$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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Nov 27 — Dec 41
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 October 28, 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 October 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:06 am -
Nonstop3h 29m
Tue 12/110:04 pm -
2 stops35h 35m
Deal found 10/26![Multiple Airlines logo]()
$236
This Super.com deal was found by Cheapflights users on 10/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/24:10 pm -
1 stop5h 23m
Sat 12/56:50 pm -
1 stop5h 42m
Deal found 10/22![JetBlue logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:34 am -
1 stop11h 53m
Sat 12/194:07 pm -
1 stop16h 02m
Deal found 10/27![Frontier logo]()
$238
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:40 pm -
Nonstop3h 29m
Sun 12/65:30 am -
1 stop7h 03m
Deal found 10/27![Delta logo]()
$239
This CheapOair deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:39 pm -
1 stop8h 59m
Fri 11/207:05 am -
1 stop25h 25m
Deal found 10/27![Frontier logo]()
$240
This CheapOair deal was found by Cheapflights users on 10/22. 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 11/1812:39 pm -
1 stop8h 59m
Sun 11/227:01 am -
Nonstop3h 10m
Deal found 10/22![Frontier logo]()
$241
This Frontier deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:25 am -
1 stop11h 17m
Thu 11/267:01 am -
Nonstop3h 10m
Deal found 10/25![Frontier logo]()
$242
This JetBlue deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:42 pm -
1 stop7h 18m
Tue 1/58:15 pm -
Nonstop3h 06m
Deal found 10/24![JetBlue logo]()
$243
This Travelocity deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1011:34 am -
1 stop9h 19m
Mon 12/147:01 am -
Nonstop3h 12m
Deal found 10/25![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:15 pm -
1 stop9h 23m
Tue 11/178:00 am -
2 stops27h 44m
Deal found 10/26![Frontier logo]()
$245
This Super.com deal was found by Cheapflights users on 10/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/162:09 pm -
1 stop6h 33m
Thu 11/198:22 am -
1 stop5h 21m
Deal found 10/23![JetBlue logo]()
$246
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:55 pm -
1 stop6h 29m
Mon 11/168:30 pm -
Nonstop3h 07m
Deal found 10/27![JetBlue logo]()
$247
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 October 28, 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 October 28, 2026.
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/158:00 pm -
Nonstop4h 40m
Tue 1/193:00 pm -
1 stop6h 40m
Deal found 10/25![Southwest logo]()
$244
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/163:45 pm -
Nonstop3h 31m
Sun 12/205:45 pm -
1 stop5h 15m
Deal found 10/25![Delta logo]()
$305
This United Airlines deal was found by Cheapflights users on 10/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:33 pm -
1 stop5h 25m
Sat 12/129:00 am -
1 stop5h 32m
Deal found 10/23![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:02 am -
1 stop9h 21m
Mon 11/28:07 pm -
1 stop14h 35m
Deal found 10/25![Allegiant Air logo]()
$373
This JetBlue deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/192:41 pm -
1 stop7h 43m
Sun 12/279:53 am -
Nonstop2h 47m
Deal found 10/26![JetBlue logo]()
$402
This Southwest deal was found by Cheapflights users on 10/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/85:40 am -
2 stops8h 40m
Tue 1/127:10 am -
1 stop5h 15m
Deal found 10/23![Southwest logo]()
$274
This KAYAK deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:05 am -
1 stop5h 52m
Tue 11/177:45 pm -
1 stop5h 23m
Deal found 10/26![Delta logo]()
$312
This Delta deal was found by Cheapflights users on 10/22. 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.
