$86+ Cheap flights from Orlando (ORL) to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Sep 10 — Sep 171
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 August 11, 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 August 11, 2026.
This Priceline deal was found by Cheapflights users on 8/10. 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.
Fri 9/48:48 am -
Nonstop2h 44m
Mon 9/78:00 am -
1 stop4h 30m
Deal found 8/10![Multiple Airlines logo]()
$149
This Super.com deal was found by Cheapflights users on 8/10. 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.
Thu 9/2411:30 am -
Nonstop2h 48m
Sun 9/273:16 pm -
Nonstop3h 01m
Deal found 8/10![Frontier logo]()
$151
This Frontier deal was found by Cheapflights users on 8/10. 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.
Sun 9/68:48 am -
Nonstop2h 44m
Fri 9/113:16 pm -
Nonstop3h 01m
Deal found 8/10![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/186:12 pm -
1 stop4h 14m
Wed 9/238:15 am -
1 stop15h 12m
Deal found 8/10![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/57:27 pm -
1 stop4h 32m
Sat 9/126:13 pm -
Nonstop3h 00m
Deal found 8/6![Multiple Airlines logo]()
$154
This Expedia deal was found by Cheapflights users on 8/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:12 pm -
1 stop4h 14m
Mon 9/219:25 pm -
1 stop16h 27m
Deal found 8/11![Multiple Airlines logo]()
$155
This Super.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/268:48 am -
Nonstop2h 44m
Mon 8/3112:27 pm -
Nonstop3h 03m
Deal found 8/7![Frontier logo]()
$156
This Mytrip deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/2711:17 pm -
1 stop13h 30m
Mon 8/317:11 pm -
1 stop4h 30m
Deal found 8/6![Multiple Airlines logo]()
$157
This Breeze Airways deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Mon 8/316:32 pm -
1 stop4h 17m
Mon 9/71:30 pm -
1 stop4h 22m
Deal found 8/7![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sat 9/57:27 pm -
1 stop4h 32m
Sun 9/612:27 pm -
Nonstop3h 03m
Deal found 8/10![Multiple Airlines logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/297:27 pm -
1 stop4h 32m
Mon 8/317:11 pm -
1 stop4h 30m
Deal found 8/9![Breeze Airways logo]()
$160
This Southwest deal was found by Cheapflights users on 8/10. 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.
Fri 9/115:50 pm -
1 stop4h 30m
Mon 9/145:05 pm -
1 stop5h 50m
Deal found 8/10![Southwest logo]()
$173
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 August 11, 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 August 11, 2026.
This Breeze Airways deal was found by Cheapflights users on 8/9. 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 9/46:32 pm -
1 stop4h 17m
Mon 9/78:00 am -
1 stop4h 30m
Deal found 8/9![Breeze Airways logo]()
$168
This Southwest deal was found by Cheapflights users on 8/10. 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.
Sat 12/58:10 am -
1 stop6h 10m
Tue 12/811:20 am -
1 stop4h 40m
Deal found 8/10![Southwest logo]()
$202
This Delta deal was found by Cheapflights users on 8/8. 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.
Wed 9/164:00 pm -
1 stop5h 25m
Tue 9/223:34 pm -
Nonstop3h 20m
Deal found 8/8![Delta logo]()
$219
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/52:22 pm -
2 stops9h 37m
Sat 9/123:11 pm -
1 stop4h 47m
Deal found 8/6![United Airlines logo]()
$270
This JetBlue deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/108:55 am -
1 stop6h 29m
Sat 9/121:40 pm -
Nonstop3h 01m
Deal found 8/6![JetBlue logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:17 am -
1 stop5h 54m
Mon 8/3111:17 am -
2 stops9h 46m
Deal found 8/10![American Airlines logo]()
$366
This Breeze Airways deal was found by Cheapflights users on 8/9. 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 10/210:18 am -
1 stop4h 15m
Sun 10/412:04 pm -
1 stop11h 37m
Deal found 8/9![Breeze Airways logo]()
$197
This Southwest deal was found by Cheapflights users on 8/10. 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.
