$68 Find Cheap Flights from Valparaiso to Massachusetts - Compare and Save

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 8/8. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Valparaiso to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Bostonnonstop$129
Albany
Albany1 stop$337
Boston
Bostonnonstop$129
Albany
Albany1 stop$337

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

Thu, Aug 27 - Sun, Sep 6
JetBlue Logo
3:59 pm - 8:18 pm
VPS
-
BOS
3h 19mnonstop
JetBlue Logo
12:44 pm - 3:04 pm
BOS
-
VPS
3h 20mnonstop
$243JetBlue
Thu, Aug 27 - Thu, Sep 3
JetBlue Logo
3:59 pm - 8:18 pm
VPS
-
BOS
3h 19mnonstop
JetBlue Logo
12:44 pm - 3:04 pm
BOS
-
VPS
3h 20mnonstop
$243JetBlue
Tue, Sep 1 - Tue, Sep 8
American Airlines Logo
6:00 am - 2:31 pm
VPS
-
BOS
7h 31m
1 stop
American Airlines Logo
5:27 am - 11:51 am
BOS
-
VPS
7h 24m
1 stop
$255American Airlines
Mon, Aug 17 - Thu, Aug 20
Delta Logo
7:32 pm - 1:25 am
VPS
-
BOS
4h 53m
1 stop
Delta Logo
1:55 pm - 6:37 pm
BOS
-
VPS
5h 42m
1 stop
$255Delta
Tue, Sep 1 - Tue, Sep 8
Delta Logo
5:06 pm - 1:25 am
VPS
-
BOS
7h 19m
1 stop
Delta Logo
5:40 pm - 11:22 pm
BOS
-
VPS
6h 42m
1 stop
$255Delta
Mon, Aug 24 - Sat, Aug 29
Southwest Logo
4:10 pm - 10:10 pm
VPS
-
BOS
5h 00m
1 stop
Southwest Logo
8:10 am - 2:20 pm
BOS
-
VPS
7h 10m
1 stop
$255Southwest
Mon, Aug 24 - Sat, Aug 29
Southwest Logo
12:40 pm - 10:10 pm
VPS
-
BOS
8h 30m
2 stops
Southwest Logo
5:00 am - 9:10 am
BOS
-
VPS
5h 10m
1 stop
$261Southwest
Fri, Sep 4 - Mon, Sep 7
American Airlines Logo
12:41 pm - 8:06 pm
VPS
-
BOS
6h 25m
1 stop
American Airlines Logo
7:26 am - 11:51 am
BOS
-
VPS
5h 25m
1 stop
$265American Airlines
Mon, Oct 5 - Thu, Oct 8
Allegiant Air Logo
7:59 pm - 10:42 am
VPS
-
BOS
13h 43m
1 stop
Allegiant Air Logo
11:17 am - 9:48 am
BOS
-
VPS
23h 31m
1 stop
$409Allegiant Air
Mon, Oct 5 - Thu, Oct 8
Allegiant Air Logo
7:59 pm - 10:42 am
VPS
-
BOS
13h 43m
1 stop
Allegiant Air Logo
12:34 pm - 9:48 am
BOS
-
VPS
22h 14m
2 stops
$463Allegiant Air
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 August.

Flight prices are below average for this route right now.

Flights to Massachusetts from Valparaiso, Florida usually cost between $215 and $369 in August.
The lowest price found in the past 5 days was $129 on Allegiant Air (Aug 1-Aug 15).

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 5 days was to Boston, at $33 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 5 days was $33.

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 $106 on average. Morning departures are around 60% 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 $248.

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 $250, 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 $148 (return) on average. On the other hand, the most expensive months are November and September, when the average cost of round-trip tickets is $425 and $400 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 Sundays and avoid leaving on a Thursday, 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.

How far in advance should I book a flight from Valparaiso to Massachusetts?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Valparaiso to Massachusetts, you should book around 2 weeks before departure, which saves you about 58% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low season

January

Cheapest flight

$68
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 23% 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.

