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Cheap flights from Massachusetts to Valparaiso from $129

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 11/11. 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

Delta Logo
7:05 am - 12:59 pmBOS-VPS
6h 54m1 stop
Delta Logo
6:05 pm - 1:18 amVPS-BOS
6h 13m1 stop
$255Delta
Find Deal
Wed, Sep 10 - Wed, Sep 17
Delta Logo
5:45 am - 3:08 pmALB-VPS
10h 23m2 stops
Delta Logo
4:59 pm - 11:57 pmVPS-ALB
5h 58m1 stop
$261Delta
Find Deal
Tue, Oct 14 - Tue, Oct 21
American Airlines Logo
11:00 am - 5:31 pmBOS-VPS
7h 31m2 stops
American Airlines Logo
6:01 pm - 11:44 pmVPS-BOS
4h 43m1 stop
$261American Airlines
Find Deal
Wed, Sep 10 - Wed, Sep 17
American Airlines Logo
9:38 am - 5:31 pmBOS-VPS
8h 53m2 stops
American Airlines Logo
8:10 am - 5:05 pmVPS-BOS
7h 55m2 stops
$267American Airlines
Find Deal
Wed, Sep 10 - Wed, Sep 17
American Airlines Logo
9:31 am - 12:54 pmBDL-VPS
4h 23m1 stop
American Airlines Logo
4:04 pm - 11:36 pmVPS-BDL
6h 32m1 stop
$274American Airlines
Find Deal
Tue, Oct 21 - Mon, Oct 27
Delta Logo
5:25 pm - 9:54 pmBOS-VPS
5h 29m1 stop
Delta Logo
6:05 pm - 1:18 amVPS-BOS
6h 13m1 stop
$274Delta
Find Deal
Tue, Sep 9 - Sat, Sep 13
Southwest Logo
5:50 am - 6:55 pmBOS-VPS
14h 05m2 stops
Southwest Logo
2:30 pm - 10:55 pmVPS-BOS
7h 25m1 stop
$320Southwest
Find Deal
Wed, Jan 7 - Sun, Jan 11
Southwest Logo
10:45 am - 3:25 pmBOS-VPS
5h 40m1 stop
Southwest Logo
10:25 am - 5:05 pmVPS-BOS
5h 40m1 stop
$325Southwest
Find Deal
Fri, Sep 5 - Fri, Sep 12
Logo
8:24 pm - 4:50 pmBOS-VPS
21h 26m2 stops
Logo
6:30 am - 9:00 amVPS-BOS
25h 30m2 stops
$358
Find Deal
Thu, Oct 23 - Sun, Oct 26
Logo
10:34 am - 5:02 pmBOS-VPS
7h 28m1 stop
Logo
6:30 am - 10:47 pmVPS-BOS
15h 17m2 stops
$361
Find Deal
Thu, Aug 28 - Thu, Sep 4

American Airlines flights from Massachusetts to Valparaiso, Florida

Our best American Airlines deals on Massachusetts to Valparaiso, Florida flight tickets
American Airlines
Sep 10
BOS11:00 amBoston Logan Intl
7h 31m
2 stops
VPS5:31 pmValparaiso Destin-Ft Walton Beach
Sep 17
VPS6:01 pmValparaiso Destin-Ft Walton Beach
4h 43m
1 stop
BOS11:44 pmBoston Logan Intl
$261
Find similar
American Airlines
Sep 10
BOS9:38 amBoston Logan Intl
8h 53m
2 stops
VPS5:31 pmValparaiso Destin-Ft Walton Beach
Sep 17
VPS8:10 amValparaiso Destin-Ft Walton Beach
7h 55m
2 stops
BOS5:05 pmBoston Logan Intl
$267
Find similar
American Airlines
Oct 21
BDL9:31 amHartford Bradley Intl
4h 23m
1 stop
VPS12:54 pmValparaiso Destin-Ft Walton Beach
Oct 27
VPS4:04 pmValparaiso Destin-Ft Walton Beach
6h 32m
1 stop
BDL11:36 pmHartford Bradley Intl
$274
Find similar

