$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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Jul 29 — Aug 51
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 June 29, 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 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/228:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Wed 7/2912:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 6/24![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/219:46 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 7/286:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$147
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 9/48:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 9/712:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 6/25![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/127:45 am
MCO
- BDL
Nonstop2h 51m
Frontier
Sat 8/158:10 pm
BDL
- MCO
Nonstop2h 50m
Frontier
Deal found 6/24![Frontier logo]()
$149
This Frontier deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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
Thu 8/1312:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 6/28![Frontier logo]()
$150
This Gotogate deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Tue 7/219:46 pm
MCO
- BDL
Nonstop2h 55m
Multiple Airlines
Mon 7/2712:27 pm
BDL
- MCO
Nonstop3h 03m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$151
This Travelocity deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/228:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 7/2712:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 6/24![Frontier logo]()
$153
This Priceline deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Mon 7/276:32 pm
MCO
- BDL
1 stop4h 17m
Multiple Airlines
Mon 8/312:27 pm
BDL
- MCO
Nonstop3h 03m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$154
This Expedia deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 8/1911:17 pm
MCO
- BDL
1 stop13h 30m
Multiple Airlines
Mon 8/247:11 pm
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$159
This Mytrip deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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.
Thu 8/136:56 pm
MCO
- BDL
1 stop4h 15m
Multiple Airlines
Mon 8/1711:31 am
BDL
- MCO
Nonstop2h 58m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$161
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/96:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Mon 7/2710:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 6/24![Frontier logo]()
$176
This Expedia deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Tue 7/76:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Sat 7/1110:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 6/23![Frontier logo]()
$177
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 29, 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 29, 2026.
This Breeze Airways deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 6/28![Breeze Airways logo]()
$193
This JetBlue deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/289:47 am
MCO
- MVY
1 stop6h 23m
JetBlue
Thu 7/305:26 pm
MVY
- MCO
1 stop6h 41m
JetBlue
Deal found 6/25![JetBlue logo]()
$218
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:05 am
MCO
- BDL
1 stop6h 08m
Delta
Wed 7/295:05 pm
BDL
- MCO
1 stop6h 29m
Delta
Deal found 6/26![Delta logo]()
$239
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/56:00 am
MCO
- HYA
2 stops7h 14m
American Airlines
Tue 8/111:47 pm
HYA
- MCO
2 stops9h 27m
American Airlines
Deal found 6/26![American Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/286:55 am
MCO
- BDL
1 stop5h 10m
Southwest
Tue 8/412:45 pm
BDL
- MCO
2 stops8h 20m
Southwest
Deal found 6/27![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 9/199:10 am
MCO
- BOS
1 stop7h 38m
United Airlines
Tue 9/225:45 am
BOS
- MCO
2 stops9h 13m
United Airlines
Deal found 6/26![United Airlines logo]()
$312
This Breeze Airways deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/166:20 am
BDL
- MCO
1 stop10h 48m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$203
This JetBlue deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/57:00 am
MCO
- HYA
1 stop8h 13m
JetBlue
Tue 8/114:20 pm
HYA
- MCO
1 stop5h 34m
JetBlue
Deal found 6/26![JetBlue logo]()
$227
This Breeze Airways deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 9/107:00 am
MCO
- ALB
1 stop8h 52m
Breeze Airways
Sun 9/134:32 pm
ALB
- MCO
1 stop7h 09m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$228
This JetBlue deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/318:44 am
MCO
- ACK
1 stop7h 57m
JetBlue
Tue 9/112:02 pm
ACK
- MCO
1 stop8h 35m
JetBlue
Deal found 6/24![JetBlue logo]()
$236
This Expedia deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Sun 7/126:15 am
MCO
- HYA
2 stops13h 08m
Multiple Airlines
Thu 7/164:53 pm
HYA
- MCO
1 stop7h 15m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/177:59 pm
MCO
- BOS
Nonstop3h 21m
Delta
Mon 8/248:20 pm
BOS
- MCO
Nonstop3h 14m
Delta
Deal found 6/25![Delta logo]()
$267
This JetBlue deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 8/285:26 pm
MVY
- MCO
1 stop7h 10m
JetBlue
Deal found 6/27![JetBlue logo]()
$236
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 9/188:53 am
MCO
- ORH
2 stops7h 56m
American Airlines
Tue 9/225:16 pm
ORH
- MCO
2 stops16h 14m
American Airlines
