$139 Find Cheap Flights from Houston Hobby Airport 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 Hobby to Massachusetts departing on 5/29. 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 Houston to Massachusetts.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Houston to Massachusetts.
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

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

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Hobby to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$277
Albany
Albany1 stop$337
Boston
Boston1 stop$277
Albany
Albany1 stop$337

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

Tue, Jun 2 - Tue, Jun 9
Delta Logo
5:02 pm - 1:28 am
HOU
-
BOS
7h 26m
1 stop
Delta Logo
5:30 am - 12:12 pm
BOS
-
HOU
7h 42m
1 stop
$277Delta
Sat, Jun 6 - Wed, Jun 10
Southwest Logo
7:50 am - 8:20 pm
HOU
-
BOS
11h 30m
1 stop
Southwest Logo
2:25 pm - 8:25 pm
BOS
-
HOU
7h 00m
1 stop
$282Southwest
Mon, Jun 8 - Tue, Jun 16
Southwest Logo
5:10 pm - 11:25 pm
HOU
-
BOS
5h 15m
1 stop
Southwest Logo
2:30 pm - 8:35 pm
BOS
-
HOU
7h 05m
2 stops
$283Southwest
Tue, Jul 28 - Tue, Aug 11
Southwest Logo
4:45 pm - 11:30 pm
HOU
-
BOS
5h 45m
1 stop
Southwest Logo
5:35 am - 10:40 am
BOS
-
HOU
6h 05m
1 stop
$287Southwest
Sat, Jun 6 - Wed, Jun 10
Southwest Logo
7:50 am - 8:20 pm
HOU
-
BOS
11h 30m
1 stop
Southwest Logo
7:30 am - 2:05 pm
BOS
-
HOU
7h 35m
2 stops
$288Southwest
Fri, Jun 5 - Sun, Jun 7
Allegiant Air Logo
7:31 pm - 9:03 am
HOU
-
BOS
12h 32m
1 stop
Allegiant Air Logo
12:07 pm - 8:20 am
BOS
-
HOU
21h 13m
1 stop
$299Allegiant Air
Fri, Jun 5 - Sun, Jun 7
Allegiant Air Logo
7:31 pm - 9:03 am
HOU
-
BOS
12h 32m
1 stop
Allegiant Air Logo
12:07 pm - 8:20 am
BOS
-
HOU
21h 13m
1 stop
$305Allegiant Air
Tue, Jun 2 - Wed, Jun 3
Delta Logo
5:02 pm - 11:58 pm
HOU
-
ALB
5h 56m
1 stop
Delta Logo
6:10 am - 12:11 pm
ALB
-
HOU
7h 01m
1 stop
$337Delta
Tue, Jun 2 - Wed, Jun 3
American Airlines Logo
4:15 pm - 11:21 pm
HOU
-
ALB
6h 06m
1 stop
American Airlines Logo
7:00 am - 12:20 pm
ALB
-
HOU
6h 20m
1 stop
$353American Airlines
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
4:15 pm - 11:21 pm
HOU
-
ALB
6h 06m
1 stop
American Airlines Logo
7:00 am - 12:20 pm
ALB
-
HOU
6h 20m
1 stop
$376American 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 June.

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 in the evening, when round-trip flights cost $382 on average. Morning departures are around 17% 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 $448.

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 April and October, when the average cost of round-trip tickets is $199 and $160 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 Sunday is the most expensive. Flying from Massachusetts back to Houston Hobby Airport, the best deals are generally found on Thursday, 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 3 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$139
Best time to beat the crowds with an average 24% 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 4296 reviews
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

2.0 MediocreAnonymous, May 2026
MCO - MDW
Read more Southwest reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

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

It's a long flight and I would have liked better snacks between lunch and the arrival meal. It's fine to have fruit and nuts but I really don't like ramen because it's salty junk soup. I'd suggest sandwiches. They're not expensive nor are they hard to store for a long flight. The FA's had a couple of big services and they were super busy preparing, executing and then cleaning up. Then they disappeared.

