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Cheap flights from Boston to Valparaiso from $164

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 11/23. 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 Boston to Valparaiso (BOS-VPS)

Cheap round-trip flights

Delta Logo
12:10 pm - 6:15 pmBOS-VPS
7h 05m1 stop
Delta Logo
3:45 pm - 11:34 pmVPS-BOS
6h 49m1 stop
$275Delta
Find Deal
Tue, Oct 28 - Wed, Nov 5
American Airlines Logo
1:55 pm - 9:58 pmBOS-VPS
9h 03m2 stops
American Airlines Logo
12:13 pm - 8:25 pmVPS-BOS
7h 12m1 stop
$281American Airlines
Find Deal
Wed, Sep 10 - Wed, Sep 17
Logo
11:07 am - 10:31 amBOS-VPS
24h 24m1 stop
Logo
6:30 am - 10:52 pmVPS-BOS
39h 22m2 stops
$286
Find Deal
Sat, Sep 27 - Sun, Oct 5
American Airlines Logo
1:55 pm - 9:58 pmBOS-VPS
9h 03m2 stops
American Airlines Logo
8:10 am - 5:05 pmVPS-BOS
7h 55m2 stops
$287American Airlines
Find Deal
Wed, Sep 10 - Wed, Sep 17
Delta Logo
5:40 am - 9:59 amBOS-VPS
5h 19m1 stop
Delta Logo
5:00 pm - 1:13 amVPS-BOS
7h 13m1 stop
$289Delta
Find Deal
Tue, Oct 21 - Mon, Oct 27
American Airlines Logo
6:00 am - 12:54 pmBOS-VPS
7h 54m2 stops
American Airlines Logo
7:07 am - 1:55 pmVPS-BOS
5h 48m1 stop
$295American Airlines
Find Deal
Tue, Oct 21 - Mon, Oct 27
Delta Logo
5:45 am - 11:59 amBOS-VPS
7h 14m1 stop
Delta Logo
3:45 pm - 9:15 pmVPS-BOS
4h 30m1 stop
$300Delta
Find Deal
Sun, Nov 2 - Tue, Nov 4
American Airlines Logo
3:00 pm - 9:47 pmBOS-VPS
7h 47m2 stops
American Airlines Logo
1:44 pm - 10:10 pmVPS-BOS
7h 26m2 stops
$301American Airlines
Find Deal
Sat, Oct 25 - Tue, Oct 28
Southwest Logo
5:35 am - 11:50 amBOS-VPS
7h 15m1 stop
Southwest Logo
3:10 pm - 11:40 pmVPS-BOS
7h 30m1 stop
$314Southwest
Find Deal
Sat, Sep 27 - Sun, Oct 5
Southwest Logo
12:20 pm - 9:10 pmBOS-VPS
9h 50m2 stops
Southwest Logo
2:30 pm - 11:55 pmVPS-BOS
8h 25m2 stops
$366Southwest
Find Deal
Mon, Nov 17 - Sun, Nov 23

Delta flights from Boston to Valparaiso, Florida

Our best Delta deals on Boston to Valparaiso, Florida flight tickets
Delta
Oct 28
BOS12:10 pmBoston Logan Intl
7h 05m
1 stop
VPS6:15 pmValparaiso Destin-Ft Walton Beach
Nov 5
VPS3:45 pmValparaiso Destin-Ft Walton Beach
6h 49m
1 stop
BOS11:34 pmBoston Logan Intl
$275
Find similar
Delta
Oct 21
BOS5:40 amBoston Logan Intl
5h 19m
1 stop
VPS9:59 amValparaiso Destin-Ft Walton Beach
Oct 27
VPS5:00 pmValparaiso Destin-Ft Walton Beach
7h 13m
1 stop
BOS1:13 amBoston Logan Intl
$289
Find similar
Delta
Nov 2
BOS5:45 amBoston Logan Intl
7h 14m
1 stop
VPS11:59 amValparaiso Destin-Ft Walton Beach
Nov 4
VPS3:45 pmValparaiso Destin-Ft Walton Beach
4h 30m
1 stop
BOS9:15 pmBoston Logan Intl
$300
Find similar

