$82+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Jul 13 — Jul 201
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Orlando to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Orlando to Massachusetts
Cheapest
Best
Last-minute
One-way
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 June 13, 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 June 13, 2026.
This Breeze Airways deal was found by Cheapflights users on 6/11. 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.
Thu 8/276:56 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Mon 8/317:11 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$131
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:45 am
MCO
- BDL
Nonstop2h 53m
Frontier
Sat 9/512:33 pm
BDL
- MCO
Nonstop3h 01m
Frontier
Deal found 6/10![Frontier logo]()
$133
This Orbitz deal was found by Cheapflights users on 6/9. 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.
Fri 8/288:45 am
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Mon 8/317:11 pm
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/282:02 pm
MCO
- BDL
1 stop4h 29m
Breeze Airways
Mon 8/317:11 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 6/8![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 6/9![Breeze Airways logo]()
$141
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:45 am
MCO
- BDL
Nonstop2h 53m
Frontier
Mon 8/3112:33 pm
BDL
- MCO
Nonstop3h 01m
Frontier
Deal found 6/9![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Sat 8/158:10 pm
BDL
- MCO
Nonstop2h 50m
Frontier
Deal found 6/11![Frontier logo]()
$149
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/318:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 8/1011:31 am
BDL
- MCO
Nonstop2h 58m
Frontier
Deal found 6/11![Frontier logo]()
$150
This Priceline deal was found by Cheapflights users on 6/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:45 am
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Tue 7/76:00 am
BDL
- MCO
Nonstop3h 00m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$151
This Super.com deal was found by Cheapflights users on 6/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/114:32 pm
MCO
- BDL
Nonstop2h 53m
Frontier
Wed 7/2212:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 6/12![Frontier logo]()
$153
This Super.com deal was found by Cheapflights users on 6/13. 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.
Sun 9/207:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Sat 9/2611:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 6/13![Frontier logo]()
$162
This Frontier deal was found by Cheapflights users on 6/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Sat 9/1211:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 6/10![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 June 13, 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 June 13, 2026.
This Breeze Airways deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 9/183:50 pm
MCO
- BDL
1 stop7h 55m
Breeze Airways
Mon 9/213:13 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 6/8![Breeze Airways logo]()
$198
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:50 pm
MCO
- BOS
1 stop7h 20m
Southwest
Sat 9/1212:10 pm
BOS
- MCO
1 stop6h 00m
Southwest
Deal found 6/11![Southwest logo]()
$214
This JetBlue deal was found by Cheapflights users on 6/10. 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 8/186:00 am
MCO
- ACK
1 stop5h 12m
JetBlue
Thu 8/204:19 pm
ACK
- MCO
1 stop5h 28m
JetBlue
Deal found 6/10![JetBlue logo]()
$218
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:36 am
MCO
- BDL
1 stop4h 28m
United Airlines
Tue 10/276:00 am
BDL
- MCO
2 stops8h 45m
United Airlines
Deal found 6/11![United Airlines logo]()
$220
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:55 pm
MCO
- BOS
Nonstop3h 10m
Delta
Tue 9/157:05 am
BOS
- MCO
Nonstop3h 13m
Delta
Deal found 6/11![Delta logo]()
$222
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:00 am
MCO
- ACK
2 stops9h 11m
American Airlines
Wed 8/192:03 pm
ACK
- MCO
2 stops9h 11m
American Airlines
Deal found 6/12![American Airlines logo]()
$294
This Breeze Airways deal was found by Cheapflights users on 6/9. 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.
Fri 7/316:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Mon 8/37:11 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 6/9![Breeze Airways logo]()
$210
This JetBlue deal was found by Cheapflights users on 6/10. 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.
Fri 8/146:00 am
MCO
- BOS
1 stop5h 21m
JetBlue
Tue 8/188:15 pm
BOS
- MCO
Nonstop3h 13m
JetBlue
Deal found 6/10![JetBlue logo]()
$218
This Delta deal was found by Cheapflights users on 6/12. 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.
