$77+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Apr 21 — Apr 281
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 March 22, 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 March 22, 2026.
This Frontier deal was found by Cheapflights users on 3/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:05 am
MCO
- BDL
Nonstop2h 52m
Frontier
Wed 4/811:56 am
BDL
- MCO
Nonstop3h 01m
Frontier
Deal found 3/17![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 6/128:45 am
MCO
- BDL
Nonstop2h 53m
Frontier
Mon 6/1512:33 pm
BDL
- MCO
Nonstop3h 01m
Frontier
Deal found 3/22![Frontier logo]()
$112
This Frontier deal was found by Cheapflights users on 3/22. 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 6/108:45 am
MCO
- BDL
Nonstop2h 53m
Frontier
Fri 6/1212:33 pm
BDL
- MCO
Nonstop3h 01m
Frontier
Deal found 3/22![Frontier logo]()
$113
This Mytrip deal was found by Cheapflights users on 3/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/43:10 pm
MCO
- BOS
Nonstop2h 59m
Spirit Airlines
Sun 4/59:45 am
BOS
- MCO
Nonstop3h 15m
Spirit Airlines
Deal found 3/20![Spirit Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 6/138:45 am
MCO
- BDL
Nonstop2h 53m
Frontier
Mon 6/1512:33 pm
BDL
- MCO
Nonstop3h 01m
Frontier
Deal found 3/22![Frontier logo]()
$117
This CheapOair deal was found by Cheapflights users on 3/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:15 am
MCO
- BDL
1 stop9h 34m
Frontier
Sat 5/25:42 pm
BDL
- MCO
Nonstop3h 08m
Frontier
Deal found 3/20![Frontier logo]()
$118
This Expedia deal was found by Cheapflights users on 3/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:56 pm
MCO
- BDL
Nonstop2h 55m
Multiple Airlines
Fri 6/1212:33 pm
BDL
- MCO
Nonstop3h 01m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$120
This eDestinos deal was found by Cheapflights users on 3/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:00 am
MCO
- BDL
Nonstop2h 55m
Frontier
Mon 4/139:53 pm
BDL
- MCO
Nonstop3h 06m
Frontier
Deal found 3/21![Frontier logo]()
$121
This Gotogate deal was found by Cheapflights users on 3/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:48 pm
MCO
- BDL
1 stop4h 29m
Breeze Airways
Mon 6/81:30 pm
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$122
This Booking.com deal was found by Cheapflights users on 3/18. 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 6/109:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 6/166:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 3/18![Breeze Airways logo]()
$123
This CheapOair deal was found by Cheapflights users on 3/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/47:45 am
MCO
- BOS
Nonstop3h 16m
Frontier
Sat 4/1112:06 pm
BOS
- MCO
Nonstop3h 27m
Frontier
Deal found 3/20![Frontier logo]()
$124
This eDestinos deal was found by Cheapflights users on 3/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:32 pm
MCO
- BDL
Nonstop2h 54m
Frontier
Mon 4/69:53 pm
BDL
- MCO
Nonstop3h 06m
Frontier
Deal found 3/17![Frontier logo]()
$125
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 March 22, 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 March 22, 2026.
This Breeze Airways deal was found by Cheapflights users on 3/19. 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.
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 3/19![Breeze Airways logo]()
$193
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:55 pm
MCO
- BDL
Nonstop2h 45m
Southwest
Mon 6/15:20 am
BDL
- MCO
Nonstop2h 50m
Southwest
Deal found 3/19![Southwest logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 3/20. 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.
Wed 5/209:45 am
MCO
- ORH
Nonstop2h 54m
JetBlue
Sun 5/242:12 pm
ORH
- MCO
Nonstop2h 54m
JetBlue
Deal found 3/20![JetBlue logo]()
$214
This Delta deal was found by Cheapflights users on 3/18. 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.
Mon 6/17:40 am
MCO
- ACK
1 stop6h 39m
Delta
Wed 6/104:51 pm
ACK
- MCO
1 stop6h 09m
Delta
Deal found 3/18![Delta logo]()
$230
This American Airlines deal was found by Cheapflights users on 3/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:04 am
MCO
- ORH
1 stop8h 10m
American Airlines
Sun 5/245:18 pm
ORH
- MCO
1 stop17h 52m
American Airlines
Deal found 3/20![American Airlines logo]()
$258
This United Airlines deal was found by Cheapflights users on 3/22. 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 5/78:52 am
MCO
- BDL
1 stop5h 16m
United Airlines
Sat 5/96:05 am
BDL
- MCO
2 stops10h 43m
United Airlines
Deal found 3/22![United Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 3/18. 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.
