$115+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Nov 20 — Nov 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from 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 October 21, 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 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1311:08 am -
Nonstop3h 44m
Thu 12/178:08 pm -
1 stop11h 35m
Deal found 10/20![Frontier logo]()
$235
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/183:34 pm -
Nonstop3h 20m
Fri 11/277:10 am -
Nonstop3h 02m
Deal found 10/16![Delta logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:39 pm -
1 stop8h 59m
Fri 11/1311:01 am -
1 stop21h 18m
Deal found 10/20![Multiple Airlines logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1211:34 am -
1 stop12h 36m
Mon 12/217:05 pm -
1 stop13h 04m
Deal found 10/21![Frontier logo]()
$238
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:40 pm -
Nonstop3h 29m
Tue 12/86:00 am -
1 stop6h 19m
Deal found 10/21![Delta logo]()
$239
This Frontier deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:39 pm -
1 stop8h 59m
Mon 11/239:47 pm -
1 stop10h 43m
Deal found 10/21![Frontier logo]()
$240
This Frontier deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 11/217:01 am -
Nonstop3h 10m
Deal found 10/21![Frontier logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:08 am -
Nonstop3h 44m
Mon 12/217:05 pm -
1 stop13h 04m
Deal found 10/21![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:27 am -
1 stop10h 11m
Wed 11/1111:49 am -
2 stops23h 55m
Deal found 10/21![Frontier logo]()
$243
This Expedia deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:08 am -
Nonstop3h 44m
Sun 12/208:08 pm -
1 stop11h 35m
Deal found 10/20![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:39 pm -
1 stop8h 59m
Thu 11/192:39 pm -
1 stop17h 51m
Deal found 10/21![Frontier logo]()
$245
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1810:06 am -
1 stop4h 52m
Tue 11/246:00 am -
Nonstop2h 58m
Deal found 10/16![Delta logo]()
$246
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 21, 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 21, 2026.
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/2611:00 am -
1 stop5h 56m
Sun 1/317:00 am -
Nonstop3h 04m
Deal found 10/20![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 10/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/211:10 pm -
2 stops9h 40m
Tue 1/266:05 am -
1 stop7h 45m
Deal found 10/19![Southwest logo]()
$242
This WAYA deal was found by Cheapflights users on 10/16. 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 WAYA 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 12/219:57 pm -
1 stop11h 31m
Deal found 10/16![Allegiant Air logo]()
$319
This JetBlue deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/194:30 pm -
1 stop5h 49m
Sun 11/227:50 am -
Nonstop2h 50m
Deal found 10/18![JetBlue logo]()
$324
This Delta deal was found by Cheapflights users on 10/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/24:00 pm -
1 stop6h 55m
Mon 12/78:22 pm -
Nonstop2h 59m
Deal found 10/17![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 10/16. 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.
Tue 1/268:45 am -
2 stops9h 10m
Sun 1/316:15 am -
1 stop4h 20m
Deal found 10/16![Southwest logo]()
$250
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1011:15 am -
Nonstop3h 28m
Tue 12/155:04 pm -
1 stop5h 54m
Deal found 10/18![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/48:00 am -
1 stop7h 29m
Tue 2/912:30 pm -
1 stop5h 54m
Deal found 10/20![Delta logo]()
$249
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/136:10 am -
Nonstop3h 20m
Sat 2/206:25 pm -
Nonstop3h 05m
Deal found 10/21![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:32 pm -
1 stop6h 08m
Mon 12/147:45 am -
1 stop5h 59m
Deal found 10/21![Delta logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 12/1710:38 am -
1 stop9h 25m
Wed 12/309:33 pm -
1 stop13h 08m
Deal found 10/16![Allegiant Air logo]()
$353
This Southwest deal was found by Cheapflights users on 10/19. 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 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
Sun 12/66:30 am -
1 stop5h 45m
Deal found 10/19![Southwest logo]()
$311
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2111:25 am -
Nonstop3h 20m
Tue 1/267:00 am -
Nonstop3h 04m
Deal found 10/21![Delta logo]()
$285
This JetBlue deal was found by Cheapflights users on 10/17. 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.
