$86+ Cheap flights from Orlando (ORL) 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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Jun 18 — Jun 251
Round-trip
1 adult, Economy
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Cheapest flights from Orlando to MassachusettsExplore the most affordable flight options available from Orlando to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.
Explore the most affordable flight options available from Orlando to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 19, 2026.
This Mytrip deal was found by Cheapflights users on 5/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Tue 6/96:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$123
This Expedia deal was found by Cheapflights users on 5/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:52 pm
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Sat 6/67:32 pm
BDL
- MCO
1 stop4h 27m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$127
This Gotogate deal was found by Cheapflights users on 5/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:52 pm
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Mon 6/86:57 pm
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$131
This Priceline deal was found by Cheapflights users on 5/18. 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.
Fri 6/51:52 pm
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Tue 6/96:00 am
BDL
- MCO
Nonstop3h 00m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$136
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Mon 6/86:57 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$144
This Gotogate deal was found by Cheapflights users on 5/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/304:09 pm
MCO
- BDL
Nonstop2h 49m
Multiple Airlines
Mon 6/11:30 pm
BDL
- MCO
1 stop4h 22m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$146
This Frontier deal was found by Cheapflights users on 5/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/304:09 pm
MCO
- BDL
Nonstop2h 49m
Frontier
Sat 6/67:43 pm
BDL
- MCO
Nonstop3h 00m
Frontier
Deal found 5/18![Frontier logo]()
$148
This Super.com deal was found by Cheapflights users on 5/18. 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.
Tue 7/287:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Fri 7/3111:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 5/18![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Wed 7/297:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Mon 8/311:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 5/17![Frontier logo]()
$159
This Expedia deal was found by Cheapflights users on 5/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Wed 8/56:00 am
BOS
- MCO
1 stop12h 33m
Frontier
Deal found 5/14![Frontier logo]()
$164
This Super.com deal was found by Cheapflights users on 5/14. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Mon 7/2011:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 5/14![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Mon 7/137:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Tue 7/1411:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 5/17![Frontier logo]()
$176
Best flights from Orlando to MassachusettsDiscover carefully curated flight deals from Orlando to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 19, 2026.
Discover carefully curated flight deals from Orlando to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 19, 2026.
This Breeze Airways deal was found by Cheapflights users on 5/15. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Tue 6/308:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$199
This JetBlue deal was found by Cheapflights users on 5/15. 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.
Tue 6/210:25 am
MCO
- ORH
Nonstop2h 51m
JetBlue
Sun 6/72:16 pm
ORH
- MCO
Nonstop2h 54m
JetBlue
Deal found 5/15![JetBlue logo]()
$251
This Southwest deal was found by Cheapflights users on 5/17. 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.
Wed 9/210:20 am
MCO
- ALB
1 stop5h 15m
Southwest
Wed 9/99:05 am
ALB
- MCO
Nonstop2h 55m
Southwest
Deal found 5/17![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 5/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:05 pm
MCO
- ALB
1 stop7h 11m
Delta
Tue 8/256:00 am
ALB
- MCO
1 stop5h 03m
Delta
Deal found 5/14![Delta logo]()
$267
This United Airlines deal was found by Cheapflights users on 5/18. 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.
Sat 7/47:07 am
MCO
- ALB
1 stop6h 44m
United Airlines
Fri 7/106:00 am
ALB
- MCO
2 stops8h 43m
United Airlines
Deal found 5/18![United Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 5/14. 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.
Fri 7/105:00 am
MCO
- HYA
2 stops8h 36m
American Airlines
Tue 7/211:26 pm
HYA
- MCO
2 stops10h 51m
American Airlines
Deal found 5/14![American Airlines logo]()
$357
This Breeze Airways deal was found by Cheapflights users on 5/19. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:56 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Tue 6/167:15 am
BDL
- MCO
1 stop10h 56m
Breeze Airways
Deal found 5/19![Breeze Airways logo]()
$204
This Breeze Airways deal was found by Cheapflights users on 5/18. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Wed 6/247:32 pm
BDL
- MCO
1 stop4h 27m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$210
This JetBlue deal was found by Cheapflights users on 5/15. 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.
Tue 8/2510:46 am
MCO
- ORH
Nonstop2h 53m
JetBlue
Wed 8/262:35 pm
ORH
- MCO
Nonstop3h 05m
JetBlue
Deal found 5/15![JetBlue logo]()
$253
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:00 am
MCO
- BOS
Nonstop3h 07m
Delta
Tue 6/169:00 am
BOS
- MCO
1 stop5h 43m
Delta
Deal found 5/18![Delta logo]()
$267
This JetBlue deal was found by Cheapflights users on 5/15. 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.
