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Cheap flights from Valparaiso, Florida to Boston from $159

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 11/13. 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.
Delta Logo
2:14 pm - 9:26 pmVPS-BOS
6h 12m1 stop
Delta Logo
12:10 pm - 4:12 pmBOS-VPS
5h 02m1 stop
$330Delta
Find Deal
Sat, Dec 13 - Tue, Dec 16
American Airlines Logo
7:35 am - 2:39 pmVPS-BOS
6h 04m1 stop
American Airlines Logo
8:00 am - 3:47 pmBOS-VPS
8h 47m2 stops
$336American Airlines
Find Deal
Sat, Dec 13 - Tue, Dec 16
Southwest Logo
11:00 am - 8:50 pmVPS-BOS
8h 50m2 stops
Southwest Logo
12:20 pm - 9:10 pmBOS-VPS
9h 50m2 stops
$341Southwest
Find Deal
Sat, Dec 13 - Tue, Dec 16
Delta Logo
6:00 am - 11:29 amVPS-BOS
4h 29m1 stop
Delta Logo
1:55 pm - 8:43 pmBOS-VPS
7h 48m1 stop
$405Delta
Find Deal
Tue, Mar 31 - Wed, Apr 1
Southwest Logo
5:45 pm - 1:00 amVPS-BOS
6h 15m1 stop
Southwest Logo
5:05 am - 10:55 amBOS-VPS
6h 50m1 stop
$411Southwest
Find Deal
Sat, Nov 22 - Sat, Nov 29
American Airlines Logo
7:20 am - 3:38 pmVPS-BOS
7h 18m1 stop
American Airlines Logo
5:25 am - 12:14 pmBOS-VPS
7h 49m1 stop
$430American Airlines
Find Deal
Wed, Nov 26 - Sat, Nov 29
American Airlines Logo
12:59 pm - 7:48 pmVPS-BOS
5h 49m1 stop
American Airlines Logo
8:33 am - 3:45 pmBOS-VPS
8h 12m1 stop
$448American Airlines
Find Deal
Sat, Nov 15 - Mon, Nov 17
American Airlines Logo
12:59 pm - 10:22 pmVPS-BOS
8h 23m2 stops
American Airlines Logo
2:21 pm - 8:21 pmBOS-VPS
7h 00m1 stop
$454American Airlines
Find Deal
Sat, Nov 15 - Mon, Nov 17
American Airlines Logo
4:40 pm - 10:56 pmVPS-BOS
5h 16m1 stop
American Airlines Logo
5:40 am - 12:14 pmBOS-VPS
7h 34m2 stops
$456American Airlines
Find Deal
Wed, Nov 26 - Sat, Nov 29
Southwest Logo
11:00 am - 8:50 pmVPS-BOS
8h 50m2 stops
Southwest Logo
5:45 am - 1:15 pmBOS-VPS
8h 30m2 stops
$459Southwest
Find Deal
Sat, Nov 15 - Mon, Nov 17

American Airlines flights from Valparaiso, Florida to Boston

Our best American Airlines deals on Valparaiso, Florida to Boston flight tickets
American Airlines
Dec 13
VPS7:35 amValparaiso Destin-Ft Walton Beach
6h 04m
1 stop
BOS2:39 pmBoston Logan Intl
Dec 16
BOS8:00 amBoston Logan Intl
8h 47m
2 stops
VPS3:47 pmValparaiso Destin-Ft Walton Beach
$336
Find similar
American Airlines
Nov 26
VPS7:20 amValparaiso Destin-Ft Walton Beach
7h 18m
1 stop
BOS3:38 pmBoston Logan Intl
Nov 29
BOS5:25 amBoston Logan Intl
7h 49m
1 stop
VPS12:14 pmValparaiso Destin-Ft Walton Beach
$430
Find similar
American Airlines
Nov 15
VPS12:59 pmValparaiso Destin-Ft Walton Beach
5h 49m
1 stop
BOS7:48 pmBoston Logan Intl
Nov 17
BOS8:33 amBoston Logan Intl
8h 12m
1 stop
VPS3:45 pmValparaiso Destin-Ft Walton Beach
$448
Find similar

