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$47 Find cheap flights from Cleveland 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 Cleveland to Massachusetts departing on 8/14. 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. 7/13
sáb. 7/20

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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$92
Nantucket
Nantucket1 stop$317
West Tisbury
West Tisbury1 stop$345
Albany
Albany1 stop$263

Good to know

Low season

January

High season

October

Cheapest flight

$47
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 7% lower on average.
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 $143 one-way - $247 round-trip
  • On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*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 10000 reviews
8.0Entertainment
8.2Boarding
7.4Food
8.6Crew
7.9Comfort
Airline reviews

It was very cold because the air conditioner was on high power, and my son got sick.

4.0 OkayAnonymous, Jun 2024ORD - SEA
Read more about Delta reviews

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

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.

The entertainment wasn’t playing in the app or online.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

For the money that I paid it was a good deal. I sat in the back of the plane and didn't pick a seat and my wife I sat together. Mission accomplished.

Seats are weirdly bent, I felt hunched the entire time.

Paid for premium economy had no tv the whole time the crew tried to reset/reboot but would not work they said they would put a trouble ticket in for it. We had 3 seats my tv was the only one that didn't work. They cancelled our flight re worked us on another that left us at airport over night on the floor I have a ten year old and a 78 diabetic mother which also had shingles and suffers from nerve pain in legs and back. Requested wheelchair service at all airports after the re route NO wheelchair service was there to help. WORST experience we have ever had. Went to American airlines assistance it was closed. I AM FURIOUS!!! I expect some sort of compensation from this traumatic experience and no need for flying points we don't plan on using American airlines again!!!!

This is by far the worst experience I have had with American Airlines. The start of this trip was a complete disaster. I purposely planned my trip so that I would weather any delays so that I could make very important meeting at the Pentagon. My flight was cancelled because of maintenance and I was put on the first flight the next day but I was late to the meeting. After a long week at the Pentagon I just wanted to go home and my flight home which was early in the day was delayed. Eventually the flight was delayed until the next day. I was not authorized a hotel room because DCA was my point of origin. So I paid for a hotel out of pocket. The flight this morning was boarded then deplaned because the aircraft was hot. The flow of information was not happening in DCA and made it worse when the news was bad. I am going to take a break from American for my next few military flights. Hopefully whatever has been going on with American Airlines will be resolved.

We had a 2 hour delay. The seats were smaller than most other airlines. The person in front of us wanted to lay back and we had to stop her because she was pressing against my girlfriend’s legs. We had to ask her to sit up and not lay back due to the lack of room.

Everything was fine once we actually got on our flight. It was more then annoying they canceled (delayed) our flight. We lost out on a day of our trip along with money on our stay. Plus we had to book another hotel. So expensive.

This flight was canceled and delayed several times without explanation. The plane was freezing cold and no wifi for messaging. Getting off the plane was terribly unorganized and felt like it took forever….

The flight was delayed several times without explanation. The seats were terribly uncomfortable and wifi isn’t included. All these make for a less than ideal flight.

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

No complaints. The flight was uneventful, which is a good thing.

The bag drop process took longer than other airlines. The boarding and crew were good. The seats do not recline and have minimal padding. The snacks/drinks are for purchase only. The flight was on time with no issues. I would fly them again if the cost was significantly less.

Crew was excellent. Flight was overbooked No seat assignment until the last moment.

My flight was delayed then cancelled My elder parents were upstairs waiting for a spirit rep to bring them downstairs to where my sister waited for 2 hours. My elder parents are not able to walk . My dad was wet of urine from where he could not hold it .waiting for some spirit personnel to wheel chair them back down stairs to where my sister was waiting for them for two hours . That is not ok

Poor response to delay, getting on plane, off plane and back on again

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

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.

Online check-in was not user-friendly. Too many fees, not cost effective.