Thu 5/77:30 pm
MCO
- ALB
Nonstop2h 45m
Southwest
Sat 5/910:00 am
ALB
- MCO
Nonstop2h 55m
Southwest
Deal found 3/18![Southwest logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 3/22. 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.
Sat 6/611:07 am
MCO
- ORH
Nonstop2h 50m
JetBlue
Tue 6/92:12 pm
ORH
- MCO
Nonstop2h 54m
JetBlue
Deal found 3/22![JetBlue logo]()
$218
This Breeze Airways deal was found by Cheapflights users on 3/17. 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.
Thu 4/1612:47 pm
MCO
- BDL
1 stop4h 09m
Breeze Airways
Tue 4/219:10 am
BDL
- MCO
Nonstop3h 29m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/43:10 pm
MCO
- HYA
1 stop19h 52m
Multiple Airlines
Wed 4/812:07 pm
HYA
- MCO
2 stops11h 43m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$485
This Cheapflightsfares deal was found by Cheapflights users on 3/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
MCO
- ACK
1 stop6h 27m
JetBlue
Thu 6/46:05 pm
ACK
- MCO
1 stop5h 04m
JetBlue
Deal found 3/18![JetBlue logo]()
$225
This Southwest deal was found by Cheapflights users on 3/21. 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 4/157:20 am
MCO
- BDL
1 stop4h 50m
Southwest
Wed 5/611:20 am
BDL
- MCO
2 stops8h 00m
Southwest
Deal found 3/21![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 3/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
MCO
- BOS
1 stop5h 10m
Delta
Sat 5/306:00 am
BOS
- MCO
1 stop6h 51m
Delta
Deal found 3/19![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:05 am
MCO
- BDL
2 stops7h 35m
Southwest
Tue 5/1211:20 am
BDL
- MCO
2 stops7h 50m
Southwest
Deal found 3/19![Southwest logo]()
$237
This American Airlines deal was found by Cheapflights users on 3/21. 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 5/226:48 pm
MCO
- ORH
2 stops22h 05m
American Airlines
Sun 5/245:18 pm
ORH
- MCO
2 stops17h 00m
American Airlines
Deal found 3/21![American Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 3/18. 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.
Mon 6/17:40 am
MCO
- ACK
1 stop6h 39m
Delta
Thu 6/44:00 pm
ACK
- MCO
2 stops8h 55m
Delta
Deal found 3/18![Delta logo]()
$270
This JetBlue deal was found by Cheapflights users on 3/18. 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.
Wed 6/1010:25 am
MCO
- ORH
Nonstop2h 51m
JetBlue
Wed 9/232:30 pm
ORH
- MCO
Nonstop3h 05m
JetBlue
Deal found 3/18![JetBlue logo]()
$249
This United Airlines deal was found by Cheapflights users on 3/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:13 am
MCO
- BDL
1 stop7h 11m
United Airlines
Tue 6/26:00 am
BDL
- MCO
2 stops8h 03m
United Airlines
Deal found 3/19![United Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:30 am
MCO
- ALB
1 stop7h 00m
Southwest
Mon 5/1111:40 am
ALB
- MCO
2 stops7h 10m
Southwest
Deal found 3/19![Southwest logo]()
$242
This Breeze Airways deal was found by Cheapflights users on 3/20. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:05 am
MCO
- ALB
1 stop11h 24m
Breeze Airways
Sun 4/2612:01 pm
ALB
- MCO
1 stop4h 30m
Breeze Airways
Deal found 3/20![Breeze Airways logo]()
$296
This Delta deal was found by Cheapflights users on 3/21. 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 4/178:50 am
MCO
- ORH
1 stop7h 53m
Delta
Mon 4/205:24 pm
ORH
- MCO
1 stop5h 16m
Delta
Deal found 3/21![Delta logo]()
$274
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:25 am
MCO
- ORH
Nonstop2h 51m
JetBlue
Mon 6/82:12 pm
ORH
- MCO
Nonstop2h 54m
JetBlue
Deal found 3/17![JetBlue logo]()
$250
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Wed 6/107:13 am
MCO
- ALB
1 stop8h 13m
United Airlines
Sat 8/296:00 am
ALB
- MCO
2 stops8h 52m
United Airlines
Deal found 3/17![United Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 3/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:00 am
MCO
- ORH
1 stop4h 39m
Delta
Thu 6/113:18 pm
ORH
- MCO
1 stop5h 44m
Delta
Deal found 3/19![Delta logo]()
$274
This Breeze Airways deal was found by Cheapflights users on 3/18. 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 6/246:10 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 3/18![Breeze Airways logo]()
$315
This Southwest deal was found by Cheapflights users on 3/21. 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.
