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Cheap flights from Massachusetts to Valparaiso from $61

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 4/27. 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.
Allegiant Air Logo
12:48 pm - 2:58 pm
BOS
-
VPS
3h 10mnonstop
Allegiant Air Logo
8:00 am - 11:58 am
VPS
-
BOS
2h 58mnonstop
$167Allegiant Air
Fri, May 8 - Mon, May 11
Allegiant Air Logo
12:48 pm - 3:01 pm
BOS
-
VPS
3h 13mnonstop
Allegiant Air Logo
8:00 am - 11:58 am
VPS
-
BOS
2h 58mnonstop
$175Allegiant Air
Mon, Apr 6 - Fri, Apr 10
American Airlines Logo
5:30 pm - 10:24 pm
BOS
-
VPS
5h 54m
1 stop
American Airlines Logo
4:38 pm - 10:15 pm
VPS
-
BOS
4h 37m
1 stop
$178American Airlines
Fri, Feb 20 - Tue, Feb 24
American Airlines Logo
5:30 pm - 10:24 pm
BOS
-
VPS
5h 54m
1 stop
American Airlines Logo
4:38 pm - 11:59 pm
VPS
-
BOS
6h 21m
2 stops
$185American Airlines
Fri, Feb 20 - Tue, Feb 24
Delta Logo
5:50 am - 1:27 pm
BOS
-
VPS
8h 37m
1 stop
Delta Logo
6:00 am - 1:45 pm
VPS
-
BOS
6h 45m
1 stop
$216Delta
Sun, Apr 26 - Fri, May 1
Delta Logo
5:50 pm - 11:03 pm
ALB
-
VPS
6h 13m
1 stop
Delta Logo
6:00 am - 11:55 am
VPS
-
ALB
4h 55m
1 stop
$336Delta
Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
7:00 am - 10:19 pm
BDL
-
VPS
16h 19m
1 stop
Multiple Airlines Logo
6:15 am - 10:48 pm
VPS
-
BDL
15h 33m
1 stop
$350Multiple Airlines
Thu, May 28 - Mon, Jun 1
Multiple Airlines Logo
6:20 am - 7:24 pm
BDL
-
VPS
14h 04m
2 stops
Multiple Airlines Logo
6:15 am - 10:48 pm
VPS
-
BDL
15h 33m
1 stop
$368Multiple Airlines
Thu, May 28 - Mon, Jun 1
Southwest Logo
9:05 am - 6:55 pm
BDL
-
VPS
10h 50m
1 stop
Southwest Logo
7:20 am - 3:05 pm
VPS
-
BDL
6h 45m
1 stop
$376Southwest
Tue, Mar 3 - Sun, Mar 8
Southwest Logo
5:30 am - 1:20 pm
BDL
-
VPS
8h 50m
2 stops
Southwest Logo
6:05 pm - 7:55 am
VPS
-
BDL
12h 50m
2 stops
$387Southwest
Tue, Mar 3 - Sun, Mar 8

American Airlines flights from Massachusetts to Valparaiso, Florida

Our best American Airlines deals on Massachusetts to Valparaiso, Florida flight tickets
American Airlines
Feb 20
BOS5:30 pmBoston Logan Intl
5h 54m
1 stop
VPS10:24 pmValparaiso Destin-Ft Walton Beach
Feb 24
VPS4:38 pmValparaiso Destin-Ft Walton Beach
4h 37m
1 stop
BOS10:15 pmBoston Logan Intl
$178
American Airlines
Feb 20
BOS5:30 pmBoston Logan Intl
5h 54m
1 stop
VPS10:24 pmValparaiso Destin-Ft Walton Beach
Feb 24
VPS4:38 pmValparaiso Destin-Ft Walton Beach
6h 21m
2 stops
BOS11:59 pmBoston Logan Intl
$185
American Airlines
Feb 20
BOS5:30 pmBoston Logan Intl
5h 54m
1 stop
VPS10:24 pmValparaiso Destin-Ft Walton Beach
Feb 24
VPS4:38 pmValparaiso Destin-Ft Walton Beach
4h 37m
1 stop
BOS10:15 pmBoston Logan Intl
$196