Wed 9/211:20 am -
1 stop4h 40m
Wed 9/910:05 am -
2 stops8h 00m
Deal found 8/10![Southwest logo]()
$212
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 10/166:07 pm -
1 stop4h 54m
Mon 10/197:06 pm -
1 stop5h 17m
Deal found 8/6![Delta logo]()
$225
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/126:55 pm -
Nonstop2h 55m
Mon 9/145:05 pm -
1 stop5h 50m
Deal found 8/6![Southwest logo]()
$215
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/86:40 pm -
1 stop5h 17m
Tue 9/156:00 am -
1 stop5h 18m
Deal found 8/6![Delta logo]()
$225
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:00 am -
1 stop5h 55m
Fri 10/210:51 am -
1 stop5h 13m
Deal found 8/7![United Airlines logo]()
$270
This JetBlue deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/107:05 pm -
Nonstop2h 52m
Tue 10/136:30 am -
Nonstop3h 04m
Deal found 8/7![JetBlue logo]()
$286
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:40 am -
1 stop7h 24m
Mon 9/76:00 am -
1 stop6h 59m
Deal found 8/7![United Airlines logo]()
$275
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/87:53 pm -
Nonstop3h 06m
Mon 9/148:20 pm -
Nonstop3h 15m
Deal found 8/6![Delta logo]()
$250
This Breeze Airways deal was found by Cheapflights users on 8/9. 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 8/146:32 pm -
1 stop4h 17m
Tue 8/257:15 am -
1 stop10h 56m
Deal found 8/9![Breeze Airways logo]()
$282
This Southwest deal was found by Cheapflights users on 8/9. 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 9/112:25 pm -
2 stops8h 35m
Fri 9/43:10 pm -
2 stops7h 55m
Deal found 8/9![Southwest logo]()
$261
This JetBlue deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/89:00 am -
Nonstop2h 49m
Mon 10/194:45 pm -
1 stop5h 24m
Deal found 8/7![JetBlue logo]()
$292
This Orbitz deal was found by Cheapflights users on 8/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:30 am -
2 stops13h 25m
Mon 9/2812:50 pm -
1 stop10h 42m
Deal found 8/10![Multiple Airlines logo]()
$716
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 11/46:07 pm -
1 stop5h 13m
Sat 11/71:05 pm -
1 stop7h 49m
Deal found 8/7![Delta logo]()
$269
This JetBlue deal was found by Cheapflights users on 8/10. 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.
Mon 11/231:15 pm -
1 stop4h 50m
Thu 12/312:05 pm -
1 stop6h 09m
Deal found 8/10![JetBlue logo]()
$303
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/26:45 pm -
1 stop5h 05m
Mon 10/57:20 am -
2 stops7h 30m
Deal found 8/7![Southwest logo]()
$286
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/168:54 am -
1 stop6h 10m
Sat 9/197:35 pm -
1 stop5h 24m
Deal found 8/7![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 8/10. 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.
Wed 9/99:05 am -
1 stop7h 24m
Mon 9/146:25 am -
1 stop6h 59m
Deal found 8/10![Delta logo]()
$270
This JetBlue deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 -
Nonstop2h 54m
Sat 9/121:40 pm -
Nonstop3h 01m
Deal found 8/6![JetBlue logo]()
$309
This Southwest deal was found by Cheapflights users on 8/8. 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.
Wed 10/76:10 am -
2 stops8h 00m
Tue 10/135:55 am -
2 stops7h 50m
Deal found 8/8![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 8/9. 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.
