VPS - BOS

$105 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 4/10. 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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Everything you should know

Cheapest round-trip
$215
Overall average: $82
Southwest
Tue 3/3Mon 3/9
VPS - BOS • 1 stop
Cheapest non-stop
$716
JetBlue
Mon 3/30Thu 4/2
VPS - BOS • Non-stop
Top airlines
Southwest
Cheapest • from $215 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
March
Cheapest • 81% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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

Tue, Mar 3 - Mon, Mar 9
Southwest Logo
7:00 am - 1:40 pm
VPS
-
BOS
5h 40m1 stop
Southwest Logo
7:00 am - 1:20 pm
BOS
-
VPS
7h 20m1 stop
$215Southwest
Tue, Mar 3 - Mon, Mar 9
Southwest Logo
7:00 am - 4:10 pm
VPS
-
BOS
8h 10m2 stops
Southwest Logo
10:30 am - 3:20 pm
BOS
-
VPS
5h 50m1 stop
$221Southwest
Thu, Jan 15 - Sat, Jan 17
American Airlines Logo
8:30 am - 5:05 pm
VPS
-
BOS
7h 35m2 stops
American Airlines Logo
10:30 am - 9:00 pm
BOS
-
VPS
11h 30m2 stops
$226American Airlines
Sat, Feb 7 - Sun, Feb 8
Delta Logo
2:00 pm - 10:30 pm
VPS
-
BOS
7h 30m1 stop
Delta Logo
6:55 am - 1:00 pm
BOS
-
VPS
7h 05m1 stop
$236Delta
Fri, Feb 13 - Mon, Feb 16
Southwest Logo
2:00 pm - 12:10 am
VPS
-
BOS
9h 10m1 stop
Southwest Logo
5:15 am - 11:20 am
BOS
-
VPS
7h 05m1 stop
$261Southwest
Thu, Jan 22 - Sun, Jan 25
American Airlines Logo
8:30 am - 5:05 pm
VPS
-
BOS
7h 35m2 stops
American Airlines Logo
12:56 pm - 9:00 pm
BOS
-
VPS
9h 04m2 stops
$262American Airlines
Tue, Mar 3 - Mon, Mar 9
Southwest Logo
12:15 pm - 10:05 pm
VPS
-
BOS
8h 50m2 stops
Southwest Logo
5:15 am - 3:20 pm
BOS
-
VPS
11h 05m2 stops
$266Southwest
Tue, Mar 3 - Mon, Mar 9
American Airlines Logo
7:59 am - 3:49 pm
VPS
-
BOS
6h 50m2 stops
American Airlines Logo
7:50 am - 3:52 pm
BOS
-
VPS
9h 02m2 stops
$269American Airlines
Fri, Dec 26 - Thu, Jan 1
Delta Logo
7:24 pm - 1:07 am
VPS
-
BOS
4h 43m1 stop
Delta Logo
5:45 am - 12:57 pm
BOS
-
VPS
8h 12m1 stop
$286Delta
Thu, Feb 12 - Tue, Feb 17
American Airlines Logo
7:40 am - 3:49 pm
VPS
-
BOS
7h 09m2 stops
American Airlines Logo
6:15 pm - 10:19 pm
BOS
-
VPS
5h 04m1 stop
$301American 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 February and August, where the average cost of round-trip tickets is $1,430 and $455 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.

No, with an average price for the route of $296, prices are generally cheapest when you fly direct.

Good to know

Low seasonFebruary
Cheapest flight$105
Best time to beat the crowds but there is an average 235% increase in price.
Most popular time to fly and prices are also 19% lower on average.
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 $105 for a one-way ticket and $215 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.

  • 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 $389 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 $390 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 $107 or less one-way and $104 or less round-trip.

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 8007 reviews
8.5Crew
7.9Entertainment
7.9Comfort
8.1Boarding
7.3Food
Airline reviews

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

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

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

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

This was our second flight using the Delta One class of service. Overall, it’s a good product but for me the POD configuration is a bit constrictive. I am an average size male at 5’ 10” height weighing 190 lbs so it’s not a size thing for me. I’d rather have extra wide seats without the POD walls to be honest.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

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.

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.

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

Information on your arrival and departure airports