5:15 am-11:55 am

1 stop7h 40m

$385

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

mar. 7/15

2:48 pm-8:55 am

1 stop17h 07m

$102

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

mar. 7/15

7:25 am-11:03 pm

2 stops14h 38m

$123

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

lun. 8/4

7:31 pm-1:39 am

1 stop5h 08m

$141

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

mar. 7/1

7:08 am-3:24 pm

2 stops7h 16m

$162

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

sáb. 6/28

11:58 am-10:37 am

1 stop21h 39m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 12 results
1
2

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 June 9, 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 14 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 June is currently the most expensive (average of $306). 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 junio 12, 2025.

It’s typically best to fly out from Valparaiso, Florida to Boston in the morning. Doing so could potentially save you 78% on the flight price compared to flying in the evening, which is usually more expensive.

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 junio 12, 2025.
Read reviews from past customers who have flown Southwest, Delta and Qatar Airways from Valparaiso to Boston. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Qatar Airways
7.4
Good
3,584 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Entertainment

7.6

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $283. Other airlines that can offer you cheap pricing are American Airlines, from $289, and Southwest, from $360. Users have found that Delta is 31% 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 $102. Users have also found prices from $141 and $162 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 $84. While the most popular route (Valparaiso Destin-Ft Walton Beach - Boston Logan Intl) can be booked for $283 on average our data indicates $120 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 June is currently the most expensive (average of $306). 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
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Valparaiso to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to Boston flights
Orlando to Boston flights
Tampa to Boston flights
Miami to Boston flights
West Palm Beach to Boston flights
Orlando to Hartford flights
Jacksonville to Boston flights
Tampa to Hartford flights
Orlando to Albany flights
Fort Myers to Boston flights
West Palm Beach to Hartford flights
Fort Lauderdale to Albany flights
Fort Lauderdale to Hartford flights
Tampa to Albany flights
Pensacola to Boston flights
Fort Myers to Hartford flights
West Palm Beach to Albany flights
Miami to Hartford flights
Sarasota to Boston flights
Panama City to Boston flights
Sarasota to Albany flights
Fort Lauderdale to Worcester flights
Jacksonville to Hartford flights
Orlando to Worcester flights
Daytona Beach to Hartford flights
Miami to Albany flights
Tallahassee to Boston flights
Sarasota to Hartford flights
Fort Myers to Albany flights
Jacksonville to Albany flights
Gainesville to Boston flights
Pensacola to Hartford flights
Daytona Beach to Boston flights
Melbourne to Boston flights
Fort Lauderdale to West Tisbury flights
Key West to Boston flights
Miami to Provincetown flights
Key West to Hartford flights
Pensacola to Albany flights
Miami to West Tisbury flights
Miami to Nantucket flights
Jacksonville to Nantucket flights
West Palm Beach to Worcester flights
West Palm Beach to Nantucket flights
Orlando to West Tisbury flights
Fort Lauderdale to Nantucket flights
Tampa to Worcester flights
Panama City to Hartford flights
Orlando to Hyannis flights

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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$82Average$174FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$282Average$397FlexibilityNo cancel feeOn-time71%
DeltaCheapest$299Average$416FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.