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Cheap flights from Massachusetts to Valparaiso from $164

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Massachusetts to Valparaiso departing on 12/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Massachusetts to Valparaiso

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:10 am - 11:59 amBDL-VPS
6h 49m1 stop
Delta Logo
5:00 pm - 10:09 pmVPS-BDL
4h 09m1 stop
$292Delta
Find Deal
Fri, Oct 31 - Tue, Nov 4
Delta Logo
6:30 pm - 11:08 pmALB-VPS
5h 38m1 stop
Delta Logo
6:00 am - 12:01 pmVPS-ALB
5h 01m1 stop
$292Delta
Find Deal
Wed, Feb 18 - Tue, Feb 24
Delta Logo
11:30 am - 6:29 pmBOS-VPS
7h 59m1 stop
Delta Logo
5:00 pm - 12:59 amVPS-BOS
6h 59m1 stop
$292Delta
Find Deal
Thu, Feb 5 - Sun, Feb 15
Delta Logo
8:00 am - 12:50 pmBOS-VPS
5h 50m1 stop
Delta Logo
6:00 am - 2:23 pmVPS-BOS
7h 23m1 stop
$295Delta
Find Deal
Wed, Nov 5 - Wed, Nov 12
American Airlines Logo
1:35 pm - 9:00 pmBOS-VPS
8h 25m2 stops
American Airlines Logo
7:00 am - 1:13 pmVPS-BOS
5h 13m1 stop
$298American Airlines
Find Deal
Thu, Feb 5 - Sun, Feb 15
American Airlines Logo
11:05 am - 8:21 pmBOS-VPS
10h 16m2 stops
American Airlines Logo
7:59 am - 3:55 pmVPS-BOS
6h 56m1 stop
$301American Airlines
Find Deal
Wed, Nov 5 - Wed, Nov 12
Multiple Airlines Logo
10:21 am - 1:58 pmBOS-VPS
28h 37m1 stop
Multiple Airlines Logo
7:53 pm - 11:59 pmVPS-BOS
51h 06m2 stops
$310Multiple Airlines
Find Deal
Sun, Nov 9 - Sat, Nov 15
Multiple Airlines Logo
3:00 pm - 12:50 pmBOS-VPS
22h 50m2 stops
Multiple Airlines Logo
8:00 am - 11:26 amVPS-BOS
26h 26m2 stops
$360Multiple Airlines
Find Deal
Wed, Oct 22 - Fri, Oct 31
Southwest Logo
5:00 am - 9:55 amBOS-VPS
5h 55m1 stop
Southwest Logo
7:00 am - 2:45 pmVPS-BOS
6h 45m1 stop
$370Southwest
Find Deal
Sun, Nov 9 - Sat, Nov 15
Southwest Logo
5:15 am - 1:45 pmBOS-VPS
9h 30m2 stops
Southwest Logo
7:00 am - 5:05 pmVPS-BOS
9h 05m2 stops
$381Southwest
Find Deal
Sun, Nov 9 - Sat, Nov 15

Southwest flights from Massachusetts to Valparaiso, Florida

Our best Southwest deals on Massachusetts to Valparaiso, Florida flight tickets
Southwest
Nov 9
BOS5:00 amBoston Logan Intl
5h 55m
1 stop
VPS9:55 amValparaiso Destin-Ft Walton Beach
Nov 15
VPS7:00 amValparaiso Destin-Ft Walton Beach
6h 45m
1 stop
BOS2:45 pmBoston Logan Intl
$370
Find similar
Southwest
Nov 9
BOS5:15 amBoston Logan Intl
9h 30m
2 stops
VPS1:45 pmValparaiso Destin-Ft Walton Beach
Nov 15
VPS7:00 amValparaiso Destin-Ft Walton Beach
9h 05m
2 stops
BOS5:05 pmBoston Logan Intl
$381
Find similar
Southwest
Dec 4
BOS5:45 amBoston Logan Intl
8h 30m
2 stops
VPS1:15 pmValparaiso Destin-Ft Walton Beach
Dec 7
VPS10:40 amValparaiso Destin-Ft Walton Beach
11h 15m
2 stops
BOS10:55 pmBoston Logan Intl
$386
Find similar

Delta flights from Massachusetts to Valparaiso, Florida

Our best Delta deals on Massachusetts to Valparaiso, Florida flight tickets
Delta
Oct 31
BDL6:10 amHartford Bradley Intl
6h 49m
1 stop
VPS11:59 amValparaiso Destin-Ft Walton Beach
Nov 4
VPS5:00 pmValparaiso Destin-Ft Walton Beach
4h 09m
1 stop
BDL10:09 pmHartford Bradley Intl
$292
Find similar
Delta
Nov 5
BOS8:00 amBoston Logan Intl
5h 50m
1 stop
VPS12:50 pmValparaiso Destin-Ft Walton Beach
Nov 12
VPS6:00 amValparaiso Destin-Ft Walton Beach
7h 23m
1 stop
BOS2:23 pmBoston Logan Intl
$295
Find similar
Delta
Feb 18
ALB5:30 amAlbany Intl
8h 27m
2 stops
VPS12:57 pmValparaiso Destin-Ft Walton Beach
Feb 24
VPS5:00 pmValparaiso Destin-Ft Walton Beach
5h 36m
1 stop
ALB11:36 pmAlbany Intl
$298
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Massachusetts to Valparaiso, Florida 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 8, 2025.
Use the filters below to find and compare flights from Massachusetts to Valparaiso, Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Fri 10/31

