$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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Nov 7 — Nov 141
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 8, 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 8, 2026.
This Southwest deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/911:20 am -
1 stop4h 40m
Tue 12/152:35 pm -
1 stop4h 25m
Deal found 10/4![Southwest logo]()
$232
This Cheapflightsfares deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:06 am -
Nonstop3h 29m
Sat 12/57:01 am -
Nonstop3h 12m
Deal found 10/4![Frontier logo]()
$233
This Southwest deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:30 pm -
1 stop10h 10m
Wed 11/113:15 pm -
2 stops7h 00m
Deal found 10/4![Southwest logo]()
$234
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/282:50 pm -
1 stop5h 25m
Mon 11/29:05 am -
2 stops6h 35m
Deal found 10/6![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/102:35 pm -
1 stop6h 50m
Tue 12/152:35 pm -
1 stop4h 25m
Deal found 10/7![Southwest logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/48:15 pm -
Nonstop3h 28m
Tue 12/810:05 am -
Nonstop3h 00m
Deal found 10/7![JetBlue logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/611:34 am -
1 stop9h 19m
Sun 12/137:01 am -
Nonstop3h 12m
Deal found 10/7![Frontier logo]()
$238
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/53:10 pm -
1 stop7h 00m
Wed 12/99:10 am -
1 stop5h 20m
Deal found 10/7![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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
Tue 12/152:35 pm -
1 stop4h 25m
Deal found 10/6![Southwest logo]()
$240
This JetBlue deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 12/82:45 pm -
1 stop5h 15m
Mon 12/144:04 pm -
Nonstop3h 05m
Deal found 10/6![JetBlue logo]()
$241
This deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:08 am -
Nonstop3h 29m
Mon 12/77:01 am -
Nonstop3h 12m
Deal found 10/4![Frontier logo]()
$242
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/35:45 pm -
1 stop5h 45m
Mon 12/77:20 am -
1 stop8h 05m
Deal found 10/7![Southwest logo]()
$243
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 8, 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 8, 2026.
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 1/267:00 am -
Nonstop3h 27m
Sun 1/317:00 am -
Nonstop3h 04m
Deal found 10/7![Delta logo]()
$239
This JetBlue deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:55 pm -
1 stop6h 29m
Fri 11/1312:50 pm -
Nonstop3h 30m
Deal found 10/3![JetBlue logo]()
$302
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/52:30 pm -
1 stop10h 10m
Tue 11/178:50 am -
2 stops7h 00m
Deal found 10/6![Southwest logo]()
$303
This United Airlines deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/147:15 pm -
1 stop5h 44m
Tue 1/198:00 am -
1 stop5h 40m
Deal found 10/3![United Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1810:59 am -
1 stop9h 12m
Sun 2/217:57 pm -
1 stop13h 10m
Deal found 10/7![Allegiant Air logo]()
$321
This American Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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.
Thu 1/284:12 pm -
1 stop17h 46m
Fri 2/58:00 am -
1 stop7h 47m
Deal found 10/7![American Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/179:00 am -
1 stop5h 29m
Wed 1/207:00 am -
Nonstop3h 04m
Deal found 10/3![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 2/17:59 pm -
Nonstop3h 21m
Thu 2/43:50 pm -
Nonstop3h 03m
Deal found 10/7![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/105:40 am -
2 stops8h 15m
Sat 2/208:30 pm -
1 stop11h 35m
Deal found 10/4![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/175:30 am -
1 stop5h 47m
Wed 11/253:45 pm -
1 stop5h 11m
Deal found 10/7![Delta logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/112:34 pm -
2 stops33h 21m
Sun 11/88:58 pm -
1 stop12h 43m
Deal found 10/6![Allegiant Air logo]()
$343
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/52:30 pm -
1 stop10h 10m
Thu 11/123:10 pm -
1 stop7h 25m
Deal found 10/7![Southwest logo]()
$325
This Justfly.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:05 am -
1 stop10h 49m
Wed 10/2811:05 am -
1 stop4h 45m
Deal found 10/6![Multiple Airlines logo]()
$725
This Delta deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/107:00 am -
1 stop5h 26m
Thu 1/146:00 am -
1 stop7h 21m
Deal found 10/3![Delta logo]()
$279
This JetBlue deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/201:30 pm -
Nonstop3h 16m
Mon 12/289:53 am -
Nonstop2h 47m
Deal found 10/4![JetBlue logo]()
$395
This Delta deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/248:35 am -
1 stop6h 21m
Tue 10/277:59 pm -
Nonstop3h 08m
Deal found 10/6![Delta logo]()
$283
This Expedia deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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.