Deal found 6/27![American Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 9/121:55 pm
MCO
- BOS
1 stop5h 28m
Delta
Sun 9/2012:00 pm
BOS
- MCO
1 stop6h 48m
Delta
Deal found 6/28![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/1810:20 am
MCO
- BDL
1 stop6h 50m
Southwest
Sat 8/225:50 am
BDL
- MCO
2 stops6h 45m
Southwest
Deal found 6/26![Southwest logo]()
$308
This United Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:05 pm
MCO
- BDL
1 stop4h 54m
United Airlines
Fri 7/316:00 am
BDL
- MCO
2 stops8h 43m
United Airlines
Deal found 6/28![United Airlines logo]()
$317
This Cheapflightsfares deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Thu 7/98:44 am
MCO
- ACK
1 stop8h 12m
JetBlue
Mon 7/136:02 pm
ACK
- MCO
1 stop5h 08m
JetBlue
Deal found 6/24![JetBlue logo]()
$246
This Delta deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/116:00 am
MCO
- MVY
1 stop6h 38m
Delta
Wed 7/153:43 pm
MVY
- MCO
2 stops9h 22m
Delta
Deal found 6/27![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/289:45 am
MCO
- BOS
2 stops8h 00m
Southwest
Thu 7/301:25 pm
BOS
- MCO
1 stop5h 35m
Southwest
Deal found 6/27![Southwest logo]()
$312
This JetBlue deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/24:13 pm
MCO
- BDL
Nonstop2h 54m
JetBlue
Sat 9/56:45 am
BDL
- MCO
1 stop8h 33m
JetBlue
Deal found 6/24![JetBlue logo]()
$253
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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
- BOS
1 stop6h 56m
Delta
Mon 8/107:20 pm
BOS
- MCO
1 stop5h 44m
Delta
Deal found 6/28![Delta logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/116:57 am
MCO
- ACK
1 stop7h 43m
American Airlines
Wed 7/1512:56 pm
ACK
- MCO
1 stop6h 01m
American Airlines
Deal found 6/26![American Airlines logo]()
$351
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:45 am
MCO
- BOS
2 stops5h 55m
Southwest
Thu 8/135:25 am
BOS
- MCO
1 stop5h 40m
Southwest
Deal found 6/28![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/133:05 pm
MCO
- ALB
2 stops8h 42m
United Airlines
Fri 7/177:30 pm
ALB
- MCO
1 stop5h 31m
United Airlines
Deal found 6/28![United Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 11/66:00 am
MCO
- ORH
2 stops8h 37m
Delta
Sun 11/83:18 pm
ORH
- MCO
1 stop5h 38m
Delta
Deal found 6/28![Delta logo]()
$292
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/89:00 am
MCO
- BOS
2 stops6h 50m
Southwest
Tue 8/1110:50 am
BOS
- MCO
2 stops7h 10m
Southwest
Deal found 6/24![Southwest logo]()
$324
This Cheapflightsfares deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Thu 8/207:00 am
MCO
- ACK
1 stop8h 24m
JetBlue
Sun 8/236:02 pm
ACK
- MCO
1 stop5h 27m
JetBlue
Deal found 6/27![JetBlue logo]()
$269
This American Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/16:00 am
MCO
- ACK
2 stops9h 55m
American Airlines
Wed 7/812:56 pm
ACK
- MCO
1 stop6h 01m
American Airlines
Deal found 6/24![American Airlines logo]()
$388
This United Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:55 am
MCO
- ALB
1 stop5h 18m
United Airlines
Thu 7/236:00 am
ALB
- MCO
2 stops8h 43m
United Airlines
Deal found 6/28![United Airlines logo]()
$393
Last-minute flights from Orlando to MassachusettsDiscover last-minute flight deals from Orlando to Massachusetts. Data last updated June 29, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Massachusetts. Data last updated June 29, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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.
Tue 7/76:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Sat 7/1110:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 6/23![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/76:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Wed 7/1510:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 6/25![Frontier logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/76:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Fri 7/1010:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 6/25![Frontier logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/86:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Fri 7/1010:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 6/26![Frontier logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/86:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Sat 7/118:37 am
BOS
- MCO
1 stop13h 29m
Frontier
Deal found 6/24![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/219:46 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 7/286:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$147
This Gotogate deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Tue 7/219:46 pm
MCO
- BDL
Nonstop2h 55m
Multiple Airlines
Mon 7/2712:27 pm
BDL
- MCO
Nonstop3h 03m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/228:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Wed 7/2912:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 6/24![Frontier logo]()
$146
This Expedia deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 7/2712:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 6/24![Frontier logo]()
$149
This CheapOair deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/229:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 7/286:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$162
This Priceline deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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.
