BOS - VPS

$71 Find Cheap Flights from Boston to Valparaiso

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Valparaiso departing on 5/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Valparaiso

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Valparaiso, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Valparaiso, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Cheap Flight Deals from Boston to Valparaiso (BOS-VPS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Valparaiso that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Boston to Valparaiso

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Valparaiso.
Discover the best prices for you by selecting your travel dates on KAYAK.
Allegiant Air Logo
12:51 pm - 3:07 pmBOS-VPS
3h 16mnonstop
Allegiant Air Logo
8:00 am - 12:01 pmVPS-BOS
3h 01mnonstop
$104Allegiant Air
Find Deal
Sat, Jun 14 - Sat, Jun 21
Allegiant Air Logo
12:51 pm - 3:07 pmBOS-VPS
3h 16mnonstop
Allegiant Air Logo
8:00 am - 12:01 pmVPS-BOS
3h 01mnonstop
$113Allegiant Air
Find Deal
Sat, May 17 - Sat, May 31
 Logo
12:51 pm - 3:07 pmBOS-VPS
3h 16mnonstop
 Logo
5:47 pm - 7:03 amVPS-BOS
12h 16m1 stop
Sat, May 17 - Sat, May 31
 Logo
12:51 pm - 3:07 pmBOS-VPS
3h 16mnonstop
 Logo
9:00 am - 1:30 pmVPS-BOS
27h 30m2 stops
Sat, May 17 - Sat, May 31
 Logo
7:47 pm - 4:52 pmBOS-VPS
22h 05m1 stop
 Logo
3:28 pm - 9:04 amVPS-BOS
16h 36m1 stop
Fri, May 23 - Tue, May 27
Delta Logo
5:45 am - 12:01 pmBOS-VPS
7h 16m1 stop
Delta Logo
4:59 pm - 12:33 amVPS-BOS
6h 34m1 stop
$283Delta
Find Deal
Tue, Jun 3 - Wed, Jun 4
American Airlines Logo
5:59 am - 12:13 pmBOS-VPS
7h 14m2 stops
American Airlines Logo
3:59 pm - 10:47 pmVPS-BOS
5h 48m1 stop
$289American Airlines
Find Deal
Tue, Jun 3 - Tue, Jun 10
American Airlines Logo
5:59 am - 12:13 pmBOS-VPS
7h 14m2 stops
American Airlines Logo
7:08 am - 3:11 pmVPS-BOS
7h 03m2 stops
$295American Airlines
Find Deal
Tue, Jun 3 - Tue, Jun 10
Delta Logo
6:55 am - 12:30 pmBOS-VPS
6h 35m1 stop
Delta Logo
7:05 am - 3:14 pmVPS-BOS
7h 09m1 stop
$299Delta
Find Deal
Thu, May 29 - Tue, Jun 3
Southwest Logo
5:15 am - 1:25 pmBOS-VPS
9h 10m2 stops
Southwest Logo
7:00 am - 5:30 pmVPS-BOS
9h 30m2 stops
$648Southwest
Find Deal
Sat, Jun 28 - Sat, Jul 5
Useful Info

KAYAK's insights & trends for Boston to Valparaiso flights

Get data-powered insights and trends into flights from Boston to Valparaiso to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Boston to Valparaiso?

The average price of all round-trip flights from Boston to Valparaiso clicked on KAYAK for each day over the last 12 months.

For Boston to Valparaiso, Saturday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Valparaiso back to Boston, the best deals are generally found on Friday, with Saturday being the most expensive.

What is the cheapest month to fly from Boston to Valparaiso?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Boston to Valparaiso, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Boston to Valparaiso is January, where tickets cost $352 (return) on average. On the other hand, the most expensive months are October and December, where the average cost of round-trip tickets is $527 and $494 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Boston to Valparaiso, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Boston to Valparaiso, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonJanuary
High seasonApril
Cheapest flight$71
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Boston to Valparaiso

When to book flights from Boston to Valparaiso

Are your dates flexible? Find out the best times to travel from Boston to Valparaiso based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Valparaiso

  • What is the cheapest flight from Boston to Valparaiso?

    In the last 3 days, the lowest price for a flight from Boston to Valparaiso was $71 for a one-way ticket and $104 for a round-trip.