Thu 7/304:45 pm
MCO
- BDL
1 stop7h 09m
Delta
Fri 8/145:16 pm
BDL
- MCO
1 stop7h 48m
Delta
Deal found 6/12![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/297:10 am
MCO
- BDL
1 stop5h 10m
Southwest
Wed 9/26:00 am
BDL
- MCO
2 stops6h 15m
Southwest
Deal found 6/8![Southwest logo]()
$242
This JetBlue deal was found by Cheapflights users on 6/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:00 am
MCO
- HYA
1 stop8h 33m
JetBlue
Tue 7/144:53 pm
HYA
- MCO
1 stop7h 15m
JetBlue
Deal found 6/9![JetBlue logo]()
$227
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/64:45 pm
MCO
- BDL
1 stop5h 44m
Delta
Thu 8/137:00 am
BDL
- MCO
1 stop7h 32m
Delta
Deal found 6/8![Delta logo]()
$229
This JetBlue deal was found by Cheapflights users on 6/12. 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.
Wed 8/199:43 am
MCO
- HYA
1 stop5h 28m
JetBlue
Sat 8/224:53 pm
HYA
- MCO
1 stop7h 14m
JetBlue
Deal found 6/12![JetBlue logo]()
$227
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:30 am
MCO
- BDL
1 stop5h 00m
Delta
Wed 7/156:00 am
BDL
- MCO
1 stop6h 00m
Delta
Deal found 6/11![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/252:05 pm
MCO
- BOS
2 stops7h 20m
Southwest
Thu 8/2710:30 am
BOS
- MCO
2 stops11h 25m
Southwest
Deal found 6/8![Southwest logo]()
$256
This Breeze Airways deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/2211:40 am
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 8/258:15 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 6/8![Breeze Airways logo]()
$258
This KAYAK deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/266:00 am
MCO
- EWB
2 stops8h 31m
Multiple Airlines
Tue 6/306:45 am
EWB
- MCO
2 stops14h 35m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$601
This JetBlue deal was found by Cheapflights users on 6/12. 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 7/46:00 am
MCO
- HYA
1 stop8h 42m
JetBlue
Sat 7/114:53 pm
HYA
- MCO
1 stop7h 15m
JetBlue
Deal found 6/12![JetBlue logo]()
$227
This Delta deal was found by Cheapflights users on 6/10. 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 8/1811:16 am
MCO
- BOS
Nonstop3h 06m
Delta
Sun 8/238:20 pm
BOS
- MCO
Nonstop3h 14m
Delta
Deal found 6/10![Delta logo]()
$232
This Breeze Airways deal was found by Cheapflights users on 6/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/247:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Sat 6/277:32 pm
BDL
- MCO
1 stop4h 27m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$275
This Southwest deal was found by Cheapflights users on 6/9. 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.
Tue 9/811:25 am
MCO
- BOS
1 stop4h 35m
Southwest
Fri 9/1112:40 pm
BOS
- MCO
2 stops7h 35m
Southwest
Deal found 6/9![Southwest logo]()
$275
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Sat 7/45:00 am
MCO
- HYA
2 stops9h 24m
American Airlines
Fri 7/1012:45 pm
HYA
- MCO
1 stop6h 12m
American Airlines
Deal found 6/9![American Airlines logo]()
$336
This JetBlue deal was found by Cheapflights users on 6/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:44 am
MCO
- MVY
1 stop5h 35m
JetBlue
Tue 7/145:26 pm
MVY
- MCO
1 stop6h 42m
JetBlue
Deal found 6/9![JetBlue logo]()
$236
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/275:30 am
MCO
- ALB
1 stop5h 52m
Delta
Thu 8/66:58 pm
ALB
- MCO
1 stop6h 06m
Delta
Deal found 6/8![Delta logo]()
$246
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/127:40 am
MCO
- ALB
1 stop7h 35m
United Airlines
Tue 8/186:00 am
ALB
- MCO
2 stops8h 58m
United Airlines
Deal found 6/10![United Airlines logo]()
$371
This JetBlue deal was found by Cheapflights users on 6/12. 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.
