$85+ Cheap flights from Massachusetts to Orlando (ORL)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Sep 27 — Oct 41
Round-trip
1 adult, Economy
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Find cheap flights from Massachusetts to Orlando with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Massachusetts to Orlando
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Cheapest flights from Massachusetts to OrlandoExplore the most affordable flight options available from Massachusetts to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 28, 2026.
Explore the most affordable flight options available from Massachusetts to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 28, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1110:52 am -
Nonstop2h 50m
Sun 10/257:10 am -
Nonstop2h 37m
Deal found 8/24![Allegiant Air logo]()
$154
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:23 pm -
Nonstop2h 55m
Thu 10/17:00 am -
Nonstop2h 37m
Deal found 8/25![Allegiant Air logo]()
$159
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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.
Sun 10/2510:37 am -
Nonstop2h 50m
Thu 10/297:10 am -
Nonstop2h 37m
Deal found 8/27![Allegiant Air logo]()
$161
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:27 am -
Nonstop2h 50m
Sun 10/48:05 am -
Nonstop2h 37m
Deal found 8/24![Allegiant Air logo]()
$164
This FlightHub deal was found by Cheapflights users on 8/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:13 pm -
1 stop4h 30m
Fri 9/1811:30 am -
Nonstop2h 48m
Deal found 8/23![Multiple Airlines logo]()
$167
This Booking.com deal was found by Cheapflights users on 8/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:15 pm -
Nonstop2h 55m
Thu 10/17:00 am -
Nonstop2h 37m
Deal found 8/23![Allegiant Air logo]()
$167
This Priceline deal was found by Cheapflights users on 8/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:44 pm -
1 stop9h 16m
Wed 10/2810:04 am -
Nonstop2h 50m
Deal found 8/23![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Fri 9/253:16 pm -
Nonstop3h 01m
Sat 9/2610:04 am -
Nonstop2h 50m
Deal found 8/23![Multiple Airlines logo]()
$169
This FlightHub deal was found by Cheapflights users on 8/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:05 am -
1 stop11h 32m
Tue 9/298:00 am -
1 stop9h 08m
Deal found 8/27![Breeze Airways logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Tue 9/18:15 am -
Nonstop3h 00m
Sat 9/57:27 pm -
1 stop4h 32m
Deal found 8/24![Breeze Airways logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Tue 9/157:05 am -
1 stop11h 32m
Fri 9/186:12 pm -
1 stop4h 14m
Deal found 8/25![Breeze Airways logo]()
$172
This Expedia deal was found by Cheapflights users on 8/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:04 pm -
1 stop11h 37m
Thu 9/1711:30 am -
Nonstop2h 48m
Deal found 8/25![Multiple Airlines logo]()
$173
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 August 28, 2026.
Discover carefully curated flight deals from Massachusetts to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 28, 2026.
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:27 am -
Nonstop2h 50m
Sun 10/48:05 am -
Nonstop2h 37m
Deal found 8/24![Allegiant Air logo]()
$164
This Breeze Airways deal was found by Cheapflights users on 8/28. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:13 pm -
1 stop4h 30m
Sat 10/314:10 pm -
1 stop7h 32m
Deal found 8/28![Breeze Airways logo]()
$190
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:35 pm -
1 stop5h 24m
Wed 11/47:00 am -
1 stop8h 01m
Deal found 8/25![United Airlines logo]()
$225
This Delta deal was found by Cheapflights users on 8/23. 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 10/31:00 pm -
1 stop5h 47m
Sat 10/104:02 pm -
1 stop7h 57m
Deal found 8/23![Delta logo]()
$229
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/62:20 pm -
Nonstop3h 10m
Wed 2/109:10 am -
Nonstop2h 50m
Deal found 8/25![Southwest logo]()
$243
This JetBlue deal was found by Cheapflights users on 8/28. 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.
