$75+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Oct 20 — Oct 271
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 20, 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 20, 2026.
This JetBlue deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/196:25 am -
1 stop6h 49m
Fri 10/236:42 pm -
1 stop5h 04m
Deal found 9/16![JetBlue logo]()
$176
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.
Mon 10/51:04 pm -
1 stop4h 28m
Wed 10/2110:04 am -
Nonstop2h 50m
Deal found 9/18![Breeze Airways logo]()
$178
This CheapOair deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2910:37 am -
Nonstop2h 50m
Sun 11/17:10 am -
Nonstop2h 37m
Deal found 9/16![Allegiant Air logo]()
$178
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.
Mon 10/193:16 pm -
Nonstop3h 03m
Wed 10/2810:04 am -
Nonstop2h 50m
Deal found 9/18![Multiple Airlines logo]()
$179
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.
Mon 11/23:15 pm -
Nonstop3h 08m
Mon 11/96:20 am -
1 stop10h 48m
Deal found 9/18![Frontier logo]()
$180
This Gotogate deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Wed 10/148:49 pm -
1 stop13h 42m
Wed 10/2110:04 am -
Nonstop2h 50m
Deal found 9/15![Multiple Airlines logo]()
$181
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:13 pm -
1 stop4h 30m
Fri 10/2311:30 am -
Nonstop2h 51m
Deal found 9/18![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:16 pm -
Nonstop3h 01m
Wed 10/71:11 pm -
1 stop10h 31m
Deal found 9/14![Multiple Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:39 pm -
1 stop10h 03m
Tue 10/2711:06 am -
1 stop11h 27m
Deal found 9/14![Breeze Airways logo]()
$185
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.
Mon 10/51:04 pm -
1 stop4h 28m
Fri 10/911:30 am -
Nonstop2h 51m
Deal found 9/18![Multiple Airlines logo]()
$187
This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Sun 11/110:37 am -
Nonstop2h 50m
Sun 11/87:05 am -
Nonstop2h 42m
Deal found 9/15![Allegiant Air logo]()
$193
This Priceline deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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.
Tue 10/207:55 am -
Nonstop3h 04m
Tue 10/278:00 am -
1 stop6h 07m
Deal found 9/17![Multiple Airlines logo]()
$199
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 20, 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 20, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/110:37 am -
Nonstop2h 50m
Sun 11/87:05 am -
Nonstop2h 42m
Deal found 9/19![Allegiant Air logo]()
$197
This Breeze Airways deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:39 pm -
1 stop10h 03m
Fri 10/236:12 pm -
1 stop4h 14m
Deal found 9/14![Breeze Airways logo]()
$223
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.
Sat 10/176:20 am -
Nonstop3h 01m
Tue 10/206:10 pm -
1 stop5h 48m
Deal found 9/18![JetBlue logo]()
$227
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 1/511:20 am -
1 stop4h 40m
Tue 1/124:15 pm -
1 stop5h 40m
Deal found 9/15![Southwest logo]()
$238
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:35 pm -
1 stop5h 24m
Thu 11/197:00 am -
1 stop8h 01m
Deal found 9/19![United Airlines logo]()
$285
This WAYA deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:32 am -
Nonstop2h 55m
Mon 11/912:27 pm -
1 stop7h 19m
Deal found 9/14![Multiple Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:00 am -
1 stop6h 44m
Fri 11/67:20 am -
1 stop7h 29m
Deal found 9/14![Delta logo]()
$335
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.
