BOS - VPS

$130 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 7/3. 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
1 adult, Economy

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 20% 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 Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Valparaiso

Sat, Jul 12 - Sat, Jul 19
Allegiant Air Logo
12:51 pm - 3:07 pmBOS-VPS
3h 16mnonstop
Allegiant Air Logo
8:00 am - 12:01 pmVPS-BOS
3h 01mnonstop
$139Allegiant Air
Find Deal
Sat, Jul 5 - Sat, Jul 12
Allegiant Air Logo
12:51 pm - 3:07 pmBOS-VPS
3h 16mnonstop
Allegiant Air Logo
8:00 am - 12:01 pmVPS-BOS
3h 01mnonstop
$181Allegiant Air
Find Deal
Sat, Jul 5 - Wed, Jul 9
 Logo
12:51 pm - 3:07 pmBOS-VPS
3h 16mnonstop
 Logo
6:00 am - 3:43 pmVPS-BOS
32h 43m2 stops
Sat, Jul 5 - Sat, Jul 12
 Logo
12:51 pm - 3:07 pmBOS-VPS
3h 16mnonstop
 Logo
9:25 am - 3:43 pmVPS-BOS
29h 18m2 stops
Tue, Sep 2 - Thu, Sep 4
Delta Logo
5:35 am - 10:35 amBOS-VPS
6h 00m1 stop
Delta Logo
6:05 pm - 1:24 amVPS-BOS
6h 19m1 stop
$283Delta
Find Deal
Tue, Oct 21 - Mon, Oct 27
American Airlines Logo
5:55 am - 11:48 amBOS-VPS
6h 53m2 stops
American Airlines Logo
5:05 pm - 10:33 pmVPS-BOS
4h 28m1 stop
$289American Airlines
Find Deal
Tue, Oct 21 - Mon, Oct 27
American Airlines Logo
5:55 am - 11:48 amBOS-VPS
6h 53m2 stops
American Airlines Logo
5:05 pm - 12:19 amVPS-BOS
6h 14m2 stops
$295American Airlines
Find Deal
Sat, Aug 30 - Thu, Sep 4
Delta Logo
5:34 am - 12:00 pmBOS-VPS
7h 26m1 stop
Delta Logo
6:05 pm - 1:24 amVPS-BOS
6h 19m1 stop
$299Delta
Find Deal
Fri, Sep 12 - Sun, Sep 14
Southwest Logo
10:45 am - 3:25 pmBOS-VPS
5h 40m1 stop
Southwest Logo
2:25 pm - 11:00 pmVPS-BOS
7h 35m1 stop
$370Southwest
Find Deal
Tue, Jul 8 - Fri, Jul 11
Southwest Logo
5:45 am - 11:55 amBOS-VPS
7h 10m1 stop
Southwest Logo
7:00 am - 6:00 pmVPS-BOS
10h 00m2 stops
$374Southwest
Find Deal
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, Tuesday 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 Saturday, with Friday 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 $354 (return) on average. On the other hand, the most expensive months are October and December, where the average cost of round-trip tickets is $535 and $494 respectively.

Can I save money by flying with a layover from Boston to Valparaiso?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $315, prices are generally cheapest when you fly direct.

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$130
Best time to beat the crowds with an average 16% 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 $130 for a one-way ticket and $139 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?

    American Airlines, and Delta 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 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 $410 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 $443 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 $43 or less one-way and $84 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

Saturday

Allegiant Air

Allegiant Air

See more direct flights

Direct returns

Valparaiso Destin-Ft Walton Beach to Boston Logan Intl

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 4287 reviews
7.6Entertainment
7.1Food
8.2Boarding
8.0Comfort
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

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

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

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 …

Tight! Seats are not designed for those of us who wear extra-large clothes.

The non-stop flight from Grand Rapids was excellent. I neither expected or needed a budget flight and Allegiant made the trip easy and for an affordable price, Arriving at the Mesa Airport (AZA) is a delight compared to the international airport. For our return flight, we were able to arrive 75 minutes before the flight, return the rental car, check our bag and make it to the gate in plenty of time. That would never happen at most airports.

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.

Whenever a passenger purchase a ticket his advantage number should automatically to his information. It's not everyone remember the number. You request for your number and American airline agent say they will email it....and they never email anything and you loose your mileage just because you don't remember your number. It should automatically go your information and associate with your email account at all times

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

I miss the screens they used to have for the long flights. I use a Kendal and it doesn’t work well with there WiFi. I tried my cell and the wifi was not good for it either this is the free wifi.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

It was nobody’s fault - but the plane came 4-hrs late and we were updated randomly in 20-30 mins increments which left us hostage to sit and wait expectantly. It was very long and got very late. Our plane didn’t land until nearly 1 am! Also the toilet wasn’t working. The hosts were nice enough but were clearly “about to pass out” as one told me. Lastly, there was no snack or even time for it. Just a bad experience overall.

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.

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.