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Cheap flights from Boston to Valparaiso from $131

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 10/31. 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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Cheap round-trip flights

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Southwest Logo
1:00 pm - 5:20 pmBOS-VPS
5h 20m1 stop
Southwest Logo
2:30 pm - 10:55 pmVPS-BOS
7h 25m1 stop
$259Southwest
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Sat, Jan 17 - Sun, Feb 15
American Airlines Logo
7:20 am - 4:30 pmBOS-VPS
10h 10m2 stops
American Airlines Logo
7:00 am - 1:13 pmVPS-BOS
5h 13m1 stop
$265American Airlines
Find Deal
Sat, Jan 17 - Sun, Feb 15
Delta Logo
5:50 am - 12:01 pmBOS-VPS
7h 11m1 stop
Delta Logo
12:00 pm - 7:33 pmVPS-BOS
6h 33m1 stop
$297Delta
Find Deal
Mon, Nov 24 - Sat, Dec 6
Delta Logo
5:50 am - 12:01 pmBOS-VPS
7h 11m1 stop
Delta Logo
6:00 am - 12:30 pmVPS-BOS
5h 30m1 stop
$302Delta
Find Deal
Mon, Nov 24 - Thu, Dec 4
Delta Logo
5:50 am - 12:01 pmBOS-VPS
7h 11m1 stop
Delta Logo
9:29 am - 5:15 pmVPS-BOS
6h 46m1 stop
$317Delta
Find Deal
Mon, Nov 24 - Fri, Dec 5
American Airlines Logo
12:55 pm - 9:00 pmBOS-VPS
9h 05m2 stops
American Airlines Logo
7:00 am - 4:54 pmVPS-BOS
8h 54m2 stops
$320American Airlines
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Sat, Jan 17 - Sun, Feb 15
Delta Logo
5:45 am - 11:59 amBOS-VPS
7h 14m1 stop
Delta Logo
6:00 am - 2:23 pmVPS-BOS
7h 23m1 stop
$335Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
5:50 am - 12:01 pmBOS-VPS
7h 11m1 stop
Delta Logo
9:29 am - 11:14 pmVPS-BOS
12h 45m2 stops
$338Delta
Find Deal
Mon, Nov 24 - Sat, Dec 6
Multiple Airlines Logo
10:21 am - 1:58 pmBOS-VPS
28h 37m1 stop
Multiple Airlines Logo
1:45 pm - 11:53 pmVPS-BOS
33h 08m2 stops
$339Multiple Airlines
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Sun, Nov 16 - Sun, Nov 23
Southwest Logo
5:30 am - 1:20 pmBOS-VPS
8h 50m2 stops
Southwest Logo
7:00 am - 1:40 pmVPS-BOS
5h 40m1 stop
$351Southwest
Find Deal
Thu, Jan 22 - Mon, Jan 26

Southwest flights from Boston to Valparaiso, Florida

Our best Southwest deals on Boston to Valparaiso, Florida flight tickets
Southwest
Jan 17
BOS1:00 pmBoston Logan Intl
5h 20m
1 stop
VPS5:20 pmValparaiso Destin-Ft Walton Beach
Feb 15
VPS2:30 pmValparaiso Destin-Ft Walton Beach
7h 25m
1 stop
BOS10:55 pmBoston Logan Intl
$259
Find similar
Southwest
Jan 22
BOS5:30 amBoston Logan Intl
8h 50m
2 stops
VPS1:20 pmValparaiso Destin-Ft Walton Beach
Jan 26
VPS7:00 amValparaiso Destin-Ft Walton Beach
5h 40m
1 stop
BOS1:40 pmBoston Logan Intl
$351
Find similar
Southwest
Jan 22
BOS5:30 amBoston Logan Intl
8h 50m
2 stops
VPS1:20 pmValparaiso Destin-Ft Walton Beach
Jan 26
VPS7:00 amValparaiso Destin-Ft Walton Beach
8h 10m
2 stops
BOS4:10 pmBoston Logan Intl
$356
Find similar

