$114+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Dec 4 — Dec 111
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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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 November 4, 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 November 4, 2026.
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/117:35 pm -
Nonstop3h 20m
Tue 12/158:45 am -
1 stop4h 57m
Deal found 11/4![Delta logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/411:08 am -
Nonstop3h 29m
Wed 12/910:52 am -
2 stops22h 47m
Deal found 11/4![Multiple Airlines logo]()
$235
This KAYAK deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Wed 12/27:04 pm -
1 stop5h 36m
Thu 12/33:51 pm -
Nonstop3h 02m
Deal found 11/2![Delta logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/239:25 am -
1 stop4h 58m
Fri 12/47:01 am -
Nonstop3h 10m
Deal found 11/3![Frontier logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Fri 12/1111:34 am -
1 stop9h 19m
Wed 12/169:55 pm -
1 stop10h 14m
Deal found 11/2![Frontier logo]()
$238
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/107:35 pm -
Nonstop3h 20m
Sat 12/127:45 pm -
1 stop5h 25m
Deal found 11/4![Delta logo]()
$239
This Frontier deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:25 am -
1 stop7h 38m
Wed 11/259:47 pm -
1 stop10h 43m
Deal found 11/2![Frontier logo]()
$240
This CheapOair deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/1011:08 am -
Nonstop3h 44m
Tue 12/226:25 am -
Nonstop3h 05m
Deal found 10/31![Frontier logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Fri 12/1111:34 am -
1 stop9h 19m
Sun 12/137:01 am -
Nonstop3h 12m
Deal found 11/1![Frontier logo]()
$242
This Mytrip deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Sat 12/1211:34 am -
1 stop9h 19m
Sat 12/197:08 am -
2 stops25h 01m
Deal found 11/2![Frontier logo]()
$243
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/35:40 pm -
Nonstop3h 29m
Tue 12/87:08 am -
Nonstop2h 56m
Deal found 11/4![Delta logo]()
$244
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Fri 12/1810:25 am -
Nonstop3h 43m
Tue 12/228:08 pm -
1 stop11h 35m
Deal found 11/1![Frontier logo]()
$245
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 November 4, 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 November 4, 2026.
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 1/221:00 pm -
1 stop5h 54m
Tue 1/264:59 pm -
1 stop4h 54m
Deal found 10/31![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 1/268:10 am -
1 stop4h 45m
Sun 1/313:20 pm -
2 stops5h 55m
Deal found 11/3![Southwest logo]()
$240
This JetBlue deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/313:45 pm -
Nonstop3h 27m
Sat 1/97:45 am -
1 stop4h 47m
Deal found 11/1![JetBlue logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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
Wed 11/181:10 pm -
1 stop19h 35m
Deal found 10/30![Allegiant Air logo]()
$299
This United Airlines deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/101:35 pm -
1 stop6h 30m
Tue 12/151:50 pm -
2 stops8h 09m
Deal found 11/4![United Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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.
Tue 2/24:12 pm -
2 stops16h 58m
Tue 2/95:53 pm -
2 stops21h 54m
Deal found 10/30![American Airlines logo]()
$382
This JetBlue deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 1/211:30 am -
Nonstop3h 22m
Sat 1/167:45 am -
1 stop4h 47m
Deal found 11/4![JetBlue logo]()
$276
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 2/46:50 am -
1 stop6h 57m
Sun 2/78:50 pm -
Nonstop2h 59m
Deal found 11/4![Delta logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/710:59 am -
1 stop26h 30m
Sat 12/128:30 am -
1 stop26h 15m
Deal found 11/3![Allegiant Air logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/1610:26 am -
2 stops35h 12m
Fri 11/207:01 am -
1 stop8h 49m
Deal found 11/1![Multiple Airlines logo]()
$625
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/35:10 am -
2 stops9h 40m
Thu 12/108:50 am -
2 stops7h 00m
Deal found 11/1![Southwest logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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
Fri 11/209:02 pm -
1 stop13h 04m
Deal found 11/4![Allegiant Air logo]()
$316
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 1/147:00 am -
1 stop6h 53m
Wed 1/206:00 am -
1 stop6h 18m
Deal found 11/3![Delta logo]()
$318
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 1/308:35 am -
2 stops10h 20m
Sun 2/73:20 pm -
2 stops5h 55m
Deal found 11/1![Southwest logo]()
$323
This JetBlue deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/305:20 am -
1 stop6h 07m
Wed 12/306:51 pm -
1 stop5h 36m
Deal found 11/1![JetBlue logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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
Mon 12/219:43 pm -
1 stop10h 43m
Deal found 11/4![Allegiant Air logo]()
$345
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 1/158:00 pm -
1 stop4h 40m
Tue 1/198:50 am -
2 stops7h 15m
Deal found 11/4![Southwest logo]()
$350
This JetBlue deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 11/194:30 pm -
1 stop5h 49m
Mon 11/239:00 am -
1 stop6h 20m
Deal found 11/4![JetBlue logo]()
$364
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 11/224:03 pm -
1 stop6h 52m
Tue 12/17:59 pm -
2 stops19h 08m
Deal found 11/2![Delta logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/189:28 am -
1 stop10h 50m
Sun 12/209:46 pm -
1 stop10h 52m
Deal found 11/3![Allegiant Air logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/3111:31 am -
1 stop9h 25m
Sun 1/39:46 pm -
1 stop10h 52m
Deal found 10/31![Allegiant Air logo]()
$351
This JetBlue deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/192:41 pm -
1 stop7h 43m
Sun 12/279:53 am -
Nonstop2h 47m
Deal found 10/30![JetBlue logo]()
$389
This Delta deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/204:00 pm -
1 stop6h 55m
Mon 11/238:00 am -
1 stop7h 19m
Deal found 10/31![Delta logo]()
$406
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 12/249:09 pm -
1 stop14h 02m
Deal found 11/1![Allegiant Air logo]()
$361
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/234:00 pm -
1 stop6h 55m
Tue 11/248:00 am -
1 stop7h 19m
Deal found 11/1![Delta logo]()
$406
This JetBlue deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/194:30 pm -
1 stop5h 49m
Sun 11/229:00 am -
1 stop6h 20m
Deal found 11/1![JetBlue logo]()
$412
This JetBlue deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/154:45 pm -
1 stop5h 39m
Mon 11/237:50 am -
Nonstop2h 50m
Deal found 10/31![JetBlue logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/249:26 am -
1 stop10h 53m
Sun 1/39:46 pm -
1 stop10h 52m
Deal found 10/30![Allegiant Air logo]()
$387
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/194:00 pm -
1 stop6h 55m
Tue 11/248:00 am -
1 stop7h 19m
Deal found 11/1![Delta logo]()
$454
This Cheapflightsfares deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/171:17 pm -
1 stop8h 50m
Sun 1/2410:47 am -
Nonstop2h 50m
