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Cheap flights from Boston to Valparaiso from $60

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston 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 Boston to Valparaiso

Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
12:46 pm - 3:02 pm
BOS
-
VPS
3h 16mnonstop
Allegiant Air Logo
6:00 am - 9:56 am
VPS
-
BOS
2h 56mnonstop
$148Allegiant Air
Mon, May 25 - Sat, May 30
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
American Airlines Logo
8:35 am - 3:52 pm
BOS
-
VPS
8h 17m
1 stop
American Airlines Logo
7:59 am - 2:57 pm
VPS
-
BOS
5h 58m
1 stop
$175American Airlines
Wed, Mar 4 - Tue, Mar 10
American Airlines Logo
7:00 am - 3:52 pm
BOS
-
VPS
9h 52m
2 stops
American Airlines Logo
7:59 am - 3:46 pm
VPS
-
BOS
6h 47m
1 stop
$181American Airlines
Wed, Mar 4 - Tue, Mar 10
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
$187Allegiant Air
Fri, Apr 10 - Mon, Apr 13
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
$195American 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 - 10:15 pm
VPS
-
BOS
4h 37m
1 stop
$196American 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
$202American Airlines
Fri, Feb 20 - Tue, Feb 24
American Airlines Logo
5:27 am - 11:52 am
BOS
-
VPS
7h 25m
1 stop
American Airlines Logo
4:53 pm - 12:34 am
VPS
-
BOS
6h 41m
1 stop
$215American Airlines
Tue, May 5 - Wed, May 27
Delta Logo
1:37 pm - 6:19 pm
BOS
-
VPS
5h 42m
1 stop
Delta Logo
5:11 pm - 10:43 pm
VPS
-
BOS
4h 32m
1 stop
$216Delta
Tue, Feb 24 - Wed, Feb 25

Allegiant Air flights from Boston to Valparaiso, Florida

Our best Allegiant Air deals on Boston to Valparaiso, Florida flight tickets
Allegiant Air
May 25
BOS12:46 pmBoston Logan Intl
3h 16m
VPS3:02 pmValparaiso Destin-Ft Walton Beach
May 30
VPS6:00 amValparaiso Destin-Ft Walton Beach
2h 56m
BOS9:56 amBoston Logan Intl
$148
Allegiant Air
May 8
BOS12:48 pmBoston Logan Intl
3h 10m
VPS2:58 pmValparaiso Destin-Ft Walton Beach
May 11
VPS8:00 amValparaiso Destin-Ft Walton Beach
2h 58m
BOS11:58 amBoston Logan Intl
$167

American Airlines flights from Boston to Valparaiso, Florida

Our best American Airlines deals on Boston to Valparaiso, Florida flight tickets
American Airlines
Mar 4
BOS8:35 amBoston Logan Intl
8h 17m
1 stop
VPS3:52 pmValparaiso Destin-Ft Walton Beach
Mar 10
VPS7:59 amValparaiso Destin-Ft Walton Beach
5h 58m
1 stop
BOS2:57 pmBoston Logan Intl
$175
American Airlines
Mar 4
BOS7:00 amBoston Logan Intl
9h 52m
2 stops
VPS3:52 pmValparaiso Destin-Ft Walton Beach
Mar 10
VPS7:59 amValparaiso Destin-Ft Walton Beach
6h 47m
1 stop
BOS3:46 pmBoston Logan Intl
$181
American Airlines
Mar 4
BOS7:00 amBoston Logan Intl
9h 52m
2 stops
VPS3:52 pmValparaiso Destin-Ft Walton Beach
Mar 10
VPS7:59 amValparaiso Destin-Ft Walton Beach
9h 08m
2 stops
BOS6:07 pmBoston Logan Intl
$187

momondo Fare Finder

 
Customize your flight search to find flights from Boston 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 29, 2026.
Use the filters below to find and compare flights from Boston to Valparaiso, Florida that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 5/25

