$102 Find Cheap Flights from Boston 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 Boston to Massachusetts departing on 5/25. 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 Boston 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 Boston to Massachusetts, as well as popular online travel agencies
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Flight Deals

Book Cheap Boston 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 Boston 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 Boston to Massachusetts

Mon, Jun 15 - Wed, Jun 17
JetBlue Logo
12:12 pm - 1:03 pm
BOS
-
ACK
0h 51mnonstop
JetBlue Logo
6:02 pm - 6:56 pm
ACK
-
BOS
0h 54mnonstop
$202JetBlue
Sat, Jul 11 - Sat, Jul 18
JetBlue Logo
9:21 am - 10:08 am
BOS
-
MVY
0h 47mnonstop
JetBlue Logo
10:58 am - 11:45 am
MVY
-
BOS
0h 47mnonstop
$205JetBlue
Thu, May 7 - Mon, May 11
Multiple Airlines Logo
10:07 am - 11:11 pm
BOS
-
BDL
13h 04m
2 stops
Multiple Airlines Logo
5:44 pm - 9:12 am
BDL
-
BOS
15h 28m
1 stop
$242Multiple Airlines
Wed, May 6 - Wed, May 13
Multiple Airlines Logo
9:34 am - 6:52 pm
BOS
-
BDL
9h 18m
1 stop
Multiple Airlines Logo
7:35 am - 1:24 am
BDL
-
BOS
17h 49m
2 stops
$244Multiple Airlines
Sat, May 2 - Sat, May 9
Frontier Logo
11:16 am - 5:05 am
BOS
-
BDL
17h 49m
2 stops
Frontier Logo
7:43 pm - 9:12 am
BDL
-
BOS
13h 29m
1 stop
$282Frontier
Mon, May 4 - Mon, May 11
Frontier Logo
11:16 am - 5:10 am
BOS
-
BDL
41h 54m
2 stops
Frontier Logo
5:44 pm - 9:12 am
BDL
-
BOS
15h 28m
1 stop
$300Frontier
Wed, Apr 22 - Sun, Apr 26
Cape Air Logo
10:11 am - 11:02 am
BOS
-
HYA
0h 51mnonstop
Cape Air Logo
7:05 am - 7:58 am
HYA
-
BOS
0h 53mnonstop
$310Cape Air
Thu, Apr 23 - Mon, Apr 27
Cape Air Logo
4:28 pm - 5:20 pm
BOS
-
HYA
0h 52mnonstop
Cape Air Logo
7:05 am - 7:58 am
HYA
-
BOS
0h 53mnonstop
$321Cape Air
Wed, May 13 - Fri, May 15
Southwest Logo
2:25 pm - 8:50 pm
BOS
-
ALB
6h 25m
1 stop
Southwest Logo
2:55 pm - 8:05 pm
ALB
-
BOS
5h 10m
1 stop
$347Southwest
Mon, May 4 - Mon, May 11
Southwest Logo
3:45 pm - 9:45 pm
BOS
-
ALB
6h 00m
1 stop
Southwest Logo
8:55 am - 3:05 pm
ALB
-
BOS
6h 10m
1 stop
$367Southwest
Booking Insights

KAYAK's insights & trends for Boston to Massachusetts flights

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

What is the cheapest Boston to Massachusetts flight route?

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

The cheapest ticket to Massachusetts from Boston found in the last 72 hours was to Nantucket, at $225 round-trip. The most popular route is from Boston (BOS) to Nantucket (ACK), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $225.

Can I save money by flying with a layover from Boston 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 $372, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$102
Flight from Boston to Nantucket

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Boston 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 Boston to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Boston 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 Boston 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 Boston 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 Boston 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 Boston 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 airlines flying from Boston to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Boston 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 Boston 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.
9.3
Cape AirOverall score based on 34 reviews
9.1Boarding
8.7Comfort
8.8Food
9.4Crew
8.9Entertainment
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025
CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Messy plane that was falling apart Small screens that didn't work

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

I specifically choose not to check bags to ensure I can proceed directly to ground transportation upon arrival. However, due to a recurring lack of cabin space, I was again forced to gate-check my rolling luggage after going through my luggage to take out electronics and batteries. This practice unilaterally changes the service agreement made at the time of purchase. JetBlue needs to find a better way to manage overhead space that honors the carry-on baggage allowance.

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

I was denied a plastic fork to eat my food and was told plastic forks are for paying customers who buy Jet Blue’s food. So I had to make a utensil out of a cup so nourish my body. Like a refugee. Because decency is dead.

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

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.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

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.

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

Information on your arrival and departure airports