$97+ Cheap flights from Cleveland (CLE) to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — BOS
Oct 17 — Oct 241
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Cleveland to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cleveland to Massachusetts
Cheapest
Best
Last-minute
One-way
Cheapest flights from Cleveland to MassachusettsExplore 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 September 17, 2026.
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 September 17, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 10/244:28 pm -
1 stop5h 04m
Sat 10/318:01 am -
1 stop6h 39m
Deal found 9/14![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 10/107:57 pm -
1 stop4h 02m
Wed 10/146:00 am -
1 stop3h 40m
Deal found 9/17![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:15 am -
2 stops9h 40m
Tue 11/38:20 am -
1 stop3h 40m
Deal found 9/16![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:25 pm -
1 stop4h 30m
Tue 11/1012:25 pm -
2 stops8h 00m
Deal found 9/17![Southwest logo]()
$244
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:59 pm -
1 stop13h 03m
Wed 10/2812:39 pm -
1 stop8h 15m
Deal found 9/14![Frontier logo]()
$245
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:59 pm -
1 stop13h 03m
Wed 10/2112:57 pm -
1 stop7h 55m
Deal found 9/14![Frontier logo]()
$254
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:04 pm -
1 stop6h 15m
Thu 10/85:23 am -
1 stop4h 02m
Deal found 9/15![Delta logo]()
$254
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:59 pm -
1 stop13h 03m
Wed 10/2112:57 pm -
1 stop7h 55m
Deal found 9/13![Frontier logo]()
$255
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:35 am -
2 stops7h 45m
Sat 10/318:30 am -
1 stop5h 15m
Deal found 9/14![Southwest logo]()
$256
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
1 stop8h 21m
Mon 10/193:16 pm -
1 stop9h 03m
Deal found 9/16![Frontier logo]()
$256
This Travelocity deal was found by Cheapflights users on 9/15. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:20 pm -
1 stop25h 01m
Sun 10/253:16 pm -
1 stop17h 41m
Deal found 9/15![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:46 pm -
1 stop20h 06m
Tue 10/2012:57 pm -
1 stop7h 55m
Deal found 9/13![Frontier logo]()
$260
Best flights from Cleveland to MassachusettsDiscover carefully curated flight deals from Cleveland to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
Discover carefully curated flight deals from Cleveland to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 17, 2026.
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:04 pm -
1 stop6h 15m
Wed 10/215:23 am -
1 stop4h 02m
Deal found 9/16![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/282:20 pm -
2 stops8h 00m
Tue 11/37:50 am -
2 stops10h 35m
Deal found 9/16![Southwest logo]()
$250
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
1 stop8h 21m
Mon 10/193:16 pm -
1 stop9h 03m
Deal found 9/16![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:57 am -
1 stop15h 45m
Wed 10/148:49 pm -
2 stops27h 30m
Deal found 9/17![Multiple Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/67:51 pm -
1 stop3h 58m
Tue 2/97:35 pm -
1 stop3h 46m
Deal found 9/16![United Airlines logo]()
$340
This JetBlue deal was found by Cheapflights users on 9/14. 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.
Wed 11/116:00 am -
1 stop4h 41m
Sat 11/146:39 pm -
1 stop4h 16m
Deal found 9/14![JetBlue logo]()
$358
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop5h 39m
Tue 10/207:06 pm -
1 stop5h 51m
Deal found 9/17![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:15 am -
2 stops7h 55m
Tue 10/204:10 pm -
1 stop6h 15m
Deal found 9/17![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:10 pm -
1 stop4h 07m
Mon 12/76:00 am -
1 stop3h 38m
Deal found 9/15![United Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:05 am -
2 stops8h 25m
Sat 12/125:35 am -
2 stops12h 10m
Deal found 9/16![Southwest logo]()
$329
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop5h 21m
Sun 12/66:00 am -
1 stop6h 12m
Deal found 9/16![Delta logo]()
$337
This JetBlue deal was found by Cheapflights users on 9/12. 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 10/36:00 am -
1 stop4h 51m
Sat 10/104:11 pm -
1 stop6h 48m
Deal found 9/12![JetBlue logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:46 pm -
2 stops17h 58m
Sun 10/1812:10 pm -
1 stop26h 27m
Deal found 9/17![Multiple Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/134:20 pm -
1 stop6h 00m
Tue 10/2012:55 pm -
2 stops8h 10m
Deal found 9/14![Southwest logo]()
$343
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:00 am -
1 stop4h 27m
Mon 10/126:03 am -
1 stop3h 32m
Deal found 9/15![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:55 pm -
1 stop4h 04m
Sat 10/174:10 pm -
Nonstop2h 10m
Deal found 9/16![Delta logo]()
$382
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:40 pm -
2 stops9h 15m
Wed 10/281:25 pm -
2 stops9h 00m
Deal found 9/15![Southwest logo]()
$348
This JetBlue deal was found by Cheapflights users on 9/13. 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.