Sat 10/312:41 pm -
Nonstop3h 04m
Mon 10/59:00 am -
Nonstop2h 51m
Deal found 8/28![JetBlue logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Sun 1/3111:05 am -
Nonstop3h 16m
Sun 2/77:30 am -
Nonstop2h 45m
Deal found 8/28![Allegiant Air logo]()
$170
This CheapOair deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:23 pm -
Nonstop2h 55m
Thu 10/17:00 am -
Nonstop2h 37m
Deal found 8/27![Allegiant Air logo]()
$172
This CheapOair deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/110:37 am -
Nonstop2h 50m
Sun 11/87:05 am -
Nonstop2h 42m
Deal found 8/27![Allegiant Air logo]()
$174
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:40 am -
1 stop5h 38m
Sat 9/261:55 pm -
1 stop5h 28m
Deal found 8/24![Delta logo]()
$229
This Breeze Airways deal was found by Cheapflights users on 8/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/312:36 pm -
1 stop4h 41m
Tue 2/28:30 am -
1 stop8h 07m
Deal found 8/25![Breeze Airways logo]()
$247
This Mytrip deal was found by Cheapflights users on 8/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:23 pm -
Nonstop2h 55m
Sun 9/273:43 pm -
Nonstop2h 42m
Deal found 8/25![Allegiant Air logo]()
$187
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/411:20 am -
1 stop4h 40m
Fri 11/1311:20 am -
1 stop7h 45m
Deal found 8/25![Southwest logo]()
$260
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:10 am -
1 stop7h 21m
Wed 11/46:07 pm -
1 stop4h 54m
Deal found 8/24![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 8/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:00 am -
2 stops8h 43m
Tue 11/109:22 am -
1 stop6h 36m
Deal found 8/28![United Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Sun 1/3111:05 am -
Nonstop3h 16m
Thu 2/113:39 pm -
Nonstop2h 44m
Deal found 8/28![Allegiant Air logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Wed 9/912:50 pm -
1 stop25h 43m
Sun 9/137:52 am -
1 stop11h 48m
Deal found 8/25![Multiple Airlines logo]()
$604
This JetBlue deal was found by Cheapflights users on 8/24. 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.
Wed 10/216:20 am -
Nonstop3h 01m
Sat 10/246:25 pm -
1 stop5h 33m
Deal found 8/24![JetBlue logo]()
$310
This Breeze Airways deal was found by Cheapflights users on 8/28. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:13 pm -
1 stop4h 30m
Sun 10/257:26 pm -
1 stop4h 10m
Deal found 8/28![Breeze Airways logo]()
$282
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/65:05 pm -
1 stop5h 30m
Sat 1/98:45 am -
1 stop7h 19m
Deal found 8/27![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:35 am -
1 stop6h 15m
Sat 11/146:15 am -
1 stop6h 35m
Deal found 8/25![Southwest logo]()
$290
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am -
2 stops10h 34m
Tue 9/2910:15 am -
1 stop7h 27m
Deal found 8/26![United Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 8/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:10 am -
2 stops9h 40m
Sat 11/216:30 am -
1 stop5h 15m
Deal found 8/24![Southwest logo]()
$295
This CheapOair deal was found by Cheapflights users on 8/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2410:32 am -
Nonstop2h 53m
Thu 12/37:10 am -
Nonstop2h 40m
Deal found 8/25![Allegiant Air logo]()
$223
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:00 am -
1 stop4h 50m
Tue 9/297:50 pm -
1 stop5h 27m
Deal found 8/24![Delta logo]()
$270
This JetBlue deal was found by Cheapflights users on 8/28. 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.
Thu 10/221:40 pm -
Nonstop3h 01m
Sun 10/258:57 am -
Nonstop2h 47m
Deal found 8/28![JetBlue logo]()
$329
This United Airlines deal was found by Cheapflights users on 8/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:03 am -
2 stops8h 53m
Sun 10/117:21 pm -
1 stop4h 23m
Deal found 8/25![United Airlines logo]()
$321
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:05 am -
2 stops7h 30m
Tue 10/66:35 am -
1 stop5h 55m
Deal found 8/25![Southwest logo]()
$299
This Cheapflightsfares deal was found by Cheapflights users on 8/26. 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.
