$102+ Cheap flights from Orlando (ORL) to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Orlando to Massachusetts 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 Orlando to MassachusettsExplore the most affordable flight options available from Orlando to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from Orlando to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This Kissandfly.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:12 pm -
2 stops16h 28m
Sun 12/611:08 am -
Nonstop3h 44m
Deal found 10/26![Frontier logo]()
$198
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 12/23:51 pm -
Nonstop3h 02m
Tue 12/85:40 pm -
Nonstop3h 29m
Deal found 10/29![Delta logo]()
$199
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/124:25 pm -
2 stops7h 20m
Sun 11/159:00 pm -
1 stop11h 45m
Deal found 10/28![Southwest logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:01 am -
Nonstop3h 10m
Mon 12/711:34 am -
2 stops21h 31m
Deal found 10/25![Frontier logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:01 am -
Nonstop3h 10m
Mon 12/711:34 am -
1 stop11h 53m
Deal found 10/27![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:01 am -
Nonstop3h 12m
Mon 12/1411:34 am -
2 stops21h 31m
Deal found 10/27![Frontier logo]()
$204
This Super.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:01 am -
Nonstop3h 10m
Mon 12/1411:08 am -
Nonstop3h 44m
Deal found 10/29![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:01 am -
Nonstop3h 10m
Sun 12/1311:08 am -
Nonstop3h 44m
Deal found 10/29![Frontier logo]()
$207
This Super.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/116:54 pm -
1 stop5h 33m
Wed 12/210:25 am -
1 stop6h 59m
Deal found 10/28![JetBlue logo]()
$208
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 12/36:00 am -
1 stop5h 59m
Sun 12/65:40 pm -
Nonstop3h 29m
Deal found 10/29![Delta logo]()
$209
This JetBlue deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/116:54 pm -
1 stop5h 33m
Sat 11/1410:15 am -
Nonstop3h 21m
Deal found 10/28![JetBlue logo]()
$210
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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.
Fri 11/206:30 am -
1 stop10h 51m
Sun 11/225:46 pm -
1 stop16h 02m
Deal found 10/29![American Airlines logo]()
$262
Best flights from Orlando to MassachusettsDiscover carefully curated flight deals from Orlando to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Orlando to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:04 pm -
1 stop5h 54m
Wed 12/167:35 pm -
Nonstop3h 20m
Deal found 10/26![Delta logo]()
$209
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:15 am -
1 stop6h 35m
Tue 11/175:10 am -
2 stops9h 40m
Deal found 10/28![Southwest logo]()
$239
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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.
Fri 12/47:01 am -
2 stops11h 37m
Sun 12/67:04 pm -
1 stop18h 32m
Deal found 10/29![American Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/219:57 pm -
1 stop11h 31m
Thu 12/3111:31 am -
1 stop9h 25m
Deal found 10/26![Allegiant Air logo]()
$322
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:30 am -
1 stop5h 02m
Tue 12/86:00 am -
1 stop8h 09m
Deal found 10/27![United Airlines logo]()
$329
This JetBlue deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:00 am -
Nonstop3h 03m
Mon 11/306:00 am -
Nonstop3h 20m
Deal found 10/25![JetBlue logo]()
$371
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:00 am -
Nonstop2h 58m
Sun 11/157:49 pm -
Nonstop3h 22m
Deal found 10/25![Delta logo]()
$214
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:25 pm -
2 stops7h 20m
Mon 11/1610:35 am -
1 stop6h 25m
Deal found 10/26![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 3/268:00 am -
1 stop7h 47m
Mon 3/294:30 pm -
1 stop6h 27m
Deal found 10/29![Delta logo]()
$262
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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.