Mon 9/287:50 pm -
1 stop5h 27m
Wed 10/710:00 am -
1 stop4h 56m
Deal found 8/9![Delta logo]()
$270
This JetBlue deal was found by Cheapflights users on 8/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:59 am -
Nonstop2h 49m
Mon 10/512:41 pm -
Nonstop3h 04m
Deal found 8/8![JetBlue logo]()
$314
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/292:05 pm -
2 stops7h 00m
Tue 10/65:55 am -
2 stops7h 50m
Deal found 8/7![Southwest logo]()
$291
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Fri 9/117:16 pm -
1 stop4h 43m
Sun 9/136:10 am -
2 stops8h 48m
Deal found 8/10![United Airlines logo]()
$364
Last-minute flights from Orlando to MassachusettsDiscover last-minute flight deals from Orlando to Massachusetts. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Massachusetts. Data last updated August 11, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/268:48 am -
Nonstop2h 44m
Mon 8/3112:27 pm -
Nonstop3h 03m
Deal found 8/7![Frontier logo]()
$156
This Mytrip deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/2711:17 pm -
1 stop13h 30m
Mon 8/317:11 pm -
1 stop4h 30m
Deal found 8/6![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 8/297:27 pm -
1 stop4h 32m
Mon 8/317:11 pm -
1 stop4h 30m
Deal found 8/9![Breeze Airways logo]()
$160
This Breeze Airways deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Mon 8/316:32 pm -
1 stop4h 17m
Mon 9/71:30 pm -
1 stop4h 22m
Deal found 8/7![Breeze Airways logo]()
$158
This Expedia deal was found by Cheapflights users on 8/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:48 am -
Nonstop2h 44m
Mon 9/78:00 am -
1 stop4h 30m
Deal found 8/11![Multiple Airlines logo]()
$149
This Priceline deal was found by Cheapflights users on 8/11. 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.
Fri 9/48:48 am -
Nonstop2h 44m
Mon 9/78:00 am -
1 stop4h 30m
Deal found 8/11![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sat 9/57:27 pm -
1 stop4h 32m
Sun 9/612:27 pm -
Nonstop3h 03m
Deal found 8/10![Multiple Airlines logo]()
$159
This Frontier deal was found by Cheapflights users on 8/10. 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.
Sun 9/68:48 am -
Nonstop2h 44m
Fri 9/113:16 pm -
Nonstop3h 01m
Deal found 8/10![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/186:12 pm -
1 stop4h 14m
Wed 9/238:15 am -
1 stop15h 12m
Deal found 8/10![Multiple Airlines logo]()
$153
This Expedia deal was found by Cheapflights users on 8/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:12 pm -
1 stop4h 14m
Mon 9/219:25 pm -
1 stop16h 27m
Deal found 8/11![Multiple Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sun 9/2011:30 am -
Nonstop2h 48m
Mon 9/213:13 pm -
1 stop4h 30m
Deal found 8/11![Multiple Airlines logo]()
$154
This Super.com deal was found by Cheapflights users on 8/10. 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.
Thu 9/2411:30 am -
Nonstop2h 48m
Sun 9/273:16 pm -
Nonstop3h 01m
Deal found 8/10![Frontier logo]()
$151
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 August 11, 2026.
Search for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Frontier deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/38:48 am -
Nonstop2h 44m
Deal found 8/6![Frontier logo]()
$86
This Expedia deal was found by Cheapflights users on 8/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:20 am -
1 stop4h 10m
Deal found 8/9![Breeze Airways logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
Sat 10/310:04 am -
Nonstop2h 50m
Deal found 8/10![Breeze Airways logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/1010:04 am -
Nonstop2h 50m
Deal found 8/7![Breeze Airways logo]()
$89
This Super.com deal was found by Cheapflights users on 8/10. 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.
Thu 9/245:49 pm -
1 stop5h 25m
Deal found 8/10![JetBlue logo]()
$90
This Super.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/58:48 am -
Nonstop2h 44m
Deal found 8/6![Frontier logo]()
$91
This Frontier deal was found by Cheapflights users on 8/10. 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.