Mon 8/248:44 am
MCO
- MVY
1 stop5h 35m
JetBlue
Fri 8/285:05 pm
MVY
- MCO
1 stop5h 02m
JetBlue
Deal found 6/12![JetBlue logo]()
$236
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:50 pm
MCO
- ALB
Nonstop2h 50m
Southwest
Tue 8/118:35 am
ALB
- MCO
1 stop6h 10m
Southwest
Deal found 6/8![Southwest logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 6/266:30 am
MCO
- HYA
1 stop5h 41m
American Airlines
Mon 6/2912:42 pm
HYA
- MCO
1 stop6h 20m
American Airlines
Deal found 6/8![American Airlines logo]()
$349
This Breeze Airways deal was found by Cheapflights users on 6/11. 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.
Fri 10/210:18 am
MCO
- BDL
1 stop4h 15m
Breeze Airways
Sun 10/412:04 pm
BDL
- MCO
1 stop11h 37m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$295
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 6/296:00 am
MCO
- MVY
1 stop6h 38m
Delta
Wed 7/111:42 am
MVY
- MCO
1 stop7h 07m
Delta
Deal found 6/10![Delta logo]()
$257
Last-minute flights from Orlando to MassachusettsDiscover last-minute flight deals from Orlando to Massachusetts. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Massachusetts. Data last updated June 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 7/32:02 pm
MCO
- BDL
1 stop4h 29m
Breeze Airways
Tue 7/76:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 6/9![Breeze Airways logo]()
$148
This Priceline deal was found by Cheapflights users on 6/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:45 am
MCO
- BDL
Nonstop2h 53m
Multiple Airlines
Tue 7/76:00 am
BDL
- MCO
Nonstop3h 00m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$151
This eDestinos deal was found by Cheapflights users on 6/11. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Wed 7/810:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 6/11![Frontier logo]()
$163
This Super.com deal was found by Cheapflights users on 6/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/114:32 pm
MCO
- BDL
Nonstop2h 53m
Frontier
Wed 7/2212:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 6/12![Frontier logo]()
$153
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/114:32 pm
MCO
- BDL
Nonstop2h 53m
Frontier
Sat 7/188:10 pm
BDL
- MCO
Nonstop2h 59m
Frontier
Deal found 6/11![Frontier logo]()
$154
This Priceline deal was found by Cheapflights users on 6/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:56 pm
MCO
- BDL
Nonstop2h 55m
Multiple Airlines
Sat 7/188:10 pm
BDL
- MCO
Nonstop2h 59m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Thu 7/166:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Mon 7/2010:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 6/9![Frontier logo]()
$165
This Priceline deal was found by Cheapflights users on 6/12. 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.
Fri 7/178:48 am
MCO
- BDL
Nonstop2h 44m
Multiple Airlines
Mon 7/201:30 pm
BDL
- MCO
1 stop4h 22m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Tue 7/289:46 pm
MCO
- BDL
Nonstop2h 55m
Multiple Airlines
Sat 8/158:10 pm
BDL
- MCO
Nonstop2h 50m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Tue 7/289:46 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Mon 8/107:11 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$160
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 8/1011:31 am
BDL
- MCO
Nonstop2h 58m
Frontier
Deal found 6/11![Frontier logo]()
$149
This Frontier deal was found by Cheapflights users on 6/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/318:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 8/1011:31 am
BDL
- MCO
Nonstop2h 58m
Frontier
Deal found 6/11![Frontier logo]()
$150
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 June 13, 2026.
