$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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Oct 24 — Oct 311
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 September 24, 2026.
Explore the most affordable flight options available from Massachusetts to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
This JetBlue deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 am -
1 stop5h 44m
Sat 10/2410:00 am -
Nonstop3h 00m
Deal found 9/20![JetBlue logo]()
$225
This JetBlue deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:15 am -
Nonstop3h 18m
Tue 10/279:15 am -
1 stop5h 45m
Deal found 9/21![JetBlue logo]()
$227
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop7h 00m
Sat 10/247:59 pm -
Nonstop3h 08m
Deal found 9/21![Delta logo]()
$228
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:40 pm -
Nonstop3h 14m
Fri 10/163:40 pm -
Nonstop3h 09m
Deal found 9/22![Delta logo]()
$229
This CheapOair deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/145:29 pm -
Nonstop3h 30m
Sat 11/217:05 am -
1 stop25h 25m
Deal found 9/23![Multiple Airlines logo]()
$230
This KAYAK deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/118:15 pm -
Nonstop3h 28m
Wed 12/1610:05 am -
Nonstop3h 00m
Deal found 9/22![JetBlue logo]()
$231
This Cheapflightsfares deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/611:08 am -
Nonstop3h 44m
Sun 12/137:01 am -
Nonstop3h 12m
Deal found 9/20![Frontier logo]()
$232
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:55 pm -
1 stop6h 20m
Sat 10/319:55 am -
2 stops7h 25m
Deal found 9/21![Southwest logo]()
$234
This CheapOair deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:35 pm -
Nonstop3h 24m
Wed 11/257:01 am -
Nonstop3h 10m
Deal found 9/19![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2411:06 am -
Nonstop3h 29m
Mon 12/77:01 am -
Nonstop3h 12m
Deal found 9/21![Frontier logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:09 am -
1 stop9h 23m
Sat 11/147:22 pm -
1 stop12h 57m
Deal found 9/23![Allegiant Air logo]()
$305
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:16 pm -
2 stops21h 38m
Tue 10/276:00 am -
2 stops10h 49m
Deal found 9/22![American Airlines logo]()
$313
Best flights from Massachusetts to OrlandoDiscover carefully curated flight deals from Massachusetts to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Massachusetts to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:25 pm -
1 stop7h 00m
Thu 11/55:05 pm -
1 stop6h 20m
Deal found 9/23![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:15 pm -
Nonstop3h 15m
Fri 10/3011:33 am -
Nonstop3h 05m
Deal found 9/20![Delta logo]()
$229
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/153:59 pm -
1 stop6h 09m
Tue 12/226:50 am -
Nonstop3h 03m
Deal found 9/23![JetBlue logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/179:31 am -
1 stop10h 46m
Thu 12/249:09 pm -
1 stop14h 02m
Deal found 9/23![Allegiant Air logo]()
$396
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:25 pm -
Nonstop3h 20m
Wed 10/215:30 am -
1 stop5h 32m
Deal found 9/23![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:50 pm -
1 stop5h 35m
Sat 10/1710:30 am -
2 stops7h 50m
Deal found 9/21![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/54:10 pm -
1 stop8h 30m
Sun 12/136:45 am -
1 stop6h 59m
Deal found 9/23![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:10 am -
1 stop5h 16m
Fri 12/115:04 pm -
1 stop5h 54m
Deal found 9/21![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:20 am -
2 stops8h 40m
Thu 12/1010:05 am -
1 stop4h 25m
Deal found 9/20![Southwest logo]()
$320
This Priceline deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/161:30 pm -
1 stop10h 13m
Mon 12/286:50 am -
1 stop8h 45m
Deal found 9/20![Multiple Airlines logo]()
$762
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:40 pm -
Nonstop3h 14m
Tue 10/207:59 pm -
Nonstop3h 08m
Deal found 9/23![Delta logo]()
$287
This JetBlue deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:45 pm -
1 stop5h 39m
Thu 11/128:57 am -
Nonstop2h 47m
Deal found 9/20![JetBlue logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:38 am -
1 stop9h 25m
Mon 12/289:57 pm -
1 stop11h 31m
Deal found 9/23![Allegiant Air logo]()
$405
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:44 pm -
1 stop5h 30m
Thu 10/2210:00 am -
Nonstop2h 49m
Deal found 9/23![JetBlue logo]()
$402
This Delta deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/163:45 pm -
Nonstop3h 31m
Fri 12/251:00 pm -
Nonstop3h 02m
Deal found 9/20![Delta logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:38 am -
1 stop9h 25m
Tue 12/299:14 pm -
1 stop12h 24m
Deal found 9/22![Allegiant Air logo]()
$411
This JetBlue deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/174:44 pm -
1 stop5h 30m
