$118+ Cheap flights from Massachusetts to Orlando (ORL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Oct 23 — Oct 301
Round-trip
1 adult, Economy
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Find cheap flights from Massachusetts to Orlando 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
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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 Massachusetts to Orlando
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Cheapest flights from Massachusetts to OrlandoExplore the most affordable flight options available from Massachusetts to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
Explore the most affordable flight options available from Massachusetts to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
This JetBlue deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:15 am -
Nonstop3h 17m
Fri 10/236:25 pm -
1 stop6h 08m
Deal found 9/18![JetBlue logo]()
$225
This JetBlue deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 am -
1 stop5h 44m
Sat 10/2410:00 am -
Nonstop3h 00m
Deal found 9/19![JetBlue logo]()
$226
This JetBlue deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:45 am -
1 stop5h 46m
Fri 10/309:59 am -
Nonstop3h 00m
Deal found 9/22![JetBlue logo]()
$227
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop7h 00m
Sat 10/247:59 pm -
Nonstop3h 08m
Deal found 9/21![Delta logo]()
$228
This JetBlue deal was found by Cheapflights users on 9/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:46 am -
1 stop5h 55m
Fri 10/1612:26 pm -
Nonstop3h 28m
Deal found 9/23![JetBlue logo]()
$229
This CheapOair deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:39 pm -
1 stop8h 59m
Tue 11/108:00 am -
Nonstop3h 00m
Deal found 9/22![Multiple Airlines logo]()
$230
This KAYAK deal was found by Cheapflights users on 9/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/118:15 pm -
Nonstop3h 28m
Wed 12/1610:05 am -
Nonstop3h 00m
Deal found 9/23![JetBlue logo]()
$231
This Cheapflightsfares deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/611:08 am -
Nonstop3h 44m
Sun 12/137:01 am -
Nonstop3h 12m
Deal found 9/18![Frontier logo]()
$232
This CheapOair deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:35 pm -
Nonstop3h 25m
Sat 11/219:47 pm -
1 stop10h 43m
Deal found 9/18![Multiple Airlines logo]()
$233
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:55 pm -
1 stop6h 20m
Sat 10/319:55 am -
2 stops7h 25m
Deal found 9/21![Southwest logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:39 pm -
1 stop8h 59m
Thu 12/37:01 am -
Nonstop3h 10m
Deal found 9/21![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2411:06 am -
Nonstop3h 29m
Mon 12/77:01 am -
Nonstop3h 12m
Deal found 9/21![Frontier logo]()
$236
Best flights from Massachusetts to OrlandoDiscover carefully curated flight deals from Massachusetts to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
Discover carefully curated flight deals from Massachusetts to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:15 pm -
Nonstop3h 15m
Fri 10/3011:33 am -
Nonstop3h 05m
Deal found 9/20![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/411:20 am -
2 stops8h 50m
Sat 11/71:35 pm -
2 stops8h 30m
Deal found 9/22![Southwest logo]()
$279
This JetBlue deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1511:10 am -
1 stop6h 45m
Tue 12/226:50 am -
Nonstop3h 03m
Deal found 9/22![JetBlue logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:09 am -
1 stop9h 23m
Sun 11/158:58 pm -
1 stop12h 43m
Deal found 9/18![Allegiant Air logo]()
$319
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:10 pm -
1 stop8h 30m
Sun 12/136:00 am -
Nonstop3h 03m
Deal found 9/18![Delta logo]()
$249
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:35 pm -
1 stop6h 50m
Thu 12/103:15 pm -
2 stops6h 55m
Deal found 9/22![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:32 pm -
1 stop6h 08m
Thu 12/108:45 am -
1 stop4h 59m
Deal found 9/21![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:00 pm -
1 stop5h 46m
Thu 11/1911:40 am -
Nonstop3h 00m
Deal found 9/19![Delta logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:09 am -
1 stop9h 23m
Sun 11/88:58 pm -
1 stop12h 43m
Deal found 9/19![Allegiant Air logo]()
$335
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:10 pm -
1 stop5h 55m
Mon 11/167:59 pm -
Nonstop3h 01m
Deal found 9/18![Delta logo]()
$269
This Priceline deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/161:30 pm -
1 stop10h 13m
Mon 12/286:50 am -
1 stop8h 45m
Deal found 9/20![Multiple Airlines logo]()
$762
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:35 am -
1 stop28h 34m
Thu 2/117:57 pm -
1 stop13h 10m
Deal found 9/18![Allegiant Air logo]()
$348
This JetBlue deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:45 pm -
1 stop5h 39m
Thu 11/128:57 am -
Nonstop2h 47m
Deal found 9/20![JetBlue logo]()
$402
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:10 am -
1 stop5h 16m
Fri 12/115:04 pm -
1 stop5h 54m
Deal found 9/21![Delta logo]()
$279
This JetBlue deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:44 pm -
1 stop5h 30m
Fri 10/2310:08 am -
Nonstop2h 48m
Deal found 9/21![JetBlue logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:38 am -
1 stop9h 25m
Sun 2/287:57 pm -
1 stop13h 10m
Deal found 9/21![Allegiant Air logo]()
$379
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 am -
1 stop6h 44m
Thu 10/222:25 pm -
1 stop7h 45m
Deal found 9/20![Delta logo]()
$288