Search for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This deal was found by Cheapflights users on 6/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:11 pm
MCO
- BDL
Nonstop2h 50m
Frontier
Deal found 6/11![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 6/249:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 6/8![Breeze Airways logo]()
$83
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Deal found 6/10![Frontier logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Fri 7/108:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Deal found 6/12![Frontier logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Mon 8/102:02 pm
MCO
- BDL
1 stop4h 29m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Tue 8/49:46 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
Fri 9/46:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$88
This CheapOair deal was found by Cheapflights users on 6/10. 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.
Mon 8/316:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Fri 8/76:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Wed 7/87:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$91
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/912:02 pm
MCO
- ORH
1 stop4h 49m
American Airlines
Deal found 6/12![American Airlines logo]()
$94
This Trip.com deal was found by Cheapflights users on 6/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:56 am
MCO
- BOS
1 stop17h 31m
Frontier
Deal found 6/12![Frontier logo]()
$97
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 June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $131 (Breeze Airways) |
One-way from | $82 |
Popular in | June |
Cheapest in | January |
Average price | $310 |
Good round-trip deal | $267 or less |
Good one-way deal | $168 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 June 13, 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 9/18
3:50 pm-11:45 pm
1 stop7h 55m
Hartford Bradley Intl
Mon 9/21
3:13 pm-7:43 pm
1 stop4h 30m
$198
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Fri 7/31
6:32 pm-10:49 pm
1 stop4h 17m
Hartford Bradley Intl
Mon 8/3
7:11 pm-11:41 pm
1 stop4h 30m
$210
OrlandoBoston
MCO - BOS
MCOBOS
Orlando
Wed 9/9
2:50 pm-10:10 pm
1 stop7h 20m
Boston Logan Intl
Sat 9/12
12:10 pm-6:10 pm
1 stop6h 00m
$214
OrlandoNantucket
MCO - ACK
MCOACK
Orlando
Tue 8/18
6:00 am-11:12 am
1 stop5h 12m
Nantucket Memorial
Thu 8/20
4:19 pm-9:47 pm
1 stop5h 28m
$218
OrlandoBoston
MCO - BOS
MCOBOS
Orlando
Fri 8/14
6:00 am-11:21 am
1 stop5h 21m
Boston Logan Intl
Tue 8/18
8:15 pm-11:28 pm
Nonstop3h 13m
$218
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Wed 10/7
9:36 am-2:04 pm
1 stop4h 28m
Hartford Bradley Intl
Tue 10/27
6:00 am-2:45 pm
2 stops8h 45m
$220
OrlandoBoston
MCO - BOS
MCOBOS
Orlando
Fri 9/11
7:55 pm-11:05 pm
Nonstop3h 10m
Boston Logan Intl
Tue 9/15
7:05 am-10:18 am
Nonstop3h 13m
$222
OrlandoHyannis
MCO - HYA
MCOHYA
Orlando
Thu 7/9
7:00 am-3:33 pm
1 stop8h 33m
Hyannis Barnstable
Tue 7/14
4:53 pm-12:08 am
1 stop7h 15m
$227
OrlandoHyannis
MCO - HYA
MCOHYA
Orlando
Wed 8/19
9:43 am-3:11 pm
1 stop5h 28m
Hyannis Barnstable
Sat 8/22
4:53 pm-12:07 am
1 stop7h 14m
$227
OrlandoHyannis
MCO - HYA
MCOHYA
Orlando
Sat 7/4
6:00 am-2:42 pm
1 stop8h 42m
Hyannis Barnstable
Sat 7/11
4:53 pm-12:08 am
1 stop7h 15m
$227
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-ACK
MCO-HYA
MCO-EWB
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-ACK
MCO-HYA
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 $544). 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 June 13, 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 69% 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 June 13, 2026.
The most flights from ORL to USMA are scheduled on a Saturday (43 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (19 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 30 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 June 13, 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 June 13, 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.
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
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 June 13, 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 June 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$155 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$280 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$282 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$346 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$319 | FlexibilityNo cancel fee | On-time71% |