Deal found 10/30![JetBlue logo]()
$427
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated November 4, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:25 am -
1 stop7h 38m
Wed 11/259:47 pm -
1 stop10h 43m
Deal found 11/2![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 11/239:25 am -
1 stop4h 58m
Fri 12/47:01 am -
Nonstop3h 10m
Deal found 11/3![Frontier logo]()
$237
This KAYAK deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Wed 12/27:04 pm -
1 stop5h 36m
Thu 12/33:51 pm -
Nonstop3h 02m
Deal found 11/2![Delta logo]()
$236
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/35:40 pm -
Nonstop3h 29m
Tue 12/87:08 am -
Nonstop2h 56m
Deal found 11/4![Delta logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/411:08 am -
Nonstop3h 29m
Wed 12/910:52 am -
2 stops22h 47m
Deal found 11/4![Multiple Airlines logo]()
$235
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/107:35 pm -
Nonstop3h 20m
Sat 12/127:45 pm -
1 stop5h 25m
Deal found 11/4![Delta logo]()
$239
This CheapOair deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/1011:08 am -
Nonstop3h 44m
Tue 12/226:25 am -
Nonstop3h 05m
Deal found 10/31![Frontier logo]()
$241
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” 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 12/117:35 pm -
Nonstop3h 20m
Tue 12/158:45 am -
1 stop4h 57m
Deal found 11/4![Delta logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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.
Fri 12/1111:34 am -
1 stop9h 19m
Wed 12/169:55 pm -
1 stop10h 14m
Deal found 11/2![Frontier logo]()
$238
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Fri 12/1111:34 am -
1 stop9h 19m
Sun 12/137:01 am -
Nonstop3h 12m
Deal found 11/1![Frontier logo]()
$242
This CheapOair deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/126:05 am -
1 stop15h 23m
Wed 12/169:55 pm -
1 stop10h 14m
Deal found 10/31![Multiple Airlines logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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.
Fri 12/1810:25 am -
Nonstop3h 43m
Tue 12/228:08 pm -
1 stop11h 35m
Deal found 11/1![Frontier logo]()
$245
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 November 4, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 11/1812:39 pm -
1 stop8h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Frontier logo]()
$114
This JetBlue deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/72:45 pm -
1 stop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![JetBlue logo]()
$116
This Super.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/219:25 am -
1 stop7h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 1/128:37 am -
1 stop6h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$119
This Super.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 2/109:15 am -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![JetBlue logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/1712:15 pm -
1 stop9h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/411:57 am -
2 stops32h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:27 am -
1 stop10h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Allegiant Air logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/710:59 am -
1 stop26h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Allegiant Air logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/319:31 am -
1 stop10h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Allegiant Air logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/2411:30 am -
Nonstop3h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![JetBlue logo]()
$165
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 November 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $234 (Delta) |
One-way from | $114 (Kiwi.com) |
Popular in | October |
Cheapest in | January |
Average price | $354 |
Good round-trip deal | $317 or less |
Good one-way deal | $196 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 November 4, 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 1/29
8:10 am-2:32 pm
1 stop6h 22m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$130
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Thu 2/4
8:00 pm-12:40 am
1 stop4h 40m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Thu 12/10
3:59 pm-10:27 pm
1 stop6h 28m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sat 11/14
9:09 am-6:32 pm
1 stop9h 23m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Mon 12/7
10:59 am-1:29 pm
1 stop26h 30m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Thu 12/31
9:31 am-8:17 pm
1 stop10h 46m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$157
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Sun 1/17
3:00 pm-12:59 am
2 stops9h 59m
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 1/26
2:25 pm-11:44 pm
2 stops9h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Wed 1/13
7:15 am-3:21 pm
2 stops8h 06m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
Quickest round-trip
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Thu 11/26
11:30 am-2:47 pm
Nonstop3h 17m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
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
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
HYA-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 $244). Flying from Massachusetts to Orlando in November is currently the most expensive (average of $392). 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 November 4, 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 32% 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 November 4, 2026.
The most flights from USMA to ORL are scheduled on a Monday (48 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (30 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 $278 and $470 in January.The cheapest round-trip price found within the last 5 days was $234 on Delta (Jan 28-Feb 5).
How far ahead should I book a flight from Massachusetts to Orlando?
Booking 23 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 October 31, 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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Orlando flight routes
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Popular flights
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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 November 4, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on November 4, 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 November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$184 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$74 | Average$248 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$326 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$332 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$134 | Average$334 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$344 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$187 | Average$366 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$206 | Average$423 | FlexibilityNo cancel fee | On-time63% |