What airlines fly to Massachusetts?

American Airlines, Delta and Spirit Airlines are the top three most popular airlines that fly to Massachusetts from Valparaiso, Florida according to our data. American Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 5 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Valparaiso Destin-Ft Walton Beach to Massachusetts?

American Airlines, Delta, and Southwest are the most popular carriers operating from Valparaiso Destin-Ft Walton Beach to Massachusetts

When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?

Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts are updated daily.

How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?

The number of operators available for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts is 4 as of October 2025.

How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts.

What documentation or ID do you need to fly to Massachusetts?

The travel and health documents you'll need for your trip to Massachusetts may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Massachusetts. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$162 Cheap Flights from Valparaiso to Massachusetts in 2025/26

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Find the cheapest flights from Valparaiso, Florida to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:39 am - 3:24 pmVPS-BOS

6h 45m1 stop

10:55 am - 3:52 pmBOS-VPS

5h 57m1 stop

$365American Airlines

Find Deal

Thu, Dec 18 - Mon, Dec 29

7:10 am - 1:05 pmVPS-BOS

4h 55m1 stop

9:25 am - 9:10 pmBOS-VPS

12h 45m2 stops

$376Southwest

Find Deal

Thu, Dec 18 - Mon, Dec 29

12:53 pm - 7:18 pmVPS-BOS

5h 25m1 stop

9:30 am - 3:52 pmBOS-VPS

7h 22m1 stop

$385American Airlines

Find Deal

Thu, Dec 18 - Mon, Dec 29

10:40 am - 11:15 pmVPS-BOS

11h 35m2 stops

9:25 am - 9:10 pmBOS-VPS

12h 45m2 stops

$387Southwest

Find Deal

Thu, Dec 18 - Mon, Dec 29

11:00 am - 8:28 amVPS-BOS

20h 28m2 stops

10:21 am - 1:58 pmBOS-VPS

28h 37m1 stop

$397Multiple Airlines

Find Deal

Fri, Nov 14 - Sun, Nov 16

4:20 pm - 11:36 pmVPS-ALB

6h 16m1 stop

6:00 am - 11:16 amALB-VPS

6h 16m1 stop

$405Delta

Find Deal

Tue, Mar 17 - Wed, Mar 18

7:45 am - 2:28 pmVPS-BOS

5h 43m1 stop

1:55 pm - 8:43 pmBOS-VPS

7h 48m1 stop

$405Delta

Find Deal

Tue, Mar 31 - Wed, Apr 1

1:40 pm - 9:16 pmVPS-BDL

6h 36m1 stop

5:05 pm - 11:08 pmBDL-VPS

7h 03m1 stop

$405Delta

Find Deal

Tue, Mar 31 - Wed, Apr 1

7:45 am - 4:12 pmVPS-ALB

7h 27m2 stops

6:30 pm - 11:08 pmALB-VPS

5h 38m1 stop

$411Delta

Find Deal

Tue, Mar 17 - Wed, Mar 18

5:45 pm - 1:00 amVPS-BOS

6h 15m1 stop

5:05 am - 10:55 amBOS-VPS

6h 50m1 stop

$411Southwest

Find Deal

Sat, Nov 22 - Sat, Nov 29

American Airlines flights from Valparaiso, Florida to Massachusetts

Our best American Airlines deals on Valparaiso, Florida to Massachusetts flight tickets