Thu 9/177:23 pm -
Nonstop2h 55m
Sun 9/203:51 pm -
Nonstop2h 42m
Deal found 8/26![Allegiant Air logo]()
$225
This Delta deal was found by Cheapflights users on 8/25. 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 11/77:25 pm -
Nonstop3h 20m
Thu 11/126:00 am -
1 stop6h 25m
Deal found 8/25![Delta logo]()
$275
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated August 28, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Tue 9/18:15 am -
Nonstop3h 00m
Sat 9/57:27 pm -
1 stop4h 32m
Deal found 8/24![Breeze Airways logo]()
$171
This Expedia deal was found by Cheapflights users on 8/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:04 pm -
1 stop11h 37m
Thu 9/1711:30 am -
Nonstop2h 48m
Deal found 8/25![Multiple Airlines logo]()
$173
This FlightHub deal was found by Cheapflights users on 8/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/143:13 pm -
1 stop4h 30m
Fri 9/1811:30 am -
Nonstop2h 48m
Deal found 8/23![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Mon 9/141:04 pm -
1 stop4h 28m
Sat 9/1910:04 am -
Nonstop2h 50m
Deal found 8/24![Breeze Airways logo]()
$174
This FlightHub deal was found by Cheapflights users on 8/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/141:04 pm -
1 stop4h 28m
Thu 9/1711:30 am -
Nonstop2h 48m
Deal found 8/26![Multiple Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 9/142:38 pm -
1 stop8h 20m
Fri 9/186:12 pm -
1 stop4h 14m
Deal found 8/26![Breeze Airways logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Tue 9/157:05 am -
1 stop11h 32m
Fri 9/186:12 pm -
1 stop4h 14m
Deal found 8/25![Breeze Airways logo]()
$172
This FlightHub deal was found by Cheapflights users on 8/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:05 am -
1 stop11h 32m
Tue 9/298:00 am -
1 stop9h 08m
Deal found 8/27![Breeze Airways logo]()
$170
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:23 pm -
Nonstop2h 55m
Thu 10/17:00 am -
Nonstop2h 37m
Deal found 8/25![Allegiant Air logo]()
$159
This Cheapflightsfares deal was found by Cheapflights users on 8/26. 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.
Thu 9/247:23 pm -
Nonstop2h 55m
Sun 9/273:43 pm -
Nonstop2h 42m
Deal found 8/26![Allegiant Air logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Fri 9/253:16 pm -
Nonstop3h 01m
Sat 9/2610:04 am -
Nonstop2h 50m
Deal found 8/23![Multiple Airlines logo]()
$169
This Booking.com deal was found by Cheapflights users on 8/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:15 pm -
Nonstop2h 55m
Thu 10/17:00 am -
Nonstop2h 37m
Deal found 8/23![Allegiant Air logo]()
$167
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 August 28, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
This Super.com deal was found by Cheapflights users on 8/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:16 pm -
Nonstop3h 03m
Deal found 8/26![Frontier logo]()
$85
This Super.com deal was found by Cheapflights users on 8/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:16 pm -
Nonstop3h 01m
Deal found 8/26![Frontier logo]()
$86
This Breeze Airways deal was found by Cheapflights users on 8/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:39 pm -
1 stop10h 03m
Deal found 8/26![Breeze Airways logo]()
$87
This Super.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:25 am -
1 stop6h 49m
Deal found 8/27![JetBlue logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Sat 10/311:39 pm -
1 stop10h 03m
Deal found 8/24![Breeze Airways logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:04 pm -
1 stop4h 28m
Deal found 8/25![Breeze Airways logo]()
$90
This Super.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:16 pm -
Nonstop3h 03m
Deal found 8/25![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:00 am -
Nonstop3h 24m
Deal found 8/26![Breeze Airways logo]()
$93
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:00 am -
Nonstop3h 00m
Deal found 8/24![Breeze Airways logo]()
$94
This Super.com deal was found by Cheapflights users on 8/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:04 pm -
1 stop11h 37m
Deal found 8/24![Breeze Airways logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Mon 9/2112:39 pm -
1 stop24h 06m
Deal found 8/24![Multiple Airlines logo]()
$98
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1010:40 am -
Nonstop3h 11m
Deal found 8/24![Allegiant Air logo]()
$101
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 August 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $154 (Cheapflightsfares) |
One-way from | $85 (Super.com) |
Popular in | April |
Cheapest in | January |
Average price | $333 |
Good round-trip deal | $291 or less |
Good one-way deal | $183 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 August 28, 2026.