Fri 10/2310:08 am -
Nonstop2h 48m
Deal found 9/21![JetBlue logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:38 am -
1 stop9h 25m
Wed 12/239:33 pm -
1 stop13h 06m
Deal found 9/21![Allegiant Air logo]()
$413
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:00 pm -
1 stop5h 55m
Sun 12/66:00 am -
1 stop5h 26m
Deal found 9/21![Delta logo]()
$319
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/44:00 pm -
1 stop6h 08m
Tue 12/89:53 am -
Nonstop2h 47m
Deal found 9/23![JetBlue logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1710:38 am -
1 stop9h 25m
Sun 1/39:46 pm -
1 stop10h 52m
Deal found 9/23![Allegiant Air logo]()
$416
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:10 am -
Nonstop3h 18m
Sat 10/107:59 pm -
Nonstop3h 08m
Deal found 9/19![Delta logo]()
$323
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:44 pm -
1 stop5h 30m
Sun 10/258:57 am -
Nonstop2h 47m
Deal found 9/23![JetBlue logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:07 pm -
1 stop24h 34m
Sun 11/18:43 pm -
1 stop12h 13m
Deal found 9/22![Allegiant Air logo]()
$427
This JetBlue deal was found by Cheapflights users on 9/24. 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 11/112:34 pm -
Nonstop3h 16m
Fri 11/610:00 am -
1 stop5h 50m
Deal found 9/24![JetBlue logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1911:01 am -
1 stop5h 59m
Mon 12/289:57 pm -
1 stop11h 31m
Deal found 9/23![Allegiant Air logo]()
$450
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/14:08 pm -
2 stops17h 23m
Mon 12/78:00 am -
1 stop7h 07m
Deal found 9/22![Delta logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/189:28 am -
1 stop10h 50m
Sat 1/29:33 pm -
1 stop13h 08m
Deal found 9/21![Allegiant Air logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/72:10 pm -
2 stops29h 42m
Thu 10/157:45 am -
1 stop8h 05m
Deal found 9/22![Multiple Airlines logo]()
$881
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:00 pm -
1 stop6h 55m
Wed 12/28:00 am -
1 stop7h 07m
Deal found 9/21![Delta logo]()
$414
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated September 24, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:17 am -
Nonstop3h 16m
Sat 10/177:45 am -
Nonstop3h 17m
Deal found 9/20![Frontier logo]()
$235
This Cheapflightsfares deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:52 pm -
1 stop9h 07m
Sat 10/177:45 am -
Nonstop3h 17m
Deal found 9/21![Frontier logo]()
$231
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:40 pm -
Nonstop3h 14m
Fri 10/163:40 pm -
Nonstop3h 09m
Deal found 9/22![Delta logo]()
$229
This FlightHub deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1511:47 am -
Nonstop3h 23m
Sat 10/247:45 am -
Nonstop3h 17m
Deal found 9/22![Frontier logo]()
$232
This Frontier deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:47 am -
Nonstop3h 23m
Sat 10/247:45 am -
Nonstop3h 17m
Deal found 9/23![Frontier logo]()
$236
This JetBlue deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:30 am -
1 stop5h 44m
Sat 10/2410:00 am -
Nonstop3h 00m
Deal found 9/20![JetBlue logo]()
$225
This JetBlue deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:15 am -
Nonstop3h 18m
Tue 10/279:15 am -
1 stop5h 45m
Deal found 9/21![JetBlue logo]()
$227
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:16 pm -
2 stops21h 38m
Tue 10/276:00 am -
2 stops10h 49m
Deal found 9/22![American Airlines logo]()
$313
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:46 am -
1 stop7h 47m
Wed 10/289:59 am -
Nonstop3h 00m
Deal found 9/23![JetBlue logo]()
$237
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop7h 00m
Sat 10/311:55 pm -
1 stop5h 27m
Deal found 9/22![Delta logo]()
$228
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:55 pm -
1 stop6h 20m
Sat 10/319:55 am -
2 stops7h 25m
Deal found 9/21![Southwest logo]()
$234
This FlightHub deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:29 pm -
Nonstop3h 30m
Mon 11/25:25 am -
1 stop6h 19m
Deal found 9/20![Multiple Airlines logo]()
$233
One-way flights from Massachusetts to OrlandoSearch for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:45 am -
1 stop8h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![JetBlue logo]()
$115
This Super.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:25 am -
1 stop7h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![JetBlue logo]()
$118
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:15 pm -
Nonstop3h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$119
This Jetabroad deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/244:11 pm -
1 stop6h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![JetBlue logo]()
$123
This Southwest deal was found by Cheapflights users on 9/23. 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.
