$78+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Aug 13 — Aug 201
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 July 14, 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 July 14, 2026.
This Super.com deal was found by Cheapflights users on 7/11. 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.
Wed 8/127:45 am
MCO
- BDL
Nonstop2h 51m
Frontier
Wed 8/1912:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 7/11![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/251:12 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Tue 9/18:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$152
This Breeze Airways deal was found by Cheapflights users on 7/9. 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 8/119:46 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Sat 8/298:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$153
This Flightnetwork deal was found by Cheapflights users on 7/10. 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.
Mon 8/246:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Mon 8/311:30 pm
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 9/186:12 pm
MCO
- BDL
1 stop4h 14m
Breeze Airways
Mon 9/213:13 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 7/11![Breeze Airways logo]()
$155
This CheapOair deal was found by Cheapflights users on 7/10. 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 7/259:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 8/188:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$156
This CheapOair deal was found by Cheapflights users on 7/12. 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.
Wed 8/129:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Wed 8/198:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 7/12![Breeze Airways logo]()
$157
This Priceline deal was found by Cheapflights users on 7/10. 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.
Thu 8/68:48 am
MCO
- BDL
Nonstop2h 44m
Multiple Airlines
Mon 8/107:11 pm
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 9/107:26 pm
MCO
- BDL
1 stop4h 10m
Multiple Airlines
Sun 9/137:00 am
BDL
- MCO
1 stop10h 11m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$160
This CheapOair deal was found by Cheapflights users on 7/10. 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 8/129:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 8/188:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$161
This Super.com deal was found by Cheapflights users on 7/11. 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 8/68:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Sun 8/912:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 7/11![Frontier logo]()
$162
This Orbitz deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:11 pm
MCO
- BDL
Nonstop2h 50m
Frontier
Sun 9/138:55 pm
BDL
- MCO
Nonstop3h 04m
Frontier
Deal found 7/9![Frontier logo]()
$163
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 July 14, 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 July 14, 2026.
This Breeze Airways deal was found by Cheapflights users on 7/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Sun 8/301:54 pm
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/12![Breeze Airways logo]()
$190
This Southwest deal was found by Cheapflights users on 7/10. 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 9/106:25 pm
MCO
- BDL
Nonstop2h 45m
Southwest
Mon 9/216:45 am
BDL
- MCO
Nonstop2h 50m
Southwest
Deal found 7/10![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 7/10. 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 8/115:30 am
MCO
- BDL
1 stop7h 18m
Delta
Wed 8/125:30 am
BDL
- MCO
1 stop7h 29m
Delta
Deal found 7/10![Delta logo]()
$215
This JetBlue deal was found by Cheapflights users on 7/10. 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 9/18:00 pm
MCO
- ALB
Nonstop2h 59m
JetBlue
Wed 9/26:00 am
ALB
- MCO
Nonstop3h 00m
JetBlue
Deal found 7/10![JetBlue logo]()
$217
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:17 am
MCO
- ACK
1 stop5h 54m
American Airlines
Fri 9/45:00 pm
ACK
- MCO
1 stop5h 50m
American Airlines
Deal found 7/9![American Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 7/9. 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 9/199:30 am
MCO
- BDL
1 stop4h 45m
United Airlines
Sat 9/269:44 am
BDL
- MCO
1 stop8h 44m
United Airlines
Deal found 7/9![United Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 7/9. 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 8/276:50 pm
MCO
- ALB
Nonstop2h 50m
Southwest
Mon 8/315:25 am
ALB
- MCO
1 stop6h 55m
Southwest
Deal found 7/9![Southwest logo]()
$204
This Breeze Airways deal was found by Cheapflights users on 7/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:12 pm
MCO
- BDL
1 stop4h 14m
Breeze Airways
Sun 10/412:04 pm
BDL
- MCO
1 stop11h 37m
Breeze Airways
Deal found 7/12![Breeze Airways logo]()
$205
This Delta deal was found by Cheapflights users on 7/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:55 pm
MCO
- BOS
1 stop5h 28m
Delta
Wed 9/303:10 pm
BOS
- MCO
1 stop7h 56m
Delta
Deal found 7/13![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 7/9. 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 8/276:50 pm
MCO
- ALB
Nonstop2h 50m
Southwest
Sat 8/298:30 am
ALB
- MCO
1 stop4h 55m
Southwest
Deal found 7/9![Southwest logo]()
$204
This Breeze Airways deal was found by Cheapflights users on 7/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Wed 8/126:10 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 7/13![Breeze Airways logo]()
$232
This Southwest deal was found by Cheapflights users on 7/10. 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 9/106:50 pm
MCO
- ALB
Nonstop2h 50m
Southwest
Sun 9/135:55 pm
ALB
- MCO
Nonstop3h 05m
Southwest
Deal found 7/10![Southwest logo]()
$228
This JetBlue deal was found by Cheapflights users on 7/13. 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 8/258:44 am
MCO
- ACK
1 stop7h 57m
JetBlue
Thu 8/276:02 pm
ACK
- MCO
1 stop5h 27m
JetBlue
Deal found 7/13![JetBlue logo]()
$282
This Delta deal was found by Cheapflights users on 7/12. 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.
