$134 Find Cheap Flights from Houston Hobby Airport 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 Hobby to Massachusetts departing on 10/19. 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.
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1 adult, Economy, 0 bags

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Cheap Flights from Hobby to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$276
Albany
Albany1 stop$361
Boston
Boston1 stop$276
Albany
Albany1 stop$361

Book Cheap Hobby 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 Hobby 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 Hobby to Massachusetts

Fri, Jul 31 - Wed, Aug 5
Delta Logo
10:40 am - 7:30 pm
HOU
-
BOS
7h 50m
1 stop
Delta Logo
6:50 am - 12:16 pm
BOS
-
HOU
6h 26m
1 stop
$276Delta
Sat, Aug 1 - Tue, Aug 4
Delta Logo
5:17 pm - 1:20 am
HOU
-
BOS
7h 03m
1 stop
Delta Logo
6:50 am - 12:16 pm
BOS
-
HOU
6h 26m
1 stop
$277Delta
Sat, Aug 1 - Tue, Aug 4
Delta Logo
5:17 pm - 1:20 am
HOU
-
BOS
7h 03m
1 stop
Delta Logo
6:50 am - 12:16 pm
BOS
-
HOU
6h 26m
1 stop
$282Delta
Wed, Jul 22 - Tue, Jul 28
Southwest Logo
8:15 am - 3:00 pm
HOU
-
BOS
5h 45m
1 stop
Southwest Logo
5:50 am - 10:50 am
BOS
-
HOU
6h 00m
1 stop
$288Southwest
Wed, Aug 19 - Wed, Aug 26
Southwest Logo
10:35 am - 4:55 pm
HOU
-
BOS
5h 20m
1 stop
Southwest Logo
5:50 pm - 10:55 pm
BOS
-
HOU
6h 05m
1 stop
$292Southwest
Tue, Jul 14 - Wed, Jul 15
Southwest Logo
4:45 pm - 11:35 pm
HOU
-
BOS
5h 50m
1 stop
Southwest Logo
3:45 pm - 11:40 pm
BOS
-
HOU
8h 55m
1 stop
$293Southwest
Tue, Aug 25 - Sat, Aug 29
Southwest Logo
10:35 am - 4:55 pm
HOU
-
BOS
5h 20m
1 stop
Southwest Logo
5:00 am - 11:10 am
BOS
-
HOU
7h 10m
2 stops
$294Southwest
Fri, Jul 17 - Tue, Jul 21
American Airlines Logo
6:03 am - 5:39 pm
HOU
-
HYA
10h 36m
2 stops
American Airlines Logo
12:45 pm - 7:57 pm
HYA
-
HOU
8h 12m
2 stops
$787American Airlines
Fri, Jul 17 - Tue, Jul 21
American Airlines Logo
6:03 am - 5:39 pm
HOU
-
HYA
10h 36m
2 stops
American Airlines Logo
12:45 pm - 7:57 pm
HYA
-
HOU
8h 12m
2 stops
$823American Airlines
Fri, Jul 17 - Tue, Jul 21
American Airlines Logo
6:03 am - 4:40 pm
HOU
-
ACK
9h 37m
2 stops
American Airlines Logo
11:19 am - 7:57 pm
ACK
-
HOU
9h 38m
2 stops
$899American Airlines
Booking Insights

KAYAK's insights & trends for Hobby to Massachusetts flights

Get data-powered insights and trends into flights from Hobby 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 Houston Hobby Airport 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 Houston Hobby Airport to Massachusetts departing in July.

What is the cheapest Houston Hobby Airport to Massachusetts flight route?

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

The cheapest ticket to Massachusetts from Houston Hobby Airport found in the last 5 days was to Boston, at $266 round-trip. The most popular route is from Houston Hobby Airport (HOU) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 5 days was $266.

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

The average price for all round-trip flights from Houston Hobby Airport 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 at night, when round-trip flights cost $369 on average. Morning departures are around 15% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $462.

