$78 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 4/29. 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

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cleveland to Massachusetts.
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Cheap Flights from Cleveland to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$147
Albany
Albany1 stop$275
Boston
Boston1 stop$147
Albany
Albany1 stop$275

Book Cheap Cleveland 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 Cleveland 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 Cleveland to Massachusetts

Tue, May 19 - Wed, May 20
Frontier Logo
6:01 pm - 1:24 am
CLE
-
BOS
7h 23m
1 stop
Frontier Logo
10:07 am - 7:34 am
BOS
-
CLE
21h 27m
1 stop
$147Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
8:55 pm - 4:21 pm
CLE
-
BDL
19h 26m
1 stop
Frontier Logo
3:50 pm - 11:50 am
BDL
-
CLE
20h 00m
1 stop
$149Frontier
Thu, May 7 - Wed, May 13
Multiple Airlines Logo
9:00 am - 10:39 am
CLE
-
BOS
1h 39mnonstop
Multiple Airlines Logo
12:01 pm - 6:27 pm
BOS
-
CLE
6h 26m
1 stop
$154Multiple Airlines
Thu, Apr 23 - Fri, Apr 24
JetBlue Logo
9:01 am - 10:41 am
CLE
-
BOS
1h 40mnonstop
JetBlue Logo
5:52 pm - 8:01 pm
BOS
-
CLE
2h 09mnonstop
$159JetBlue
Mon, Apr 20 - Thu, Apr 23
Multiple Airlines Logo
4:41 pm - 10:21 am
CLE
-
BOS
17h 40m
1 stop
Multiple Airlines Logo
5:52 pm - 8:01 pm
BOS
-
CLE
2h 09mnonstop
$161Multiple Airlines
Thu, Apr 23 - Tue, Apr 28
JetBlue Logo
12:00 pm - 1:46 pm
CLE
-
BOS
1h 46mnonstop
JetBlue Logo
5:52 pm - 8:01 pm
BOS
-
CLE
2h 09mnonstop
$162JetBlue
Sat, Apr 18 - Tue, Apr 21
Delta Logo
6:00 am - 8:04 am
CLE
-
BOS
2h 04mnonstop
Delta Logo
9:05 pm - 11:13 pm
BOS
-
CLE
2h 08mnonstop
$167Delta
Mon, Jun 29 - Fri, Jul 3
Delta Logo
10:17 am - 3:48 pm
CLE
-
ACK
5h 31m
1 stop
Delta Logo
12:06 pm - 7:02 pm
ACK
-
CLE
6h 56m
1 stop
$252Delta
Mon, Jun 29 - Fri, Jul 3
American Airlines Logo
5:15 am - 3:55 pm
CLE
-
ACK
10h 40m
2 stops
American Airlines Logo
12:56 pm - 7:07 pm
ACK
-
CLE
6h 11m
1 stop
$258American Airlines
Wed, Sep 2 - Sat, Sep 5
American Airlines Logo
6:10 am - 11:56 am
CLE
-
MVY
5h 46m
1 stop
American Airlines Logo
10:42 am - 5:47 pm
MVY
-
CLE
7h 05m
1 stop
$266American Airlines
Booking Insights

KAYAK's insights & trends for Cleveland to Massachusetts flights

Get data-powered insights and trends into flights from Cleveland 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 Cleveland 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 Cleveland to Massachusetts departing in May.

What is the cheapest Cleveland to Massachusetts flight route?

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

The cheapest ticket to Massachusetts from Cleveland found in the last 72 hours was to Boston, at $141 round-trip. The most popular route is from Cleveland (CLE) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $141.

What is the cheapest time of day to fly to Massachusetts?

The average price for all round-trip flights from Cleveland 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 at night, when round-trip flights cost $281 on average. Morning departures are around 54% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the evening, which is peak travel time and where the average cost of a ticket is $625.