Mon 1/252:45 pm -
1 stop7h 26m
Fri 1/299:53 am -
Nonstop2h 52m
Deal found 10/17![JetBlue logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:02 am -
1 stop9h 21m
Sat 10/317:13 pm -
1 stop15h 29m
Deal found 10/19![Allegiant Air logo]()
$406
This Priceline deal was found by Cheapflights users on 10/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/34:30 pm -
1 stop6h 29m
Sat 11/710:00 am -
1 stop5h 35m
Deal found 10/19![Multiple Airlines logo]()
$924
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:20 pm -
1 stop8h 20m
Sun 12/68:59 am -
1 stop6h 23m
Deal found 10/20![Delta logo]()
$289
This JetBlue deal was found by Cheapflights users on 10/19. 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.
Sat 12/192:41 pm -
1 stop7h 43m
Sat 12/269:53 am -
Nonstop2h 47m
Deal found 10/19![JetBlue logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3010:28 am -
1 stop10h 15m
Sun 1/39:46 pm -
1 stop10h 52m
Deal found 10/19![Allegiant Air logo]()
$407
This Delta deal was found by Cheapflights users on 10/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/27:00 am -
Nonstop3h 27m
Tue 2/166:00 am -
1 stop6h 21m
Deal found 10/17![Delta logo]()
$295
This JetBlue deal was found by Cheapflights users on 10/17. 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.
Thu 12/104:00 pm -
1 stop6h 08m
Sun 12/139:53 am -
Nonstop2h 47m
Deal found 10/17![JetBlue logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Tue 10/2711:32 am -
1 stop28h 44m
Sat 10/317:13 pm -
1 stop15h 29m
Deal found 10/17![Allegiant Air logo]()
$409
This JetBlue deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:45 pm -
1 stop5h 39m
Thu 11/128:57 am -
Nonstop2h 47m
Deal found 10/21![JetBlue logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2011:31 am -
1 stop21h 00m
Mon 12/286:35 pm -
1 stop13h 51m
Deal found 10/21![Allegiant Air logo]()
$414
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/53:18 pm -
2 stops18h 08m
Wed 1/67:50 pm -
2 stops18h 47m
Deal found 10/20![Delta logo]()
$327
This JetBlue deal was found by Cheapflights users on 10/19. 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 11/224:30 pm -
1 stop5h 49m
Sun 11/297:50 am -
Nonstop2h 50m
Deal found 10/19![JetBlue logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/3111:31 am -
1 stop9h 25m
Sat 1/29:33 pm -
1 stop13h 08m
Deal found 10/18![Allegiant Air logo]()
$415
This JetBlue deal was found by Cheapflights users on 10/17. 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.
Thu 11/54:45 pm -
1 stop5h 39m
Sat 11/1410:00 am -
1 stop5h 50m
Deal found 10/17![JetBlue logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:02 am -
1 stop9h 21m
Thu 10/298:43 pm -
1 stop12h 28m
Deal found 10/20![Allegiant Air logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Thu 11/2612:35 pm -
1 stop5h 32m
Thu 12/36:15 pm -
1 stop14h 24m
Deal found 10/17![Allegiant Air logo]()
$443
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated October 21, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated October 21, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 10/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:27 am -
1 stop10h 11m
Sat 11/219:47 pm -
1 stop10h 43m
Deal found 10/17![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:27 am -
1 stop10h 11m
Wed 11/1111:49 am -
2 stops23h 55m
Deal found 10/21![Frontier logo]()
$243
This flugladen.de deal was found by Cheapflights users on 10/19. 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 flugladen.de 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 11/247:01 am -
Nonstop3h 10m
Deal found 10/19![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:39 pm -
1 stop8h 59m
Fri 11/1311:01 am -
1 stop21h 18m
Deal found 10/20![Multiple Airlines logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:39 pm -
1 stop8h 59m
Thu 11/192:39 pm -
1 stop17h 51m
Deal found 10/21![Frontier logo]()
$245
This Delta deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:00 am -
1 stop6h 54m
Wed 11/187:10 am -
Nonstop3h 02m
Deal found 10/19![Delta logo]()
$239
This Frontier deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 11/217:01 am -
Nonstop3h 10m
Deal found 10/21![Frontier logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:27 am -
1 stop10h 11m
Fri 11/209:47 pm -
1 stop10h 43m
Deal found 10/16![Frontier logo]()
$244
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/183:34 pm -
Nonstop3h 20m
Fri 11/277:10 am -
Nonstop3h 02m
Deal found 10/16![Delta logo]()
$236
This Frontier deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:39 pm -
1 stop8h 59m
Mon 11/239:47 pm -
1 stop10h 43m
Deal found 10/21![Frontier logo]()
$240
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1810:06 am -
1 stop4h 52m
Wed 11/256:00 am -
Nonstop2h 58m
Deal found 10/16![Delta logo]()
$246
This Cheapflightsfares deal was found by Cheapflights users on 10/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/269:25 am -
1 stop7h 38m
Sat 12/57:01 am -
Nonstop3h 12m
Deal found 10/17![Frontier logo]()
$242
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 21, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/175:45 am -
