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Cheap flights from Valparaiso, Florida to Boston from $42

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 5/30. 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

Enter your travel dates to find the best prices.
Allegiant Air Logo
8:00 am - 11:58 am
VPS
-
BOS
2h 58mnonstop
Allegiant Air Logo
12:48 pm - 2:58 pm
BOS
-
VPS
3h 10mnonstop
$89Allegiant Air
Mon, Apr 20 - Mon, Apr 27
Allegiant Air Logo
7:30 am - 11:28 am
VPS
-
BOS
2h 58mnonstop
Allegiant Air Logo
12:48 pm - 2:58 pm
BOS
-
VPS
3h 10mnonstop
$102Allegiant Air
Sat, Apr 18 - Mon, May 4
Allegiant Air Logo
8:00 am - 11:58 am
VPS
-
BOS
2h 58mnonstop
Allegiant Air Logo
12:48 pm - 3:01 pm
BOS
-
VPS
3h 13mnonstop
$111Allegiant Air
Fri, Apr 3 - Mon, Apr 6
Allegiant Air Logo
8:00 am - 11:58 am
VPS
-
BOS
2h 58mnonstop
Allegiant Air Logo
12:48 pm - 3:01 pm
BOS
-
VPS
3h 13mnonstop
$112Allegiant Air
Fri, Apr 3 - Mon, Apr 6
Allegiant Air Logo
7:30 am - 11:28 am
VPS
-
BOS
2h 58mnonstop
Allegiant Air Logo
12:48 pm - 2:58 pm
BOS
-
VPS
3h 10mnonstop
$175Allegiant Air
Sat, Apr 18 - Fri, May 8
JetBlue Logo
3:59 pm - 7:55 pm
VPS
-
BOS
2h 56mnonstop
JetBlue Logo
12:39 pm - 3:00 pm
BOS
-
VPS
3h 21mnonstop
$176JetBlue
Thu, Mar 19 - Sun, Mar 29
JetBlue Logo
3:59 pm - 7:55 pm
VPS
-
BOS
2h 56mnonstop
JetBlue Logo
12:39 pm - 3:00 pm
BOS
-
VPS
3h 21mnonstop
$201JetBlue
Fri, Mar 20 - Sun, Mar 29
American Airlines Logo
4:40 pm - 10:40 pm
VPS
-
BOS
5h 00m
1 stop
American Airlines Logo
9:25 am - 3:55 pm
BOS
-
VPS
7h 30m
1 stop
$205American Airlines
Thu, Mar 5 - Mon, Mar 9
JetBlue Logo
9:59 am - 5:08 pm
VPS
-
BOS
6h 09m
1 stop
JetBlue Logo
12:38 pm - 2:59 pm
BOS
-
VPS
3h 21mnonstop
$209JetBlue
Thu, Mar 19 - Mon, Mar 23
JetBlue Logo
3:59 pm - 7:55 pm
VPS
-
BOS
2h 56mnonstop
JetBlue Logo
12:38 pm - 2:59 pm
BOS
-
VPS
3h 21mnonstop
$211JetBlue
Thu, Mar 12 - Mon, Mar 16

Southwest flights from Valparaiso, Florida to Boston

Our best Southwest deals on Valparaiso, Florida to Boston flight tickets
Southwest
Apr 15
VPS12:30 pmValparaiso Destin-Ft Walton Beach
9h 10m
2 stops
BOS10:40 pmBoston Logan Intl
Apr 20
BOS3:50 pmBoston Logan Intl
6h 15m
1 stop
VPS9:05 pmValparaiso Destin-Ft Walton Beach
$303
Southwest
Mar 5
VPS7:20 amValparaiso Destin-Ft Walton Beach
10h 25m
2 stops
BOS6:45 pmBoston Logan Intl
Mar 9
BOS11:50 amBoston Logan Intl
10h 15m
2 stops
VPS9:05 pmValparaiso Destin-Ft Walton Beach
$386