Southwest flights from Massachusetts to Valparaiso, Florida

Our best Southwest deals on Massachusetts to Valparaiso, Florida flight tickets
Southwest
Jan 7
BOS5:50 amBoston Logan Intl
14h 05m
2 stops
VPS6:55 pmValparaiso Destin-Ft Walton Beach
Jan 11
VPS2:30 pmValparaiso Destin-Ft Walton Beach
7h 25m
1 stop
BOS10:55 pmBoston Logan Intl
$320
Find similar
Southwest
Sep 5
BOS10:45 amBoston Logan Intl
5h 40m
1 stop
VPS3:25 pmValparaiso Destin-Ft Walton Beach
Sep 12
VPS10:25 amValparaiso Destin-Ft Walton Beach
5h 40m
1 stop
BOS5:05 pmBoston Logan Intl
$325
Find similar
Southwest
Sep 18
BOS5:35 amBoston Logan Intl
6h 40m
1 stop
VPS11:15 amValparaiso Destin-Ft Walton Beach
Sep 21
VPS2:25 pmValparaiso Destin-Ft Walton Beach
7h 35m
1 stop
BOS11:00 pmBoston Logan Intl
$339
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 August 14, 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

Wed 9/10

7:05 am-12:59 pm

1 stop6h 54m

Valparaiso Destin-Ft Walton Beach

Wed 9/17

6:05 pm-1:18 am

1 stop6h 13m

$255

AlbanyValparaiso

ALB - VPS

ALBVPS

Albany Intl

Tue 10/14

5:45 am-3:08 pm

2 stops10h 23m

Valparaiso Destin-Ft Walton Beach

Tue 10/21

4:59 pm-11:57 pm

1 stop5h 58m

$261

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 9/10

11:00 am-5:31 pm

2 stops7h 31m

Valparaiso Destin-Ft Walton Beach

Wed 9/17

6:01 pm-11:44 pm

1 stop4h 43m

$261

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 9/10

9:38 am-5:31 pm

2 stops8h 53m

Valparaiso Destin-Ft Walton Beach

Wed 9/17

8:10 am-5:05 pm

2 stops7h 55m

$267

HartfordValparaiso

BDL - VPS

BDLVPS

Hartford Bradley Intl

Tue 10/21

9:31 am-12:54 pm

1 stop4h 23m

Valparaiso Destin-Ft Walton Beach

Mon 10/27

4:04 pm-11:36 pm

1 stop6h 32m

$274

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 9/9

5:25 pm-9:54 pm

1 stop5h 29m

Valparaiso Destin-Ft Walton Beach

Sat 9/13

6:05 pm-1:18 am

1 stop6h 13m

$274

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 1/7

5:50 am-6:55 pm

2 stops14h 05m

Valparaiso Destin-Ft Walton Beach

Sun 1/11

2:30 pm-10:55 pm

1 stop7h 25m

$320

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 9/5

10:45 am-3:25 pm

1 stop5h 40m

Valparaiso Destin-Ft Walton Beach

Fri 9/12

10:25 am-5:05 pm

1 stop5h 40m

$325

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 10/23

8:24 pm-4:50 pm

2 stops21h 26m

Valparaiso Destin-Ft Walton Beach

Sun 10/26

6:30 am-9:00 am

2 stops25h 30m

$358

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 8/28

10:34 am-5:02 pm

1 stop7h 28m

Valparaiso Destin-Ft Walton Beach

Thu 9/4

6:30 am-10:47 pm

2 stops15h 17m

$361

Flights are sorted by cheapest round-trip flights 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 $384.

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 $316. 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 $427 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 are 1 cabin classes 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.

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

$129

Fastest flight time

4h 23m

Direct flights

None

Airports in Valparaiso, Florida

1 airport
The best one-way flight to Valparaiso, Florida from Massachusetts in the past 72 hours is $129. The best round-trip flight deal from Massachusetts to Valparaiso, Florida found on momondo in the last 72 hours is $255.
The fastest flight from Massachusetts to Valparaiso, Florida takes 4h 23m
There are no direct flights from Massachusetts to Valparaiso, Florida. Popular non-direct routes for this connection are Albany Intl Airport - Valparaiso Destin-Ft Walton Beach Airport, Boston Logan Intl Airport - Valparaiso Destin-Ft Walton Beach Airport and Hartford Bradley Intl Airport - Valparaiso Destin-Ft Walton Beach Airport.
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
701 reviews
Search Allegiant Air flights
DeltaPriceFrom $296Free CancellationRating
8.0
7,980 reviews
Search Delta flights
American AirlinesPriceFrom $315Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $353Free CancellationRating
8.0
4,244 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
Andalusia
DeFuniak Springs

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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