  • How many flights are there between Valparaiso and Massachusetts per day?

    Each day, there are between 1 and 2 nonstop flights that take off from Valparaiso and land in Massachusetts, with an average flight time of 3h 14m. The most common departure time is 6:00 am and most flights take off in the afternoon, while the most flights land at Boston. Each week, there are 6 flights. The most frequent day of departure is Saturday, when 33% of all weekly flights depart. The fewest flights depart on a Monday.

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 $84 one-way - $137 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.
7.8
DeltaOverall score based on 8486 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.8Comfort
7.2Food
Airline reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

2.0 MediocrePreeti, Jul 2026
MCI - BOS
Read more Delta reviews

Flight was delayed multiple time and for more than 1 hr. My onward flight from BOS to MCI was also delayed. These delays have caused me so much inconvenience and Delta does nothing to ensure flights take off on time. No one knew why the inbound flight was delayed and what was the issue.

This flight was originally delayed by ~45 minutes; which is fine. However, there were additional delays due to late offboarding of the prior flight, unclear issues with the boarding process, delays on the tarmac, and exceptionally long taxiing. None of these issues were communicated proactively. Additionally, the flight had exceptionally rough turbulence, which led to a very uncomfortable flight and no traditional beverage service. Again, this is understandable, but it was not communicated up-front by the flight team.

My flight was delayed by 4 hours in 30 minute increments. The gate agents were amazing but the communication was not. We were told that there was a maintenance issue but they didn't know what it was. That didn't inspire confidence. Then they said they found it and it was fixed and the pilot just needed to sign off. Then the pilot needed to talk to the other pilot from the arriving flight and we'd be fine. Then we were waiting for the pilot to call back. Then the maintenance issue wasn't fixed. Then they decided we were getting a new plane (why didn't they decide this earlier??). Fine. But then they announced we were changing gates AND terminals. And we were boarding in 20 minutes. So we all had to run to the new terminal gate. We could have taken off at that time, but we then had to wait for all the people who rebooked on a different flight to book this flight again. That took 30+ minutes because there was only one gate agent. When everyone ditched this flight, I saw it as an opportunity to upgrade to comfort. Delta, the greedy jerks they are, charged me $121. After their delay, their fault, their issues, couldn't even discount an upgrade. They only handed out $12 meal vouchers for the delay. I can't even get a snack from starbucks for that.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

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.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

The boarding agents appeared to do the minimum customer service. They did not appear to try to find solutions to problems.

This is a no frills, get it done, efficient airline. The seat is a lawn chair. You better bring your own entertainment. If you want something other than water you need to pay for it. But they will get you to your destination quickly, on time, and then they will turn the flight around and go right back where they came from. Reliably. Couple times a week tops. If it fits into your schedule, you can’t get there cheaper or faster.

Allegiant actually impressed me, original inbound flight from PBG was so late they gave us a bird inbound from Des Moines and only left 1h late and gained 40 minutes back in the air. Comfortable flight with no frills but no complaints.

Flight was delayed. Crew was good but hot coffee was not available.

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!

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

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

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.

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.

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

I thought American Airlines did well considering the adverse weather situation over July 21 and 22. I especially appreciated the consideration given to me when I got stuck in Miami on my way to Boston from Charleston, West Virginia. Thank you for providing a voucher for an overnight stay. Though it was only a few hours of sleep, it was very helpful. I was able to reschedule my medical appointment and got back to the Boston area on the 1st flight out of Miami as a standby passenger. It was very helpful that I was given number one priority on the standby list.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

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 —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

The flight was on time and everything went very smoothly.

This leg they tried and did well with what they had to work from.

Free WiFi and movies were not free - everything required signing up for future billing. Boston bound crew were very courteous and gracious.

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

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!

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

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

very difficult boarding process - aggressive passengers not the friendliest crew

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

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

Information on your arrival and departure airports