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Cheap flights from Massachusetts to Valparaiso from $80

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 3/18. 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 Massachusetts to Valparaiso

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
12:40 pm - 3:00 pmBOS-VPS
3h 20mnonstop
JetBlue Logo
3:55 pm - 7:51 pmVPS-BOS
2h 56mnonstop
$186JetBlue
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Thu, Mar 5 - Mon, Mar 9
JetBlue Logo
12:40 pm - 3:01 pmBOS-VPS
3h 21mnonstop
JetBlue Logo
3:55 pm - 7:51 pmVPS-BOS
2h 56mnonstop
$191JetBlue
Find Deal
Thu, May 7 - Mon, May 11
Southwest Logo
5:00 am - 10:30 amBOS-VPS
6h 30m1 stop
Southwest Logo
7:00 am - 1:40 pmVPS-BOS
5h 40m1 stop
$205Southwest
Find Deal
Mon, Jan 19 - Mon, Jan 26
JetBlue Logo
12:40 pm - 3:01 pmBOS-VPS
3h 21mnonstop
JetBlue Logo
3:55 pm - 7:51 pmVPS-BOS
2h 56mnonstop
$206JetBlue
Find Deal
Thu, Apr 23 - Sun, Apr 26
Southwest Logo
5:30 am - 1:20 pmBOS-VPS
8h 50m2 stops
Southwest Logo
7:15 am - 1:40 pmVPS-BOS
5h 25m1 stop
$211Southwest
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Wed, Jan 21 - Sat, Feb 14
Delta Logo
6:00 am - 12:56 pmBOS-VPS
7h 56m1 stop
Delta Logo
7:45 am - 1:53 pmVPS-BOS
5h 08m1 stop
$215Delta
Find Deal
Tue, May 5 - Wed, May 27
Southwest Logo
8:55 am - 5:20 pmBOS-VPS
9h 25m2 stops
Southwest Logo
11:00 am - 10:05 pmVPS-BOS
10h 05m2 stops
$216Southwest
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Sat, Jan 31 - Sat, Feb 7
American Airlines Logo
6:00 am - 12:34 pmBOS-VPS
7h 34m2 stops
American Airlines Logo
7:39 am - 2:14 pmVPS-BOS
5h 35m1 stop
$221American Airlines
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Thu, Dec 11 - Thu, Dec 18
American Airlines Logo
6:00 am - 10:19 amBOS-VPS
5h 19m1 stop
American Airlines Logo
7:39 am - 6:06 pmVPS-BOS
9h 27m2 stops
$222American Airlines
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Fri, Dec 19 - Thu, Dec 25
Delta Logo
6:00 am - 12:56 pmBOS-VPS
7h 56m1 stop
Delta Logo
7:05 pm - 1:03 amVPS-BOS
4h 58m1 stop
$225Delta
Find Deal
Tue, May 5 - Wed, May 27

JetBlue flights from Massachusetts to Valparaiso, Florida

Our best JetBlue deals on Massachusetts to Valparaiso, Florida flight tickets
JetBlue
Mar 14
BOS12:35 pmBoston Logan Intl
3h 21m
VPS2:56 pmValparaiso Destin-Ft Walton Beach
Mar 21
VPS3:55 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:51 pmBoston Logan Intl
$136
Find similar
JetBlue
Apr 11
BOS12:40 pmBoston Logan Intl
3h 21m
VPS3:01 pmValparaiso Destin-Ft Walton Beach
Apr 18
VPS3:55 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:51 pmBoston Logan Intl
$161
Find similar
JetBlue
Apr 19
BOS12:40 pmBoston Logan Intl
3h 21m
VPS3:01 pmValparaiso Destin-Ft Walton Beach
Apr 23
VPS3:55 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:51 pmBoston Logan Intl
$186
Find similar