This JetBlue deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals ”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:40 pm -
Nonstop3h 01m
Thu 10/2910:00 am -
1 stop5h 50m
Deal found 9/18![JetBlue logo]()
$407
This JetBlue deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:44 pm -
1 stop5h 30m
Mon 10/1910:00 am -
Nonstop2h 49m
Deal found 9/19![JetBlue logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:38 am -
1 stop9h 25m
Tue 12/299:14 pm -
1 stop12h 24m
Deal found 9/22![Allegiant Air logo]()
$411
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/33:40 pm -
Nonstop3h 14m
Sun 11/87:00 am -
Nonstop3h 10m
Deal found 9/18![Delta logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:38 am -
1 stop9h 25m
Wed 12/239:33 pm -
1 stop13h 06m
Deal found 9/18![Allegiant Air logo]()
$412
This JetBlue deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/194:44 pm -
1 stop5h 30m
Fri 10/239:15 am -
1 stop6h 34m
Deal found 9/18![JetBlue logo]()
$414
This JetBlue deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/112:34 pm -
Nonstop3h 16m
Fri 11/610:00 am -
1 stop5h 50m
Deal found 9/20![JetBlue logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1911:01 am -
1 stop12h 01m
Mon 12/289:57 pm -
1 stop11h 31m
Deal found 9/18![Allegiant Air logo]()
$424
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/233:18 pm -
2 stops18h 08m
Sat 2/277:50 pm -
2 stops18h 47m
Deal found 9/20![Delta logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1911:01 am -
1 stop12h 01m
Thu 12/319:07 pm -
1 stop14h 04m
Deal found 9/18![Allegiant Air logo]()
$437
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/293:18 pm -
1 stop7h 39m
Tue 2/27:50 pm -
2 stops18h 47m
Deal found 9/18![Delta logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2711:32 am -
1 stop28h 44m
Sun 11/18:43 pm -
1 stop12h 13m
Deal found 9/18![Allegiant Air logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/72:10 pm -
2 stops29h 42m
Thu 10/157:45 am -
1 stop8h 05m
Deal found 9/22![Multiple Airlines logo]()
$881
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated September 23, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:17 am -
Nonstop3h 16m
Sat 10/177:45 am -
Nonstop3h 17m
Deal found 9/20![Frontier logo]()
$235
This Cheapflightsfares deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:52 pm -
1 stop9h 07m
Sat 10/177:45 am -
Nonstop3h 17m
Deal found 9/21![Frontier logo]()
$231
This JetBlue deal was found by Cheapflights users on 9/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:46 am -
1 stop5h 55m
Fri 10/1612:26 pm -
Nonstop3h 28m
Deal found 9/23![JetBlue logo]()
$229
This FlightHub deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:47 am -
Nonstop3h 23m
Sat 10/247:45 am -
Nonstop3h 17m
Deal found 9/22![Frontier logo]()
$232
This JetBlue deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 am -
1 stop5h 44m
Sat 10/2410:00 am -
Nonstop3h 00m
Deal found 9/19![JetBlue logo]()
$226
This JetBlue deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:15 am -
Nonstop3h 17m
Fri 10/236:25 pm -
1 stop6h 08m
Deal found 9/18![JetBlue logo]()
$225
This Jetabroad deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:38 pm -
Nonstop3h 21m
Thu 10/227:00 am -
Nonstop3h 00m
Deal found 9/22![JetBlue logo]()
$236
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop7h 00m
Wed 10/281:55 pm -
1 stop7h 34m
Deal found 9/21![Delta logo]()
$228
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:55 pm -
1 stop6h 20m
Sat 10/319:55 am -
2 stops7h 25m
Deal found 9/21![Southwest logo]()
$234
This JetBlue deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:45 am -
1 stop5h 46m
Fri 10/309:59 am -
Nonstop3h 00m
Deal found 9/22![JetBlue logo]()
$227
This FlightHub deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:29 pm -
Nonstop3h 30m
Mon 11/25:25 am -
1 stop6h 19m
Deal found 9/20![Multiple Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:02 am -
1 stop9h 21m
Mon 11/28:07 pm -
1 stop14h 35m
Deal found 9/18![Allegiant Air logo]()
$285
One-way flights from Massachusetts to OrlandoSearch for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:08 am -
Nonstop3h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$118
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:15 pm -
Nonstop3h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$119
This JetBlue deal was found by Cheapflights users on 9/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:25 am -
1 stop7h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![JetBlue logo]()
$120
This JetBlue deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:45 pm -
1 stop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![JetBlue logo]()
$122
This Jetabroad deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:11 pm -
1 stop6h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![JetBlue logo]()
$123
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:35 am -
2 stops7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Southwest logo]()
$125
This deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:25 am -
1 stop4h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$127
This Cheapflightsfares deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2311:06 am -
Nonstop3h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$128
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:49 pm -
Nonstop3h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$129
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:41 pm -
