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Cheap flights from Valparaiso, Florida to Boston from $50

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 4/10. 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
7:00 am - 1:40 pm
VPS
-
BOS
5h 40m
1 stop
Southwest Logo
5:00 am - 10:35 am
BOS
-
VPS
6h 35m
1 stop
$196Southwest
Wed, Feb 18 - Sat, Feb 28
American Airlines Logo
7:59 am - 2:57 pm
VPS
-
BOS
5h 58m
1 stop
American Airlines Logo
1:10 pm - 10:24 pm
BOS
-
VPS
10h 14m
2 stops
$221American Airlines
Wed, Feb 18 - Sat, Feb 28
American Airlines Logo
7:59 am - 3:17 pm
VPS
-
BOS
6h 18m
2 stops
American Airlines Logo
1:10 pm - 10:24 pm
BOS
-
VPS
10h 14m
2 stops
$226American Airlines
Wed, Feb 18 - Sat, Feb 28
American Airlines Logo
6:00 am - 2:49 pm
VPS
-
BOS
7h 49m
1 stop
American Airlines Logo
2:54 pm - 10:59 pm
BOS
-
VPS
9h 05m
1 stop
$228American Airlines
Tue, Jan 27 - Sat, Jan 31
American Airlines Logo
5:00 pm - 11:51 pm
VPS
-
BOS
5h 51m
1 stop
American Airlines Logo
12:07 pm - 9:00 pm
BOS
-
VPS
9h 53m
2 stops
$233American Airlines
Tue, Jan 27 - Sat, Jan 31
Delta Logo
6:00 am - 11:40 am
VPS
-
BOS
4h 40m
1 stop
Delta Logo
11:15 am - 6:19 pm
BOS
-
VPS
8h 04m
1 stop
$236Delta
Wed, Feb 18 - Tue, Feb 24
American Airlines Logo
6:00 am - 2:48 pm
VPS
-
BOS
7h 48m
2 stops
American Airlines Logo
11:05 am - 9:00 pm
BOS
-
VPS
10h 55m
2 stops
$238American Airlines
Tue, Jan 27 - Sat, Jan 31
American Airlines Logo
8:30 am - 5:01 pm
VPS
-
BOS
7h 31m
2 stops
American Airlines Logo
11:21 am - 4:30 pm
BOS
-
VPS
6h 09m
1 stop
$241American Airlines
Fri, Feb 6 - Sun, Feb 8
Delta Logo
7:05 pm - 1:06 am
VPS
-
BOS
5h 01m
1 stop
Delta Logo
5:40 am - 11:34 am
BOS
-
VPS
6h 54m
1 stop
$254Delta
Sun, Jul 12 - Tue, Jul 14
Southwest Logo
7:00 am - 1:40 pm
VPS
-
BOS
5h 40m
1 stop
Southwest Logo
5:20 am - 11:20 am
BOS
-
VPS
7h 00m
1 stop
$256Southwest
Wed, Feb 18 - Thu, Feb 26

Delta flights from Valparaiso, Florida to Boston

Our best Delta deals on Valparaiso, Florida to Boston flight tickets
Delta
Feb 18
VPS6:00 amValparaiso Destin-Ft Walton Beach
4h 40m
1 stop
BOS11:40 amBoston Logan Intl
Feb 24
BOS11:15 amBoston Logan Intl
8h 04m
1 stop
VPS6:19 pmValparaiso Destin-Ft Walton Beach
$236
Delta
Jul 12
VPS7:05 pmValparaiso Destin-Ft Walton Beach
5h 01m
1 stop
BOS1:06 amBoston Logan Intl
Jul 14
BOS5:40 amBoston Logan Intl
6h 54m
1 stop
VPS11:34 amValparaiso Destin-Ft Walton Beach
$254
Delta
Apr 3
VPS7:24 pmValparaiso Destin-Ft Walton Beach
4h 49m
1 stop
BOS1:13 amBoston Logan Intl
Apr 6
BOS6:50 pmBoston Logan Intl
5h 16m
1 stop
VPS11:06 pmValparaiso Destin-Ft Walton Beach
$297