American Airlines flights from Boston to Valparaiso, Florida

Our best American Airlines deals on Boston to Valparaiso, Florida flight tickets
American Airlines
Sep 10
BOS1:55 pmBoston Logan Intl
9h 03m
2 stops
VPS9:58 pmValparaiso Destin-Ft Walton Beach
Sep 17
VPS12:13 pmValparaiso Destin-Ft Walton Beach
7h 12m
1 stop
BOS8:25 pmBoston Logan Intl
$281
Find similar
American Airlines
Sep 10
BOS1:55 pmBoston Logan Intl
9h 03m
2 stops
VPS9:58 pmValparaiso Destin-Ft Walton Beach
Sep 17
VPS8:10 amValparaiso Destin-Ft Walton Beach
7h 55m
2 stops
BOS5:05 pmBoston Logan Intl
$287
Find similar
American Airlines
Oct 21
BOS6:00 amBoston Logan Intl
7h 54m
2 stops
VPS12:54 pmValparaiso Destin-Ft Walton Beach
Oct 27
VPS7:07 amValparaiso Destin-Ft Walton Beach
5h 48m
1 stop
BOS1:55 pmBoston Logan Intl
$295
Find similar

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 August 21, 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

Tue 10/28

12:10 pm-6:15 pm

1 stop7h 05m

Valparaiso Destin-Ft Walton Beach

Wed 11/5

3:45 pm-11:34 pm

1 stop6h 49m

$275

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 9/10

1:55 pm-9:58 pm

2 stops9h 03m

Valparaiso Destin-Ft Walton Beach

Wed 9/17

12:13 pm-8:25 pm

1 stop7h 12m

$281

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 9/27

11:07 am-10:31 am

1 stop24h 24m

Valparaiso Destin-Ft Walton Beach

Sun 10/5

6:30 am-10:52 pm

2 stops39h 22m

$286

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Wed 9/10

1:55 pm-9:58 pm

2 stops9h 03m

Valparaiso Destin-Ft Walton Beach

Wed 9/17

8:10 am-5:05 pm

2 stops7h 55m

$287

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 10/21

5:40 am-9:59 am

1 stop5h 19m

Valparaiso Destin-Ft Walton Beach

Mon 10/27

5:00 pm-1:13 am

1 stop7h 13m

$289

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Tue 10/21

6:00 am-12:54 pm

2 stops7h 54m

Valparaiso Destin-Ft Walton Beach

Mon 10/27

7:07 am-1:55 pm

1 stop5h 48m

$295

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sun 11/2

5:45 am-11:59 am

1 stop7h 14m

Valparaiso Destin-Ft Walton Beach

Tue 11/4

3:45 pm-9:15 pm

1 stop4h 30m

$300

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 10/25

3:00 pm-9:47 pm

2 stops7h 47m

Valparaiso Destin-Ft Walton Beach

Tue 10/28

1:44 pm-10:10 pm

2 stops7h 26m

$301

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Sat 9/27

5:35 am-11:50 am

1 stop7h 15m

Valparaiso Destin-Ft Walton Beach

Sun 10/5

3:10 pm-11:40 pm

1 stop7h 30m

$314

BostonValparaiso

BOS - VPS

BOSVPS

Boston Logan Intl

Mon 11/17

12:20 pm-9:10 pm

2 stops9h 50m

Valparaiso Destin-Ft Walton Beach

Sun 11/23

2:30 pm-11:55 pm

2 stops8h 25m

$366

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 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 typical price of a round-trip flight between Boston and Valparaiso, Florida?

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 $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 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 $312. 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 $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 Boston for as low as $330 on momondo.

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

There are 1 cabin classes 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.

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

As of August 2025, prices for Boston to Valparaiso, Florida flights are approximately 38% 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

Direct flights

None
There are no direct flights from Boston to Valparaiso, Florida. There are no popular flight routes from Boston to Valparaiso, Florida.
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  • 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 12m.

  • 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
702 reviews
Search Allegiant Air flights
DeltaPriceFrom $296Free CancellationRating
7.9
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $315Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $353Free CancellationRating
8.0
4,245 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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