Wed 12/911:20 am -
2 stops8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 9/24. 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.
Wed 11/1112:39 pm -
2 stops29h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$126
This deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:25 am -
1 stop4h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$127
This Super.com deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2111:57 am -
Nonstop3h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$128
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Delta logo]()
$129
This Priceline deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2311:06 am -
Nonstop3h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$130
This Cheapflightsfares deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:39 pm -
1 stop8h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:09 am -
1 stop9h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Allegiant Air logo]()
$131
Find flight deals from Massachusetts to Orlando
Keep the following information in mind while searching for Massachusetts to Orlando flight deals. Data was last updated September 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $225 (JetBlue) |
One-way from | $115 (JetBlue) |
Popular in | April |
Cheapest in | January |
Average price | $302 |
Good round-trip deal | $305 or less |
Good one-way deal | $190 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Orlando that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 24, 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
Mon 10/19
5:30 am-11:14 am
1 stop5h 44m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Thu 11/12
2:30 pm-12:40 am
1 stop10h 10m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Sun 10/25
5:30 am-11:57 am
1 stop6h 27m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Mon 11/16
8:00 am-3:22 pm
1 stop7h 22m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sat 11/7
9:09 am-6:32 pm
1 stop9h 23m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
BostonOrlando
BOS Boston Logan Intl - SFB Orlando Sanford Intl
BOSSFB
Boston Logan Intl
Sat 10/31
9:02 am-6:23 pm
1 stop9h 21m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Tue 10/20
6:00 am-4:44 pm
2 stops10h 44m
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 11/11
7:20 am-8:12 pm
2 stops12h 52m
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 10/28
7:20 am-6:11 pm
2 stops10h 51m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Tue 11/17
9:30 am-8:12 pm
2 stops10h 42m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
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
ORH-MCO
BOS-SFB
MVY-MCO
HYA-MCO
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Massachusetts to Orlando
USMA-ORL
BOS-MCO
ORH-MCO
BOS-SFB
MVY-MCO
What is the cheapest month to book a flight from Massachusetts to Orlando?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $227). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $372). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MA to ORL?
Find hourly flight availability from Massachusetts to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 24, 2026.
A simple way to save on the total cost of your ticket is to fly from Massachusetts to Orlando in the evening. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the morning.
Weekly flight availability from Massachusetts to Orlando
Explore weekly flight availability from Massachusetts to Orlando. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 24, 2026.
The most flights from USMA to ORL are scheduled on a Monday (39 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).
How much does it cost to fly round-trip from Massachusetts to Orlando?
Airfare is below average for this route at the moment.
Massachusetts to Orlando flights typically cost between $250 and $395 in October.The cheapest round-trip price found within the last 5 days was $225 on JetBlue (Oct 19-Oct 24).
How far ahead should I book a flight from Massachusetts to Orlando?
Booking 50 days in advance of your planned departure date is, on average, the best time to get cheap flights from Massachusetts to Orlando. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Massachusetts to Orlando?
Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Orlando. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Massachusetts to Orlando flight should consider departing on Sunday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Massachusetts to Orlando
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Orlando by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Orlando by cabin class
Find flights from Massachusetts to Orlando, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on September 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Massachusetts to Orlando flights
Consider these flights traveling from Massachusetts to Orlando.
Top 8 airlines flying from Massachusetts to Orlando
Discover the top 8 airlines that operate flights from Massachusetts to Orlando. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$72 | Average$235 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$317 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$340 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$325 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$332 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$200 | Average$415 | FlexibilityNo cancel fee | On-time63% |