JetBlue flights from Valparaiso, Florida to Boston

Our best JetBlue deals on Valparaiso, Florida to Boston flight tickets
JetBlue
May 29
VPS3:55 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:51 pmBoston Logan Intl
Jun 7
BOS12:40 pmBoston Logan Intl
3h 21m
VPS3:01 pmValparaiso Destin-Ft Walton Beach
$211
JetBlue
Jun 4
VPS3:55 pmValparaiso Destin-Ft Walton Beach
2h 56m
BOS7:51 pmBoston Logan Intl
Jun 7
BOS12:40 pmBoston Logan Intl
3h 21m
VPS3:01 pmValparaiso Destin-Ft Walton Beach
$251
JetBlue
Apr 3
VPS3:55 pmValparaiso Destin-Ft Walton Beach
2h 55m
BOS7:50 pmBoston Logan Intl
Apr 6
BOS12:40 pmBoston Logan Intl
3h 20m
VPS3:00 pmValparaiso Destin-Ft Walton Beach
$276

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 January 13, 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

Wed 2/18

7:00 am-1:40 pm

1 stop5h 40m

Boston Logan Intl

Sat 2/28

5:00 am-10:35 am

1 stop6h 35m

$196

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 2/18

7:59 am-2:57 pm

1 stop5h 58m

Boston Logan Intl

Sat 2/28

1:10 pm-10:24 pm

2 stops10h 14m

$221

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 2/18

7:59 am-3:17 pm

2 stops6h 18m

Boston Logan Intl

Sat 2/28

1:10 pm-10:24 pm

2 stops10h 14m

$226

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 1/27

6:00 am-2:49 pm

1 stop7h 49m

Boston Logan Intl

Sat 1/31

2:54 pm-10:59 pm

1 stop9h 05m

$228

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 1/27

5:00 pm-11:51 pm

1 stop5h 51m

Boston Logan Intl

Sat 1/31

12:07 pm-9:00 pm

2 stops9h 53m

$233

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 2/18

6:00 am-11:40 am

1 stop4h 40m

Boston Logan Intl

Tue 2/24

11:15 am-6:19 pm

1 stop8h 04m

$236

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 1/27

6:00 am-2:48 pm

2 stops7h 48m

Boston Logan Intl

Sat 1/31

11:05 am-9:00 pm

2 stops10h 55m

$238

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 2/6

8:30 am-5:01 pm

2 stops7h 31m

Boston Logan Intl

Sun 2/8

11:21 am-4:30 pm

1 stop6h 09m

$241

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sun 7/12

7:05 pm-1:06 am

1 stop5h 01m

Boston Logan Intl

Tue 7/14

5:40 am-11:34 am

1 stop6h 54m

$254

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Wed 2/18

7:00 am-1:40 pm

1 stop5h 40m

Boston Logan Intl

Thu 2/26

5:20 am-11:20 am

1 stop7h 00m

$256

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 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 $206.

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 Friday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Friday is $204.

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 afternoon is when there is more demand to fly to Boston, so prices are often more expensive at around $185 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 January 2026, prices for Valparaiso, Florida to Boston flights are approximately 23% 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

Fastest flight time

2h 55m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Boston

1 airport
The fastest flight from Valparaiso, Florida to Boston takes 2h 55m
Direct flights go from Valparaiso, Florida to Boston on Monday, Tuesday, Friday, Saturday and Sunday. The only airline offering direct flights is Allegiant Air.
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 55m 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
702 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $266Free CancellationRating
7.2
11,114 reviews
Search American Airlines flights
DeltaPriceFrom $289Free CancellationRating
7.9
8,038 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
Plymouth
Kennebunkport
South Yarmouth
Cambridge
Narragansett
Gloucester
Falmouth
Nashua
Laconia
Brockton
Sturbridge
Everett
Chatham
Concord

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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