JetBlue flights from Valparaiso, Florida to Boston

Our best JetBlue deals on Valparaiso, Florida to Boston flight tickets
JetBlue
Mar 19
VPS3:59 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:55 pmBoston Logan Intl
Mar 29
BOS12:39 pmBoston Logan Intl
3h 21m
VPS3:00 pmValparaiso Destin-Ft Walton Beach
$176
JetBlue
Mar 20
VPS3:59 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:55 pmBoston Logan Intl
Mar 29
BOS12:39 pmBoston Logan Intl
3h 21m
VPS3:00 pmValparaiso Destin-Ft Walton Beach
$201
JetBlue
Mar 19
VPS9:59 amValparaiso Destin-Ft Walton Beach
6h 09m
1 stop
BOS5:08 pmBoston Logan Intl
Mar 23
BOS12:38 pmBoston Logan Intl
3h 21m
VPS2:59 pmValparaiso Destin-Ft Walton Beach
$209

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 February 21, 2026.
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

Mon 4/20

8:00 am-11:58 am

Nonstop2h 58m

Boston Logan Intl

Mon 4/27

12:48 pm-2:58 pm

Nonstop3h 10m

$89

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 4/18

7:30 am-11:28 am

Nonstop2h 58m

Boston Logan Intl

Mon 5/4

12:48 pm-2:58 pm

Nonstop3h 10m

$102

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 4/3

8:00 am-11:58 am

Nonstop2h 58m

Boston Logan Intl

Mon 4/6

12:48 pm-3:01 pm

Nonstop3h 13m

$111

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 4/3

8:00 am-11:58 am

Nonstop2h 58m

Boston Logan Intl

Mon 4/6

12:48 pm-3:01 pm

Nonstop3h 13m

$112

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 4/18

7:30 am-11:28 am

Nonstop2h 58m

Boston Logan Intl

Fri 5/8

12:48 pm-2:58 pm

Nonstop3h 10m

$175

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 3/19

3:59 pm-7:55 pm

Nonstop2h 56m

Boston Logan Intl

Sun 3/29

12:39 pm-3:00 pm

Nonstop3h 21m

$176

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 3/20

3:59 pm-7:55 pm

Nonstop2h 56m

Boston Logan Intl

Sun 3/29

12:39 pm-3:00 pm

Nonstop3h 21m

$201

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 3/5

4:40 pm-10:40 pm

1 stop5h 00m

Boston Logan Intl

Mon 3/9

9:25 am-3:55 pm

1 stop7h 30m

$205

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 3/19

9:59 am-5:08 pm

1 stop6h 09m

Boston Logan Intl

Mon 3/23

12:38 pm-2:59 pm

Nonstop3h 21m

$209

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 3/12

3:59 pm-7:55 pm

Nonstop2h 56m

Boston Logan Intl

Mon 3/16

12:38 pm-2:59 pm

Nonstop3h 21m

$211

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 Boston from

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, February 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 $192. If you aren’t able to travel during the month of February, then book flights to Boston from Valparaiso, Florida during April instead. Flights to Boston in April, while not as cheap as those in February, still average around $204.

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 Thursday when prices can be found for as low as $104. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $720.

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 $142. 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 afternoon is when there is more demand to fly to Boston, so prices are often more expensive at around $257 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 are 2 cabin classes 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 February 2026, prices for Valparaiso, Florida to Boston flights are approximately 20% cheaper 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

Best Price Found

$78

Fastest flight time

2h 56m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Boston

1 airport
The best one-way flight to Boston from Valparaiso, Florida in the past 72 hours is $78. The best round-trip flight deal from Valparaiso, Florida to Boston found on momondo in the last 72 hours is $152.
The fastest flight from Valparaiso, Florida to Boston takes 2h 56m
Direct flights go from Valparaiso, Florida to Boston on Monday, Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Boston. From Valparaiso, Florida there are direct flights to Boston Logan Intl (BOS).
Search flight deals

  • 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 2h 56m 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
7.3
711 reviews
Search Allegiant Air flights
JetBluePriceFrom $149Free CancellationRating
7.2
2,898 reviews
Search JetBlue flights
American AirlinesPriceFrom $192Free CancellationRating
7.2
11,334 reviews
Search American Airlines flights
DeltaPriceFrom $200Free CancellationRating
7.9
8,228 reviews
Search Delta 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
Kennebunkport
Plymouth
Cambridge
South Yarmouth
Narragansett
Gloucester
Falmouth
Brockton
Nashua
Laconia
Warwick
Chatham
Sturbridge
Everett

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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