Massachusetts

$100+ Cheap flights from Cleveland (CLE) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — BOS
Jul 20 — Jul 271
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Cheap flight deals from Cleveland to Massachusetts

Cheapest flights from Cleveland to Massachusetts
Explore the most affordable flight options available from Cleveland to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 20, 2026.

This Priceline deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:25 am
CLE
-
ACK
1 stop4h 47m
JetBlue
Thu 8/64:19 pm
ACK
-
CLE
1 stop7h 40m
JetBlue
Deal found 6/18$158
This Priceline deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:25 am
CLE
-
ACK
1 stop4h 47m
JetBlue
Thu 8/64:19 pm
ACK
-
CLE
1 stop7h 40m
JetBlue
Deal found 6/16$168
This Orbitz deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:25 am
CLE
-
BOS
1 stop5h 08m
JetBlue
Sun 7/198:39 pm
BOS
-
CLE
1 stop4h 20m
JetBlue
Deal found 6/19$173
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:50 pm
CLE
-
BOS
1 stop5h 24m
United Airlines
Mon 8/316:00 am
BOS
-
CLE
1 stop4h 39m
United Airlines
Deal found 6/17$174
This JetBlue deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:25 am
CLE
-
BOS
1 stop7h 59m
JetBlue
Fri 7/175:09 pm
BOS
-
CLE
1 stop7h 50m
JetBlue
Deal found 6/15$179
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am
CLE
-
MVY
1 stop6h 00m
American Airlines
Sat 9/512:30 pm
MVY
-
CLE
1 stop6h 54m
American Airlines
Deal found 6/18$186
This Super.com deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:25 am
CLE
-
BOS
1 stop5h 01m
JetBlue
Mon 7/277:39 pm
BOS
-
CLE
1 stop5h 20m
JetBlue
Deal found 6/18$186
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:22 am
CLE
-
ACK
1 stop4h 47m
American Airlines
Fri 7/2412:56 pm
ACK
-
CLE
1 stop6h 10m
American Airlines
Deal found 6/18$186
This Super.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:25 am
CLE
-
BOS
1 stop5h 08m
JetBlue
Tue 7/218:38 pm
BOS
-
CLE
1 stop4h 21m
JetBlue
Deal found 6/17$187
This Super.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/166:25 am
CLE
-
BOS
1 stop5h 01m
JetBlue
Thu 7/237:39 pm
BOS
-
CLE
1 stop5h 20m
JetBlue
Deal found 6/17$188
This Cheapflightsfares deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:25 am
CLE
-
BOS
1 stop4h 56m
JetBlue
Mon 8/104:30 pm
BOS
-
CLE
1 stop7h 29m
JetBlue
Deal found 6/20$190
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:40 pm
CLE
-
BOS
1 stop5h 34m
United Airlines
Tue 7/216:05 am
BOS
-
CLE
1 stop4h 03m
United Airlines
Deal found 6/18$191

Find flight deals from Cleveland to Massachusetts

Keep the following information in mind while searching for Cleveland to Massachusetts flight deals. Data was last updated June 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$158
(Priceline)

One-way from

$100
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$334

Good round-trip deal

$298 or less

Good one-way deal

$177 or less
Provider with most accurate pricing for Cleveland Hopkins Intl-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Boston Logan Intl flights.
From Cleveland Hopkins Intl to Massachusetts
One-way flight from Cleveland Hopkins Intl to Massachusetts
Highest demand for flights based on searches. 18% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in June 2026
Price to beat on a round-trip flight from Cleveland Hopkins Intl to Massachusetts.
Price to beat on a one-way flight from Cleveland Hopkins Intl to Massachusetts.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 20, 2026.
Use the filters below to find and compare flights from Cleveland to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ClevelandNantucket