Use the filters below to find and compare flights from Massachusetts to Orlando that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 10/1
10:27 am-1:17 pm
Nonstop2h 50m
Orlando Sanford Intl
Sun 10/4
8:05 am-10:42 am
Nonstop2h 37m
$164
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Sun 1/31
11:05 am-2:21 pm
Nonstop3h 16m
Orlando Sanford Intl
Sun 2/7
7:30 am-10:15 am
Nonstop2h 45m
$170
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 9/24
7:23 pm-10:18 pm
Nonstop2h 55m
Orlando Sanford Intl
Thu 10/1
7:00 am-9:37 am
Nonstop2h 37m
$172
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Sun 11/1
10:37 am-1:27 pm
Nonstop2h 50m
Orlando Sanford Intl
Sun 11/8
7:05 am-9:47 am
Nonstop2h 42m
$174
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 9/24
7:23 pm-10:18 pm
Nonstop2h 55m
Orlando Sanford Intl
Sun 9/27
3:43 pm-6:25 pm
Nonstop2h 42m
$187
HartfordOrlando
BDL Hartford Bradley Intl - MCO Orlando
BDLMCO
Hartford Bradley Intl
Fri 10/23
3:13 pm-7:43 pm
1 stop4h 30m
Orlando
Sat 10/31
4:10 pm-11:42 pm
1 stop7h 32m
$190
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Sun 1/31
11:05 am-2:21 pm
Nonstop3h 16m
Orlando Sanford Intl
Thu 2/11
3:39 pm-6:23 pm
Nonstop2h 44m
$206
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Tue 11/24
10:32 am-1:25 pm
Nonstop2h 53m
Orlando Sanford Intl
Thu 12/3
7:10 am-9:50 am
Nonstop2h 40m
$223
AlbanyOrlando
ALB Albany Intl - MCO Orlando
ALBMCO
Albany Intl
Mon 10/26
7:35 pm-12:59 am
1 stop5h 24m
Orlando
Wed 11/4
7:00 am-3:01 pm
1 stop8h 01m
$225
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 9/17
7:23 pm-10:18 pm
Nonstop2h 55m
Orlando Sanford Intl
Sun 9/20
3:51 pm-6:33 pm
Nonstop2h 42m
$225
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.
ALB-SFB
BDL-MCO
ALB-MCO
BOS-MCO
ORH-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
ALB-SFB
BDL-MCO
ALB-MCO
BOS-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 $223). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $369). 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 August 28, 2026.
A simple way to save on the total cost of your ticket is to fly from Massachusetts to Orlando in the evening. If you’re flexible enough to do this you can expect to save up to 24% on your trip compared to booking a flight in the afternoon.
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 August 28, 2026.
The most flights from USMA to ORL are scheduled on a Thursday (43 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 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 $204 and $334 in September.The cheapest round-trip price found within the last 5 days was $203 on Frontier (Sep 11-Sep 24).
How far ahead should I book a flight from Massachusetts to Orlando?
Booking 29 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 August 22, 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
Complete your 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 August 28, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on August 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Massachusetts to Orlando flights
Consider these flights traveling from Massachusetts to Orlando.
Top 7 airlines flying from Massachusetts to Orlando
Discover the top 7 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 August 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$68 | Average$228 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$303 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$325 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$336 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$312 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$200 | Average$398 | FlexibilityNo cancel fee | On-time63% |