Tue 12/291:30 pm -
Nonstop3h 16m
Mon 1/49:53 am -
Nonstop2h 47m
Deal found 10/7![JetBlue logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:39 am -
1 stop8h 57m
Thu 11/199:11 pm -
1 stop12h 35m
Deal found 10/3![Allegiant Air logo]()
$408
This JetBlue deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/214:30 pm -
1 stop5h 49m
Tue 11/247:50 am -
Nonstop2h 50m
Deal found 10/4![JetBlue logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/3010:01 am -
1 stop13h 23m
Sun 11/18:43 pm -
1 stop12h 13m
Deal found 10/6![Allegiant Air logo]()
$440
This JetBlue deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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
Wed 12/169:53 am -
Nonstop2h 47m
Deal found 10/5![JetBlue logo]()
$404
This Delta deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/205:30 am -
1 stop6h 30m
Fri 10/307:00 am -
Nonstop3h 10m
Deal found 10/5![Delta logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/259:04 am -
1 stop23h 05m
Sat 10/317:13 pm -
1 stop15h 29m
Deal found 10/4![Allegiant Air logo]()
$441
This JetBlue deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 12/124:00 pm -
1 stop6h 08m
Mon 12/149:53 am -
Nonstop2h 47m
Deal found 10/6![JetBlue logo]()
$404
This JetBlue deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3112:34 pm -
Nonstop3h 16m
Mon 11/210:04 am -
1 stop5h 46m
Deal found 10/4![JetBlue logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 12/309:33 pm -
1 stop13h 08m
Deal found 10/5![Allegiant Air logo]()
$452
This Delta deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/34:10 pm -
1 stop6h 27m
Tue 11/106:45 am -
2 stops8h 34m
Deal found 10/7![Delta logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/309:21 am -
1 stop7h 48m
Sun 1/39:46 pm -
1 stop10h 52m
Deal found 10/4![Allegiant Air logo]()
$455
This JetBlue deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/64:45 pm -
1 stop5h 39m
Mon 11/168:57 am -
Nonstop2h 47m
Deal found 10/6![JetBlue logo]()
$419
This Expedia deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/2310:26 am -
1 stop10h 33m
Tue 10/278:00 am -
1 stop7h 50m
Deal found 10/7![Multiple Airlines logo]()
$765
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated October 8, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated October 8, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/249:40 am -
1 stop11h 20m
Sat 10/318:15 am -
2 stops7h 40m
Deal found 10/6![Southwest logo]()
$240
This JetBlue deal was found by Cheapflights users on 10/5. Clicking the “Pick Dates” 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 10/275:30 am -
1 stop6h 27m
Tue 10/276:54 pm -
1 stop5h 33m
Deal found 10/5![JetBlue logo]()
$244
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/282:50 pm -
1 stop5h 25m
Mon 11/29:05 am -
2 stops6h 35m
Deal found 10/6![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 10/317:20 am -
2 stops10h 15m
Mon 11/29:05 am -
2 stops6h 35m
Deal found 10/6![Southwest logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:35 pm -
Nonstop3h 24m
Mon 11/96:55 pm -
Nonstop3h 04m
Deal found 10/4![JetBlue logo]()
$237
This Southwest deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/35:30 am -
2 stops8h 30m
Fri 11/64:25 pm -
2 stops7h 20m
Deal found 10/6![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/62:30 pm -
1 stop10h 10m
Wed 11/113:15 pm -
2 stops7h 00m
Deal found 10/4![Southwest logo]()
$234
This JetBlue deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:09 pm -
1 stop7h 29m
Tue 11/108:30 pm -
Nonstop3h 07m
Deal found 10/3![JetBlue logo]()
$236
This JetBlue deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/74:09 pm -
1 stop7h 29m
Wed 11/118:00 am -
Nonstop3h 00m
Deal found 10/6![JetBlue logo]()
$238
This Super.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/119:42 am -
1 stop8h 08m
Mon 11/166:54 pm -
1 stop5h 33m
Deal found 10/7![JetBlue logo]()
$243
This Priceline deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2211:06 am -
Nonstop3h 29m
Thu 12/37:01 am -
Nonstop3h 10m
Deal found 10/3![Frontier logo]()
$245
This Cheapflightsfares deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:06 am -
Nonstop3h 29m
Sat 12/57:01 am -
Nonstop3h 12m
Deal found 10/4![Frontier 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 October 8, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
This JetBlue deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/811:10 am -
1 stop6h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![JetBlue logo]()
$115
This JetBlue deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 10/215:30 am -
