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Cheap flights from Valparaiso, Florida to Boston from $102

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Valparaiso, Florida to Boston departing on 3/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Valparaiso, Florida to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:10 pm - 8:30 pmVPS-BOS
6h 20m1 stop
Southwest Logo
5:10 am - 10:05 amBOS-VPS
5h 55m1 stop
$205Southwest
Find Deal
Sat, Jan 17 - Sat, Jan 24
Southwest Logo
1:10 pm - 8:30 pmVPS-BOS
6h 20m1 stop
Southwest Logo
8:55 am - 5:20 pmBOS-VPS
9h 25m2 stops
$211Southwest
Find Deal
Sat, Jan 17 - Sat, Jan 24
Delta Logo
9:29 am - 3:41 pmVPS-BOS
5h 12m1 stop
Delta Logo
5:45 am - 12:57 pmBOS-VPS
8h 12m1 stop
$215Delta
Find Deal
Thu, Dec 11 - Fri, Jan 2
American Airlines Logo
7:35 am - 4:24 pmVPS-BOS
7h 49m2 stops
American Airlines Logo
9:01 am - 3:48 pmBOS-VPS
7h 47m1 stop
$221American Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
American Airlines Logo
7:35 am - 4:24 pmVPS-BOS
7h 49m2 stops
American Airlines Logo
6:00 am - 12:34 pmBOS-VPS
7h 34m2 stops
$226American Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
American Airlines Logo
4:57 pm - 12:15 amVPS-BOS
6h 18m1 stop
American Airlines Logo
5:30 pm - 9:29 pmBOS-VPS
4h 59m1 stop
$295American Airlines
Find Deal
Wed, Dec 10 - Sat, Jan 3
Delta Logo
6:00 am - 12:32 pmVPS-BOS
5h 32m1 stop
Delta Logo
12:10 pm - 4:07 pmBOS-VPS
4h 57m1 stop
$296Delta
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Thu, Nov 27 - Mon, Dec 1
American Airlines Logo
12:46 pm - 7:54 pmVPS-BOS
6h 08m2 stops
American Airlines Logo
7:24 am - 3:47 pmBOS-VPS
9h 23m2 stops
$297American Airlines
Find Deal
Mon, Dec 8 - Mon, Dec 15
American Airlines Logo
12:46 pm - 10:43 pmVPS-BOS
8h 57m2 stops
American Airlines Logo
10:55 am - 3:53 pmBOS-VPS
5h 58m1 stop
$301American Airlines
Find Deal
Wed, Dec 10 - Fri, Jan 2
American Airlines Logo
7:39 am - 6:03 pmVPS-BOS
9h 24m2 stops
American Airlines Logo
8:00 am - 3:53 pmBOS-VPS
8h 53m2 stops
$306American Airlines
Find Deal
Sun, Dec 21 - Thu, Jan 1

Delta flights from Valparaiso, Florida to Boston

Our best Delta deals on Valparaiso, Florida to Boston flight tickets
Delta
Dec 11
VPS9:29 amValparaiso Destin-Ft Walton Beach
5h 12m
1 stop
BOS3:41 pmBoston Logan Intl
Jan 2
BOS5:45 amBoston Logan Intl
8h 12m
1 stop
VPS12:57 pmValparaiso Destin-Ft Walton Beach
$215
Find similar
Delta
Nov 27
VPS6:00 amValparaiso Destin-Ft Walton Beach
5h 32m
1 stop
BOS12:32 pmBoston Logan Intl
Dec 1
BOS12:10 pmBoston Logan Intl
4h 57m
1 stop
VPS4:07 pmValparaiso Destin-Ft Walton Beach
$296
Find similar
Delta
Nov 26
VPS6:00 amValparaiso Destin-Ft Walton Beach
5h 32m
1 stop
BOS12:32 pmBoston Logan Intl
Nov 29
BOS5:50 amBoston Logan Intl
7h 11m
1 stop
VPS12:01 pmValparaiso Destin-Ft Walton Beach
$317
Find similar

American Airlines flights from Valparaiso, Florida to Boston

Our best American Airlines deals on Valparaiso, Florida to Boston flight tickets
American Airlines
Dec 11
VPS7:35 amValparaiso Destin-Ft Walton Beach
7h 49m
2 stops
BOS4:24 pmBoston Logan Intl
Dec 14
BOS9:01 amBoston Logan Intl
7h 47m
1 stop
VPS3:48 pmValparaiso Destin-Ft Walton Beach
$221
Find similar
American Airlines
Dec 11
VPS7:35 amValparaiso Destin-Ft Walton Beach
7h 49m
2 stops
BOS4:24 pmBoston Logan Intl
Dec 14
BOS6:00 amBoston Logan Intl
7h 34m
2 stops
VPS12:34 pmValparaiso Destin-Ft Walton Beach
$226
Find similar
American Airlines
Dec 10
VPS4:57 pmValparaiso Destin-Ft Walton Beach
6h 18m
1 stop
BOS12:15 amBoston Logan Intl
Jan 3
BOS5:30 pmBoston Logan Intl
4h 59m
1 stop
VPS9:29 pmValparaiso Destin-Ft Walton Beach
$295
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Valparaiso, Florida 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, momondo users made 832,500 searches. Data last updated November 12, 2025.
Use the filters below to find and compare flights from Valparaiso, Florida to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 1/17