Thu 1/711:05 am -
Nonstop3h 16m
Thu 1/147:30 am -
Nonstop2h 45m
Deal found 9/18![Allegiant Air logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 2/411:05 am -
Nonstop3h 16m
Sun 2/77:30 am -
Nonstop2h 45m
Deal found 9/16![Allegiant Air logo]()
$215
This CheapOair deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/510:32 am -
Nonstop2h 55m
Sun 11/87:05 am -
Nonstop2h 42m
Deal found 9/16![Allegiant Air logo]()
$216
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/184:00 pm -
1 stop5h 15m
Wed 12/98:50 am -
2 stops6h 30m
Deal found 9/17![Southwest logo]()
$264
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/32:35 pm -
1 stop8h 55m
Thu 12/102:35 pm -
1 stop4h 25m
Deal found 9/15![Southwest logo]()
$270
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/205:45 am -
2 stops10h 59m
Sat 10/249:36 am -
2 stops9h 49m
Deal found 9/16![United Airlines logo]()
$300
This JetBlue deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/197:45 am -
Nonstop3h 04m
Tue 10/276:54 pm -
1 stop5h 05m
Deal found 9/15![JetBlue logo]()
$303
This Mytrip deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/2210:37 am -
Nonstop2h 50m
Sun 10/257:10 am -
Nonstop2h 37m
Deal found 9/17![Allegiant Air logo]()
$246
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 1/1610:55 am -
1 stop9h 15m
Fri 1/229:30 am -
1 stop7h 05m
Deal found 9/15![Southwest logo]()
$275
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.
Sun 10/256:30 am -
1 stop5h 27m
Thu 10/296:54 pm -
1 stop5h 05m
Deal found 9/19![JetBlue logo]()
$311
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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
Thu 12/108:50 am -
2 stops8h 25m
Deal found 9/16![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/114:00 pm -
1 stop6h 55m
Mon 11/167:59 pm -
2 stops19h 20m
Deal found 9/15![Delta logo]()
$380
This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:32 am -
Nonstop2h 55m
Sun 11/157:05 am -
Nonstop2h 42m
Deal found 9/14![Allegiant Air logo]()
$263
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 1/610:20 am -
2 stops9h 09m
Tue 1/127:08 pm -
1 stop4h 44m
Deal found 9/16![United Airlines logo]()
$354
This JetBlue deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:45 am -
1 stop8h 05m
Thu 11/194:00 pm -
Nonstop3h 05m
Deal found 9/16![JetBlue logo]()
$324
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:15 pm -
1 stop5h 55m
Sun 11/16:05 am -
1 stop7h 40m
Deal found 9/14![Southwest logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/1511:45 am -
2 stops35h 43m
Thu 10/297:10 am -
Nonstop2h 37m
Deal found 9/16![Allegiant Air logo]()
$269
This JetBlue deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 11/185:30 am -
1 stop6h 27m
Mon 11/306:35 pm -
1 stop5h 47m
Deal found 9/17![JetBlue logo]()
$341
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Sun 11/14:10 pm -
1 stop6h 27m
Wed 11/410:52 am -
1 stop4h 35m
Deal found 9/15![Delta logo]()
$414
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am -
2 stops8h 43m
Mon 11/29:22 am -
1 stop8h 32m
Deal found 9/19![United Airlines logo]()
$378
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:40 am -
1 stop6h 30m
Fri 11/134:25 pm -
2 stops7h 20m
Deal found 9/14![Southwest logo]()
$292
This KAYAK deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Sat 11/147:30 am -
1 stop16h 29m
Wed 11/188:00 am -
1 stop9h 09m
Deal found 9/15![Multiple Airlines logo]()
$496
This Orbitz deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/411:05 am -
Nonstop3h 16m
Tue 2/162:32 pm -
Nonstop2h 44m
Deal found 9/15![Allegiant Air logo]()
$282
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated September 20, 2026 and is based on user searches.
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.
Mon 10/51:04 pm -
1 stop4h 28m
Wed 10/2110:04 am -
Nonstop2h 50m
Deal found 9/18![Breeze Airways logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:16 pm -
Nonstop3h 01m
Wed 10/71:11 pm -
1 stop10h 31m
Deal found 9/14![Multiple Airlines logo]()
$184
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.
Mon 10/51:04 pm -
1 stop4h 28m
Tue 10/611:06 am -
1 stop11h 27m
Deal found 9/18![Breeze Airways logo]()
$186
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.
Mon 10/51:04 pm -
1 stop4h 28m
Fri 10/911:30 am -
Nonstop2h 51m
Deal found 9/18![Multiple Airlines logo]()
$187
This Gotogate deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Wed 10/148:49 pm -
1 stop13h 42m
Wed 10/2110:04 am -
Nonstop2h 50m
Deal found 9/16![Multiple Airlines logo]()
$181
This JetBlue deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/196:25 am -
1 stop6h 49m
Fri 10/236:42 pm -
1 stop5h 04m
Deal found 9/16![JetBlue logo]()
$176
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.