They wouldn’t let us on the flight even tho we were an hour early. No refund not even our bags that were prepaid

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

I did not enjoy the trip home on Frontier for several reasons: there is too much cost besides the flight, which was more than I would normally pay, then having to pay for luggage, and carry-on, seat (if you want to reserve when booking) then you must pay over $3 for a can of soda, and $4 for a snack. A cup of water is free.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

Book cheap flights from Cleveland to Massachusetts

Recent round-trip flight deals

9/18mié.
1 stopFrontier
5h 12mCLE-BOS
9/25mié.
1 stopFrontier
6h 48mBOS-CLE
$92
9/10mar.
1 stopFrontier
20h 13mCLE-BOS
9/13vie.
1 stopFrontier
27h 18mBOS-CLE
$107
7/17mié.
1 stopSpirit Airlines
7h 12mCLE-BOS
7/23mar.
1 stopSpirit Airlines
6h 52mBOS-CLE
$148
7/10mié.
1 stopSpirit Airlines
7h 12mCLE-BOS
7/13sáb.
1 stopSpirit Airlines
10h 50mBOS-CLE
$156
10/19sáb.
1 stopAmerican Airlines
4h 04mCLE-BDL
10/21lun.
1 stopAmerican Airlines
4h 33mBDL-CLE
$222
8/9vie.
nonstopDelta
2h 04mCLE-BOS
8/20mar.
nonstopDelta
2h 10mBOS-CLE
$247
8/19lun.
1 stopUnited Airlines
4h 25mCLE-BDL
8/22jue.
1 stopUnited Airlines
4h 03mBDL-CLE
$252
10/7lun.
1 stopAmerican Airlines
4h 16mCLE-BOS
10/10jue.
1 stopAmerican Airlines
4h 29mBOS-CLE
$261
9/26jue.
1 stopDelta
3h 47mCLE-ALB
9/29dom.
1 stopDelta
3h 39mALB-CLE
$263
7/3mié.
1 stopUnited Airlines
4h 27mCLE-BDL
7/3mié.
1 stopUnited Airlines
7h 13mBDL-CLE
$334

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Recent one-way flight deals

8/14mié.
1 stopFrontier
5h 12mCLE-BOS
$47
8/20mar.
1 stopFrontier
5h 30mCLE-BOS
$49
6/28vie.
1 stopSpirit Airlines
4h 44mCLE-BOS
$80
7/1lun.
1 stopSpirit Airlines
22h 16mCLE-BDL
$80
6/19mié.
nonstopDelta
1h 59mCLE-BOS
$124
11/27mié.
1 stopAmerican Airlines
3h 17mCLE-BOS
$133
7/1lun.
1 stopDelta
5h 33mCLE-ALB
$137
7/14dom.
1 stopAmerican Airlines
6h 31mCLE-BDL
$167
8/14mié.
2 stopsUnited Airlines
12h 43mCLE-BOS
$201
9/14sáb.
2 stopsUnited Airlines
10h 31mCLE-BOS
$232

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Last minute flights from Cleveland to Massachusetts

Last minute flight, train and bus deals

6/14vie.
multi-stopFrontier
11h 54mCLE-BOS
6/17lun.
multi-stopFrontier
5h 10mBOS-CLE
$198
6/15sáb.
multi-stopFrontier
11h 02mCLE-BDL
6/18mar.
multi-stopFrontier
4h 59mBDL-CLE
$218
6/18mar.
multi-stopSpirit Airlines
17h 19mCLE-BOS
6/20jue.
multi-stopSpirit Airlines
10h 21mBOS-CLE
$228
6/18mar.
multi-stopAmerican Airlines
4h 08mCLE-BOS
6/18mar.
multi-stopAmerican Airlines
5h 43mBOS-CLE
$266
6/18mar.
nonstopDelta
1h 59mCLE-BOS
6/18mar.
multi-stopDelta
4h 33mBOS-CLE
$272
6/17lun.
multi-stopSpirit Airlines
32h 25mCLE-BOS
6/20jue.
multi-stopSpirit Airlines
10h 21mBOS-CLE
$293
6/17lun.
multi-stopAmerican Airlines
3h 40mCLE-BOS
6/18mar.
multi-stopAmerican Airlines
3h 49mBOS-CLE
$396
6/17lun.
nonstopDelta
1h 59mCLE-BOS
6/19mié.
nonstopDelta
2h 02mBOS-CLE
$412
6/16dom.
multi-stopUnited Airlines
7h 27mCLE-BOS
6/18mar.
multi-stopUnited Airlines
8h 02mBOS-CLE
$601
6/14vie.
multi-stopUnited Airlines
5h 09mCLE-BOS
6/14vie.
multi-stopUnited Airlines
5h 22mBOS-CLE
$661

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Cleveland - Massachusetts Flights

Departure:

Cleveland (CLE)United States

Return flight deals:

Massachusetts - Cleveland

Cabin classes:

$482
$3,373
$416
$143