Sat 9/53:22 pm
MCO
- BOS
1 stop7h 21m
Delta
Wed 9/91:00 pm
BOS
- MCO
1 stop5h 48m
Delta
Deal found 7/12![Delta logo]()
$259
This Breeze Airways deal was found by Cheapflights users on 7/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 am
MCO
- BDL
1 stop9h 10m
Breeze Airways
Sun 8/301:54 pm
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/12![Breeze Airways logo]()
$236
This American Airlines deal was found by Cheapflights users on 7/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/109:17 am
MCO
- ACK
1 stop5h 54m
American Airlines
Mon 8/175:00 pm
ACK
- MCO
1 stop5h 50m
American Airlines
Deal found 7/13![American Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 7/9. 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 8/2912:20 pm
MCO
- BOS
1 stop5h 10m
Southwest
Sun 8/305:55 am
BOS
- MCO
1 stop6h 00m
Southwest
Deal found 7/9![Southwest logo]()
$235
This United Airlines deal was found by Cheapflights users on 7/10. 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 8/510:52 am
MCO
- BDL
2 stops13h 07m
United Airlines
Wed 8/126:00 am
BDL
- MCO
2 stops10h 34m
United Airlines
Deal found 7/10![United Airlines logo]()
$315
This JetBlue deal was found by Cheapflights users on 7/12. 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.
Thu 9/179:00 am
MCO
- ORH
Nonstop2h 49m
JetBlue
Sun 9/201:00 pm
ORH
- MCO
Nonstop3h 03m
JetBlue
Deal found 7/12![JetBlue logo]()
$288
This American Airlines deal was found by Cheapflights users on 7/11. 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 8/217:11 am
MCO
- ACK
1 stop8h 00m
American Airlines
Mon 8/2412:53 pm
ACK
- MCO
1 stop7h 29m
American Airlines
Deal found 7/11![American Airlines logo]()
$296
This KAYAK deal was found by Cheapflights users on 7/11. 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.
Wed 8/58:42 am
MCO
- EWB
2 stops7h 53m
Multiple Airlines
Wed 8/126:45 am
EWB
- MCO
2 stops14h 33m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$660
This Delta deal was found by Cheapflights users on 7/14. 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.
Tue 10/136:00 am
MCO
- ORH
2 stops8h 59m
Delta
Wed 10/214:15 pm
ORH
- MCO
1 stop6h 23m
Delta
Deal found 7/14![Delta logo]()
$282
This JetBlue deal was found by Cheapflights users on 7/12. 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 9/54:13 pm
MCO
- BDL
Nonstop2h 54m
JetBlue
Tue 9/82:23 pm
BDL
- MCO
Nonstop2h 58m
JetBlue
Deal found 7/12![JetBlue logo]()
$292
This Southwest deal was found by Cheapflights users on 7/9. 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 9/109:15 am
MCO
- ALB
2 stops7h 10m
Southwest
Thu 9/1711:50 am
ALB
- MCO
2 stops8h 25m
Southwest
Deal found 7/9![Southwest logo]()
$258
This American Airlines deal was found by Cheapflights users on 7/9. 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 7/307:28 am
MCO
- ORH
1 stop9h 23m
American Airlines
Tue 8/45:16 pm
ORH
- MCO
1 stop20h 02m
American Airlines
Deal found 7/9![American Airlines logo]()
$314
This JetBlue deal was found by Cheapflights users on 7/13. 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.
