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Find cheap flights from Cleveland to Massachusetts from $37

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Massachusetts departing on 6/12. 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
0 bags
sáb. 6/29
sáb. 7/6

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Best Massachusetts Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston1 stop$118
Nantucket
Nantucket1 stop$182
West Tisbury
West Tisbury1 stop$277
Albany
Albany1 stop$271

Good to know

Low season

January

High season

June

Cheapest flight

$37
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Cleveland to Boston

FAQs - booking Massachusetts flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Massachusetts from Cleveland 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 Cleveland 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 to Massachusetts with an airline and back to Cleveland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cleveland 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 to Massachusetts from Cleveland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Cleveland to the following destinations at these prices or less: Boston $153 one-way - $246 round-trip
  • Morning departure is around 7% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Cleveland to Massachusetts

 
Need help choosing which airline to fly with from Cleveland 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.
8.0
DeltaOverall score based on 10457 reviews
7.9Comfort
8.6Crew
7.4Food
8.2Boarding
8.0Entertainment
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

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

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

The boarding was horrible. You couldn’t hear the announcements at all. Probably because there is so much in the area for businesses. They need a louder PA system. Other than that it was a good Delta experience.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

Crew was not helpful. Other passengers in first class were over served blatantly over intoxicated.

Terrible. Delta delays caused us to miss our flight and they did nothing to fix it.

The A330-200 was showing its age but otherwise this was a pleasant flight with friendly crew. The meals/snack provided were pretty good.

The most unprofessional and disorganized experience I’ve ever had with an airlines. After the flight was diverted on the runway and we returned to the gate, there was no communication about the plans and it took an additional 5 hours to get set up with a hotel and a new flight, information that was not readily given to the passengers and mostly gotten second hand from what other passengers heard from each other. Based on this experience I cannot recommend flying delta again

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

On time take off…US cabins look tired and need of refresh!

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

An hour and a half late is UNACCEPTABLE. The negative impact to our family is unconscionable. And for the price we were forced to pay...

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

This was the smoothest flight I have had in awhile. I was also offered an exit row seat for a great upgrade cost and was able to sleep almost thr whole flight due to comfort and a smooth flight. We left on time and arrived on time.

No food not even water offered unless you buy it and no usb in the seat but other than that everything was good

Worst airline experience ever. Lost my IPad going thru security. Charged for my dog carriage at the gate not at ticket counter. Gave away my seat 6D. Expressed I wanted my seat back after charging me 99 for dog carriage. Should have thrown it out. Had a 16 yr old Yorkie heading to Boston after being a snowbird. Seats small. Very bad experience. Still don’t have my IPad. Horrible

Flight delayed then canceled! I will NEVER fly Spirit Airlines again and will tell all my friends!

Delayed..4 times...completely disorganized boarding. After 5 hours they scrambled to move ppl off plane bc they overbooked. Then they didn't have a cabin crew. WiFi on plane didn't work. Zero amenities. Once we boarded we sat on tarmac for an hour. Explore all alternate options including purchasing a pair of hiking boots and walking to your destination instead of flying spirit.

The weight limit per bag was really low - 40 lbs - so we had to pay extra. Then, they said their carry on size was 14x18x8, and we measured our bag very carefully. It was within the limit, yet they said it was too big, so we ended up paying an extra $100 for that too!! So it wasn’t the cheap flight we thought it would be. Then, they moved up our initial flight to depart 3 hours earlier which meant we had to be out on the road by 7 am and then have a 6 hour layover and we got home at 2am. It was a grueling day. I won’t be flying with them again.

The seat was very uncomfortable from Boston to Nashville. Otherwise the flight was excellent.

Early departure and arrival. Cabin very cold. Waited a while for luggage to come out

I had a phobia for Spirit and now is 100% confirmed. Flight delayed, missed connecting flight and staying overnight . Now not even able to get my boarding pass until I’ll get into the airport. It’s really really bad at this point

the landing was terrible. the plane touched down and had take off. the plane flew around and landed a second time.i understand the weather might of been the problem. It was a scary experience and no explanation from the captain.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Book cheap flights from Cleveland to Massachusetts