American Airlines flights from Boston to Valparaiso, Florida

Our best American Airlines deals on Boston to Valparaiso, Florida flight tickets
American Airlines
Jan 17
BOS7:20 amBoston Logan Intl
10h 10m
2 stops
VPS4:30 pmValparaiso Destin-Ft Walton Beach
Feb 15
VPS7:00 amValparaiso Destin-Ft Walton Beach
5h 13m
1 stop
BOS1:13 pmBoston Logan Intl
$265
Find similar
American Airlines
Jan 17
BOS12:55 pmBoston Logan Intl
9h 05m
2 stops
VPS9:00 pmValparaiso Destin-Ft Walton Beach
Feb 15
VPS7:00 amValparaiso Destin-Ft Walton Beach
8h 54m
2 stops
BOS4:54 pmBoston Logan Intl
$320
Find similar
American Airlines
Nov 24
BOS6:00 amBoston Logan Intl
7h 01m
2 stops
VPS12:01 pmValparaiso Destin-Ft Walton Beach
Dec 2
VPS12:59 pmValparaiso Destin-Ft Walton Beach
6h 13m
1 stop
BOS8:12 pmBoston Logan Intl
$383
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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 October 20, 2025.
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

Sat 1/17

1:00 pm-5:20 pm

1 stop5h 20m

Valparaiso Destin-Ft Walton Beach

Sun 2/15

2:30 pm-10:55 pm

1 stop7h 25m

$259

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 1/17

7:20 am-4:30 pm

2 stops10h 10m

Valparaiso Destin-Ft Walton Beach

Sun 2/15

7:00 am-1:13 pm

1 stop5h 13m

$265

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 11/24

5:50 am-12:01 pm

1 stop7h 11m

Valparaiso Destin-Ft Walton Beach

Sat 12/6

12:00 pm-7:33 pm

1 stop6h 33m

$297

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 11/24

5:50 am-12:01 pm

1 stop7h 11m

Valparaiso Destin-Ft Walton Beach

Thu 12/4

6:00 am-12:30 pm

1 stop5h 30m

$302

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 11/24

5:50 am-12:01 pm

1 stop7h 11m

Valparaiso Destin-Ft Walton Beach

Fri 12/5

9:29 am-5:15 pm

1 stop6h 46m

$317

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 1/17

12:55 pm-9:00 pm

2 stops9h 05m

Valparaiso Destin-Ft Walton Beach

Sun 2/15

7:00 am-4:54 pm

2 stops8h 54m

$320

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 11/8

5:45 am-11:59 am

1 stop7h 14m

Valparaiso Destin-Ft Walton Beach

Tue 11/11

6:00 am-2:23 pm

1 stop7h 23m

$335

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 11/24

5:50 am-12:01 pm

1 stop7h 11m

Valparaiso Destin-Ft Walton Beach

Sat 12/6

9:29 am-11:14 pm

2 stops12h 45m

$338

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sun 11/16

10:21 am-1:58 pm

1 stop28h 37m

Valparaiso Destin-Ft Walton Beach

Sun 11/23

1:45 pm-11:53 pm

2 stops33h 08m

$339

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Thu 1/22

5:30 am-1:20 pm

2 stops8h 50m

Valparaiso Destin-Ft Walton Beach

Mon 1/26

7:00 am-1:40 pm

1 stop5h 40m

$351

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 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 Boston 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 Boston 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 $320. 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 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 $428 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 $343 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 October 2025, prices for Boston to Valparaiso, Florida flights are approximately 27% more expensive 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

Fastest flight time

3h 13m

Direct flights

Sun

Airports in Valparaiso, Florida

1 airport
The fastest flight from Boston to Valparaiso, Florida takes 3h 13m
Direct flights go from Boston to Valparaiso, Florida on Sunday. There are no airlines offering direct flights.
There is 1 airport near Valparaiso, Florida: 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 5h 01m.

  • 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
694 reviews
Search Allegiant Air flights
DeltaPriceFrom $289Free CancellationRating
7.9
7,978 reviews
Search Delta flights
American AirlinesPriceFrom $312Free CancellationRating
7.2
11,023 reviews
Search American Airlines flights
SouthwestPriceFrom $353Free CancellationRating
8.0
4,238 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 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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