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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
Mon 7/1
Mon 7/8

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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$134
Nantucket
Nantucket1 stop$182
West Tisbury
West Tisbury1 stop$217
Albany
Albany1 stop$281

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 16% 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 16% more expensive 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 10419 reviews
7.9Comfort
8.0Entertainment
8.6Crew
7.4Food
8.2Boarding
Airline reviews

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

10.0 ExcellentBarb, Jun 2024MSP - JFK
Read more about Delta reviews

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

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

Not worth the price of premium class ticket paid, felt more like steerage.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

I had a great flight. Everything went smoothly and the flight arrived early.

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.

They cancelled two flight and got us onto another airline, which was also delayed.

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

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.

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.

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.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

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

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

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.

Book cheap flights from Cleveland to Massachusetts

Recent round-trip flight deals

6/11Tue
1 stopSpirit Airlines
17h 19mCLE-BOS
6/15Sat
1 stopSpirit Airlines
4h 38mBOS-CLE
$134
6/11Tue
2 stopsSpirit Airlines
16h 32mCLE-BOS
6/12Wed
1 stopSpirit Airlines
10h 02mBOS-CLE
$135
6/6Thu
1 stopFrontier
4h 41mCLE-BDL
6/13Thu
1 stopFrontier
8h 39mBDL-CLE
$156
6/6Thu
2 stopsFrontier
14h 18mCLE-BDL
6/13Thu
1 stopFrontier
8h 39mBDL-CLE
$162
9/17Tue
nonstopDelta
1h 55mCLE-BOS
9/25Wed
nonstopDelta
2h 11mBOS-CLE
$187
7/23Tue
2 stopsDelta
8h 09mCLE-ACK
7/30Tue
1 stopDelta
5h 22mACK-CLE
$191
7/27Sat
1 stopAmerican Airlines
6h 28mCLE-BOS
8/3Sat
1 stopAmerican Airlines
6h 17mBOS-CLE
$213
9/18Wed
1 stopUnited Airlines
6h 16mCLE-BOS
9/29Sun
1 stopUnited Airlines
4h 18mBOS-CLE
$216
7/20Sat
1 stopAmerican Airlines
5h 45mCLE-MVY
7/23Tue
1 stopAmerican Airlines
6h 41mMVY-CLE
$217
9/28Sat
1 stopUnited Airlines
4h 00mCLE-BOS
9/29Sun
1 stopUnited Airlines
4h 18mBOS-CLE
$296

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Recent one-way flight deals

6/12Wed
1 stopSpirit Airlines
4h 58mCLE-BOS
$37
9/11Wed
1 stopSpirit Airlines
11h 37mCLE-BOS
$43
8/9Fri
1 stopFrontier
26h 16mCLE-BOS
$90
7/27Sat
1 stopFrontier
20h 29mCLE-BDL
$90
6/17Mon
1 stopAmerican Airlines
5h 03mCLE-BOS
$107
9/2Mon
1 stopUnited Airlines
5h 16mCLE-BOS
$119
6/13Thu
nonstopDelta
1h 59mCLE-BOS
$124
7/6Sat
1 stopAmerican Airlines
5h 56mCLE-BOS
$133
7/1Mon
1 stopDelta
3h 38mCLE-ALB
$137
9/11Wed
2 stopsUnited Airlines
11h 48mCLE-BOS
$203

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Last minute flights from Cleveland to Massachusetts

Last minute flight, train and bus deals

6/6Thu
multi-stopSpirit Airlines
4h 58mCLE-BOS
6/7Fri
multi-stopSpirit Airlines
12h 10mBOS-CLE
$153
6/6Thu
multi-stopFrontier
4h 41mCLE-BDL
6/13Thu
multi-stopFrontier
8h 39mBDL-CLE
$156
6/6Thu
nonstopDelta
1h 58mCLE-BOS
6/9Sun
nonstopDelta
2h 01mBOS-CLE
$227
6/6Thu
nonstopDelta
1h 58mCLE-BOS
6/7Fri
multi-stopDelta
4h 18mBOS-CLE
$247
6/3Mon
multi-stopAmerican Airlines
5h 18mCLE-BOS
6/16Sun
multi-stopAmerican Airlines
4h 59mBOS-CLE
$315
6/4Tue
nonstopJetBlue
1h 43mCLE-BOS
6/8Sat
nonstopJetBlue
2h 03mBOS-CLE
$387
6/4Tue
nonstopJetBlue
1h 46mCLE-BOS
6/11Tue
nonstopJetBlue
1h 59mBOS-CLE
$407
6/5Wed
multi-stopUnited Airlines
6h 34mCLE-BOS
6/8Sat
multi-stopUnited Airlines
3h 47mBOS-CLE
$421
6/3Mon
multi-stopAmerican Airlines
5h 29mCLE-BDL
6/5Wed
multi-stopAmerican Airlines
4h 43mBDL-CLE
$467
6/2Sun
multi-stopUnited Airlines
4h 35mCLE-BOS
6/3Mon
multi-stopUnited Airlines
8h 02mBOS-CLE
$554

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Cleveland - Massachusetts Flights

Departure:

Cleveland (CLE)United States

Return flight deals:

Massachusetts - Cleveland

Cabin classes:

$494
$3,373
$416
$143