Thu 6/1110:46 am
MCO
- ORH
Nonstop2h 54m
JetBlue
Sun 6/142:41 pm
ORH
- MCO
Nonstop3h 08m
JetBlue
Deal found 5/15![JetBlue logo]()
$253
This Southwest deal was found by Cheapflights users on 5/14. 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.
Wed 7/226:35 pm
MCO
- BOS
1 stop4h 45m
Southwest
Tue 7/285:30 pm
BOS
- MCO
1 stop6h 15m
Southwest
Deal found 5/14![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 5/17. 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.
Thu 5/283:12 pm
MCO
- BOS
1 stop7h 07m
Delta
Sun 5/317:00 am
BOS
- MCO
Nonstop3h 15m
Delta
Deal found 5/17![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 5/17. 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.
Thu 6/187:05 pm
MCO
- BDL
1 stop4h 54m
United Airlines
Sun 6/216:00 am
BDL
- MCO
2 stops8h 43m
United Airlines
Deal found 5/17![United Airlines logo]()
$309
This JetBlue deal was found by Cheapflights users on 5/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:25 am
MCO
- ORH
Nonstop2h 51m
JetBlue
Sun 6/72:16 pm
ORH
- MCO
Nonstop2h 54m
JetBlue
Deal found 5/19![JetBlue logo]()
$261
This Southwest deal was found by Cheapflights users on 5/14. 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.
Wed 7/299:45 am
MCO
- BOS
2 stops8h 00m
Southwest
Wed 8/55:25 am
BOS
- MCO
2 stops6h 50m
Southwest
Deal found 5/14![Southwest logo]()
$297
This KAYAK deal was found by Cheapflights users on 5/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:40 am
MCO
- EWB
2 stops13h 23m
Multiple Airlines
Wed 9/237:00 am
EWB
- MCO
2 stops10h 49m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$668
This Delta deal was found by Cheapflights users on 5/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:59 pm
MCO
- BOS
Nonstop3h 14m
Delta
Sat 6/201:00 pm
BOS
- MCO
1 stop6h 04m
Delta
Deal found 5/14![Delta logo]()
$277
This Breeze Airways deal was found by Cheapflights users on 5/17. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/179:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Sat 8/17:32 pm
BDL
- MCO
1 stop4h 27m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$279
This Southwest deal was found by Cheapflights users on 5/16. 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.
Mon 6/17:25 pm
MCO
- BOS
1 stop4h 30m
Southwest
Thu 6/41:10 pm
BOS
- MCO
1 stop9h 00m
Southwest
Deal found 5/16![Southwest logo]()
$302
This Delta deal was found by Cheapflights users on 5/16. 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 6/311:20 am
MCO
- BOS
Nonstop3h 05m
Delta
Thu 6/48:20 pm
BOS
- MCO
Nonstop3h 19m
Delta
Deal found 5/16![Delta logo]()
$282
This JetBlue deal was found by Cheapflights users on 5/15. 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.
Wed 6/37:45 pm
MCO
- BDL
Nonstop2h 55m
JetBlue
Sun 6/76:00 am
BDL
- MCO
Nonstop2h 53m
JetBlue
Deal found 5/15![JetBlue logo]()
$287
This Southwest deal was found by Cheapflights users on 5/17. 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.
Wed 10/72:55 pm
MCO
- ALB
Nonstop2h 45m
Southwest
Tue 10/206:30 am
ALB
- MCO
Nonstop2h 55m
Southwest
Deal found 5/17![Southwest logo]()
$317
This JetBlue deal was found by Cheapflights users on 5/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/168:59 pm
MCO
- BDL
Nonstop2h 57m
JetBlue
Tue 6/234:40 pm
BDL
- MCO
Nonstop3h 06m
JetBlue
Deal found 5/16![JetBlue logo]()
$297
This Delta deal was found by Cheapflights users on 5/15. 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.
Mon 6/83:36 pm
MCO
- BOS
1 stop7h 05m
Delta
Wed 6/103:29 pm
BOS
- MCO
Nonstop3h 25m
Delta
Deal found 5/15![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 5/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:25 am
MCO
- BOS
1 stop4h 35m
Southwest
Thu 8/2710:30 am
BOS
- MCO
2 stops11h 25m
Southwest
Deal found 5/18![Southwest logo]()
$317
This JetBlue deal was found by Cheapflights users on 5/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:00 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Tue 9/221:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Deal found 5/18![JetBlue logo]()
$299
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:00 am
MCO
- ORH
1 stop7h 39m
Delta
Thu 9/243:18 pm
ORH
- MCO
1 stop7h 42m
Delta
Deal found 5/18![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 5/16. 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.