Wed 12/27:35 pm -
Nonstop3h 20m
Sun 12/67:20 am -
1 stop7h 13m
Deal found 10/22![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:40 pm -
Nonstop3h 23m
Sun 11/226:00 am -
Nonstop2h 58m
Deal found 10/27![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 10/23. 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 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
Mon 12/711:10 am -
2 stops7h 35m
Deal found 10/23![Southwest logo]()
$349
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
2 stops9h 13m
Sat 12/57:00 am -
1 stop5h 27m
Deal found 10/26![United Airlines logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:02 am -
1 stop9h 21m
Fri 11/66:15 am -
2 stops26h 04m
Deal found 10/27![Allegiant Air logo]()
$385
This United deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:30 pm -
2 stops8h 29m
Fri 11/139:22 am -
2 stops26h 43m
Deal found 10/26![Multiple Airlines logo]()
$827
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:45 pm -
1 stop5h 39m
Sat 11/217:50 am -
Nonstop2h 50m
Deal found 10/27![JetBlue logo]()
$416
This Southwest deal was found by Cheapflights users on 10/22. 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 11/211:20 pm -
1 stop7h 20m
Fri 12/48:50 am -
2 stops7h 00m
Deal found 10/22![Southwest logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/219:28 am -
1 stop22h 03m
Thu 12/319:07 pm -
1 stop14h 04m
Deal found 10/25![Allegiant Air logo]()
$391
This JetBlue deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/101:35 pm -
Nonstop3h 16m
Tue 1/199:53 am -
Nonstop2h 52m
Deal found 10/24![JetBlue logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Sun 12/2011:31 am -
1 stop21h 00m
Wed 12/239:33 pm -
1 stop13h 06m
Deal found 10/22![Allegiant Air logo]()
$399
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:30 am -
1 stop5h 15m
Thu 12/1011:10 am -
2 stops7h 35m
Deal found 10/27![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/255:40 am -
1 stop6h 00m
Sat 1/910:30 am -
1 stop8h 15m
Deal found 10/25![Delta logo]()
$397
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/274:30 pm -
1 stop5h 49m
Wed 12/99:53 am -
Nonstop2h 47m
Deal found 10/27![JetBlue logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1911:01 am -
1 stop12h 01m
Wed 12/309:33 pm -
1 stop13h 08m
Deal found 10/26![Allegiant Air logo]()
$420
This Delta deal was found by Cheapflights users on 10/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/83:18 pm -
2 stops9h 18m
Wed 1/137:50 pm -
2 stops18h 47m
Deal found 10/23![Delta logo]()
$398
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/274:30 pm -
1 stop5h 49m
Mon 12/79:53 am -
Nonstop2h 47m
Deal found 10/27![JetBlue logo]()
$445
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/3111:31 am -
1 stop9h 25m
Fri 1/14:15 pm -
1 stop16h 16m
Deal found 10/24![Allegiant Air logo]()
$432
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/274:30 pm -
1 stop5h 49m
Tue 12/89:53 am -
Nonstop2h 47m
Deal found 10/27![JetBlue logo]()
$445
This WAYA deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/309:21 am -
1 stop14h 03m
Sun 1/39:46 pm -
1 stop10h 52m
Deal found 10/26![Allegiant Air logo]()
$432
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:00 pm -
1 stop6h 55m
Mon 11/238:00 am -
1 stop7h 19m
Deal found 10/24![Delta logo]()
$434
This JetBlue deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2411:30 am -
Nonstop3h 17m
Mon 11/307:50 am -
Nonstop2h 50m
Deal found 10/26![JetBlue logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:02 am -
1 stop9h 21m
Sun 11/111:24 am -
2 stops21h 32m
Deal found 10/25![Allegiant Air logo]()
$433
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated October 28, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated October 28, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:36 pm -
1 stop5h 32m
Wed 11/116:30 am -
1 stop10h 37m
Deal found 10/23![American Airlines logo]()
$308
This flugladen.de deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:30 am -
1 stop5h 50m
Wed 11/257:01 am -
Nonstop3h 10m
Deal found 10/27![Multiple Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:40 pm -
Nonstop3h 23m
Mon 11/167:45 pm -
1 stop5h 23m
Deal found 10/26![Delta logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:15 pm -
1 stop9h 23m
Tue 11/178:00 am -
2 stops27h 44m
Deal found 10/26![Frontier logo]()
$245
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:55 pm -
1 stop6h 29m
Mon 11/168:30 pm -
Nonstop3h 07m
Deal found 10/27![JetBlue logo]()
$247
This Southwest deal was found by Cheapflights users on 10/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:35 am -
2 stops7h 20m
Tue 11/178:50 am -
2 stops7h 00m
Deal found 10/23![Southwest logo]()
$238
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/143:55 pm -
1 stop6h 29m
Mon 11/168:30 pm -
Nonstop3h 07m
Deal found 10/27![JetBlue logo]()
$243
This Super.com deal was found by Cheapflights users on 10/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/162:09 pm -
1 stop6h 33m
Thu 11/198:22 am -
1 stop5h 21m
Deal found 10/23![JetBlue logo]()
$246
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:39 pm -
1 stop8h 59m
Sun 11/227:01 am -
Nonstop3h 10m
Deal found 10/23![Frontier logo]()
$239
This CheapOair deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:39 pm -
1 stop8h 59m
Fri 11/207:05 am -
1 stop25h 25m
Deal found 10/27![Frontier logo]()
$240
This Frontier deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:25 am -
1 stop11h 17m
Thu 11/267:01 am -
Nonstop3h 10m