Mon 7/276:32 pm
MCO
- BDL
1 stop4h 17m
Multiple Airlines
Mon 8/312:27 pm
BDL
- MCO
Nonstop3h 03m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Mon 8/37:11 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$163
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 29, 2026.
Search for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/259:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$78
This Frontier deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/184:32 pm
MCO
- BDL
Nonstop2h 53m
Frontier
Deal found 6/25![Frontier logo]()
$79
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/189:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$80
This CheapOair deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/32:02 pm
MCO
- BDL
1 stop4h 29m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$83
This Booking.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 6/28![Breeze Airways logo]()
$84
This Breeze Airways deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” 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 7/306:56 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$85
This Breeze Airways deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/146:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$87
This CheapOair deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/89:56 pm
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$89
This CheapOair deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/157:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$90
This CheapOair deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/227:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” 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 7/285:24 pm
MCO
- BOS
1 stop14h 22m
Frontier
Deal found 6/28![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/276:25 am
MCO
- BOS
1 stop5h 25m
Frontier
Deal found 6/24![Frontier logo]()
$107
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 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $146 (Kiwi.com) |
One-way from | $78 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $322 |
Good round-trip deal | $256 or less |
Good one-way deal | $163 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 29, 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
Quickest round-trip
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Tue 8/11
9:46 pm-12:41 am
Nonstop2h 55m
Hartford Bradley Intl
Sat 8/29
8:00 am-11:00 am
Nonstop3h 00m
$193
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Wed 8/12
9:56 pm-12:51 am
Nonstop2h 55m
Hartford Bradley Intl
Sun 8/16
6:20 am-5:08 pm
1 stop10h 48m
$203
OrlandoWest Tisbury
MCO - MVY
MCOMVY
Orlando
Tue 7/28
9:47 am-4:10 pm
1 stop6h 23m
West Tisbury Martha's Vineyard
Thu 7/30
5:26 pm-12:07 am
1 stop6h 41m
$218
OrlandoHyannis
MCO - HYA
MCOHYA
Orlando
Wed 8/5
7:00 am-3:13 pm
1 stop8h 13m
Hyannis Barnstable
Tue 8/11
4:20 pm-9:54 pm
1 stop5h 34m
$227
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 9/10
7:00 am-3:52 pm
1 stop8h 52m
Albany Intl
Sun 9/13
4:32 pm-11:41 pm
1 stop7h 09m
$228
OrlandoNantucket
MCO - ACK
MCOACK
Orlando
Mon 8/31
8:44 am-4:41 pm
1 stop7h 57m
Nantucket Memorial
Tue 9/1
12:02 pm-8:37 pm
1 stop8h 35m
$236
OrlandoWest Tisbury
MCO - MVY
MCOMVY
Orlando
Mon 8/24
8:44 am-2:19 pm
1 stop5h 35m
West Tisbury Martha's Vineyard
Fri 8/28
5:26 pm-12:36 am
1 stop7h 10m
$236
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Wed 7/29
6:05 am-12:13 pm
1 stop6h 08m
Hartford Bradley Intl
Wed 7/29
5:05 pm-11:34 pm
1 stop6h 29m
$239
OrlandoNantucket
MCO - ACK
MCOACK
Orlando
Thu 7/9
8:44 am-4:56 pm
1 stop8h 12m
Nantucket Memorial
Mon 7/13
6:02 pm-11:10 pm
1 stop5h 08m
$246
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Wed 9/2
4:13 pm-7:07 pm
Nonstop2h 54m
Hartford Bradley Intl
Sat 9/5
6:45 am-3:18 pm
1 stop8h 33m
$253
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-MVY
MCO-ALB
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-MVY
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 $486). 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 29, 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 June 29, 2026.
The most flights from ORL to USMA are scheduled on a Saturday (48 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (24 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 June 20, 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 29, 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
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Overall
7.9
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
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.
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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 June 29, 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 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$40 | Average$160 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$359 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$119 | Average$286 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$346 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$342 | FlexibilityNo cancel fee | On-time71% |