$41 Find Cheap Flights from Valparaiso to Massachusetts

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 Massachusetts departing on 8/1. 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 Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Valparaiso to Massachusetts, 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 Massachusetts, as well as popular online travel agencies
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Cheap Flights from Valparaiso to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Bostonnonstop$79
Albany
Albany1 stop$349
Boston
Bostonnonstop$79
Albany
Albany1 stop$349

Book Cheap Valparaiso to Massachusetts Plane Tickets

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

Sat, May 30 - Sat, Jun 6
Allegiant Air Logo
6:00 am - 9:56 am
VPS
-
BOS
2h 56mnonstop
Allegiant Air Logo
10:54 am - 1:02 pm
BOS
-
VPS
3h 08mnonstop
$79Allegiant Air
Sat, May 30 - Sat, Jun 6
Allegiant Air Logo
6:00 am - 9:56 am
VPS
-
BOS
2h 56mnonstop
Allegiant Air Logo
10:54 am - 1:02 pm
BOS
-
VPS
3h 08mnonstop
$102Allegiant Air
Fri, May 22 - Sat, May 30
Multiple Airlines Logo
6:30 am - 10:48 pm
VPS
-
BDL
15h 18m
1 stop
Multiple Airlines Logo
6:25 am - 10:19 pm
BDL
-
VPS
40h 54m
2 stops
$327Multiple Airlines
Wed, May 27 - Wed, Jun 3
Multiple Airlines Logo
5:50 pm - 10:42 pm
VPS
-
BDL
27h 52m
1 stop
Multiple Airlines Logo
7:35 am - 11:15 pm
BDL
-
VPS
40h 40m
2 stops
$332Multiple Airlines
Wed, Jun 10 - Tue, Jun 16
Southwest Logo
2:30 pm - 10:35 pm
VPS
-
ALB
7h 05m
1 stop
Southwest Logo
9:15 am - 3:15 pm
ALB
-
VPS
7h 00m
1 stop
$349Southwest
Wed, May 27 - Wed, Jun 3
Southwest Logo
7:15 am - 3:25 pm
VPS
-
BDL
7h 10m
1 stop
Southwest Logo
9:20 am - 1:10 pm
BDL
-
VPS
4h 50m
1 stop
$349Southwest
Wed, Jul 1 - Wed, Jul 1
Delta Logo
6:00 am - 12:45 pm
VPS
-
BDL
5h 45m
1 stop
Delta Logo
5:45 pm - 11:10 pm
BDL
-
VPS
6h 25m
1 stop
$383Delta
Wed, Jun 10 - Mon, Jun 15
American Airlines Logo
4:45 pm - 10:36 pm
VPS
-
ALB
4h 51m
1 stop
American Airlines Logo
5:38 am - 12:03 pm
ALB
-
VPS
7h 25m
1 stop
$387American Airlines
Wed, Jul 1 - Tue, Jul 7
American Airlines Logo
4:45 pm - 12:03 am
VPS
-
BDL
6h 18m
1 stop
American Airlines Logo
7:37 am - 12:02 pm
BDL
-
VPS
5h 25m
1 stop
$387American Airlines
Sat, May 30 - Fri, Jun 5
Delta Logo
6:00 am - 1:01 pm
VPS
-
BDL
6h 01m
1 stop
Delta Logo
2:07 pm - 8:25 pm
BDL
-
VPS
7h 18m
1 stop
$398Delta
Booking Insights

KAYAK's insights & trends for Valparaiso to Massachusetts flights

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

How much is a round-trip flight from Valparaiso, Florida to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Valparaiso, Florida to Massachusetts departing in May.

What is the cheapest Valparaiso to Massachusetts flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Massachusetts from Valparaiso found in the last 72 hours was to Boston, at $58 round-trip. The most popular route is from Valparaiso (VPS) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $58.

What is the cheapest time of day to fly to Massachusetts?

The average price for all round-trip flights from Valparaiso to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Massachusetts is generally in the morning, when round-trip flights cost $136 on average. Morning departures are around 50% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $257.

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

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 $158, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Valparaiso to Massachusetts, 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 Massachusetts is May, when tickets cost $80 (return) on average. On the other hand, the most expensive months are October and September, when the average cost of round-trip tickets is $293 and $285 respectively.

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

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

If you are looking for a flight deal from Valparaiso to Massachusetts, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Massachusetts, Saturday is the cheapest day to fly and Thursday is the most expensive.

Good to know

Low seasonSeptember
Cheapest flight$41
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Valparaiso to Boston

FAQs - booking Massachusetts flights

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

    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 Massachusetts.

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

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

    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 from Valparaiso to Massachusetts with an airline and back with another airline.

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

    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 from Valparaiso to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Valparaiso to the following destinations at these prices or less: Boston $130 one-way - $98 round-trip

Reviews of the top 4 airlines serving from Valparaiso to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Valparaiso to Massachusetts. 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 Massachusetts? 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 8465 reviews
8.5Crew
8.1Boarding
7.2Food
7.9Comfort
7.8Entertainment
Airline reviews

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

4.0 OkayAnonymous, Apr 2026
MCO - ATL
Read more Delta reviews

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

My flight yesterday evening was delayed 3.5 hours with no water or food service. Poor experience

The WiFi was horrific. I fly delta often and love their (usually reliable and free) WiFi. On this flight it was intermittent and when it did connect was extremely slow. I couldn’t get any work done while I was on the flight which was extremely frustrating. I was also in the exit row seat where there is now immediate seat in front of you, so while the leg room was nice, I couldn’t even watch the TV when the internet wasn’t working. Finally, for the last 20 mins of the flight, the announcement indicator came on the TV screens and took them over, even though no announcement was being made. Really disappointed.

The tray table was broken and the food was terrible.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

On the return flight, flight attendant Britt went out of her way to inform passengers that several of us had tight connections.

Great. No choice for n/a. No food or entertainment options

No food is available without purchasing it and there is no in-flight entertainment. Both of these are OK because we got an inexpensive flight from Allegiant and, otherwise, our experience was excellent.

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

Not having an assigned seat until boarding and then having to check my bag.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Entertainment and wifi were very sub-par - audio issues and no wifi

I was traveling with two small kids and our TV s were the only ones not working. Informed the flight attendant who did nothing about them.

They forced me to check my hand luggage at the gate.

Still hasn’t left. Why are you asking how it was?

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Business class was very good, one of my best flights

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

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

Information on your arrival and departure airports