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Cheap flights from Valparaiso, Florida to Boston from $147

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Valparaiso, Florida to Boston departing on 10/22. 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 Valparaiso, Florida to Boston

Cheap round-trip flights

American Airlines Logo
7:39 am - 3:24 pmVPS-BOS
6h 45m1 stop
American Airlines Logo
5:53 am - 12:23 pmBOS-VPS
7h 30m1 stop
$327American Airlines
Find Deal
Thu, Jan 1 - Mon, Jan 5
American Airlines Logo
7:39 am - 3:24 pmVPS-BOS
6h 45m1 stop
American Airlines Logo
1:22 pm - 9:32 pmBOS-VPS
9h 10m2 stops
$332American Airlines
Find Deal
Thu, Jan 1 - Mon, Jan 5
Delta Logo
5:00 pm - 1:13 amVPS-BOS
7h 13m1 stop
Delta Logo
6:25 pm - 11:04 pmBOS-VPS
5h 39m1 stop
$335Delta
Find Deal
Fri, Nov 7 - Mon, Nov 10
American Airlines Logo
7:39 am - 2:35 pmVPS-BOS
5h 56m2 stops
American Airlines Logo
1:22 pm - 9:32 pmBOS-VPS
9h 10m2 stops
$337American Airlines
Find Deal
Thu, Jan 1 - Mon, Jan 5
Southwest Logo
12:00 pm - 10:40 pmVPS-BOS
9h 40m2 stops
Southwest Logo
5:05 am - 10:55 amBOS-VPS
6h 50m1 stop
$396Southwest
Find Deal
Wed, Nov 26 - Sat, Nov 29
Delta Logo
7:45 am - 3:04 pmVPS-BOS
6h 19m1 stop
Delta Logo
6:40 pm - 11:08 pmBOS-VPS
5h 28m1 stop
$405Delta
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Tue, Mar 10 - Wed, Mar 11
Multiple Airlines Logo
6:30 am - 9:00 amVPS-BOS
25h 30m2 stops
Multiple Airlines Logo
12:01 pm - 5:34 pmBOS-VPS
6h 33m1 stop
$415Multiple Airlines
Find Deal
Sun, Oct 5 - Wed, Oct 8
Southwest Logo
12:00 pm - 10:40 pmVPS-BOS
9h 40m2 stops
Southwest Logo
5:05 am - 1:10 pmBOS-VPS
9h 05m2 stops
$421Southwest
Find Deal
Wed, Nov 26 - Sat, Nov 29
Sun Country Air Logo
4:56 pm - 11:35 amVPS-BOS
17h 39m1 stop
Sun Country Air Logo
9:00 am - 9:32 amBOS-VPS
25h 32m1 stop
$474Sun Country Air
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Sun, Nov 16 - Wed, Nov 19
Multiple Airlines Logo
6:01 pm - 9:35 amVPS-BOS
14h 34m1 stop
Multiple Airlines Logo
8:24 pm - 12:48 pmBOS-VPS
17h 24m2 stops
$488Multiple Airlines
Find Deal
Thu, Oct 9 - Mon, Oct 13

American Airlines flights from Valparaiso, Florida to Boston

Our best American Airlines deals on Valparaiso, Florida to Boston flight tickets
American Airlines
Jan 1
VPS7:39 amValparaiso Destin-Ft Walton Beach
6h 45m
1 stop
BOS3:24 pmBoston Logan Intl
Jan 5
BOS5:53 amBoston Logan Intl
7h 30m
1 stop
VPS12:23 pmValparaiso Destin-Ft Walton Beach
$327
Find similar
American Airlines
Jan 1
VPS7:39 amValparaiso Destin-Ft Walton Beach
6h 45m
1 stop
BOS3:24 pmBoston Logan Intl
Jan 5
BOS1:22 pmBoston Logan Intl
9h 10m
2 stops
VPS9:32 pmValparaiso Destin-Ft Walton Beach
$332
Find similar
American Airlines
Jan 1
VPS7:39 amValparaiso Destin-Ft Walton Beach
5h 56m
2 stops
BOS2:35 pmBoston Logan Intl
Jan 5
BOS1:22 pmBoston Logan Intl
9h 10m
2 stops
VPS9:32 pmValparaiso Destin-Ft Walton Beach
$337
Find similar

Delta flights from Valparaiso, Florida to Boston

Our best Delta deals on Valparaiso, Florida to Boston flight tickets
Delta
Nov 7
VPS5:00 pmValparaiso Destin-Ft Walton Beach
7h 13m
1 stop
BOS1:13 amBoston Logan Intl
Nov 10
BOS6:25 pmBoston Logan Intl
5h 39m
1 stop
VPS11:04 pmValparaiso Destin-Ft Walton Beach
$335
Find similar
Delta
Mar 10
VPS7:45 amValparaiso Destin-Ft Walton Beach
6h 19m
1 stop
BOS3:04 pmBoston Logan Intl
Mar 11
BOS6:40 pmBoston Logan Intl
5h 28m
1 stop
VPS11:08 pmValparaiso Destin-Ft Walton Beach
$405
Find similar
Delta
Oct 3
VPS11:41 amValparaiso Destin-Ft Walton Beach
4h 59m
1 stop
BOS5:40 pmBoston Logan Intl
Oct 5
BOS6:50 amBoston Logan Intl
4h 46m
1 stop
VPS10:36 amValparaiso Destin-Ft Walton Beach
$448
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Valparaiso, Florida to Boston 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 September 17, 2025.
Use the filters below to find and compare flights from Valparaiso, Florida to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 1/1

