Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Valparaiso, Florida to Boston from $143

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 9/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Valparaiso, Florida to Boston

Cheap round-trip flights

Allegiant Air Logo
7:22 pm - 9:43 amVPS-BOS
13h 21m1 stop
Allegiant Air Logo
11:07 am - 10:31 amBOS-VPS
24h 24m1 stop
$272Allegiant Air
Find Deal
Mon, Sep 22 - Sat, Sep 27
Logo
2:45 pm - 1:48 pmVPS-BOS
22h 03m2 stops
Logo
11:07 am - 10:31 amBOS-VPS
24h 24m1 stop
$280
Find Deal
Mon, Sep 22 - Sat, Sep 27
Logo
7:22 pm - 9:43 amVPS-BOS
13h 21m1 stop
Logo
6:00 am - 1:55 pmBOS-VPS
32h 55m2 stops
$292
Find Deal
Mon, Sep 22 - Thu, Sep 25
Logo
7:22 pm - 9:43 amVPS-BOS
13h 21m1 stop
Logo
6:10 am - 6:20 pmBOS-VPS
37h 10m2 stops
$304
Find Deal
Mon, Sep 22 - Mon, Sep 29
American Airlines Logo
12:59 pm - 8:12 pmVPS-BOS
6h 13m1 stop
American Airlines Logo
11:10 am - 3:45 pmBOS-VPS
5h 35m1 stop
$315American Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
American Airlines Logo
10:51 am - 4:38 pmVPS-BOS
4h 47m1 stop
American Airlines Logo
5:16 am - 12:01 pmBOS-VPS
7h 45m2 stops
$321American Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
Delta Logo
7:10 pm - 1:13 amVPS-BOS
5h 03m1 stop
Delta Logo
6:22 pm - 11:05 pmBOS-VPS
5h 43m1 stop
$345Delta
Find Deal
Fri, Oct 24 - Mon, Oct 27
Southwest Logo
4:15 pm - 11:25 pmVPS-BOS
6h 10m1 stop
Southwest Logo
5:00 am - 9:55 amBOS-VPS
5h 55m1 stop
$352Southwest
Find Deal
Thu, Oct 30 - Sun, Nov 2
Southwest Logo
2:30 pm - 11:55 pmVPS-BOS
8h 25m2 stops
Southwest Logo
5:00 am - 9:55 amBOS-VPS
5h 55m1 stop
$357Southwest
Find Deal
Thu, Oct 30 - Sun, Nov 2
Delta Logo
6:00 am - 12:32 pmVPS-BOS
5h 32m1 stop
Delta Logo
5:55 am - 1:11 pmBOS-VPS
8h 16m1 stop
$360Delta
Find Deal
Sat, Dec 27 - Thu, Jan 1

Delta flights from Valparaiso, Florida to Boston

Our best Delta deals on Valparaiso, Florida to Boston flight tickets
Delta
Oct 24
VPS7:10 pmValparaiso Destin-Ft Walton Beach
5h 03m
1 stop
BOS1:13 amBoston Logan Intl
Oct 27
BOS6:22 pmBoston Logan Intl
5h 43m
1 stop
VPS11:05 pmValparaiso Destin-Ft Walton Beach
$345
Find similar
Delta
Dec 27
VPS6:00 amValparaiso Destin-Ft Walton Beach
5h 32m
1 stop
BOS12:32 pmBoston Logan Intl
Jan 1
BOS5:55 amBoston Logan Intl
8h 16m
1 stop
VPS1:11 pmValparaiso Destin-Ft Walton Beach
$360
Find similar
Delta
Sep 22
VPS4:57 pmValparaiso Destin-Ft Walton Beach
7h 21m
1 stop
BOS1:18 amBoston Logan Intl
Sep 29
BOS5:35 amBoston Logan Intl
6h 01m
1 stop
VPS10:36 amValparaiso Destin-Ft Walton Beach
$444
Find similar

Southwest flights from Valparaiso, Florida to Boston

Our best Southwest deals on Valparaiso, Florida to Boston flight tickets
Southwest
Oct 30
VPS4:15 pmValparaiso Destin-Ft Walton Beach
6h 10m
1 stop
BOS11:25 pmBoston Logan Intl
Nov 2
BOS5:00 amBoston Logan Intl
5h 55m
1 stop
VPS9:55 amValparaiso Destin-Ft Walton Beach
$352
Find similar
Southwest
Oct 30
VPS2:30 pmValparaiso Destin-Ft Walton Beach
8h 25m
2 stops
BOS11:55 pmBoston Logan Intl
Nov 2
BOS5:00 amBoston Logan Intl
5h 55m
1 stop
VPS9:55 amValparaiso Destin-Ft Walton Beach
$357
Find similar
Southwest
Oct 30
VPS2:30 pmValparaiso Destin-Ft Walton Beach
8h 25m
2 stops
BOS11:55 pmBoston Logan Intl
Nov 2
BOS5:35 amBoston Logan Intl
9h 10m
2 stops
VPS1:45 pmValparaiso Destin-Ft Walton Beach
$362
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 9, 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

Mon 9/22

7:22 pm-9:43 am

1 stop13h 21m

Boston Logan Intl

Sat 9/27

11:07 am-10:31 am

1 stop24h 24m

$272

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 9/22

2:45 pm-1:48 pm

2 stops22h 03m

Boston Logan Intl

Sat 9/27

11:07 am-10:31 am

1 stop24h 24m

$280

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 9/22

7:22 pm-9:43 am

1 stop13h 21m

Boston Logan Intl

Thu 9/25

6:00 am-1:55 pm

2 stops32h 55m

$292

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Mon 9/22

7:22 pm-9:43 am

1 stop13h 21m

Boston Logan Intl

Mon 9/29

6:10 am-6:20 pm

2 stops37h 10m

$304

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 11/7

12:59 pm-8:12 pm

1 stop6h 13m

Boston Logan Intl

Mon 11/10

11:10 am-3:45 pm

1 stop5h 35m

$315

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 11/7

10:51 am-4:38 pm

1 stop4h 47m

Boston Logan Intl

Mon 11/10

5:16 am-12:01 pm

2 stops7h 45m

$321

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 10/24

7:10 pm-1:13 am

1 stop5h 03m

Boston Logan Intl

Mon 10/27

6:22 pm-11:05 pm

1 stop5h 43m

$345

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 10/30

4:15 pm-11:25 pm

1 stop6h 10m

Boston Logan Intl

Sun 11/2

5:00 am-9:55 am

1 stop5h 55m

$352

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 10/30

2:30 pm-11:55 pm

2 stops8h 25m

Boston Logan Intl

Sun 11/2

5:00 am-9:55 am

1 stop5h 55m

$357

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 12/27

6:00 am-12:32 pm

1 stop5h 32m

Boston Logan Intl

Thu 1/1

5:55 am-1:11 pm

1 stop8h 16m

$360

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $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

How far in advance should I book a flight to Boston?

You are more likely to see cheaper flights to Boston from Valparaiso, Florida when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $406 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Valparaiso, Florida for as low as $301 on momondo.

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 14% 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.
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 4h 43m 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 $283Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $301Free CancellationRating
7.9
7,965 reviews
Search Delta flights
SouthwestPriceFrom $324Free CancellationRating
8.0
4,250 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
Brockton
Gloucester
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.

An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 10/9
Thu 10/16
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States