6:10 am-11:59 am

1 stop6h 49m

Valparaiso Destin-Ft Walton Beach

Tue 11/4

5:00 pm-10:09 pm

1 stop4h 09m

$292

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Wed 2/18

6:30 pm-11:08 pm

1 stop5h 38m

Valparaiso Destin-Ft Walton Beach

Tue 2/24

6:00 am-12:01 pm

1 stop5h 01m

$292

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 2/5

11:30 am-6:29 pm

1 stop7h 59m

Valparaiso Destin-Ft Walton Beach

Sun 2/15

5:00 pm-12:59 am

1 stop6h 59m

$292

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 11/5

8:00 am-12:50 pm

1 stop5h 50m

Valparaiso Destin-Ft Walton Beach

Wed 11/12

6:00 am-2:23 pm

1 stop7h 23m

$295

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 2/5

1:35 pm-9:00 pm

2 stops8h 25m

Valparaiso Destin-Ft Walton Beach

Sun 2/15

7:00 am-1:13 pm

1 stop5h 13m

$298

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 11/5

11:05 am-8:21 pm

2 stops10h 16m

Valparaiso Destin-Ft Walton Beach

Wed 11/12

7:59 am-3:55 pm

1 stop6h 56m

$301

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sun 11/9

10:21 am-1:58 pm

1 stop28h 37m

Valparaiso Destin-Ft Walton Beach

Sat 11/15

7:53 pm-11:59 pm

2 stops51h 06m

$310

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 10/22

3:00 pm-12:50 pm

2 stops22h 50m

Valparaiso Destin-Ft Walton Beach

Fri 10/31

8:00 am-11:26 am

2 stops26h 26m

$360

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sun 11/9

5:00 am-9:55 am

1 stop5h 55m

Valparaiso Destin-Ft Walton Beach

Sat 11/15

7:00 am-2:45 pm

1 stop6h 45m

$370

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sun 11/9

5:15 am-1:45 pm

2 stops9h 30m

Valparaiso Destin-Ft Walton Beach

Sat 11/15

7:00 am-5:05 pm

2 stops9h 05m

$381

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from Massachusetts to Valparaiso, Florida

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 cheapest month to fly to Valparaiso, Florida?

If you aren’t able to travel during the month of January, then book flights to Valparaiso, Florida from Massachusetts during September instead. Flights to Valparaiso, Florida in September, while not as cheap as those in January, still average around $374.

What is the cheapest day to depart on your flight to Valparaiso, Florida?

The cheapest day to depart on your flight to Valparaiso, Florida is on a Tuesday when prices can be found for as low as $228. This is often the case because there is less demand to fly during this day of the week. On the other hand, Wednesday is the most expensive day to depart from Massachusetts because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $444.

What is the cheapest time of day to depart on your flight to Valparaiso, Florida?

Our data shows that the cheapest Massachusetts to Valparaiso, Florida flights are usually those with departure times in the morning. Our users have found flights to Valparaiso, Florida in the morning for as low as $315. In contrast, the most expensive time of day to depart to Valparaiso, Florida is in the afternoon when prices are around $475.

What is the cheapest Massachusetts to Valparaiso Destin-Ft Walton Beach flight route?

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

How far in advance should I book a flight to Valparaiso, Florida?

You are more likely to see cheaper flights to Valparaiso, Florida from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Valparaiso, Florida for around $430 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Valparaiso, Florida from Massachusetts for as low as $341 on momondo.

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

There is only 1 cabin class available to choose from on Massachusetts to Valparaiso Destin-Ft Walton Beach 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 Massachusetts to Valparaiso, Florida flights?

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

Cheap Massachusetts to Valparaiso, Florida flight deals and tips

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

Direct flights

None
There are no direct flights from Massachusetts to Valparaiso, Florida. There are no popular flight routes from Massachusetts to Valparaiso, Florida.
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  • When did momondo last update prices for flights from Massachusetts to Valparaiso Destin-Ft Walton Beach Airport?

    Prices for flights from Massachusetts to Valparaiso Destin-Ft Walton Beach Airport are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Massachusetts to Valparaiso Destin-Ft Walton Beach Airport.

  • What documentation or ID do you need to fly to Valparaiso Destin-Ft Walton Beach Airport?

    The travel and health documents you'll need for your trip to Valparaiso Destin-Ft Walton Beach Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Valparaiso Destin-Ft Walton Beach Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Massachusetts to Valparaiso, Florida

Compare and see reviews for airlines that fly from Massachusetts to Valparaiso, Florida with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $84Free CancellationRating
7.2
697 reviews
Search Allegiant Air flights
DeltaPriceFrom $289Free CancellationRating
7.9
7,969 reviews
Search Delta flights
American AirlinesPriceFrom $312Free CancellationRating
7.2
11,041 reviews
Search American Airlines flights
SouthwestPriceFrom $352Free CancellationRating
8.0
4,234 reviews
Search Southwest flights

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Fort Walton Beach
Crestview
Niceville
DeFuniak Springs
Andalusia

Why use momondo?

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

Finding the right flight to Valparaiso from Massachusetts is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Valparaiso quick and easy, saving you time and money.

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

Yes. All flights to Valparaiso from Massachusetts on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Massachusetts to Valparaiso flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of Massachusetts to Valparaiso 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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