Recent round-trip flight deals

6/12mié.
1 stopSpirit Airlines
4h 58mCLE-BOS
6/26mié.
1 stopSpirit Airlines
10h 21mBOS-CLE
$118
9/12jue.
1 stopFrontier
20h 13mCLE-BOS
9/14sáb.
1 stopFrontier
4h 49mBOS-CLE
$125
6/10lun.
1 stopAmerican Airlines
5h 03mCLE-BOS
6/12mié.
1 stopAmerican Airlines
5h 27mBOS-CLE
$181
7/23mar.
1 stopJetBlue
6h 25mCLE-ACK
7/30mar.
1 stopJetBlue
5h 22mACK-CLE
$182
6/11mar.
1 stopAmerican Airlines
5h 31mCLE-BOS
6/14vie.
1 stopAmerican Airlines
4h 59mBOS-CLE
$183
7/23mar.
2 stopsDelta
8h 09mCLE-ACK
7/30mar.
1 stopDelta
5h 22mACK-CLE
$191
6/10lun.
nonstopJetBlue
1h 45mCLE-BOS
6/11mar.
nonstopJetBlue
2h 00mBOS-CLE
$207
7/4jue.
1 stopDelta
5h 59mCLE-ACK
7/9mar.
1 stopDelta
5h 22mACK-CLE
$212
7/5vie.
2 stopsUnited Airlines
11h 43mCLE-BDL
7/17mié.
1 stopUnited Airlines
3h 40mBDL-CLE
$404
6/29sáb.
1 stopUnited Airlines
4h 18mCLE-ALB
7/1lun.
1 stopUnited Airlines
4h 01mALB-CLE
$406

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Recent one-way flight deals

6/12mié.
1 stopSpirit Airlines
4h 58mCLE-BOS
$37
6/5mié.
1 stopSpirit Airlines
4h 58mCLE-BOS
$38
6/6jue.
1 stopFrontier
4h 15mCLE-BOS
$58
8/24sáb.
1 stopFrontier
12h 03mCLE-BDL
$68
6/7vie.
1 stopAmerican Airlines
5h 03mCLE-BOS
$91
7/1lun.
1 stopAmerican Airlines
4h 08mCLE-BOS
$92
6/26mié.
1 stopDelta
5h 31mCLE-ALB
$137
6/21vie.
nonstopDelta
1h 59mCLE-BOS
$144
7/6sáb.
2 stopsUnited Airlines
16h 52mCLE-BOS
$229
9/11mié.
2 stopsUnited Airlines
11h 48mCLE-BOS
$234

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Last minute flights from Cleveland to Massachusetts

Last minute flight, train and bus deals

6/4mar.
multi-stopSpirit Airlines
17h 38mCLE-BOS
6/12mié.
multi-stopSpirit Airlines
10h 21mBOS-CLE
$91
6/4mar.
multi-stopFrontier
5h 31mCLE-BOS
6/12mié.
multi-stopFrontier
7h 14mBOS-CLE
$116
6/4mar.
multi-stopSpirit Airlines
17h 38mCLE-BOS
6/13jue.
multi-stopSpirit Airlines
7h 32mBOS-CLE
$131
6/4mar.
nonstopJetBlue
1h 46mCLE-BOS
6/11mar.
nonstopJetBlue
2h 03mBOS-CLE
$227
6/4mar.
nonstopJetBlue
1h 46mCLE-BOS
6/13jue.
nonstopJetBlue
2h 08mBOS-CLE
$247
6/4mar.
multi-stopDelta
4h 19mCLE-BOS
6/11mar.
nonstopDelta
2h 02mBOS-CLE
$277
6/4mar.
nonstopDelta
1h 58mCLE-BOS
6/8sáb.
nonstopDelta
2h 07mBOS-CLE
$312
6/1sáb.
multi-stopUnited Airlines
7h 28mCLE-ACK
6/6jue.
multi-stopUnited Airlines
5h 44mACK-CLE
$313
6/3lun.
multi-stopAmerican Airlines
3h 24mCLE-BOS
6/13jue.
multi-stopAmerican Airlines
4h 25mBOS-CLE
$358
6/1sáb.
multi-stopUnited Airlines
4h 37mCLE-BDL
6/15sáb.
multi-stopUnited Airlines
5h 02mBDL-CLE
$456

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Cleveland - Massachusetts Flights

Departure:

Cleveland (CLE)United States

Return flight deals:

Massachusetts - Cleveland

Cabin classes:

$494
$3,373
$416
$143