Delta flights from Massachusetts to Valparaiso, Florida

Our best Delta deals on Massachusetts to Valparaiso, Florida flight tickets
Delta
Apr 26
BOS5:50 amBoston Logan Intl
8h 37m
1 stop
VPS1:27 pmValparaiso Destin-Ft Walton Beach
Apr 29
VPS4:59 pmValparaiso Destin-Ft Walton Beach
7h 16m
1 stop
BOS1:15 amBoston Logan Intl
$216
Delta
Apr 23
BOS3:00 pmBoston Logan Intl
6h 28m
1 stop
VPS8:28 pmValparaiso Destin-Ft Walton Beach
Apr 29
VPS6:00 amValparaiso Destin-Ft Walton Beach
4h 35m
1 stop
BOS11:35 amBoston Logan Intl
$256
Delta
Mar 13
BOS2:00 pmBoston Logan Intl
5h 39m
1 stop
VPS6:39 pmValparaiso Destin-Ft Walton Beach
Mar 16
VPS7:24 pmValparaiso Destin-Ft Walton Beach
4h 49m
1 stop
BOS1:13 amBoston Logan Intl
$296

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 January 27, 2026.
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

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 5/8

12:48 pm-2:58 pm

Nonstop3h 10m

Valparaiso Destin-Ft Walton Beach

Mon 5/11

8:00 am-11:58 am

Nonstop2h 58m

$167

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 4/6

12:48 pm-3:01 pm

Nonstop3h 13m

Valparaiso Destin-Ft Walton Beach

Fri 4/10

8:00 am-11:58 am

Nonstop2h 58m

$175

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 2/20

5:30 pm-10:24 pm

1 stop5h 54m

Valparaiso Destin-Ft Walton Beach

Tue 2/24

4:38 pm-10:15 pm

1 stop4h 37m

$178

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 2/20

5:30 pm-10:24 pm

1 stop5h 54m

Valparaiso Destin-Ft Walton Beach

Tue 2/24

4:38 pm-11:59 pm

2 stops6h 21m

$185

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sun 4/26

5:50 am-1:27 pm

1 stop8h 37m

Valparaiso Destin-Ft Walton Beach

Fri 5/1

6:00 am-1:45 pm

1 stop6h 45m

$216

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Tue 2/24

5:50 pm-11:03 pm

1 stop6h 13m

Valparaiso Destin-Ft Walton Beach

Tue 3/3

6:00 am-11:55 am

1 stop4h 55m

$336

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Thu 5/28

7:00 am-10:19 pm

1 stop16h 19m

Valparaiso Destin-Ft Walton Beach

Mon 6/1

6:15 am-10:48 pm

1 stop15h 33m

$350

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Thu 5/28

6:20 am-7:24 pm

2 stops14h 04m

Valparaiso Destin-Ft Walton Beach

Mon 6/1

6:15 am-10:48 pm

1 stop15h 33m

$368

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Tue 3/3

9:05 am-6:55 pm

1 stop10h 50m

Valparaiso Destin-Ft Walton Beach

Sun 3/8

7:20 am-3:05 pm

1 stop6h 45m

$376

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Tue 3/3

5:30 am-1:20 pm

2 stops8h 50m

Valparaiso Destin-Ft Walton Beach

Sun 3/8

6:05 pm-7:55 am

2 stops12h 50m

$387

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Valparaiso from

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 May instead. Flights to Valparaiso, Florida in May, while not as cheap as those in January, still average around $319.

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 Thursday when prices can be found for as low as $222. 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 $404.

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 $382 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 $272 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

Best Price Found

$139

Fastest flight time

3h 10m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Valparaiso, Florida

1 airport
The best one-way flight to Valparaiso, Florida from Massachusetts in the past 72 hours is $139. The best round-trip flight deal from Massachusetts to Valparaiso, Florida found on momondo in the last 72 hours is $195.
The fastest flight from Massachusetts to Valparaiso, Florida takes 3h 10m
Direct flights go from Massachusetts to Valparaiso, Florida on Monday, Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Valparaiso, Florida. From Massachusetts there are direct flights to Valparaiso Destin-Ft Walton Beach (VPS).
Search flight deals

  • 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
706 reviews
Search Allegiant Air flights
JetBluePriceFrom $118Free CancellationRating
7.2
2,890 reviews
Search JetBlue flights
SouthwestPriceFrom $190Free CancellationRating
8.0
4,268 reviews
Search Southwest flights
American AirlinesPriceFrom $215Free CancellationRating
7.2
11,197 reviews
Search American Airlines flights
DeltaPriceFrom $217Free CancellationRating
7.9
8,119 reviews
Search Delta 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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