Tue 10/277:00 am -
Nonstop1h 47m
Wed 10/286:39 pm -
1 stop4h 16m
Deal found 9/13![JetBlue logo]()
$430
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:53 pm -
1 stop3h 53m
Thu 10/86:00 am -
1 stop4h 39m
Deal found 9/15![United Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:25 pm -
2 stops8h 35m
Mon 12/710:35 am -
2 stops9h 45m
Deal found 9/14![Southwest logo]()
$350
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1810:46 am -
1 stop5h 40m
Sun 11/228:00 am -
1 stop7h 55m
Deal found 9/12![Delta logo]()
$385
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:57 pm -
1 stop4h 02m
Mon 10/126:00 am -
1 stop4h 39m
Deal found 9/16![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:40 pm -
1 stop3h 32m
Tue 10/65:20 pm -
1 stop7h 37m
Deal found 9/15![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/301:35 pm -
2 stops8h 30m
Sat 11/75:35 am -
1 stop7h 35m
Deal found 9/14![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:49 pm -
1 stop5h 19m
Tue 10/68:10 am -
1 stop5h 49m
Deal found 9/15![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/212:20 pm -
2 stops8h 25m
Fri 10/235:50 am -
1 stop10h 55m
Deal found 9/16![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:50 pm -
1 stop6h 05m
Wed 10/710:40 am -
1 stop7h 05m
Deal found 9/14![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
1 stop5h 14m
Mon 10/55:50 am -
1 stop3h 57m
Deal found 9/16![Delta logo]()
$409
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:25 pm -
1 stop6h 40m
Wed 10/710:55 am -
1 stop4h 50m
Deal found 9/13![Southwest logo]()
$372
This KAYAK deal was found by Cheapflights users on 9/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:00 am -
1 stop10h 09m
Sat 11/287:30 am -
2 stops15h 18m
Deal found 9/12![Multiple Airlines logo]()
$787
Last-minute flights from Cleveland to MassachusettsDiscover last-minute flight deals from Cleveland to Massachusetts. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Massachusetts. Data last updated September 17, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:04 pm -
1 stop6h 15m
Thu 10/85:23 am -
1 stop4h 02m
Deal found 9/15![Delta logo]()
$254
This United Airlines deal was found by Cheapflights users on 9/17. 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.
Sat 10/107:57 pm -
1 stop4h 02m
Wed 10/146:00 am -
1 stop3h 40m
Deal found 9/17![United Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:30 pm -
1 stop9h 55m
Wed 10/1412:55 pm -
2 stops7h 25m
Deal found 9/14![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1410:10 am -
1 stop5h 30m
Wed 10/2112:55 pm -
2 stops8h 10m
Deal found 9/16![Southwest logo]()
$262
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:12 am -
1 stop6h 30m
Thu 10/225:37 am -
1 stop3h 21m
Deal found 9/15![American Airlines logo]()
$269
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
1 stop8h 21m
Mon 10/193:16 pm -
1 stop9h 03m
Deal found 9/16![Frontier logo]()
$256
This Southwest deal was found by Cheapflights users on 9/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:55 am -
1 stop5h 55m
Sat 10/2412:30 pm -
1 stop8h 00m
Deal found 9/13![Southwest logo]()
$261
This Travelocity deal was found by Cheapflights users on 9/15. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:20 pm -
1 stop25h 01m
Sun 10/253:16 pm -
1 stop17h 41m
Deal found 9/15![Frontier logo]()
$258
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 10/244:28 pm -
1 stop5h 04m
Sat 10/318:01 am -
1 stop6h 39m
Deal found 9/14![American Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:35 am -
2 stops7h 45m
Sat 10/318:30 am -
1 stop5h 15m
Deal found 9/14![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:15 am -
2 stops9h 40m
Tue 11/38:20 am -
1 stop3h 40m
Deal found 9/16![Southwest logo]()
$244
This Southwest deal was found by Cheapflights users on 9/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:25 pm -
1 stop4h 30m
Tue 11/1012:25 pm -
2 stops8h 00m
Deal found 9/17![Southwest logo]()
$244
One-way flights from Cleveland to MassachusettsSearch for one-way flight options from Cleveland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
Search for one-way flight options from Cleveland to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:20 pm -
1 stop25h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$97
This Mytrip deal was found by Cheapflights users on 9/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/239:15 am -
1 stop10h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Avelo Airlines logo]()
$99
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:10 am -
1 stop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$120
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:20 pm -
1 stop6h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$120
This CheapOair deal was found by Cheapflights users on 9/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:59 pm -
1 stop18h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$131
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:00 am -
1 stop3h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$135
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:00 am -
1 stop10h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$136
This CheapOair deal was found by Cheapflights users on 9/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:59 pm -
1 stop16h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Frontier logo]()
$137
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:00 am -