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

We had excellent customer service despite the chaos at George Bush airport in Houston!

It isvvery small flight. No leg room . No space to put my personal item at feet.

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

Terrible because it was cancelled due to volcanic ash clouds in Guatemala while all other airlines kept flying. Had to pay for a hotel to stay overnight in Houston and try to fly next day.

Overall we had a good experience during our flight from San Francisco to Houston.

Airport terminal was outdated, flight was on a small jet with no wifi

Flight was on time and smooth. Customer service was decent

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

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.

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

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!

Cancelled BOYH legs of our flight home 30 min before initial boarding

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Everything was delayed and the staff sent me to the wrong gate, causing me to miss one of my flights. I arrived at my destination 6 hours later than I was supposed to.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

Shut down without prior notice End up with spending lots of extra $$$

The AC broke and we were onboard for 2 hrs waiting for them to fix it. It was so hot and we could not get any water or anything to drink. They finally let us off the plane after the second attempt and we boarded a new plane. We didn't land till 12:15am!

They didn’t put my luggage on my transfer so I had to spend the night in Detroit. They said my luggage would be here in the morning and they’re still searching for it. It did not arrive apparently.

Spirit is always late. Every single time. Always a different reason

Flight delayed twice (not Spirit fault) No food served* No entertainment * *in response to my choices in the rating. None was provided so couldn’t rate properly

My flight was ultimately cancelled but the lack of updates and professionalism from the crew leading up to the cancellation announcement was frustrating for all passengers.

First off, I had a conversation with a flight attendant that was working this flight. I overheard her telling another flight attendant while we were in line for Chic-Fil-A that the flight was not going to land until 12:47 pm. I found this odd since the flight was to take off at 1:03. I commented to the flight attendant that was going to mess up the on-time take-off She said. if you fly alot you will notice that it's a good thing if the flight even arrives at all. I said that was a low bar. I think that flight attendants represent their airlines whether on board or in the airport ordering food. I was surprised to hear such negativity. However, I have noticed that Spirit flight attendants are usually in a sour mood.. Eventually the flight arrived and I boarded and the flight took off an hour late. There was no direction about the on-board wi-fi. Nor was there any info in the seat back pocket. I don't know if there was wi-fi or not, There were no complimentary snacks or drinks for my row 36 as there was turbulence and the captain asked the flight attendants to stop serving just as they were close to my row. When the turbulence stopped, they did have time to serve us but they did not. Upon arriving, the flight attendant asked anyone not having to catch a flight to Ft. Laudersle which was a tight connection to sit down and let those people pass. I complied but I could not help thinking that if Spirit would have took off on time that they would not have to inconvenience their passengers. All in all, I think Spirit is a mediocre airline at best. There are so many things they could do to improve. Yet, since I only fly Spirit infrequently preferring Southwest and Delta, I like to see if they are improving and sadly no, they are not. One good thing - nice modern seats and interiors.

Bad. I know TSA is a mess right now but they “overbooked” the flight and almost didn’t let 10 of us on. Can’t put even a normal backpack under the seat, tray table is barely a foot wide, have to pay for literally everything. Apparently you can bid on your seats, too, so really the baseline ticket only covers the possibility of maybe getting on the plane. The staff were nice though, can only imagine the stress they are under.

Customer service online / on the phone are horrible. Flight crew is great but gate agents and customer service are terrible

We flew Spirit because it was cheaper but the seats were so uncomfortable. I don;t need to be fed snacks on a plane but when it's a 3-4 hour trip then at least a drink is nice. The flight attendants had nothing to do the whole flight except for gossip loudly to each other right behind our seats, and they talked so much my husband couldn't even rest! I was fine with no tv or entertainment but the seats were so uncomfortable with no recline, no padding, and I am short but even for me to leg room was tough for a 3-4 hour trip. We probably would fly spirit again if we had to, but it's definitely not our favorite!

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

Information on your arrival and departure airports