Mon 9/149:05 am
MCO
- ALB
2 stops7h 20m
Southwest
Wed 9/168:35 am
ALB
- MCO
2 stops9h 20m
Southwest
Deal found 5/16![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:00 am
MCO
- ORH
1 stop7h 39m
Delta
Sun 9/203:18 pm
ORH
- MCO
1 stop7h 42m
Delta
Deal found 5/18![Delta logo]()
$304
Last-minute flights from Orlando to MassachusettsDiscover last-minute flight deals from Orlando to Massachusetts. Data last updated May 19, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Massachusetts. Data last updated May 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:10 pm
MCO
- BOS
1 stop17h 56m
Frontier
Wed 6/38:44 am
BOS
- MCO
1 stop7h 28m
Frontier
Deal found 5/14![Frontier logo]()
$181
This Gotogate deal was found by Cheapflights users on 5/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/304:09 pm
MCO
- BDL
Nonstop2h 49m
Multiple Airlines
Mon 6/11:30 pm
BDL
- MCO
1 stop4h 22m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$146
This Frontier deal was found by Cheapflights users on 5/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/304:09 pm
MCO
- BDL
Nonstop2h 49m
Frontier
Sat 6/67:43 pm
BDL
- MCO
Nonstop3h 00m
Frontier
Deal found 5/18![Frontier logo]()
$148
This Mytrip deal was found by Cheapflights users on 5/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Tue 6/96:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$123
This Expedia deal was found by Cheapflights users on 5/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:52 pm
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Sat 6/67:32 pm
BDL
- MCO
1 stop4h 27m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$127
This Gotogate deal was found by Cheapflights users on 5/16. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:52 pm
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Mon 6/86:57 pm
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$131
This Priceline deal was found by Cheapflights users on 5/18. 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.
Fri 6/51:52 pm
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Tue 6/96:00 am
BDL
- MCO
Nonstop3h 00m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$136
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Mon 6/86:57 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:00 am
MCO
- BOS
1 stop28h 06m
Multiple Airlines
Tue 6/99:10 am
BOS
- MCO
1 stop12h 59m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:25 am
MCO
- BOS
1 stop20h 02m
Frontier
Tue 6/169:10 am
BOS
- MCO
1 stop21h 35m
Frontier
Deal found 5/15![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:10 pm
MCO
- BOS
1 stop8h 17m
Frontier
Wed 7/811:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 5/16![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Tue 6/305:10 pm
MCO
- BOS
1 stop8h 17m
Frontier
Thu 7/911:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 5/17![Frontier logo]()
$186
One-way flights from Orlando to MassachusettsSearch for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated May 19, 2026.
Search for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated May 19, 2026.
This Booking.com deal was found by Cheapflights users on 5/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Mon 6/156:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$87
This Flightnetwork deal was found by Cheapflights users on 5/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Deal found 5/14![Breeze Airways logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$89
This Booking.com deal was found by Cheapflights users on 5/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/221:29 pm
MCO
- BDL
1 stop5h 23m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$90
This Booking.com deal was found by Cheapflights users on 5/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:12 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Deal found 5/16![Breeze Airways logo]()
$91
This Booking.com deal was found by Cheapflights users on 5/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:56 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:00 am
MCO
- BDL
Nonstop2h 54m
Frontier
Deal found 5/16![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 5/18. 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 7/307:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Deal found 5/18![Frontier logo]()
$93
This Frontier deal was found by Cheapflights users on 5/16. 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 7/108:45 am
MCO
- BDL
Nonstop2h 44m
Frontier
Deal found 5/16![Frontier logo]()
$94
This Frontier deal was found by Cheapflights users on 5/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:10 pm
MCO
- BOS
1 stop8h 17m
Frontier
Deal found 5/18![Frontier logo]()
$95
This Booking.com deal was found by Cheapflights users on 5/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 5/15![Breeze Airways logo]()
$96
Find flight deals from Orlando to Massachusetts
Keep the following information in mind while searching for Orlando to Massachusetts flight deals. Data was last updated May 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $123 (Mytrip) |
One-way from | $86 (Booking.com) |
Popular in | April |
Cheapest in | January |
Average price | $240 |
Good round-trip deal | $238 or less |
Good one-way deal | $96 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando 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 May 19, 2026.