Deal found 10/25![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:06 am -
Nonstop3h 29m
Tue 12/110:04 pm -
2 stops35h 35m
Deal found 10/26![Multiple Airlines logo]()
$236
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 October 28, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated October 28, 2026.
This Super.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/72:45 pm -
1 stop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![JetBlue logo]()
$114
This CheapOair deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2010:52 am -
Nonstop3h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Allegiant Air logo]()
$114
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/111:15 pm -
2 stops6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$115
This JetBlue deal was found by Cheapflights users on 10/23. 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.
Mon 12/1410:25 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![JetBlue logo]()
$116
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:55 pm -
1 stop6h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![JetBlue logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:39 pm -
1 stop8h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:57 am -
2 stops21h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$119
This JetBlue deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:05 pm -
1 stop6h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![JetBlue logo]()
$120
This Frontier deal was found by Cheapflights users on 10/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:06 am -
Nonstop3h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$122
This Jetabroad deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1312:00 pm -
1 stop5h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![JetBlue logo]()
$123
This Super.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com 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 10/27![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Tue 11/1012:15 pm -
1 stop9h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$125
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 October 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $236 (Kiwi.com) |
One-way from | $114 (Super.com) |
Popular in | October |
Cheapest in | January |
Average price | $347 |
Good round-trip deal | $316 or less |
Good one-way deal | $203 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 October 28, 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
Quickest round-trip
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sat 2/20
10:52 am-1:58 pm
Nonstop3h 06m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$114
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Sat 2/6
5:35 am-12:50 pm
2 stops7h 15m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$125
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Wed 12/2
5:10 am-2:50 pm
2 stops9h 40m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$133
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Thu 1/7
5:20 am-11:15 am
1 stop5h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sat 1/23
12:49 pm-5:12 pm
2 stops52h 23m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$158
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Tue 2/23
6:15 am-2:48 pm
1 stop8h 33m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$162
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Thu 12/31
11:31 am-8:56 pm
1 stop9h 25m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$166
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Wed 11/18
4:00 pm-10:55 pm
1 stop6h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$174
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Mon 12/14
4:08 pm-10:55 pm
1 stop6h 47m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$174
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Fri 11/20
4:00 pm-10:55 pm
1 stop6h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$174
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-SFB
BOS-MCO
ORH-MCO
MVY-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-SFB
BOS-MCO
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 $241). Flying from Massachusetts to Orlando in November is currently the most expensive (average of $384). 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 October 28, 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.
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 $254 and $441 in November.The cheapest round-trip price found within the last 5 days was $236 on Multiple Airlines (Nov 26-Dec 1).
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 24, 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.
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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 October 28, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on October 28, 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 October 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$184 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$74 | Average$245 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$325 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$333 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$344 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$187 | Average$345 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$332 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$206 | Average$431 | FlexibilityNo cancel fee | On-time63% |