1 stop6h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![United Airlines logo]()
$130
This Cheapflightsfares deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:39 pm -
1 stop8h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:02 am -
1 stop9h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Allegiant Air logo]()
$148
Find flight deals from Massachusetts to Orlando
Keep the following information in mind while searching for Massachusetts to Orlando flight deals. Data was last updated September 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $225 (JetBlue) |
One-way from | $118 (Kiwi.com) |
Popular in | April |
Cheapest in | January |
Average price | $302 |
Good round-trip deal | $305 or less |
Good one-way deal | $190 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Orlando 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 7,457,451 searches. Data last updated September 23, 2026.
Use the filters below to find and compare flights from Massachusetts to Orlando that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Fri 12/11
5:10 pm-12:20 am
1 stop7h 10m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Mon 11/16
8:00 am-3:22 pm
1 stop7h 22m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sat 11/7
9:09 am-6:32 pm
1 stop9h 23m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sat 10/31
9:02 am-6:23 pm
1 stop9h 21m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sun 12/6
11:35 am-4:09 pm
1 stop28h 34m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Wed 11/11
5:30 am-5:18 pm
2 stops11h 48m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Tue 11/10
6:00 am-6:11 pm
2 stops12h 11m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
Quickest round-trip
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Tue 10/13
8:15 pm-11:30 pm
Nonstop3h 15m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$169
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Tue 10/13
4:15 pm-9:21 am
2 stops17h 06m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$178
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Tue 11/17
4:00 pm-9:22 am
2 stops17h 22m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$178
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to Orlando
Have a flexible travel schedule? Discover the best time to fly to Orlando from Massachusetts with our price prediction graph.
BOS-MCO
BOS-SFB
ORH-MCO
MVY-MCO
HYA-MCO
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 Massachusetts to Orlando
USMA-ORL
BOS-MCO
BOS-SFB
ORH-MCO
MVY-MCO
What is the cheapest month to book a flight from Massachusetts to Orlando?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $227). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $372). 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 MA to ORL?
Find hourly flight availability from Massachusetts to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 23, 2026.
A simple way to save on the total cost of your ticket is to fly from Massachusetts to Orlando in the evening. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the morning.
Weekly flight availability from Massachusetts to Orlando
Explore weekly flight availability from Massachusetts to Orlando. 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 September 23, 2026.
The most flights from USMA to ORL are scheduled on a Monday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).
How much does it cost to fly round-trip from Massachusetts to Orlando?
Airfare is below average for this route at the moment.
Massachusetts to Orlando flights typically cost between $250 and $395 in October.The cheapest round-trip price found within the last 5 days was $225 on JetBlue (Oct 20-Oct 23).
How far ahead should I book a flight from Massachusetts to Orlando?
Booking 50 days in advance of your planned departure date is, on average, the best time to get cheap flights from Massachusetts to Orlando. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Massachusetts to Orlando?
Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Orlando. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Massachusetts to Orlando flight should consider departing on Sunday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Orlando. 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
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Alternative routes for Massachusetts to Orlando
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Orlando by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Orlando by cabin class
Find flights from Massachusetts to Orlando, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 23, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on September 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Massachusetts to Orlando flights
Consider these flights traveling from Massachusetts to Orlando.
Top 8 airlines flying from Massachusetts to Orlando
Discover the top 8 airlines that operate flights from Massachusetts to Orlando. 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 7,457,451 searches. Data last updated September 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$72 | Average$235 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$317 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$340 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$325 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$332 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$200 | Average$415 | FlexibilityNo cancel fee | On-time63% |