Mon 11/236:30 am -
1 stop10h 51m
Fri 11/277:05 pm -
1 stop20h 34m
Deal found 10/28![American Airlines logo]()
$302
This Mytrip deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:01 am -
2 stops7h 13m
Mon 12/78:35 am -
1 stop6h 17m
Deal found 10/27![Multiple Airlines logo]()
$667
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:24 pm -
1 stop5h 07m
Sun 12/205:30 pm -
1 stop7h 10m
Deal found 10/30![Delta logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/138:58 pm -
1 stop11h 21m
Sun 11/1512:34 pm -
2 stops19h 59m
Deal found 10/29![Allegiant Air logo]()
$350
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/72:20 pm -
1 stop7h 39m
Sat 1/96:00 am -
2 stops9h 02m
Deal found 10/30![United Airlines logo]()
$354
This KAYAK deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:50 am -
Nonstop2h 50m
Mon 11/3011:30 am -
Nonstop3h 17m
Deal found 10/26![JetBlue logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/229:07 pm -
1 stop11h 24m
Thu 12/3111:31 am -
1 stop9h 25m
Deal found 10/26![Allegiant Air logo]()
$363
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:30 am -
1 stop5h 45m
Wed 11/112:25 pm -
1 stop8h 00m
Deal found 10/27![Southwest logo]()
$380
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/246:05 am -
2 stops9h 14m
Tue 12/14:08 pm -
1 stop6h 47m
Deal found 10/28![Delta logo]()
$320
This Cheapflightsfares deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/209:00 am -
1 stop6h 20m
Sun 11/2211:30 am -
Nonstop3h 17m
Deal found 10/29![JetBlue logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/129:48 pm -
1 stop10h 53m
Sun 11/1512:34 pm -
2 stops19h 59m
Deal found 10/29![Allegiant Air logo]()
$367
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/191:30 pm -
2 stops8h 15m
Mon 11/237:25 am -
1 stop7h 45m
Deal found 10/26![Southwest logo]()
$384
This Cheapflightsfares deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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.
Mon 11/237:50 am -
Nonstop2h 50m
Fri 11/274:30 pm -
1 stop5h 49m
Deal found 10/28![JetBlue logo]()
$388
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/188:00 am -
1 stop7h 07m
Tue 1/54:29 pm -
2 stops17h 06m
Deal found 10/27![Delta logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/66:15 am -
2 stops26h 04m
Fri 11/2010:36 am -
1 stop25h 49m
Deal found 10/28![Allegiant Air logo]()
$389
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:00 am -
2 stops9h 07m
Mon 1/44:29 pm -
2 stops25h 07m
Deal found 10/27![Delta logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/219:57 pm -
1 stop11h 31m
Tue 12/2910:18 am -
1 stop10h 06m
Deal found 10/26![Allegiant Air logo]()
$423
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:59 pm -
Nonstop3h 08m
Mon 11/97:49 pm -
Nonstop3h 22m
Deal found 10/25![Delta logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/1111:27 am -
1 stop22h 02m
Sun 11/1512:34 pm -
2 stops19h 59m
Deal found 10/28![Allegiant Air logo]()
$424
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/59:48 pm -
1 stop10h 53m
Sat 11/79:09 am -
1 stop9h 23m
Deal found 10/28![Allegiant Air logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/197:05 pm -
2 stops18h 50m
Mon 12/217:00 am -
1 stop7h 11m
Deal found 10/27![Multiple Airlines logo]()
$794
Last-minute flights from Orlando to MassachusettsDiscover last-minute flight deals from Orlando to Massachusetts. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Massachusetts. Data last updated October 30, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:05 pm -
2 stops7h 00m
Wed 11/1111:20 am -
2 stops8h 40m
Deal found 10/27![Southwest logo]()
$199
This Super.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/116:54 pm -
1 stop5h 33m
Wed 12/210:25 am -
1 stop6h 59m
Deal found 10/28![JetBlue logo]()
$208
This JetBlue deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/116:54 pm -
1 stop5h 33m
Sat 11/1410:15 am -
Nonstop3h 21m
Deal found 10/28![JetBlue logo]()
$210
This Super.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/116:54 pm -
1 stop5h 33m
Thu 11/123:55 pm -
1 stop6h 29m
Deal found 10/28![JetBlue logo]()
$211
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/124:25 pm -
2 stops7h 20m
Sun 11/159:00 pm -
1 stop11h 45m
Deal found 10/28![Southwest logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:15 am -
Nonstop3h 10m
Sun 11/155:29 pm -
Nonstop3h 30m
Deal found 10/27![JetBlue logo]()
$212
This JetBlue deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/173:05 pm -
1 stop6h 42m
Tue 12/89:20 am -
1 stop5h 07m
Deal found 10/28![JetBlue logo]()
$204
This CheapOair deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/192:39 pm -
1 stop17h 51m
Mon 12/711:08 am -
Nonstop3h 44m
Deal found 10/28![Frontier logo]()
$205
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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.
Fri 11/206:30 am -
1 stop10h 51m
Sun 11/225:46 pm -
1 stop16h 02m
Deal found 10/29![American Airlines logo]()
$262
This Super.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:01 am -
Nonstop3h 10m
Mon 12/1411:08 am -
Nonstop3h 44m
Deal found 10/29![Frontier logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:01 am -
Nonstop3h 10m
Sun 12/1311:08 am -
Nonstop3h 44m
Deal found 10/29![Frontier logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:05 am -
1 stop25h 25m
Fri 12/411:08 am -
Nonstop3h 29m
Deal found 10/26![Frontier logo]()
$202
One-way flights from Orlando to MassachusettsSearch for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This flugladen.de deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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.