1 stop5h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![JetBlue logo]()
$116
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 1/71:10 pm -
1 stop4h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$117
This Super.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 12/23:05 pm -
1 stop6h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![JetBlue logo]()
$118
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 2/31:10 pm -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$120
This JetBlue deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/39:42 am -
1 stop8h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![JetBlue logo]()
$121
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/122:30 pm -
1 stop10h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$122
This JetBlue deal was found by Cheapflights users on 10/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/107:09 am -
1 stop8h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![JetBlue logo]()
$123
This Super.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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.
Fri 10/306:39 pm -
1 stop5h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![JetBlue logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:09 am -
1 stop9h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Allegiant Air logo]()
$124
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/25:10 am -
2 stops9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$125
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/1411:20 am -
2 stops8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$127
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 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $232 (Southwest) |
One-way from | $115 (JetBlue) |
Popular in | April |
Cheapest in | January |
Average price | $313 |
Good round-trip deal | $314 or less |
Good one-way deal | $198 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 8, 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
Wed 1/6
5:40 am-1:55 pm
2 stops8h 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
Thu 1/7
8:45 am-5:55 pm
2 stops9h 10m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Fri 10/23
9:46 am-5:29 pm
1 stop7h 43m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$153
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Sat 1/9
7:30 am-4:27 pm
1 stop8h 57m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Wed 11/11
9:30 am-8:17 pm
2 stops10h 47m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Fri 1/8
3:18 pm-4:27 pm
2 stops25h 09m
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
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Tue 1/5
3:18 pm-9:26 am
2 stops18h 08m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$160
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
$162
WorcesterOrlando
ORH Worcester - MCO Orlando
ORHMCO
Worcester
Mon 12/7
4:00 pm-10:08 pm
1 stop6h 08m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$162
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to Orlando
Have a flexible travel schedule? Discover the best time to fly to Orlando from Massachusetts with our price prediction graph.
BOS-MCO
BOS-SFB
ORH-MCO
HYA-MCO
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Massachusetts to Orlando
USMA-ORL
BOS-MCO
BOS-SFB
ORH-MCO
HYA-MCO
What is the cheapest month to book a flight from Massachusetts to Orlando?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $232). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $373). 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 8, 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 8, 2026.
The most flights from USMA to ORL are scheduled on a Wednesday (49 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 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 $248 and $410 in December.The cheapest round-trip price found within the last 5 days was $232 on Southwest (Dec 9-Dec 15).
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 3, 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 8, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on October 8, 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$73 | Average$240 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$320 | 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$186 | Average$338 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$197 | Average$412 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$198 | Average$332 | FlexibilityNo cancel fee | On-time88% |