American Airlines

Dec 18

VPS7:39 amValparaiso Destin-Ft Walton Beach

6h 45m

1 stop

BOS3:24 pmBoston Logan Intl

Dec 29

BOS10:55 amBoston Logan Intl

5h 57m

1 stop

VPS3:52 pmValparaiso Destin-Ft Walton Beach

$365

Find similar

American Airlines

Dec 18

VPS12:53 pmValparaiso Destin-Ft Walton Beach

5h 25m

1 stop

BOS7:18 pmBoston Logan Intl

Dec 29

BOS9:30 amBoston Logan Intl

7h 22m

1 stop

VPS3:52 pmValparaiso Destin-Ft Walton Beach

$385

Find similar

American Airlines

Nov 26

VPS4:40 pmValparaiso Destin-Ft Walton Beach

5h 16m

1 stop

BOS10:56 pmBoston Logan Intl

Nov 29

BOS5:25 amBoston Logan Intl

7h 49m

1 stop

VPS12:14 pmValparaiso Destin-Ft Walton Beach

$430

Find similar

Southwest flights from Valparaiso, Florida to Massachusetts

Our best Southwest deals on Valparaiso, Florida to Massachusetts flight tickets

Southwest

Dec 18

VPS7:10 amValparaiso Destin-Ft Walton Beach

4h 55m

1 stop

BOS1:05 pmBoston Logan Intl

Dec 29

BOS9:25 amBoston Logan Intl

12h 45m

2 stops

VPS9:10 pmValparaiso Destin-Ft Walton Beach

$376

Find similar

Southwest

Dec 18

VPS10:40 amValparaiso Destin-Ft Walton Beach

11h 35m

2 stops

BOS11:15 pmBoston Logan Intl

Dec 29

BOS9:25 amBoston Logan Intl

12h 45m

2 stops

VPS9:10 pmValparaiso Destin-Ft Walton Beach

$387

Find similar

Southwest

Nov 22

VPS5:45 pmValparaiso Destin-Ft Walton Beach

6h 15m

1 stop

BOS1:00 amBoston Logan Intl

Nov 29

BOS5:05 amBoston Logan Intl

6h 50m

1 stop

VPS10:55 amValparaiso Destin-Ft Walton Beach

$411

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Valparaiso, Florida to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 12/18

7:39 am-3:24 pm

1 stop6h 45m

Boston Logan Intl

Mon 12/29

10:55 am-3:52 pm

1 stop5h 57m

$365

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 12/18

7:10 am-1:05 pm

1 stop4h 55m

Boston Logan Intl

Mon 12/29

9:25 am-9:10 pm

2 stops12h 45m

$376

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 12/18

12:53 pm-7:18 pm

1 stop5h 25m

Boston Logan Intl

Mon 12/29

9:30 am-3:52 pm

1 stop7h 22m

$385

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Thu 12/18

10:40 am-11:15 pm

2 stops11h 35m

Boston Logan Intl

Mon 12/29

9:25 am-9:10 pm

2 stops12h 45m

$387

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Fri 11/14

11:00 am-8:28 am

2 stops20h 28m

Boston Logan Intl

Sun 11/16

10:21 am-1:58 pm

1 stop28h 37m

$397

ValparaisoAlbany

VPS - ALB

VPSALB

Valparaiso Destin-Ft Walton Beach

Tue 3/17

4:20 pm-11:36 pm

1 stop6h 16m

Albany Intl

Wed 3/18

6:00 am-11:16 am

1 stop6h 16m

$405

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Tue 3/31

7:45 am-2:28 pm

1 stop5h 43m

Boston Logan Intl

Wed 4/1

1:55 pm-8:43 pm

1 stop7h 48m

$405

ValparaisoHartford

VPS - BDL

VPSBDL

Valparaiso Destin-Ft Walton Beach

Tue 3/31

1:40 pm-9:16 pm

1 stop6h 36m

Hartford Bradley Intl

Wed 4/1

5:05 pm-11:08 pm

1 stop7h 03m

$405

ValparaisoAlbany

VPS - ALB

VPSALB

Valparaiso Destin-Ft Walton Beach

Tue 3/17

7:45 am-4:12 pm

2 stops7h 27m

Albany Intl

Wed 3/18

6:30 pm-11:08 pm

1 stop5h 38m

$411

ValparaisoBoston

VPS - BOS

VPSBOS

Valparaiso Destin-Ft Walton Beach

Sat 11/22

5:45 pm-1:00 am

1 stop6h 15m

Boston Logan Intl

Sat 11/29

5:05 am-10:55 am

1 stop6h 50m

$411

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Valparaiso, Florida to Massachusetts

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

Prices

Airlines

What is the cheapest month to fly to Massachusetts?

In general, March is the cheapest month to fly from Valparaiso, Florida to Massachusetts. 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 to Massachusetts during the month of March, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $212.

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

According to our data, Monday is the cheapest day to fly to Massachusetts from Valparaiso, Florida. The lowest ticket price found for a Monday departure recently was $146. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Valparaiso, Florida because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $208.

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

Our data shows that the cheapest Valparaiso, Florida to Massachusetts flights are usually those with departure times in the morning. Our users have found flights to Massachusetts in the morning for as low as $165. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $692 on average. Flights to Massachusetts from Valparaiso, Florida in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Valparaiso Destin-Ft Walton Beach to Massachusetts flight route?

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

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

There is only 1 cabin class available to choose from on Valparaiso Destin-Ft Walton Beach to Massachusetts 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 Massachusetts flights?

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

Cheap Valparaiso, Florida to Massachusetts flight deals and tips

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

Direct flights	None

There are no direct flights from Valparaiso, Florida to Massachusetts. There are no popular flight routes from Valparaiso, Florida to Massachusetts.

