BOS - VPS

$146 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 11/24. 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, 0 bags

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
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Flight 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

Fri, Apr 3 - Mon, Apr 6
Allegiant Air Logo
12:48 pm - 3:01 pmBOS-VPS
3h 13mnonstop
Allegiant Air Logo
8:00 am - 11:58 amVPS-BOS
2h 58mnonstop
$279Allegiant Air
Find Deal
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
5:23 pm - 10:22 pmBOS-VPS
5h 59m1 stop
American Airlines Logo
10:40 am - 5:36 pmVPS-BOS
5h 56m1 stop
$302American Airlines
Find Deal
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
1:45 pm - 10:22 pmBOS-VPS
9h 37m2 stops
American Airlines Logo
10:40 am - 5:36 pmVPS-BOS
5h 56m1 stop
$308American Airlines
Find Deal
Wed, Dec 3 - Mon, Dec 8
Delta Logo
9:15 am - 4:12 pmBOS-VPS
7h 57m1 stop
Delta Logo
1:15 pm - 12:01 amVPS-BOS
9h 46m1 stop
$325Delta
Find Deal
Tue, Dec 2 - Tue, Dec 9
Delta Logo
5:13 pm - 11:12 pmBOS-VPS
6h 59m1 stop
Delta Logo
6:00 am - 12:30 pmVPS-BOS
5h 30m1 stop
$330Delta
Find Deal
Wed, Dec 3 - Wed, Dec 10
Southwest Logo
12:20 pm - 9:10 pmBOS-VPS
9h 50m2 stops
Southwest Logo
7:15 am - 1:30 pmVPS-BOS
5h 15m1 stop
$331Southwest
Find Deal
Wed, Nov 19 - Wed, Nov 26
American Airlines Logo
11:10 am - 3:48 pmBOS-VPS
5h 38m1 stop
American Airlines Logo
4:40 pm - 10:56 pmVPS-BOS
5h 16m1 stop
$335American Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
Southwest Logo
12:20 pm - 9:10 pmBOS-VPS
9h 50m2 stops
Southwest Logo
7:15 am - 4:45 pmVPS-BOS
8h 30m2 stops
$336Southwest
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
6:00 am - 12:34 pmBOS-VPS
7h 34m2 stops
American Airlines Logo
12:46 pm - 8:22 pmVPS-BOS
6h 36m2 stops
$337American Airlines
Find Deal
Wed, Dec 3 - Fri, Dec 5
Delta Logo
10:15 am - 4:12 pmBOS-VPS
6h 57m1 stop
Delta Logo
7:20 pm - 1:27 amVPS-BOS
5h 07m1 stop
$350Delta
Find Deal

Everything you should know

Top airlines
Allegiant Air
Cheapest • from $279 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 15% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$279
Overall average: $409
Allegiant Air
Fri 4/3Mon 4/6
BOS - VPS • Non-stop
Cheapest one-way
$146
Typical prices: $203-$363
Delta
Mon 11/24
BOS - VPS • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Valparaiso!
Booking Insights

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 Monday is the most expensive. Flying from Valparaiso back to Boston, the best deals are generally found on Monday, 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 $359 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $529 and $527 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 $325, 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, which saves you about 43% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$146
Best time to beat the crowds with an average 9% 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 $146 for a one-way ticket and $279 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?

    Only Delta offers 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.

  • Which airline alliances offer flights from Boston to Valparaiso?

    SkyTeam, and oneworld are the airline alliances operating flights between Boston and Valparaiso, with SkyTeam being the most commonly used for this route.

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

    The two airlines most popular with KAYAK users for flights from Boston to Valparaiso are Southwest and Delta. With an average price for the route of $439 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $428 and an overall rating of 7.9.

  • 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 $292 or less round-trip.

Reviews of the 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 4242 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

My issue was with TSA agents for delta airlines. My luggage got flagged. The agent was going thru another persons first. He took 20 min to go thru hers. I asked them to bring mine closer so I could sit down . They said you can go sit it will be fine. I said I am supposed to keep my eyes on my bags at all times. The agent was meticulously unwrapping 2 gifts that the lady had and then tried to re warp it. He was trying to be kind i get it but 20 min for me to stand watching him do that was ridiculous. It was 6 am and there were a ton of travelers. Mine was flagged for some air packed tea that I bought in Turkey. My previous delta flight and 2 others before didn’t flag it. Consistency would be nice. Also on the flight the window shades were down for take off and landing - I thought that was very odd I thought they had to remain open for take off and landing.

The flight was an hour and a half late departing which was inconvenient

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

this crew didn't care much. bumping carts into seats more times than i care to remember

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

We didn't take off until an hour after we boarded.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

I liked how when I got on board how fast we ended up taking off but what I truly disliked was how uncomfortable the seats were. There was truly never a time that I could ever get comfortable during both of my flights. The seats could get away during shorter flights but flights 3 hour plus makes it hard to enjoy.

The crew was great and the flight was very smooth. Can’t really judge food since I did not get any because it costs money. The seat was comfortable for what we bought. Thanks!

Crew was great. No entertainment and food and beverage was for purchase only, even water

It was canceled. The flight wasn’t rescheduled, everyone had to figure out their own new arrangements. They said we would get refunded our original fare and receive an additional $150. We received links for $100 only and they expired before we could activate them.

The plane had originated in Las Vegas at 6:30 in the morning and flew to Moline where we boarded. The flight left around 12:30 PM and there were no boxed snacks available and many of the alcoholic beverages were unavailable. I would find it hard to believe that that many of the passengers coming from Las Vegas at 6:30 in the morning, drank and ate that much of the items. I can only come to the conclusion that someone failed to stock the plane for the round-trip. This is a huge revenue failure for the airline and disappointment for the passengers. The flight crew did not seem happy to be there and did not engage with passengers. Allegiant you can do better.

They did not let my husband on the plane with our service animal at the last minute. Do NOT fly this airline with a service animal!

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.

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

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