Can I save money by flying with a layover from Cleveland 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 $276, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Cleveland to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cleveland 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 Cleveland to Massachusetts is January, when tickets cost $158 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $286 and $284 respectively.

What’s the cheapest day of the week to fly from Cleveland to Massachusetts?

The average price of all round-trip flights from Cleveland to Massachusetts clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Massachusetts on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Tuesday is the most expensive day to fly from Cleveland to Massachusetts. For your return ticket, we recommend flying on a Thursday and avoiding Mondays for the best deals.

How far in advance should I book a flight from Cleveland 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 Cleveland 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 Cleveland to Massachusetts, you should book around 3 weeks before departure, which saves you about 47% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$78
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from Cleveland to Hartford

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 from Cleveland 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 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 from Cleveland 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 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 from Cleveland to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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 - $230 round-trip

Reviews of the top 5 airlines serving from Cleveland to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Cleveland 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 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.
7.9
DeltaOverall score based on 8378 reviews
8.1Boarding
7.9Comfort
7.8Entertainment
8.5Crew
7.2Food
Airline reviews

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

8.0 ExcellentTabatha, Apr 2026
SAN - DTW
Read more Delta reviews

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

On the return flight, flight attendant Britt went out of her way to inform passengers that several of us had tight connections.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Staff at the check-in counter were friendly, happy and helpful. They tagged our bags and sent us to “bag drop off” but were not very clear about where that was. The airport was busy we headed off in what we thought was the right direction until a gentleman waved us down and actually came after us. He was the baggage handler for Delta and recognized our “deer in the headlights “ look-he brought us to the right area (which was marked as the Southwest Airlines Drop Off) and sent us on our way. Wonderful guy, low key and working with a big smile on his face. Loved it. Loved him.

During the flight, the only refreshments provided were crackers and soft drinks; no substantial food was offered despite the international route. Furthermore, our initial flight was delayed, causing us to miss the connecting flight in Atlanta. The airline did not hold the connection, and we were informed that the next available flight is not for another 24 hours. While I am aware of alternative options via JetBlue, they operate out of JFK, which is not a viable solution for us as a resident of New Jersey.

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

It was perfect! I've never flown with United before, but I definitely will in the future

I had a cancelled flight because of technical issues going to my destination, and a delayed flight coming home. All told it wasn’t a total bust.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

Fine. The issues I had were associated with luggage being delayed from Turkey to Tanzania

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

We purchase first class seats for the first time for multiples of standard economy ticket. There was no access to the club lounge and no priority boarding. The meal and the service once on the plane were superior and the seat was nicer, but not worth the price difference. I will be happy to seat in economy and spend the difference on more travel.

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

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?

Flight was good wish there were more snacks options for such a long flight but stewardesses were very pleasant as was flight crew.

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.

I was especially impressed without efficiently the crew got passengers on and off. One of the stewards was slightly gruff, I thought. No big deal but that's what I noticed.

For the price point it was very good. Definitely leave on the earlier flights as it can become terribly crowded later in the day

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

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

They put me on an earlier and I got home sooner

My flight was delayed. We left at midnight. I got to Greensboro (GSO) at 1am. All of AA's flights in/out of Charlotte always seem to be delayed or canceled. It took me all day on Sunday to get to my destination of Cincinnati from Greensboro. I had to be rerouted through Chicago because my original flight was canceled as the door to plane was closing in GSO. The saddest part is I could have driven and arrived sooner. . . I recognize there is a lot going on that impacts travel. This week it was weather. Yesterday in Cincinnati it was President Trump. But as a frequent flyer, the flight from South Bend to Charlotte always runs late. The subsequent flight to Greensboro is always midnight to 2am. . . I do want to give props the Charlotte boarding crew. They had four flights going out of the same area at the same time. They turned it quickly and mitigated the grumbling from the crowd.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

Flight was delayed. Not much information on when the flight would take off. Eventually we were told it was maintenance. App was not giving updates.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

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

Information on your arrival and departure airports