Thu 4/98:15 am
MCO
- BDL
Nonstop2h 45m
Southwest
Mon 4/134:50 pm
BDL
- MCO
Nonstop3h 00m
Southwest
Deal found 3/21![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 3/17. 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 5/77:49 pm
MCO
- ORH
1 stop19h 44m
Delta
Tue 5/124:15 pm
ORH
- MCO
1 stop6h 24m
Delta
Deal found 3/17![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 3/17. 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 5/147:15 am
MCO
- ALB
1 stop7h 49m
United Airlines
Wed 5/206:00 am
ALB
- MCO
2 stops7h 54m
United Airlines
Deal found 3/17![United Airlines logo]()
$344
This Breeze Airways deal was found by Cheapflights users on 3/17. 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.
Tue 4/147:00 am
MCO
- BDL
1 stop11h 11m
Breeze Airways
Sun 4/192:04 pm
BDL
- MCO
1 stop5h 04m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$320
This Cheapflightsfares deal was found by Cheapflights users on 3/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1210:46 am
MCO
- ORH
Nonstop2h 53m
JetBlue
Sun 6/142:34 pm
ORH
- MCO
Nonstop3h 05m
JetBlue
Deal found 3/17![JetBlue logo]()
$299
Last-minute flights from Orlando to MassachusettsDiscover last-minute flight deals from Orlando to Massachusetts. Data last updated March 22, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Massachusetts. Data last updated March 22, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 3/18. 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 3/264:20 pm
MCO
- BDL
Nonstop2h 53m
Frontier
Sat 3/288:08 pm
BDL
- MCO
Nonstop3h 14m
Frontier
Deal found 3/18![Frontier logo]()
$128
This Super.com deal was found by Cheapflights users on 3/18. 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.
Sat 3/284:20 pm
MCO
- BDL
Nonstop2h 53m
Frontier
Sun 3/298:08 pm
BDL
- MCO
Nonstop3h 14m
Frontier
Deal found 3/18![Frontier logo]()
$126
This eDestinos deal was found by Cheapflights users on 3/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:32 pm
MCO
- BDL
Nonstop2h 54m
Frontier
Mon 4/69:53 pm
BDL
- MCO
Nonstop3h 06m
Frontier
Deal found 3/17![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 3/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:05 am
MCO
- BDL
Nonstop2h 52m
Frontier
Wed 4/811:56 am
BDL
- MCO
Nonstop3h 01m
Frontier
Deal found 3/17![Frontier logo]()
$103
This Mytrip deal was found by Cheapflights users on 3/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/43:10 pm
MCO
- BOS
Nonstop2h 59m
Spirit Airlines
Sun 4/59:45 am
BOS
- MCO
Nonstop3h 15m
Spirit Airlines
Deal found 3/20![Spirit Airlines logo]()
$113
This CheapOair deal was found by Cheapflights users on 3/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/47:45 am
MCO
- BOS
Nonstop3h 16m
Frontier
Sat 4/1112:06 pm
BOS
- MCO
Nonstop3h 27m
Frontier
Deal found 3/20![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 3/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/47:45 am
MCO
- BOS
Nonstop3h 16m
Frontier
Mon 4/1312:45 pm
BOS
- MCO
1 stop5h 58m
Frontier
Deal found 3/20![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/81:55 pm
MCO
- BOS
Nonstop2h 59m
Multiple Airlines
Wed 4/2911:16 am
BOS
- MCO
Nonstop3h 24m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$127
This eDestinos deal was found by Cheapflights users on 3/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:00 am
MCO
- BDL
Nonstop2h 55m
Frontier
Mon 4/139:53 pm
BDL
- MCO
Nonstop3h 06m
Frontier
Deal found 3/21![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:15 am
MCO
- BOS
Nonstop3h 16m
Multiple Airlines
Sun 4/124:23 pm
BOS
- MCO
Nonstop3h 13m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$126
This CheapOair deal was found by Cheapflights users on 3/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:15 am
MCO
- BDL
1 stop9h 34m
Frontier
Sat 5/25:42 pm
BDL
- MCO
Nonstop3h 08m
Frontier
Deal found 3/20![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/307:00 am
MCO
- ALB
1 stop4h 21m
Breeze Airways
Tue 5/512:13 pm
ALB
- MCO
1 stop4h 49m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$128
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 March 22, 2026.
Search for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 22, 2026.