Search flight deals

When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?
Prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts are updated daily.
How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?
The number of operators available for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts is 4 as of October 2025.
How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts.
What documentation or ID do you need to fly to Massachusetts?
The travel and health documents you'll need for your trip to Massachusetts may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Massachusetts. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Valparaiso, Florida to Massachusetts?
momondo data reveals that the most frequently booked plane model on the route from Valparaiso, Florida to Massachusetts is Airbus A321-100/200, representing 20.00% of all bookings. The subsequent popular models are Airbus A318/A319/A320/A321 at 20.00%, Airbus A319 at 20.00%, and Embraer 175 at 20.00%.

Best airlines flying from Valparaiso, Florida to Massachusetts

Compare and see reviews for airlines that fly from Valparaiso, Florida to Massachusetts with momondo

Airline	Rating	Free Cancellation	Price
Allegiant Air	PriceFrom $82	Free Cancellation	Rating 7.2 695 reviews	Search Allegiant Air flights
American Airlines	PriceFrom $283	Free Cancellation	Rating 7.2 11,031 reviews	Search American Airlines flights
Delta	PriceFrom $289	Free Cancellation	Rating 7.9 7,996 reviews	Search Delta flights
Southwest	PriceFrom $330	Free Cancellation	Rating 8.0 4,238 reviews	Search Southwest flights

Why use momondo?

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

It is quick and easy to find Valparaiso to Massachusetts flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Massachusetts that suits you.

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

Yes. momondo allows you to filter the results for Valparaiso to Massachusetts flights to just show those with flexible booking policies.

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

Once you have performed a search for Valparaiso to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Massachusetts from Valparaiso. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Massachusetts 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.

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Find better results for your trip to Massachusetts

Popular cities in Massachusetts

Flights to New Yorkfrom $49

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Flights to Chicagofrom $49

Flights to Orlandofrom $47

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Flights to San Franciscofrom $54

Flights to Washington, D.C.from $40

Flights to Bostonfrom $49

Flights to Atlantafrom $43

Flights to Dallasfrom $50

Flights to Seattlefrom $45

Valparaiso, Florida flight routes

Flights from Valparaiso Destin-Ft Walton Beach to Minneapolis St Paul

Flights from Valparaiso Destin-Ft Walton Beach to Chicago Midway

Flights from Valparaiso Destin-Ft Walton Beach to Washington, D.C. Dulles Intl

Flights from Valparaiso Destin-Ft Walton Beach to Akron/Canton

Flights from Valparaiso Destin-Ft Walton Beach to Fayetteville Northwest Arkansas

Flights from Valparaiso Destin-Ft Walton Beach to Cincinnati Cinci./N. Kentucky

Cheap flights from Valparaiso, Florida to Massachusetts from $162

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Valparaiso, Florida to Massachusetts

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

American Airlines flights from Valparaiso, Florida to Massachusetts

Our best American Airlines deals on Valparaiso, Florida to Massachusetts flight tickets

Southwest flights from Valparaiso, Florida to Massachusetts

Our best Southwest deals on Valparaiso, Florida to Massachusetts flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Valparaiso, Florida to Massachusetts that are best for you.

See travel insights to Massachusetts from

How to get the cheapest flight ticket from Valparaiso, Florida to Massachusetts

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 Massachusetts?

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

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

What is the cheapest Valparaiso Destin-Ft Walton Beach to Massachusetts flight route?

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

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

There is only 1 cabin class available to choose from on Valparaiso Destin-Ft Walton Beach to Massachusetts 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 Massachusetts flights?

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

What is the cheapest airline that flies from Valparaiso Destin-Ft Walton Beach to Massachusetts?

American Airlines, Delta, and Southwest are the most popular carriers operating from Valparaiso Destin-Ft Walton Beach to Massachusetts

What airlines fly to Massachusetts?

Cheap Valparaiso, Florida to Massachusetts flight deals and tips

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

Direct flights

When did momondo last update prices for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?

How many operators does momondo search for flights from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?

How old do you have to be to fly from Valparaiso Destin-Ft Walton Beach Airport to Massachusetts?

What documentation or ID do you need to fly to Massachusetts?

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

Best airlines flying from Valparaiso, Florida to Massachusetts

Compare and see reviews for airlines that fly from Valparaiso, Florida to Massachusetts with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Massachusetts 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Massachusetts

Popular cities in Massachusetts

Popular flights according to clicks in the last 7 days on momondo