1:10 pm-8:30 pm

1 stop6h 20m

Boston Logan Intl

Sat 1/24

5:10 am-10:05 am

1 stop5h 55m

$205

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 1/17

1:10 pm-8:30 pm

1 stop6h 20m

Boston Logan Intl

Sat 1/24

8:55 am-5:20 pm

2 stops9h 25m

$211

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 12/11

9:29 am-3:41 pm

1 stop5h 12m

Boston Logan Intl

Fri 1/2

5:45 am-12:57 pm

1 stop8h 12m

$215

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 12/11

7:35 am-4:24 pm

2 stops7h 49m

Boston Logan Intl

Sun 12/14

9:01 am-3:48 pm

1 stop7h 47m

$221

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 12/11

7:35 am-4:24 pm

2 stops7h 49m

Boston Logan Intl

Sun 12/14

6:00 am-12:34 pm

2 stops7h 34m

$226

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 12/10

4:57 pm-12:15 am

1 stop6h 18m

Boston Logan Intl

Sat 1/3

5:30 pm-9:29 pm

1 stop4h 59m

$295

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 11/27

6:00 am-12:32 pm

1 stop5h 32m

Boston Logan Intl

Mon 12/1

12:10 pm-4:07 pm

1 stop4h 57m

$296

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 12/8

12:46 pm-7:54 pm

2 stops6h 08m

Boston Logan Intl

Mon 12/15

7:24 am-3:47 pm

2 stops9h 23m

$297

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 12/10

12:46 pm-10:43 pm

2 stops8h 57m

Boston Logan Intl

Fri 1/2

10:55 am-3:53 pm

1 stop5h 58m

$301

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 12/21

7:39 am-6:03 pm

2 stops9h 24m

Boston Logan Intl

Thu 1/1

8:00 am-3:53 pm

2 stops8h 53m

$306

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Valparaiso, Florida to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Valparaiso, Florida and Boston?

What is the cheapest month to fly to Boston?

In general, March is the cheapest month to fly from Valparaiso, Florida to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $82. If you aren’t able to travel during the month of March, then book flights to Boston from Valparaiso, Florida during April instead. Flights to Boston in April, while not as cheap as those in March, still average around $212.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Valparaiso, Florida to Boston is on a Monday when prices can be found for as low as $146. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Saturday is $208.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the morning. momondo users have found flights departing from Valparaiso, Florida to Boston in the morning for as low as $165. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the evening is when there is more demand to fly to Boston, so prices are often more expensive at around $692 per ticket.

What is the cheapest Valparaiso Destin-Ft Walton Beach to Boston Logan Intl flight route?

Fly from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl for the best Valparaiso Destin-Ft Walton Beach - Boston Logan Intl flight prices

What cabin class options are available on Valparaiso Destin-Ft Walton Beach to Boston Logan Intl flights?

There is only 1 cabin class available to choose from on Valparaiso Destin-Ft Walton Beach to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Valparaiso, Florida to Boston flights?

No. A direct flight is the cheapest option for a flight between Valparaiso, Florida to Boston.

How have Valparaiso, Florida to Boston flight prices changed over time?

As of November 2025, prices for Valparaiso, Florida to Boston flights are approximately 82% more expensive when compared to flights at the same time last year.

When to book flights from Valparaiso, Florida to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Valparaiso, Florida to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Valparaiso, Florida to Boston (VPS to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Valparaiso, Florida to Boston

Fastest flight time

2h 56m

Direct flights

Tue and Sun

Airports in Boston

1 airport
The fastest flight from Valparaiso, Florida to Boston takes 2h 56m
Direct flights go from Valparaiso, Florida to Boston on Tuesday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Boston: Boston Logan Intl (BOS)
Search flight deals

  • How far is Valparaiso Destin-Ft Walton Beach to Boston Logan Intl by plane?

    A flight from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl will travel around 1182.0 mi. Typically, this will take 4h 45m by plane in normal conditions.

  • When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Boston Logan Intl Airport?

    Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Boston Logan Intl Airport were last updated today.

  • How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Boston Logan Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Valparaiso Destin-Ft Walton Beach Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The necessary travel and health documents for your Boston Logan Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Valparaiso, Florida to Boston?

  • What is the most popular airline from Valparaiso, Florida to Boston?

Best airlines flying from Valparaiso, Florida to Boston

Compare and see reviews for airlines that fly from Valparaiso, Florida to Boston with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $82Free CancellationRating
7.2
697 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $283Free CancellationRating
7.2
11,049 reviews
Search American Airlines flights
DeltaPriceFrom $289Free CancellationRating
7.9
8,008 reviews
Search Delta flights
SouthwestPriceFrom $330Free CancellationRating
8.0
4,235 reviews
Search Southwest flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Plymouth
Kennebunkport
Cambridge
South Yarmouth
Narragansett
Nashua
Gloucester
Falmouth
Laconia
Brockton
Concord
Everett
Sturbridge
Chatham

Why use momondo?

Why should I use momondo to find a flight deal from Valparaiso to Boston?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Boston from Valparaiso.

Can I find flights from Valparaiso to Boston with flexible booking policies on momondo?

Flights from Valparaiso to Boston with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Valparaiso to Boston?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Boston from Valparaiso.

I’m not ready to book a flight from Valparaiso to Boston right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Valparaiso to Boston flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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