1 stop8h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$140
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:30 pm -
1 stop9h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$143
This Expedia deal was found by Cheapflights users on 9/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:30 am -
1 stop10h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$145
This Delta deal was found by Cheapflights users on 9/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:05 am -
1 stop5h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Delta logo]()
$146
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 September 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (Delta) |
One-way from | $97 (CheapOair) |
Popular in | June |
Cheapest in | January |
Average price | $338 |
Good round-trip deal | $364 or less |
Good one-way deal | $228 or less |
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 7,457,451 searches. Data last updated September 17, 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
Cheapest round-trip
ClevelandAlbany
CLE Cleveland Hopkins Intl - ALB Albany Intl
CLEALB
Cleveland Hopkins Intl
Fri 10/23
9:15 am-7:46 pm
1 stop10h 31m
Albany Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$99
ClevelandAlbany
CLE Cleveland Hopkins Intl - ALB Albany Intl
CLEALB
Cleveland Hopkins Intl
Tue 10/6
10:10 am-2:10 pm
1 stop4h 00m
Albany Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
ClevelandHartford
CLE Cleveland Hopkins Intl - BDL Hartford Bradley Intl
CLEBDL
Cleveland Hopkins Intl
Sat 12/12
7:05 am-12:23 pm
1 stop5h 18m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
ClevelandHartford
CLE Cleveland Hopkins Intl - BDL Hartford Bradley Intl
CLEBDL
Cleveland Hopkins Intl
Sat 10/10
2:00 pm-9:19 pm
1 stop7h 19m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
ClevelandHartford
CLE Cleveland Hopkins Intl - BDL Hartford Bradley Intl
CLEBDL
Cleveland Hopkins Intl
Tue 10/27
6:15 am-3:40 pm
2 stops9h 25m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$125
Quickest round-trip
ClevelandHartford
CLE Cleveland Hopkins Intl - BDL Hartford Bradley Intl
CLEBDL
Cleveland Hopkins Intl
Mon 10/12
6:00 am-9:37 am
1 stop3h 37m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
ClevelandHartford
CLE Cleveland Hopkins Intl - BDL Hartford Bradley Intl
CLEBDL
Cleveland Hopkins Intl
Sat 10/10
12:30 pm-10:25 pm
1 stop9h 55m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$143
ClevelandHartford
CLE Cleveland Hopkins Intl - BDL Hartford Bradley Intl
CLEBDL
Cleveland Hopkins Intl
Fri 10/9
5:33 pm-11:59 pm
1 stop6h 26m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$151
ClevelandHartford
CLE Cleveland Hopkins Intl - BDL Hartford Bradley Intl
CLEBDL
Cleveland Hopkins Intl
Fri 10/16
6:00 am-2:21 pm
1 stop8h 21m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
ClevelandHartford
CLE Cleveland Hopkins Intl - BDL Hartford Bradley Intl
CLEBDL
Cleveland Hopkins Intl
Sun 10/18
7:00 am-10:26 pm
3 stops39h 26m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$172
Showing 1-10 of 60 resultsSorted by cheapest first
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.
CLE-ALB
CLE-BDL
CLE-BOS
CLE-PVC
CLE-ACK
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
CLE-USMA
CLE-ALB
CLE-BDL
CLE-BOS
CLE-PVC
What is the cheapest month to book a flight from Cleveland to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Cleveland to Massachusetts (average of $159). Flying from Cleveland to Massachusetts in June is currently the most expensive (average of $339). 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 September 17, 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 September 17, 2026.
The most flights from CLE to USMA are scheduled on a Monday (27 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Cleveland to Massachusetts?
Airfare is below average for this route at the moment.
Cleveland to Massachusetts flights typically cost between $277 and $406 in October.The cheapest round-trip price found within the last 5 days was $245 on Frontier (Oct 21-Oct 28).
How far ahead should I book a flight from Cleveland to Massachusetts?
Booking 88 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 September 12, 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 September 17, 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.
Comfort
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Comfort
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Cleveland to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Cleveland to Massachusetts by cabin class
Find flights from Cleveland to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Cleveland and Massachusetts flights
Browse other Cleveland and Massachusetts flight options. Last updated on September 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Cleveland to Massachusetts flights
Consider these flights traveling from Cleveland to Massachusetts.
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 7,457,451 searches. Data last updated September 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$49 | Average$130 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$106 | Average$304 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$113 | Average$457 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$168 | Average$278 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$186 | Average$472 | FlexibilityNo cancel fee | On-time71% |