Mon 8/248:44 am
MCO
- MVY
1 stop5h 35m
JetBlue
Fri 8/283:09 pm
MVY
- MCO
1 stop6h 09m
JetBlue
Deal found 7/13![JetBlue logo]()
$293
This Delta deal was found by Cheapflights users on 7/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/63:47 pm
MCO
- ALB
1 stop7h 30m
Delta
Thu 8/276:00 am
ALB
- MCO
1 stop5h 23m
Delta
Deal found 7/13![Delta logo]()
$297
This Breeze Airways deal was found by Cheapflights users on 7/11. 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.
Sat 10/104:05 pm
MCO
- BDL
1 stop7h 37m
Breeze Airways
Tue 10/137:05 am
BDL
- MCO
1 stop11h 32m
Breeze Airways
Deal found 7/11![Breeze Airways logo]()
$302
This Southwest deal was found by Cheapflights users on 7/10. 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 8/241:50 pm
MCO
- ALB
2 stops8h 25m
Southwest
Mon 8/315:25 am
ALB
- MCO
2 stops8h 40m
Southwest
Deal found 7/10![Southwest logo]()
$258
This JetBlue deal was found by Cheapflights users on 7/10. 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 9/510:56 am
MCO
- ORH
Nonstop2h 54m
JetBlue
Tue 9/82:35 pm
ORH
- MCO
Nonstop3h 05m
JetBlue
Deal found 7/10![JetBlue logo]()
$295
Last-minute flights from Orlando to MassachusettsDiscover last-minute flight deals from Orlando to Massachusetts. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Massachusetts. Data last updated July 14, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 7/10. 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 7/259:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 8/188:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$156
This Priceline deal was found by Cheapflights users on 7/10. 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.
Thu 8/68:48 am
MCO
- BDL
Nonstop2h 44m
Multiple Airlines
Mon 8/107:11 pm
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$158
This Super.com deal was found by Cheapflights users on 7/11. 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 8/68:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Sun 8/912:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 7/11![Frontier logo]()
$162
This Delta deal was found by Cheapflights users on 7/9. 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 8/65:45 pm
MCO
- ALB
1 stop6h 12m
Delta
Thu 8/2712:25 pm
ALB
- MCO
1 stop6h 27m
Delta
Deal found 7/9![Delta logo]()
$197
This Breeze Airways deal was found by Cheapflights users on 7/9. 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 8/119:46 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Sat 8/298:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$153
This Super.com deal was found by Cheapflights users on 7/11. 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.
Wed 8/127:45 am
MCO
- BDL
Nonstop2h 51m
Frontier
Wed 8/1912:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 7/11![Frontier logo]()
$151
This CheapOair deal was found by Cheapflights users on 7/12. 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.
Wed 8/129:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Wed 8/198:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 7/12![Breeze Airways logo]()
$157
This CheapOair deal was found by Cheapflights users on 7/10. 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 8/129:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 8/188:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$161
This Flightnetwork deal was found by Cheapflights users on 7/10. 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.
Mon 8/246:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Mon 8/311:30 pm
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Mon 8/246:25 am
MCO
- ALB
1 stop13h 12m
Multiple Airlines
Mon 8/3110:59 am
ALB
- MCO
1 stop9h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/251:12 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Tue 9/18:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$152
This Priceline deal was found by Cheapflights users on 7/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:56 pm
MCO
- BDL
1 stop4h 15m
Multiple Airlines
Sat 8/2912:27 pm
BDL
- MCO
Nonstop3h 03m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$160
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 July 14, 2026.