CLE - ACK

CLEACK

Cleveland Hopkins Intl

Mon 8/10

6:25 am-11:12 am

1 stop4h 47m

Nantucket Memorial

Fri 8/14

4:19 pm-11:59 pm

1 stop7h 40m

$168

ClevelandNantucket

CLE - ACK

CLEACK

Cleveland Hopkins Intl

Tue 8/11

6:25 am-11:12 am

1 stop4h 47m

Nantucket Memorial

Fri 8/14

4:19 pm-11:59 pm

1 stop7h 40m

$168

ClevelandNantucket

CLE - ACK

CLEACK

Cleveland Hopkins Intl

Sun 8/9

6:25 am-11:12 am

1 stop4h 47m

Nantucket Memorial

Fri 8/14

4:19 pm-11:59 pm

1 stop7h 40m

$168

ClevelandBoston

CLE - BOS

CLEBOS

Cleveland Hopkins Intl

Wed 7/15

6:25 am-11:33 am

1 stop5h 08m

Boston Logan Intl

Wed 7/15

7:39 pm-12:59 am

1 stop5h 20m

$179

ClevelandNantucket

CLE - ACK

CLEACK

Cleveland Hopkins Intl

Tue 7/14

6:00 am-10:09 am

1 stop4h 09m

Nantucket Memorial

Fri 7/17

5:10 pm-11:59 pm

1 stop6h 49m

$186

ClevelandNantucket

CLE - ACK

CLEACK

Cleveland Hopkins Intl

Tue 8/25

6:25 am-11:12 am

1 stop4h 47m

Nantucket Memorial

Sat 8/29

4:20 pm-11:59 pm

1 stop7h 39m

$205

ClevelandHyannis

CLE - HYA

CLEHYA

Cleveland Hopkins Intl

Sat 7/4

6:50 am-2:42 pm

1 stop7h 52m

Hyannis Barnstable

Wed 7/8

4:23 pm-10:58 pm

1 stop6h 35m

$214

ClevelandBoston

CLE - BOS

CLEBOS

Cleveland Hopkins Intl

Sun 9/13

7:49 pm-1:10 am

1 stop5h 21m

Boston Logan Intl

Sun 9/20

5:45 am-9:41 am

1 stop3h 56m

$217

ClevelandWest Tisbury

CLE - MVY

CLEMVY

Cleveland Hopkins Intl

Wed 8/19

6:32 am-12:38 pm

1 stop6h 06m

West Tisbury Martha's Vineyard

Fri 8/21

3:48 pm-10:46 pm

1 stop6h 58m

$219

ClevelandBoston

CLE - BOS

CLEBOS

Cleveland Hopkins Intl

Tue 10/6

6:00 am-10:46 am

1 stop4h 46m

Boston Logan Intl

Tue 10/13

4:00 pm-10:54 pm

1 stop6h 54m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Cleveland to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Cleveland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Cleveland to Massachusetts?

Currently, November is the cheapest month in which you can book a flight from Cleveland to Massachusetts (average of $29). Flying from Cleveland to Massachusetts in October is currently the most expensive (average of $507). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CLE to MA?

Find hourly flight availability from Cleveland to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 20, 2026.

It’s typically best to fly out from Cleveland to Massachusetts in the evening. Doing so could potentially save you 56% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from Cleveland to Massachusetts

Explore weekly flight availability from Cleveland to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 20, 2026.

The most flights from CLE to USMA are scheduled on a Friday (22 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

How much does it cost to fly round-trip from Cleveland to Massachusetts?

How far ahead should I book a flight from Cleveland to Massachusetts?

Booking 72 days in advance of your planned departure date is, on average, the best time to get cheap flights from Cleveland to Massachusetts. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Use this chart to determine the cheapest time to fly round-trip from Cleveland to Massachusetts. Price data was last updated on June 20, 2026.

Travelers seeking maximum savings on their Cleveland to Massachusetts flight should consider departing on Sunday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated June 20, 2026.
Read through reviews of airlines operating flights from Cleveland to Massachusetts, such as Delta,United Airlines, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.8

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.8

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.8

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.8

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.8

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.8

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Cleveland to Massachusetts?

    Most people fly from Cleveland Hopkins Intl (CLE) if they book a flight from Cleveland to Massachusetts. Cleveland Hopkins Intl is conveniently located just 10.1 mi from Cleveland’s city center.

  • How popular is this Cleveland to Massachusetts flight route?

  • How long is the flight from Cleveland to Massachusetts?

    Departing from Cleveland to Massachusetts will take you 4h 09m. There are 611 mi between Cleveland and Massachusetts. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Cleveland to Massachusetts one-way?

    One-way options have recently been found by users for as low as $33 on Frontier. Other airlines that offer cheap prices include United Airlines from $83 and American Airlines from $88 one-way.

  • What are the most popular routes from Cleveland to Massachusetts?

  • What are the most reliable airlines from Cleveland to Massachusetts?

    Before booking your flight to Massachusetts from Cleveland, check out the most reliable airlines to get you to your destination on time: LATAM Airlines (96%), Korean Air (95%), Scandinavian Airlines( 93%).

  • What are the cheapest flights from Cleveland to Massachusetts?

    While on average a flight from Cleveland to Massachusetts is generally $473, our data shows the cheapest flight currently is $137. When looking at the most popular route, (Cleveland Hopkins Intl - Boston Logan Intl), you can expect to pay $142 for that flight.

  • Can I find deals for flights from Cleveland to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Cleveland to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Massachusetts.

  • Can I find deals for business class flights from Cleveland to Massachusetts?

    Yes. Cheapflights offers flight deals from Cleveland to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cleveland to Massachusetts?

    Currently, November is the cheapest month in which you can book a flight from Cleveland to Massachusetts (average of $29). Flying from Cleveland to Massachusetts in October is currently the most expensive (average of $507). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Cleveland to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Cleveland to Massachusetts

Discover the top 5 airlines that operate flights from Cleveland to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$123FlexibilityNo cancel feeOn-time62%
DeltaCheapest$88Average$277FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$105Average$461FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$168Average$260FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$176Average$391FlexibilityNo cancel feeOn-time71%

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