Southwest flights from Valparaiso, Florida to Boston

Our best Southwest deals on Valparaiso, Florida to Boston flight tickets
Southwest
Dec 13
VPS11:00 amValparaiso Destin-Ft Walton Beach
8h 50m
2 stops
BOS8:50 pmBoston Logan Intl
Dec 16
BOS12:20 pmBoston Logan Intl
9h 50m
2 stops
VPS9:10 pmValparaiso Destin-Ft Walton Beach
$341
Find similar
Southwest
Nov 22
VPS5:45 pmValparaiso Destin-Ft Walton Beach
6h 15m
1 stop
BOS1:00 amBoston Logan Intl
Nov 29
BOS5:05 amBoston Logan Intl
6h 50m
1 stop
VPS10:55 amValparaiso Destin-Ft Walton Beach
$411
Find similar
Southwest
Nov 15
VPS11:00 amValparaiso Destin-Ft Walton Beach
8h 50m
2 stops
BOS8:50 pmBoston Logan Intl
Nov 17
BOS5:45 amBoston Logan Intl
8h 30m
2 stops
VPS1:15 pmValparaiso Destin-Ft Walton Beach
$459
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 October 29, 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 12/13

2:14 pm-9:26 pm

1 stop6h 12m

Boston Logan Intl

Tue 12/16

12:10 pm-4:12 pm

1 stop5h 02m

$330

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 12/13

7:35 am-2:39 pm

1 stop6h 04m

Boston Logan Intl

Tue 12/16

8:00 am-3:47 pm

2 stops8h 47m

$336

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 12/13

11:00 am-8:50 pm

2 stops8h 50m

Boston Logan Intl

Tue 12/16

12:20 pm-9:10 pm

2 stops9h 50m

$341

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 3/31

6:00 am-11:29 am

1 stop4h 29m

Boston Logan Intl

Wed 4/1

1:55 pm-8:43 pm

1 stop7h 48m

$405

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 11/22

5:45 pm-1:00 am

1 stop6h 15m

Boston Logan Intl

Sat 11/29

5:05 am-10:55 am

1 stop6h 50m

$411

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 11/26

7:20 am-3:38 pm

1 stop7h 18m

Boston Logan Intl

Sat 11/29

5:25 am-12:14 pm

1 stop7h 49m

$430

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 11/15

12:59 pm-7:48 pm

1 stop5h 49m

Boston Logan Intl

Mon 11/17

8:33 am-3:45 pm

1 stop8h 12m

$448

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 11/15

12:59 pm-10:22 pm

2 stops8h 23m

Boston Logan Intl

Mon 11/17

2:21 pm-8:21 pm

1 stop7h 00m

$454

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 11/26

4:40 pm-10:56 pm

1 stop5h 16m

Boston Logan Intl

Sat 11/29

5:40 am-12:14 pm

2 stops7h 34m

$456

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 11/15

11:00 am-8:50 pm

2 stops8h 50m

Boston Logan Intl

Mon 11/17

5:45 am-1:15 pm

2 stops8h 30m

$459

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 October 2025, prices for Valparaiso, Florida to Boston flights are approximately 3% 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

Direct flights

None
There are no direct flights from Valparaiso, Florida to Boston. There are no popular flight routes from Valparaiso, Florida to Boston.
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  • 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 29m 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
695 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $283Free CancellationRating
7.2
11,032 reviews
Search American Airlines flights
DeltaPriceFrom $289Free CancellationRating
7.9
7,994 reviews
Search Delta flights
SouthwestPriceFrom $330Free CancellationRating
8.0
4,240 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
Warwick

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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