12:46 pm-3:02 pm

Nonstop3h 16m

Valparaiso Destin-Ft Walton Beach

Sat 5/30

6:00 am-9:56 am

Nonstop2h 56m

$148

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

Wed 3/4

8:35 am-3:52 pm

1 stop8h 17m

Valparaiso Destin-Ft Walton Beach

Tue 3/10

7:59 am-2:57 pm

1 stop5h 58m

$175

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 3/4

7:00 am-3:52 pm

2 stops9h 52m

Valparaiso Destin-Ft Walton Beach

Tue 3/10

7:59 am-3:46 pm

1 stop6h 47m

$181

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Fri 4/10

12:48 pm-2:58 pm

Nonstop3h 10m

Valparaiso Destin-Ft Walton Beach

Mon 4/13

8:00 am-11:58 am

Nonstop2h 58m

$187

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

$195

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

$196

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

$202

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 5/5

5:27 am-11:52 am

1 stop7h 25m

Valparaiso Destin-Ft Walton Beach

Wed 5/27

4:53 pm-12:34 am

1 stop6h 41m

$215

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 2/24

1:37 pm-6:19 pm

1 stop5h 42m

Valparaiso Destin-Ft Walton Beach

Wed 2/25

5:11 pm-10:43 pm

1 stop4h 32m

$216

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 Boston 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 Boston 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 Boston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $404.

What is the cheapest Boston Logan Intl to Valparaiso Destin-Ft Walton Beach flight route?

Fly from Boston Logan Intl to Valparaiso Destin-Ft Walton Beach for the best Boston Logan Intl - 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 Boston 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 Boston for as low as $272 on momondo.

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

There is only 1 cabin class available to choose from on Boston Logan Intl 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 Boston to Valparaiso, Florida flights?

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

How have Boston to Valparaiso, Florida flight prices changed over time?

As of January 2026, prices for Boston to Valparaiso, Florida flights are approximately 48% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Valparaiso, Florida

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Valparaiso, Florida according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Boston to Valparaiso, Florida (BOS to VPS) flight deals and tips

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

Best Price Found

$139

Fastest flight time

3h 08m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Valparaiso, Florida

1 airport
The best one-way flight to Valparaiso, Florida from Boston in the past 72 hours is $139. The best round-trip flight deal from Boston to Valparaiso, Florida found on momondo in the last 72 hours is $195.
The fastest flight from Boston to Valparaiso, Florida takes 3h 08m
Direct flights go from Boston 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 Boston there are direct flights to Valparaiso Destin-Ft Walton Beach (VPS).
Search flight deals

  • How far is Boston Logan Intl to Valparaiso Destin-Ft Walton Beach by plane?

    There are 1182.0 mi between Boston Logan Intl and Valparaiso Destin-Ft Walton Beach. A reasonable flight in good conditions will take 3h 08m.

  • When did momondo last update prices for flights from Boston Logan Intl Airport to Valparaiso Destin-Ft Walton Beach Airport?

    Prices for flights from Boston Logan Intl Airport to Valparaiso Destin-Ft Walton Beach Airport are updated daily.

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

  • How old do you have to be to fly from Boston Logan Intl Airport to Valparaiso Destin-Ft Walton Beach 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 Boston Logan Intl Airport to Valparaiso Destin-Ft Walton Beach Airport.

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

    The required travel and health documents for your Valparaiso Destin-Ft Walton Beach Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Valparaiso Destin-Ft Walton Beach Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

  • What is the most popular airline from Boston to Valparaiso, Florida?

Best airlines flying from Boston to Valparaiso, Florida

Compare and see reviews for airlines that fly from Boston 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
2,891 reviews
Search JetBlue flights
SouthwestPriceFrom $190Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
American AirlinesPriceFrom $215Free CancellationRating
7.2
11,206 reviews
Search American Airlines flights
DeltaPriceFrom $217Free CancellationRating
7.9
8,127 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 Boston to Valparaiso?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Boston to Valparaiso. momondo saves you time and could save you money on your trip.

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

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

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

momondo provides multiple filters to help you find the best flight to Valparaiso from Boston. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Valparaiso from Boston are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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