Sun 9/68:48 am -
Nonstop2h 44m
Deal found 8/10![Frontier logo]()
$92
This Breeze Airways deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/27:27 pm -
1 stop4h 32m
Deal found 8/7![Breeze Airways logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
Sat 9/57:27 pm -
1 stop4h 32m
Deal found 8/11![Breeze Airways logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 8/282:02 pm -
1 stop4h 29m
Deal found 8/10![Breeze Airways logo]()
$95
This Breeze Airways deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/121:11 pm -
1 stop10h 31m
Deal found 8/6![Breeze Airways logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/68:00 am -
1 stop9h 08m
Deal found 8/7![Breeze Airways 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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $149 (Expedia) |
One-way from | $86 (Frontier) |
Popular in | June |
Cheapest in | January |
Average price | $259 |
Good round-trip deal | $254 or less |
Good one-way deal | $143 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 August 11, 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 Orlando - BDL Hartford Bradley Intl
MCOBDL
Orlando
Fri 9/4
6:32 pm-10:49 pm
1 stop4h 17m
Hartford Bradley Intl
Mon 9/7
8:00 am-12:30 pm
1 stop4h 30m
$168
OrlandoHartford
MCO Orlando - BDL Hartford Bradley Intl
MCOBDL
Orlando
Fri 10/2
10:18 am-2:33 pm
1 stop4h 15m
Hartford Bradley Intl
Sun 10/4
12:04 pm-11:41 pm
1 stop11h 37m
$197
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Sat 12/5
8:10 am-2:20 pm
1 stop6h 10m
Boston Logan Intl
Tue 12/8
11:20 am-4:00 pm
1 stop4h 40m
$202
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 9/2
11:20 am-4:00 pm
1 stop4h 40m
Boston Logan Intl
Wed 9/9
10:05 am-6:05 pm
2 stops8h 00m
$212
OrlandoAlbany
MCO Orlando - ALB Albany Intl
MCOALB
Orlando
Sat 9/12
6:55 pm-9:50 pm
Nonstop2h 55m
Albany Intl
Mon 9/14
5:05 pm-10:55 pm
1 stop5h 50m
$215
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 9/16
4:00 pm-9:25 pm
1 stop5h 25m
Boston Logan Intl
Tue 9/22
3:34 pm-6:54 pm
Nonstop3h 20m
$219
OrlandoAlbany
MCO Orlando - ALB Albany Intl
MCOALB
Orlando
Fri 10/16
6:07 pm-11:01 pm
1 stop4h 54m
Albany Intl
Mon 10/19
7:06 pm-12:23 am
1 stop5h 17m
$225
OrlandoAlbany
MCO Orlando - ALB Albany Intl
MCOALB
Orlando
Tue 9/8
6:40 pm-11:57 pm
1 stop5h 17m
Albany Intl
Tue 9/15
6:00 am-11:18 am
1 stop5h 18m
$225
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Tue 9/8
7:53 pm-10:59 pm
Nonstop3h 06m
Boston Logan Intl
Mon 9/14
8:20 pm-11:35 pm
Nonstop3h 15m
$250
OrlandoAlbany
MCO Orlando - ALB Albany Intl
MCOALB
Orlando
Tue 9/1
12:25 pm-9:00 pm
2 stops8h 35m
Albany Intl
Fri 9/4
3:10 pm-11:05 pm
2 stops7h 55m
$261
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-ORH
MCO-ACK
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-ORH
MCO-ACK
What is the cheapest month to book a flight from Orlando to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Orlando to Massachusetts (average of $132). Flying from Orlando to Massachusetts in June is currently the most expensive (average of $323). 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 August 11, 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 65% 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 August 11, 2026.
The most flights from ORL to USMA are scheduled on a Monday (49 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Orlando to Massachusetts?
Airfare is typical for this route at the moment.
Orlando to Massachusetts flights typically cost between $187 and $332 in October.The cheapest round-trip price found within the last 5 days was $192 on Frontier (Oct 14-Nov 5).
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 53 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 August 8, 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 August 11, 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.
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
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.
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 August 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Orlando to Massachusetts flights
Consider these flights traveling from Orlando to Massachusetts.
Top 6 airlines flying from Orlando to Massachusetts
Discover the top 6 airlines that operate flights from Orlando to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$47 | Average$199 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$117 | Average$295 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$126 | Average$297 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$197 | Average$391 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$352 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$336 | Average$450 | FlexibilityNo cancel fee | On-time69% |