VPS - BOS

$68 Find Cheap Flights from Valparaiso to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Valparaiso to Boston departing on 4/17. 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 Boston

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

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

Everything you should know

Cheapest round-trip
$212
Typical prices: $137-$261
American Airlines
Wed 2/25Wed 3/18
VPS - BOS • 1 stop
Cheapest non-stop
$216
JetBlue
Thu 3/26Mon 3/30
VPS - BOS • Non-stop
Top airlines
American Airlines
Cheapest • from $212 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
March
Cheapest • 75% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Nonstop flights
5 days a week
There are direct flights from Valparaiso to Boston 5 days a week: Mon, Thu, Fri, Sat, Sun.
Direct flights
Direct flights
Direct flights
Direct flights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Boston!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Valparaiso to Boston (VPS-BOS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Valparaiso to Boston 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 Valparaiso to Boston

Wed, Feb 25 - Wed, Mar 18
American Airlines Logo
7:59 am - 2:57 pm
VPS
-
BOS
5h 58m
1 stop
American Airlines Logo
5:30 pm - 10:24 pm
BOS
-
VPS
5h 54m
1 stop
$212American Airlines
Wed, Apr 22 - Sat, Apr 25
American Airlines Logo
7:43 am - 1:18 pm
VPS
-
BOS
4h 35m
1 stop
American Airlines Logo
6:22 pm - 11:50 pm
BOS
-
VPS
6h 28m
1 stop
$215American Airlines
Thu, Mar 26 - Mon, Mar 30
JetBlue Logo
3:59 pm - 7:55 pm
VPS
-
BOS
2h 56mnonstop
JetBlue Logo
12:38 pm - 2:59 pm
BOS
-
VPS
3h 21mnonstop
$216JetBlue
Wed, Feb 25 - Wed, Mar 18
American Airlines Logo
7:59 am - 3:17 pm
VPS
-
BOS
6h 18m
2 stops
American Airlines Logo
9:25 am - 3:55 pm
BOS
-
VPS
7h 30m
1 stop
$217American Airlines
Thu, Mar 5 - Wed, Mar 11
American Airlines Logo
10:49 am - 6:00 pm
VPS
-
BOS
6h 11m
1 stop
American Airlines Logo
6:25 pm - 11:59 pm
BOS
-
VPS
6h 34m
1 stop
$219American Airlines
Wed, Apr 29 - Sat, May 2
Delta Logo
6:00 am - 11:35 am
VPS
-
BOS
4h 35m
1 stop
Delta Logo
4:30 pm - 11:19 pm
BOS
-
VPS
7h 49m
1 stop
$236Delta
Tue, May 5 - Tue, May 12
American Airlines Logo
7:56 am - 4:17 pm
VPS
-
BOS
7h 21m
1 stop
American Airlines Logo
9:15 am - 4:06 pm
BOS
-
VPS
7h 51m
2 stops
$244American Airlines
Fri, Mar 13 - Tue, Mar 17
Delta Logo
7:24 pm - 1:13 am
VPS
-
BOS
4h 49m
1 stop
Delta Logo
6:50 pm - 11:15 pm
BOS
-
VPS
5h 25m
1 stop
$247Delta
Wed, Feb 25 - Wed, Mar 18
American Airlines Logo
7:59 am - 3:17 pm
VPS
-
BOS
6h 18m
2 stops
American Airlines Logo
7:45 am - 3:55 pm
BOS
-
VPS
9h 10m
2 stops
$257American Airlines
Fri, Feb 13 - Tue, Feb 17
American Airlines Logo
4:40 pm - 10:40 pm
VPS
-
BOS
5h 00m
1 stop
American Airlines Logo
4:10 pm - 10:15 pm
BOS
-
VPS
7h 05m
1 stop
$261American Airlines
Booking Insights

KAYAK's insights & trends for Valparaiso to Boston flights

Get data-powered insights and trends into flights from Valparaiso to Boston 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 Valparaiso to Boston?

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

When flying from Valparaiso to Boston, you should consider leaving on a Thursday and avoid Fridays if you are looking for the best rates. For your return to Valparaiso, you’ll find the best rates on Thursdays and the most expensive ones on Wednesdays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Valparaiso to Boston, 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 Valparaiso to Boston is March, where tickets cost $82 (return) on average. On the other hand, the most expensive months are August and June, where the average cost of round-trip tickets is $448 and $428 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $309 on average.

Good to know

Low seasonMarch
Cheapest flight$68
Best time to beat the crowds with an average 75% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Valparaiso to Boston

When to book flights from Valparaiso to Boston

Are your dates flexible? Find out the best times to travel from Valparaiso to Boston 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 Valparaiso to Boston

  • What is the cheapest flight from Valparaiso to Boston?

    In the last 3 days, the lowest price for a flight from Valparaiso to Boston was $68 for a one-way ticket and $212 for a round-trip.

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

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

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

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

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

    The Airbus A220-300 is the aircraft model that flies most regularly on the Valparaiso to Boston flight route.

  • Which airline alliances offer flights from Valparaiso to Boston?

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Valparaiso to Boston are Delta and American Airlines. With an average price for the route of $414 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $381 and an overall rating of 7.2.

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

    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 Valparaiso to Boston.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Valparaiso 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 Valparaiso to Boston?

    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 Boston with an airline and back to Valparaiso with another airline. Booking your flights between Valparaiso and BOS 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 Valparaiso to Boston?

    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 Boston from Valparaiso 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 Valparaiso to Boston

  • Looking for a cheap flight? 25% of our users found flights on this route for $71 or less one-way and $138 or less round-trip.

Prefer to fly direct from Valparaiso to Boston?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Valparaiso Destin-Ft Walton Beach to Boston Logan Intl.
Find which airlines fly direct from Valparaiso Destin-Ft Walton Beach Airport to Boston Logan Intl Airport, which days they fly and book direct flights.

Direct departures

Valparaiso Destin-Ft Walton Beach to Boston Logan Intl

Monday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Direct returns

Boston Logan Intl to Valparaiso Destin-Ft Walton Beach

Monday

JetBlue

JetBlue

Thursday

JetBlue

JetBlue

Friday

JetBlue

JetBlue

Saturday

JetBlue

JetBlue

Sunday

JetBlue

JetBlue

See more direct flights

Reviews of the top 3 airlines serving from Valparaiso to Boston

 
See real verified KAYAK customer reviews for airlines flying from Valparaiso to Boston. 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 Valparaiso to Boston? 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.
7.9
DeltaOverall score based on 8125 reviews
7.2Food
8.1Boarding
8.5Crew
7.8Entertainment
7.9Comfort
Airline reviews

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

2.0 MediocreJulia, Jan 2026
MSP - BOS
Read more Delta reviews

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

Advertised fruit trays with cheese, but only snacks handed out!

The food is terrible. The staff is wonderful. Comfort is good.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

WE were delayed about an hour and never any communications from the employees working the gate. We also were moved to a total of three gates.

I love how they show love to their customers and care about them too.

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.

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

Information on your arrival and departure airports