Use the filters below to find and compare flights from Orlando to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Fri 6/5
6:32 pm-10:49 pm
1 stop4h 17m
Hartford Bradley Intl
Tue 6/30
8:10 am-12:32 pm
1 stop4h 22m
$199
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Thu 6/11
6:56 pm-11:11 pm
1 stop4h 15m
Hartford Bradley Intl
Tue 6/16
7:15 am-6:11 pm
1 stop10h 56m
$204
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Fri 6/19
6:32 pm-10:49 pm
1 stop4h 17m
Hartford Bradley Intl
Wed 6/24
7:32 pm-11:59 pm
1 stop4h 27m
$210
OrlandoWorcester
MCO - ORH
MCOORH
Orlando
Tue 6/2
10:25 am-1:16 pm
Nonstop2h 51m
Worcester
Sun 6/7
2:16 pm-5:10 pm
Nonstop2h 54m
$251
OrlandoWorcester
MCO - ORH
MCOORH
Orlando
Tue 8/25
10:46 am-1:39 pm
Nonstop2h 53m
Worcester
Wed 8/26
2:35 pm-5:40 pm
Nonstop3h 05m
$253
OrlandoWorcester
MCO - ORH
MCOORH
Orlando
Thu 6/11
10:46 am-1:40 pm
Nonstop2h 54m
Worcester
Sun 6/14
2:41 pm-5:49 pm
Nonstop3h 08m
$253
OrlandoWorcester
MCO - ORH
MCOORH
Orlando
Wed 6/3
10:25 am-1:16 pm
Nonstop2h 51m
Worcester
Sun 6/7
2:16 pm-5:10 pm
Nonstop2h 54m
$261
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Wed 9/2
10:20 am-3:35 pm
1 stop5h 15m
Albany Intl
Wed 9/9
9:05 am-12:00 pm
Nonstop2h 55m
$267
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 8/20
4:05 pm-11:16 pm
1 stop7h 11m
Albany Intl
Tue 8/25
6:00 am-11:03 am
1 stop5h 03m
$267
OrlandoBoston
MCO - BOS
MCOBOS
Orlando
Tue 6/9
7:00 am-10:07 am
Nonstop3h 07m
Boston Logan Intl
Tue 6/16
9:00 am-2:43 pm
1 stop5h 43m
$267
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Orlando to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Orlando with our price prediction graph.
MCO-ALB
MCO-BDL
MCO-BOS
MCO-ORH
MCO-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 Orlando to Massachusetts
ORL-USMA
MCO-ALB
MCO-BDL
MCO-BOS
MCO-ORH
How far ahead should I book a flight from Orlando to Massachusetts?
The price you pay for your flight from Orlando to Massachusetts may vary depending on when you book. For the best chance of a lower fare, look to book 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Orlando to Massachusetts?
Currently, February is the cheapest month in which you can book a flight from Orlando to Massachusetts (average of $27). Flying from Orlando to Massachusetts in August is currently the most expensive (average of $672). 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 ORL to MA?
Find hourly flight availability from Orlando 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 May 19, 2026.
When flying from Orlando to Massachusetts, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 72% versus a flight in the afternoon.
What is the cheapest day to fly from Orlando to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Orlando to Massachusetts. Price data was last updated on May 16, 2026.
Travelers seeking maximum savings on their Orlando to Massachusetts flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Orlando to Massachusetts
Explore weekly flight availability from Orlando 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 May 19, 2026.
The most flights from ORL to USMA are scheduled on a Monday (50 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Orlando to Massachusetts?
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 May 19, 2026.
Peruse reviews from past customers who have flown with Delta,JetBlue, andAmerican Airlines from Orlando to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Related info for your journey
Find useful and relevant information for your journey from Orlando to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Orlando 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 Orlando to Massachusetts by cabin class
Find flights from Orlando to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orlando and Massachusetts flights
Browse other Orlando and Massachusetts flight options. Last updated on May 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Orlando to Massachusetts flights
Consider these flights traveling from Orlando to Massachusetts.
Top 5 airlines flying from Orlando to Massachusetts
Discover the top 5 airlines that operate flights from Orlando 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 May 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$38 | Average$138 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$68 | Average$161 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$107 | Average$262 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$271 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$289 | FlexibilityNo cancel fee | On-time71% |