Wed 11/259:47 pm -
1 stop10h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 1/86:01 am -
Nonstop3h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$103
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/131:00 pm -
2 stops8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Southwest logo]()
$105
This CheapOair deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/219:47 pm -
1 stop10h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:04 pm -
2 stops35h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$107
This Super.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/167:45 am -
1 stop4h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![JetBlue logo]()
$108
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 1/57:05 am -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Southwest logo]()
$110
This Trip.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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.
Mon 12/77:01 am -
Nonstop3h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$112
This Super.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:20 am -
1 stop7h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![JetBlue logo]()
$114
This JetBlue deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 12/43:35 pm -
1 stop5h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![JetBlue logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/129:48 pm -
2 stops35h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Allegiant Air logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2212:28 pm -
2 stops23h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Allegiant Air logo]()
$147
Find flight deals from Orlando to Massachusetts
Keep the following information in mind while searching for Orlando to Massachusetts flight deals. Data was last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $198 (Kissandfly.com) |
One-way from | $102 (flugladen.de) |
Popular in | June |
Cheapest in | January |
Average price | $291 |
Good round-trip deal | $275 or less |
Good one-way deal | $187 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando to Massachusetts 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 30, 2026.
Use the filters below to find and compare flights from Orlando to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Fri 1/8
7:45 am-2:33 pm
1 stop6h 48m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$105
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 1/13
10:00 am-2:20 pm
Nonstop4h 20m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$105
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Tue 1/19
7:00 am-1:48 pm
1 stop6h 48m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$110
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Tue 1/5
8:50 am-3:50 pm
2 stops7h 00m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$115
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 1/6
8:50 am-4:40 pm
2 stops7h 50m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$115
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 11/11
3:15 pm-10:15 pm
2 stops7h 00m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
OrlandoBoston
SFB Orlando Sanford Intl - BOS Boston Logan Intl
SFBBOS
Orlando Sanford Intl
Thu 11/12
9:48 pm-9:29 am
2 stops35h 41m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Wed 11/25
5:00 pm-11:53 pm
1 stop6h 53m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$147
OrlandoBoston
MCO Orlando - BOS Boston Logan Intl
MCOBOS
Orlando
Sat 12/12
9:09 am-5:55 pm
1 stop8h 46m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
OrlandoWorcester
MCO Orlando - ORH Worcester
MCOORH
Orlando
Tue 12/1
8:00 am-3:07 pm
1 stop7h 07m
Worcester
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$159
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Orlando to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Orlando with our price prediction graph.
MCO-BOS
MCO-ORH
SFB-BOS
MCO-ACK
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 Orlando to Massachusetts
ORL-USMA
MCO-BOS
MCO-ORH
SFB-BOS
MCO-ACK
What is the cheapest month to book a flight from Orlando to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Orlando to Massachusetts (average of $134). Flying from Orlando to Massachusetts in June is currently the most expensive (average of $325). 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 ORL to MA?
Find hourly flight availability from Orlando to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2026.
When flying from Orlando to Massachusetts, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 59% versus a flight in the afternoon.
How much does it cost to fly round-trip from Orlando to Massachusetts?
Airfare is typical for this route at the moment.
Orlando to Massachusetts flights typically cost between $179 and $345 in December.The cheapest round-trip price found within the last 5 days was $198 on Frontier (Dec 3-Dec 6).
How far ahead should I book a flight from Orlando to Massachusetts?
The price you pay for your flight from Orlando to Massachusetts may vary depending on when you book. For the best chance of a lower fare, look to book 43 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest day to fly from Orlando to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Orlando to Massachusetts. Price data was last updated on October 24, 2026.
Travelers seeking maximum savings on their Orlando to Massachusetts flight should consider departing on Friday at noon 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.
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated October 30, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andJetBlue from Orlando to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Related info for your journey
Find useful and relevant information for your journey from Orlando to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Orlando to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Orlando to Massachusetts by cabin class
Find flights from Orlando to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orlando and Massachusetts flights
Browse other Orlando and Massachusetts flight options. Last updated on October 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Orlando to Massachusetts flights
Consider these flights traveling from Orlando to Massachusetts.
Top 6 airlines flying from Orlando to Massachusetts
Discover the top 6 airlines that operate flights from Orlando to Massachusetts. 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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$232 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$127 | Average$310 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$137 | Average$312 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$450 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$372 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$413 | FlexibilityNo cancel fee | On-time63% |