What is the cheapest month to fly from Houston Hobby Airport to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Houston Hobby Airport 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 Houston Hobby Airport to Massachusetts is January, when tickets cost $61 (return) on average. On the other hand, the most expensive months are May and April, when the average cost of round-trip tickets is $227 and $199 respectively.

What’s the cheapest day of the week to fly from Houston Hobby Airport to Massachusetts?

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

For Houston Hobby Airport to Massachusetts, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Massachusetts back to Houston Hobby Airport, the best deals are generally found on Saturday, with Sunday being the most expensive.

How far in advance should I book a flight from Houston Hobby Airport 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 Houston Hobby Airport 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 Houston Hobby Airport to Massachusetts, you should book around 2 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$134
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Houston Hobby Airport to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Houston Hobby Airport 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 Houston Hobby Airport to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Houston Hobby Airport 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 Houston Hobby Airport 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 Houston Hobby Airport 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 Houston Hobby Airport 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 Houston Hobby Airport to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Hobby to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Houston 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 Hobby 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
SouthwestOverall score based on 4250 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
Airline reviews

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

8.0 ExcellentRobyn, Jul 2026
HOU - DEN
Read more Southwest reviews

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

Great job! My family doesnt fly often but we felt safe 100%

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

I don't know why flying out of Sarasota requires two plane changes.

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

My experience was find with Southwest. The only issue I have is...at the exact time for me to check in...I don't understand how I always end up in C.

Very helpful, convenient, nice crew members, no extra fees, helped us saving 4 hrs of travel by booking is on an earlier flight

Our first flight was so delayed that we had 10 mins to board the next one. We requested if the flight attendant could allow us off there plane first and they denied our request even though I have seen this done before. Luck was on our side that we didn’t miss our next flight.

It was a very good experience. No major issues at all.

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.

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

The tray table was broken and the food was terrible.

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

bulkhead seat had very little legroom - even in bsiness class.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

Packed flight, which makes it tough on crew and boarding staff (and the customers of course). But this was great boarding, clear instructions, etc. Traveling on the weekends are always fraught with danger as you have families and less frequent flyers thus more confusion. But this flight went as planned.

Boarded early, left early, arrived 40 mins early! A win win for me!

We had a delay, but thankfully I made it to my connection. Overall it went smooth

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

I like flying first class, and United has a nice one

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

Flight canceled due to weather. Rescheduled flight canceled due to maintenance. I’m stuck!

Needs a lot of improvement to say the least. Majorly disappointed after the service we experienced on both the Japan and China airlines.

Forced to check bags. Crew uninterested in collecting trash. Unclean seats.

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

They changed my seat from one that I had paid for as an upgrade to a regular seat at the last minute.

Very aggressive and unhelpful ground crew. Wanted to check my hand luggage for 3 flights. I had lots of delicate items and computer equipment. So the silly lady wanted to rebook 3 international flights because of a carry on. What nonsense. The baggage handler suggested I put it under my seat - so I did. And this was during the rebooking chaos of the Microsoft crash. She was the most arrogant annoying and aggressive ground staff member I’ve met in 20yrs. (AA flight out of Houston).

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

Was as expected. Good leg room on planes - much appreciated.

I know that there is nothing than can be done about rude customers. I did find a couple of them were very rude and inconsiderate In my case the guy who was sitting in the same row as I was in, was trying to watch a movie with no headphones, a crew member did ask him to turn it down or off (thumbs up for that.) Another thing, as we were about to land another young man must have taken his phone off airplane mode was talking with his friends and using fowl language which I found inappropriate to the ppl who were sitting in the same row as him and other ppl around him. I understand how no one wanted to address this person and not get involved. We all just wanted to get home safely with out any incident.

The food service was limited and not good. For a seven hour flight they could do better.

Left 40 mins late; we were fine on our connection but many on our flight were not.

Pros: "The crew member who is close to my seat did not even offer to help with my luggage which was very unprofessional."
Cons: "The crew members needs to be helpful, and customer service to their passengers!"

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

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.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

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

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