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Cheap flights from Valparaiso, Florida to Boston from $102

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 3/2. 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.
Southwest Logo
12:35 pm - 6:15 pmVPS-BOS
4h 40m1 stop
Southwest Logo
7:35 am - 1:10 pmBOS-VPS
6h 35m1 stop
$171Southwest
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Fri, May 1 - Tue, May 5
Southwest Logo
12:35 pm - 6:15 pmVPS-BOS
4h 40m1 stop
Southwest Logo
11:40 am - 9:00 pmBOS-VPS
10h 20m2 stops
$177Southwest
Find Deal
Fri, May 1 - Tue, May 5
JetBlue Logo
3:59 pm - 7:55 pmVPS-BOS
2h 56mnonstop
JetBlue Logo
12:40 pm - 3:01 pmBOS-VPS
3h 21mnonstop
$186JetBlue
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Sun, Mar 29 - Thu, Apr 2
Delta Logo
5:00 pm - 10:35 pmVPS-BOS
4h 35m1 stop
Delta Logo
8:00 am - 12:57 pmBOS-VPS
5h 57m1 stop
$215Delta
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Tue, Mar 31 - Tue, Apr 7
American Airlines Logo
5:00 pm - 11:54 pmVPS-BOS
5h 54m1 stop
American Airlines Logo
8:00 am - 4:30 pmBOS-VPS
9h 30m2 stops
$221American Airlines
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Fri, Jan 23 - Mon, Jan 26
American Airlines Logo
5:04 pm - 10:23 pmVPS-BOS
4h 19m1 stop
American Airlines Logo
5:06 pm - 9:06 pmBOS-VPS
5h 00m1 stop
$237American Airlines
Find Deal
Tue, Mar 31 - Tue, Apr 7
Delta Logo
9:29 am - 6:14 pmVPS-BOS
7h 45m1 stop
Delta Logo
5:13 pm - 11:12 pmBOS-VPS
6h 59m1 stop
$245Delta
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Thu, Dec 11 - Mon, Dec 15
Delta Logo
5:00 pm - 10:35 pmVPS-BOS
4h 35m1 stop
Delta Logo
8:00 am - 3:11 pmBOS-VPS
8h 11m1 stop
$256Delta
Find Deal
Tue, Mar 31 - Wed, Apr 1
American Airlines Logo
8:30 am - 4:53 pmVPS-BOS
7h 23m2 stops
American Airlines Logo
12:56 pm - 9:00 pmBOS-VPS
9h 04m2 stops
$272American Airlines
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Fri, Jan 23 - Mon, Jan 26
Delta Logo
7:20 pm - 1:27 amVPS-BOS
5h 07m1 stop
Delta Logo
6:45 am - 11:06 amBOS-VPS
5h 21m1 stop
$275Delta
Find Deal
Sun, Dec 7 - Thu, Dec 11

Southwest flights from Valparaiso, Florida to Boston

Our best Southwest deals on Valparaiso, Florida to Boston flight tickets
Southwest
May 1
VPS12:35 pmValparaiso Destin-Ft Walton Beach
4h 40m
1 stop
BOS6:15 pmBoston Logan Intl
May 5
BOS7:35 amBoston Logan Intl
6h 35m
1 stop
VPS1:10 pmValparaiso Destin-Ft Walton Beach
$171
Find similar
Southwest
May 1
VPS12:35 pmValparaiso Destin-Ft Walton Beach
4h 40m
1 stop
BOS6:15 pmBoston Logan Intl
May 5
BOS11:40 amBoston Logan Intl
10h 20m
2 stops
VPS9:00 pmValparaiso Destin-Ft Walton Beach
$177
Find similar
Southwest
Mar 30
VPS12:35 pmValparaiso Destin-Ft Walton Beach
11h 10m
1 stop
BOS12:45 amBoston Logan Intl
Apr 4
BOS5:35 amBoston Logan Intl
5h 55m
1 stop
VPS10:30 amValparaiso Destin-Ft Walton Beach
$276
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JetBlue flights from Valparaiso, Florida to Boston

Our best JetBlue deals on Valparaiso, Florida to Boston flight tickets
JetBlue
Mar 29
VPS3:59 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:55 pmBoston Logan Intl
Apr 2
BOS12:40 pmBoston Logan Intl
3h 21m
VPS3:01 pmValparaiso Destin-Ft Walton Beach
$186
Find similar
JetBlue
Mar 29
VPS3:59 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:55 pmBoston Logan Intl
Apr 5
BOS12:40 pmBoston Logan Intl
3h 21m
VPS3:01 pmValparaiso Destin-Ft Walton Beach
$296
Find similar
JetBlue
Mar 30
VPS3:59 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:55 pmBoston Logan Intl
Apr 2
BOS12:40 pmBoston Logan Intl
3h 21m
VPS3:01 pmValparaiso Destin-Ft Walton Beach
$381
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 November 23, 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

Fri 5/1

12:35 pm-6:15 pm

1 stop4h 40m

Boston Logan Intl

Tue 5/5

7:35 am-1:10 pm

1 stop6h 35m

$171

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 5/1

12:35 pm-6:15 pm

1 stop4h 40m

Boston Logan Intl

Tue 5/5

11:40 am-9:00 pm

2 stops10h 20m

$177

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 3/29

3:59 pm-7:55 pm

Nonstop2h 56m

Boston Logan Intl

Thu 4/2

12:40 pm-3:01 pm

Nonstop3h 21m

$186

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 3/31

5:00 pm-10:35 pm

1 stop4h 35m

Boston Logan Intl

Tue 4/7

8:00 am-12:57 pm

1 stop5h 57m

$215

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 1/23

5:00 pm-11:54 pm

1 stop5h 54m

Boston Logan Intl

Mon 1/26

8:00 am-4:30 pm

2 stops9h 30m

$221

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 3/31

5:04 pm-10:23 pm

1 stop4h 19m

Boston Logan Intl

Tue 4/7

5:06 pm-9:06 pm

1 stop5h 00m

$237

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 12/11

9:29 am-6:14 pm

1 stop7h 45m

Boston Logan Intl

Mon 12/15

5:13 pm-11:12 pm

1 stop6h 59m

$245

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 3/31

5:00 pm-10:35 pm

1 stop4h 35m

Boston Logan Intl

Wed 4/1

8:00 am-3:11 pm

1 stop8h 11m

$256

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 1/23

8:30 am-4:53 pm

2 stops7h 23m

Boston Logan Intl

Mon 1/26

12:56 pm-9:00 pm

2 stops9h 04m

$272

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 12/7

7:20 pm-1:27 am

1 stop5h 07m

Boston Logan Intl

Thu 12/11

6:45 am-11:06 am

1 stop5h 21m

$275

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 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 $165. 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 November 2025, prices for Valparaiso, Florida to Boston flights are approximately 83% 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

Fastest flight time

2h 56m

Direct flights

Mon, Tue and Sat

Airports in Boston

1 airport
The fastest flight from Valparaiso, Florida to Boston takes 2h 56m
Direct flights go from Valparaiso, Florida to Boston on Monday, Tuesday and Saturday. There are no airlines offering direct flights.
There is 1 airport near Boston: 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
7.2
701 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $283Free CancellationRating
7.2
11,046 reviews
Search American Airlines flights
DeltaPriceFrom $289Free CancellationRating
7.9
7,999 reviews
Search Delta flights
SouthwestPriceFrom $330Free CancellationRating
8.0
4,251 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
Falmouth
Laconia
Brockton
Concord
Everett
Sturbridge
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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