  • Do I need a passport to fly between Boston and Valparaiso?

    No, a passport isn't needed to fly from Boston to Valparaiso. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Boston to Valparaiso?

    When flying out of Boston you will be using Boston Logan Intl. You will be landing at Valparaiso, also known as Valparaiso Destin-Ft Walton Beach.

  • Which airlines offer Wi-Fi service onboard planes from Boston to Valparaiso?

    Delta, and American Airlines offer inflight Wi-Fi service on the Boston to Valparaiso flight route.

  • Which aircraft models fly most regularly from Boston to Valparaiso?

    The Airbus A319 is the aircraft model that flies most regularly on the Boston to Valparaiso flight route.

  • On which days can I fly direct from Boston to Valparaiso?

    You can catch a nonstop flight from Boston to Valparaiso on on Monday, Friday, and Saturday.

  • Which is the best airline for flights from Boston to Valparaiso, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Boston to Valparaiso are Delta and Southwest. With an average price for the route of $413 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $444 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Boston to Valparaiso?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Valparaiso.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Valparaiso?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Valparaiso from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Valparaiso?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Valparaiso with an airline and back to Boston with another airline. Booking your flights between Boston and VPS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Valparaiso?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Valparaiso from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Boston to Valparaiso

  • Looking for a cheap flight? 25% of our users found flights on this route for $50 or less one-way and $256 or less round-trip.

Prefer to fly direct from Boston to Valparaiso?

Find which airlines fly direct from Boston Logan Intl Airport to Valparaiso Destin-Ft Walton Beach Airport, which days they fly and book direct flights.

Direct departures

Boston Logan Intl to Valparaiso Destin-Ft Walton Beach

Monday

Allegiant Air

Allegiant Air

Friday

Allegiant Air

Allegiant Air

Saturday

Allegiant Air

Allegiant Air

See more direct flights

Direct returns

Valparaiso Destin-Ft Walton Beach to Boston Logan Intl

Monday

Allegiant Air

Allegiant Air

Friday

Allegiant Air

Allegiant Air

Saturday

Allegiant Air

Allegiant Air

See more direct flights
See more direct flights

Top 4 airlines serving from Boston to Valparaiso

 
See real verified KAYAK customer reviews for airlines flying from Boston to Valparaiso. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Valparaiso? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
8.0Comfort
8.2Boarding
7.6Entertainment
8.6Crew
7.1Food
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Crew was friendly Love the entertainment in the seat head rest.

Seats are much much more comfortable than United, which is what I usually fly

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

Logan airport construction meant that boarding was chaotic crowded and delayed

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

Flight was changed from departing from Boston to departing from Detroit.

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

First time flying with them and will definitely fly again in the future. Crew was so nice and friendly, fought was seamless. They are simple planes, no entertainment, but it’s fine for a short flight or if you have personal devices Rates are competitive, and they did so well with keeping the flight on time after a tropical storm, where other airlines had delays and cancellations.

They boarded passengers that sat in the back of the plane first, making boarding very efficient.

I didn't even take this flight. My plans changed and I couldn't get ahold of customer service and the website kept breaking down during the attempt to change the flight. I wound up taking another airline entirely and eating the cost.

The worst flying experience ever 3 delays. No accommodations. Had to deboard the plane after being delayed.

Posted a 20minute delay but didn’t delay at all. Caused boarding issues and confusion. Also, didn’t release baggage. Took over an hour and 20 minutes to get luggage.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Would have thought that they would gas up plane before everyone got on board

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.

Standard. No different than a discount carrier on a short trip.

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

Crew was late. Baggage was late. 2hs inside the plane waiting fro de-icing and traffic. A 3:30hs flight ended up being almost 6hs inside the airplane.

Checking in at the counter was very disappointing. The lady had a very bad attitude and smart at me. She had no smile, did not greet me by name, or acknowledge me as a valued customer. Poor reflection of the airline.

Miami lounges were overcrowded and we were unable to get in. We only had a short time. But the banks are too tight in all American hubs

I was pleasantly surprised with an upgrade at boarding. I finally had a mostly gluten free food options and a very attentive attendant.

Everything you need to know for your flight from Boston to Valparaiso

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.