Search for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 10/710:04 am
MCO
- BDL
Nonstop2h 50m
Breeze Airways
Deal found 7/11![Breeze Airways logo]()
$78
This Frontier deal was found by Cheapflights users on 7/9. 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 8/84:32 pm
MCO
- BDL
Nonstop2h 53m
Frontier
Deal found 7/9![Frontier logo]()
$79
This Frontier deal was found by Cheapflights users on 7/9. 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 8/77:45 am
MCO
- BDL
Nonstop2h 51m
Frontier
Deal found 7/9![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Wed 8/59:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 7/13![Breeze Airways logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/49:46 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 7/12![Breeze Airways logo]()
$84
This Breeze Airways deal was found by Cheapflights users on 7/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 7/13![Breeze Airways logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/276:56 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 1/910:06 am
MCO
- BDL
Nonstop2h 50m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$88
This Breeze Airways deal was found by Cheapflights users on 7/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:04 am
MCO
- BDL
Nonstop2h 50m
Breeze Airways
Deal found 7/13![Breeze Airways logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 7/14. 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 9/116:12 pm
MCO
- BDL
1 stop4h 14m
Breeze Airways
Deal found 7/14![Breeze Airways logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 7/14. 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.
Sat 9/123:20 pm
MCO
- BDL
1 stop8h 22m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$91
This Super.com deal was found by Cheapflights users on 7/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Deal found 7/13![Frontier logo]()
$99
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 July 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $151 (Super.com) |
One-way from | $78 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $264 |
Good round-trip deal | $241 or less |
Good one-way deal | $154 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 July 14, 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 8/12
9:56 pm-12:51 am
Nonstop2h 55m
Hartford Bradley Intl
Sun 8/30
1:54 pm-6:16 pm
1 stop4h 22m
$190
Quickest round-trip
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Thu 9/10
6:25 pm-9:10 pm
Nonstop2h 45m
Hartford Bradley Intl
Mon 9/21
6:45 am-9:35 am
Nonstop2h 50m
$197
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 8/27
6:50 pm-9:40 pm
Nonstop2h 50m
Albany Intl
Mon 8/31
5:25 am-12:20 pm
1 stop6h 55m
$204
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 8/27
6:50 pm-9:40 pm
Nonstop2h 50m
Albany Intl
Sat 8/29
8:30 am-1:25 pm
1 stop4h 55m
$204
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Fri 10/2
6:12 pm-10:26 pm
1 stop4h 14m
Hartford Bradley Intl
Sun 10/4
12:04 pm-11:41 pm
1 stop11h 37m
$205
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Tue 8/11
5:30 am-12:48 pm
1 stop7h 18m
Hartford Bradley Intl
Wed 8/12
5:30 am-12:59 pm
1 stop7h 29m
$215
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Tue 9/1
8:00 pm-10:59 pm
Nonstop2h 59m
Albany Intl
Wed 9/2
6:00 am-9:00 am
Nonstop3h 00m
$217
OrlandoBoston
MCO - BOS
MCOBOS
Orlando
Sat 9/26
1:55 pm-7:23 pm
1 stop5h 28m
Boston Logan Intl
Wed 9/30
3:10 pm-11:06 pm
1 stop7h 56m
$219
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 9/10
6:50 pm-9:40 pm
Nonstop2h 50m
Albany Intl
Sun 9/13
5:55 pm-9:00 pm
Nonstop3h 05m
$228
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Wed 8/5
7:27 pm-11:59 pm
1 stop4h 32m
Hartford Bradley Intl
Wed 8/12
6:10 am-9:10 am
Nonstop3h 00m
$232
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-BDL
MCO-BOS
MCO-ALB
MCO-ORH
MCO-HYA
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-BDL
MCO-BOS
MCO-ALB
MCO-ORH
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 March is currently the most expensive (average of $657). 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 July 14, 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 68% versus a flight in the afternoon.
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 July 14, 2026.
The most flights from ORL to USMA are scheduled on a Monday (51 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (26 on average).
How much does it cost to fly round-trip from Orlando to Massachusetts?
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 10 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 July 11, 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.
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 July 14, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, 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
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
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.
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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 July 14, 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 July 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$43 | Average$172 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$305 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$120 | Average$289 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$391 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$350 | FlexibilityNo cancel fee | On-time71% |