This eDestinos deal was found by Cheapflights users on 3/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:39 pm
MCO
- BDL
1 stop19h 10m
Frontier
Deal found 3/17![Frontier logo]()
$77
This Frontier deal was found by Cheapflights users on 3/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/234:16 pm
MCO
- BDL
Nonstop2h 49m
Frontier
Deal found 3/20![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 3/305:45 pm
MCO
- BDL
1 stop5h 08m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$80
This WAYA deal was found by Cheapflights users on 3/18. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
MCO
- BOS
1 stop5h 33m
Frontier
Deal found 3/18![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:00 am
MCO
- BDL
1 stop7h 21m
Frontier
Deal found 3/18![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 4/153:20 pm
MCO
- BOS
1 stop20h 13m
Frontier
Deal found 3/17![Frontier logo]()
$82
This Booking.com deal was found by Cheapflights users on 3/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/267:00 am
MCO
- BDL
1 stop9h 03m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$83
This Travelocity deal was found by Cheapflights users on 3/19. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/81:55 pm
MCO
- BOS
Nonstop2h 59m
Spirit Airlines
Deal found 3/19![Spirit Airlines logo]()
$83
This Booking.com deal was found by Cheapflights users on 3/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:48 pm
MCO
- BDL
1 stop4h 08m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$84
This WAYA deal was found by Cheapflights users on 3/17. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/315:15 am
MCO
- BOS
1 stop6h 26m
Frontier
Deal found 3/17![Frontier logo]()
$84
This Super.com deal was found by Cheapflights users on 3/21. 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.
Mon 5/411:10 pm
MCO
- BDL
1 stop30h 00m
Frontier
Deal found 3/21![Frontier logo]()
$85
This Super.com deal was found by Cheapflights users on 3/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:03 am
MCO
- BOS
1 stop26h 20m
Frontier
Deal found 3/20![Frontier logo]()
$85
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 March 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $103 (Frontier) |
One-way from | $77 (eDestinos) |
Popular in | September |
Cheapest in | January |
Average price | $197 |
Good round-trip deal | $209 or less |
Good one-way deal | $157 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 March 22, 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
Wed 6/17
9:56 pm-12:51 am
Nonstop2h 55m
Hartford Bradley Intl
Sat 8/1
7:32 pm-11:59 pm
1 stop4h 27m
$193
Quickest round-trip
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Wed 5/27
7:55 pm-10:40 pm
Nonstop2h 45m
Hartford Bradley Intl
Mon 6/1
5:20 am-8:10 am
Nonstop2h 50m
$207
OrlandoWorcester
MCO - ORH
MCOORH
Orlando
Wed 5/20
9:45 am-12:39 pm
Nonstop2h 54m
Worcester
Sun 5/24
2:12 pm-5:06 pm
Nonstop2h 54m
$214
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 5/7
7:30 pm-10:15 pm
Nonstop2h 45m
Albany Intl
Sat 5/9
10:00 am-12:55 pm
Nonstop2h 55m
$217
OrlandoWorcester
MCO - ORH
MCOORH
Orlando
Sat 6/6
11:07 am-1:57 pm
Nonstop2h 50m
Worcester
Tue 6/9
2:12 pm-5:06 pm
Nonstop2h 54m
$218
OrlandoNantucket
MCO - ACK
MCOACK
Orlando
Mon 6/1
6:00 am-12:27 pm
1 stop6h 27m
Nantucket Memorial
Thu 6/4
6:05 pm-11:09 pm
1 stop5h 04m
$225
OrlandoNantucket
MCO - ACK
MCOACK
Orlando
Mon 6/1
7:40 am-2:19 pm
1 stop6h 39m
Nantucket Memorial
Wed 6/10
4:51 pm-11:00 pm
1 stop6h 09m
$230
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Wed 4/15
7:20 am-12:10 pm
1 stop4h 50m
Hartford Bradley Intl
Wed 5/6
11:20 am-7:20 pm
2 stops8h 00m
$232
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Thu 4/16
12:47 pm-4:56 pm
1 stop4h 09m
Hartford Bradley Intl
Tue 4/21
9:10 am-12:39 pm
Nonstop3h 29m
$237
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Tue 5/5
7:05 am-2:40 pm
2 stops7h 35m
Hartford Bradley Intl
Tue 5/12
11:20 am-7:10 pm
2 stops7h 50m
$237
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-MVY
MCO-BDL
MCO-ALB
MCO-HYA
MCO-ORH
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-MVY
MCO-BDL
MCO-ALB
MCO-HYA
What is the cheapest month to book a flight from Orlando to Massachusetts?
Currently, April is the cheapest month in which you can book a flight from Orlando to Massachusetts (average of $48). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $101). 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 March 22, 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 76% 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 March 14, 2026.
Travelers seeking maximum savings on their Orlando to Massachusetts flight should consider departing on Saturday 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 March 22, 2026.
The most flights from ORL to USMA are scheduled on a Sunday (72 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 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 March 22, 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.
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Comfort
7.9
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 March 22, 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 6 airlines flying from Orlando to Massachusetts
Discover the top 6 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 March 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$37 | Average$129 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$65 | Average$154 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$102 | Average$319 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$114 | Average$267 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$353 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$287 | FlexibilityNo cancel fee | On-time71% |