Southwest flights from Massachusetts to Valparaiso, Florida

Our best Southwest deals on Massachusetts to Valparaiso, Florida flight tickets
Southwest
Jan 19
BOS5:00 amBoston Logan Intl
6h 30m
1 stop
VPS10:30 amValparaiso Destin-Ft Walton Beach
Jan 26
VPS7:00 amValparaiso Destin-Ft Walton Beach
5h 40m
1 stop
BOS1:40 pmBoston Logan Intl
$205
Find similar
Southwest
Jan 21
BOS5:30 amBoston Logan Intl
8h 50m
2 stops
VPS1:20 pmValparaiso Destin-Ft Walton Beach
Feb 14
VPS7:15 amValparaiso Destin-Ft Walton Beach
5h 25m
1 stop
BOS1:40 pmBoston Logan Intl
$211
Find similar
Southwest
Jan 31
BOS8:55 amBoston Logan Intl
9h 25m
2 stops
VPS5:20 pmValparaiso Destin-Ft Walton Beach
Feb 7
VPS11:00 amValparaiso Destin-Ft Walton Beach
10h 05m
2 stops
BOS10:05 pmBoston Logan Intl
$216
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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 November 21, 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

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 3/5

12:40 pm-3:00 pm

Nonstop3h 20m

Valparaiso Destin-Ft Walton Beach

Mon 3/9

3:55 pm-7:51 pm

Nonstop2h 56m

$186

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 5/7

12:40 pm-3:01 pm

Nonstop3h 21m

Valparaiso Destin-Ft Walton Beach

Mon 5/11

3:55 pm-7:51 pm

Nonstop2h 56m

$191

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 1/19

5:00 am-10:30 am

1 stop6h 30m

Valparaiso Destin-Ft Walton Beach

Mon 1/26

7:00 am-1:40 pm

1 stop5h 40m

$205

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 4/23

12:40 pm-3:01 pm

Nonstop3h 21m

Valparaiso Destin-Ft Walton Beach

Sun 4/26

3:55 pm-7:51 pm

Nonstop2h 56m

$206

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 1/21

5:30 am-1:20 pm

2 stops8h 50m

Valparaiso Destin-Ft Walton Beach

Sat 2/14

7:15 am-1:40 pm

1 stop5h 25m

$211

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 5/5

6:00 am-12:56 pm

1 stop7h 56m

Valparaiso Destin-Ft Walton Beach

Wed 5/27

7:45 am-1:53 pm

1 stop5h 08m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 1/31

8:55 am-5:20 pm

2 stops9h 25m

Valparaiso Destin-Ft Walton Beach

Sat 2/7

11:00 am-10:05 pm

2 stops10h 05m

$216

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 12/11

6:00 am-12:34 pm

2 stops7h 34m

Valparaiso Destin-Ft Walton Beach

Thu 12/18

7:39 am-2:14 pm

1 stop5h 35m

$221

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 12/19

6:00 am-10:19 am

1 stop5h 19m

Valparaiso Destin-Ft Walton Beach

Thu 12/25

7:39 am-6:06 pm

2 stops9h 27m

$222

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 5/5

6:00 am-12:56 pm

1 stop7h 56m

Valparaiso Destin-Ft Walton Beach

Wed 5/27

7:05 pm-1:03 am

1 stop4h 58m

$225

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 May, then book flights to Valparaiso, Florida from Massachusetts during January instead. Flights to Valparaiso, Florida in January, while not as cheap as those in May, still average around $359.

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, Monday 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 $502.

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 $328. 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 $406 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 $330 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

$292

Fastest flight time

3h 10m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Valparaiso, Florida

1 airport
The best flight deal from Massachusetts to Valparaiso, Florida found on momondo in the last 72 hours is $292
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 near Valparaiso, Florida: 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
700 reviews
Search Allegiant Air flights
DeltaPriceFrom $277Free CancellationRating
7.9
8,002 reviews
Search Delta flights
American AirlinesPriceFrom $297Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights
SouthwestPriceFrom $352Free CancellationRating
8.0
4,251 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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