7:39 am-3:24 pm

1 stop6h 45m

Boston Logan Intl

Mon 1/5

5:53 am-12:23 pm

1 stop7h 30m

$327

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 1/1

7:39 am-3:24 pm

1 stop6h 45m

Boston Logan Intl

Mon 1/5

1:22 pm-9:32 pm

2 stops9h 10m

$332

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 11/7

5:00 pm-1:13 am

1 stop7h 13m

Boston Logan Intl

Mon 11/10

6:25 pm-11:04 pm

1 stop5h 39m

$335

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 1/1

7:39 am-2:35 pm

2 stops5h 56m

Boston Logan Intl

Mon 1/5

1:22 pm-9:32 pm

2 stops9h 10m

$337

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 11/26

12:00 pm-10:40 pm

2 stops9h 40m

Boston Logan Intl

Sat 11/29

5:05 am-10:55 am

1 stop6h 50m

$396

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 3/10

7:45 am-3:04 pm

1 stop6h 19m

Boston Logan Intl

Wed 3/11

6:40 pm-11:08 pm

1 stop5h 28m

$405

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 10/5

6:30 am-9:00 am

2 stops25h 30m

Boston Logan Intl

Wed 10/8

12:01 pm-5:34 pm

1 stop6h 33m

$415

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 11/26

12:00 pm-10:40 pm

2 stops9h 40m

Boston Logan Intl

Sat 11/29

5:05 am-1:10 pm

2 stops9h 05m

$421

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 11/16

4:56 pm-11:35 am

1 stop17h 39m

Boston Logan Intl

Wed 11/19

9:00 am-9:32 am

1 stop25h 32m

$474

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 10/9

6:01 pm-9:35 am

1 stop14h 34m

Boston Logan Intl

Mon 10/13

8:24 pm-12:48 pm

2 stops17h 24m

$488

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Valparaiso, Florida to Boston

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 Valparaiso, Florida and Boston?

What is the cheapest month to fly to Boston?

In general, March is the cheapest month to fly from Valparaiso, Florida to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $82. If you aren’t able to travel during the month of March, then book flights to Boston from Valparaiso, Florida during April instead. Flights to Boston in April, while not as cheap as those in March, still average around $212.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Valparaiso, Florida to Boston is on a Monday when prices can be found for as low as $146. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Saturday is $208.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the morning. momondo users have found flights departing from Valparaiso, Florida to Boston in the morning for as low as $162. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the evening is when there is more demand to fly to Boston, so prices are often more expensive at around $692 per ticket.

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

Fly from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl for the best Valparaiso Destin-Ft Walton Beach - Boston Logan Intl flight prices

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

There is only 1 cabin class available to choose from on Valparaiso Destin-Ft Walton Beach to Boston Logan Intl 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 Valparaiso, Florida to Boston flights?

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

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

As of September 2025, prices for Valparaiso, Florida to Boston flights are approximately 26% more expensive when compared to flights at the same time last year.

When to book flights from Valparaiso, Florida to Boston

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

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

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

Direct flights

None
There are no direct flights from Valparaiso, Florida to Boston. There are no popular flight routes from Valparaiso, Florida to Boston.
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  • How far is Valparaiso Destin-Ft Walton Beach to Boston Logan Intl by plane?

    A flight from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl will travel around 1182.0 mi. Typically, this will take 4h 59m by plane in normal conditions.

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

    Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Boston Logan Intl Airport were last updated today.

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

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

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The necessary travel and health documents for your Boston Logan Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

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

Best airlines flying from Valparaiso, Florida to Boston

Compare and see reviews for airlines that fly from Valparaiso, Florida to Boston with momondo
Airline
Rating
Free Cancellation
Price
Allegiant AirPriceFrom $82Free CancellationRating
7.2
699 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $283Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $289Free CancellationRating
7.9
7,961 reviews
Search Delta flights
SouthwestPriceFrom $324Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
York Beach
Plymouth
Kennebunkport
Cambridge
South Yarmouth
Narragansett
Nashua
Gloucester
Brockton
Laconia
Falmouth
Concord
Everett
Wells
Chatham

Why use momondo?

Why should I use momondo to find a flight deal from Valparaiso to Boston?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Boston from Valparaiso.

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

Flights from Valparaiso to Boston with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Boston from Valparaiso.

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

Of course. momondo tracks the price of Valparaiso to Boston 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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