Mon 10/193:16 pm -
Nonstop3h 03m
Wed 10/2810:04 am -
Nonstop2h 50m
Deal found 9/18![Multiple Airlines logo]()
$179
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:13 pm -
1 stop4h 30m
Fri 10/2311:30 am -
Nonstop2h 51m
Deal found 9/18![Multiple Airlines logo]()
$182
This Priceline deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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.
Tue 10/207:55 am -
Nonstop3h 04m
Tue 10/278:00 am -
1 stop6h 07m
Deal found 9/17![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:39 pm -
1 stop10h 03m
Tue 10/2711:06 am -
1 stop11h 27m
Deal found 9/14![Breeze Airways logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/281:39 pm -
1 stop10h 03m
Wed 11/410:04 am -
Nonstop2h 50m
Deal found 9/16![Breeze Airways logo]()
$180
This CheapOair deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2910:37 am -
Nonstop2h 50m
Sun 11/17:10 am -
Nonstop2h 37m
Deal found 9/16![Allegiant Air logo]()
$178
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 20, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 12/610:40 am -
Nonstop3h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Allegiant Air logo]()
$75
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 10/196:25 am -
1 stop6h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![JetBlue logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/51:04 pm -
1 stop4h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$86
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/163:15 pm -
Nonstop3h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 12/166:00 am -
Nonstop3h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Breeze Airways logo]()
$88
This Super.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/141:39 pm -
1 stop10h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$89
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:37 am -
Nonstop2h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Allegiant Air logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/134:32 pm -
1 stop7h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$89
This JetBlue deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/166:00 am -
1 stop8h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![JetBlue logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/154:32 pm -
1 stop7h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” 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 10/311:39 pm -
1 stop10h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$92
This Super.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:25 am -
1 stop6h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![JetBlue logo]()
$93
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 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $172 (Kiwi.com) |
One-way from | $75 (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 20, 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
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 1/7
11:05 am-2:21 pm
Nonstop3h 16m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$103
HartfordOrlando
BDL Hartford Bradley Intl - MCO Orlando
BDLMCO
Hartford Bradley Intl
Sat 10/24
5:25 pm-8:25 pm
Nonstop3h 00m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
AlbanyOrlando
ALB Albany Intl - MCO Orlando
ALBMCO
Albany Intl
Sat 11/14
10:05 am-7:15 pm
2 stops9h 10m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Wed 11/4
7:25 pm-10:45 pm
Nonstop3h 20m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Sat 11/7
4:56 pm-11:39 pm
1 stop6h 43m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$130
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 11/5
10:32 am-1:27 pm
Nonstop2h 55m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 12/3
10:40 am-1:51 pm
Nonstop3h 11m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
HartfordOrlando
BDL Hartford Bradley Intl - MCO Orlando
BDLMCO
Hartford Bradley Intl
Sat 10/24
10:33 am-7:31 pm
2 stops8h 58m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
HartfordOrlando
BDL Hartford Bradley Intl - MCO Orlando
BDLMCO
Hartford Bradley Intl
Wed 12/16
4:00 pm-11:25 pm
2 stops7h 25m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
HartfordOrlando
BDL Hartford Bradley Intl - MCO Orlando
BDLMCO
Hartford Bradley Intl
Tue 10/27
1:25 pm-10:10 pm
2 stops8h 45m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
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.
ALB-SFB
BDL-MCO
ALB-MCO
BOS-MCO
BOS-SFB
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
ALB-SFB
BDL-MCO
ALB-MCO
BOS-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 20, 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 33% 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 20, 2026.
The most flights from USMA to ORL are scheduled on a Friday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 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 13-Oct 16).
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 12, 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
Flights by cabin class
Orlando flight routes
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Popular flights
Top destinations
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 20, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on September 20, 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 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$72 | Average$233 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$316 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$323 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$339 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$314 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$332 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$200 | Average$403 | FlexibilityNo cancel fee | On-time63% |