2 stops9h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Southwest logo]()
$115
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:39 pm -
1 stop8h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1411:34 am -
2 stops21h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$119
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:06 am -
Nonstop3h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/312:15 pm -
1 stop9h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Frontier logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/711:27 am -
1 stop10h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$124
This Super.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:08 am -
Nonstop3h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier 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 10/21![Frontier logo]()
$126
This JetBlue deal was found by Cheapflights users on 10/18. 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.
Wed 12/22:45 pm -
1 stop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![JetBlue logo]()
$127
This JetBlue deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:24 pm -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![JetBlue logo]()
$128
This Trip.com deal was found by Cheapflights users on 10/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:02 am -
1 stop9h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Allegiant Air logo]()
$138
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2111:30 am -
Nonstop3h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![JetBlue logo]()
$155
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 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $235 (Kiwi.com) |
One-way from | $115 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $328 |
Good round-trip deal | $319 or less |
Good one-way deal | $201 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 21, 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
Tue 1/26
11:30 am-7:55 pm
1 stop8h 25m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Tue 1/19
7:10 am-5:15 pm
2 stops10h 05m
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
9:30 am-3:18 pm
1 stop5h 48m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Fri 1/8
7:10 am-5:15 pm
2 stops10h 05m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Tue 2/2
6:00 am-1:13 pm
1 stop7h 13m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Thu 11/19
4:00 pm-10:55 pm
1 stop6h 55m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
Quickest round-trip
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Fri 11/13
3:34 pm-6:54 pm
Nonstop3h 20m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$169
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Sat 12/5
10:01 am-9:37 pm
2 stops11h 36m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$170
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Sat 1/30
9:30 am-8:35 pm
2 stops11h 05m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$170
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sun 11/15
12:34 pm-8:33 am
2 stops19h 59m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$184
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to Orlando
Have a flexible travel schedule? Discover the best time to fly to Orlando from Massachusetts with our price prediction graph.
BOS-MCO
BOS-SFB
ORH-MCO
MVY-MCO
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Massachusetts to Orlando
USMA-ORL
BOS-MCO
BOS-SFB
ORH-MCO
MVY-MCO
What is the cheapest month to book a flight from Massachusetts to Orlando?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $239). Flying from Massachusetts to Orlando in November is currently the most expensive (average of $377). 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 21, 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 October 21, 2026.
The most flights from USMA to ORL are scheduled on a Monday (53 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (14 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 $256 and $430 in December.The cheapest round-trip price found within the last 5 days was $235 on Frontier (Dec 13-Dec 17).
How far ahead should I book a flight from Massachusetts to Orlando?
Booking 27 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 17, 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
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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 21, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on October 21, 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 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$74 | Average$244 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$324 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$333 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$342 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$345 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$332 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$206 | Average$416 | FlexibilityNo cancel fee | On-time63% |