$88+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Sep 9 — Sep 161
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 10, 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 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/258:15 am -
Nonstop3h 00m
Fri 8/288:48 am -
Nonstop2h 44m
Deal found 8/10![Multiple Airlines logo]()
$161
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/3012:15 pm -
1 stop6h 45m
Mon 10/510:35 pm -
1 stop9h 50m
Deal found 8/10![Southwest logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 10/258:55 pm -
Nonstop3h 04m
Sat 10/314:05 pm -
1 stop7h 37m
Deal found 8/6![Multiple Airlines logo]()
$162
This CheapOair deal was found by Cheapflights users on 8/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:43 pm -
Nonstop2h 55m
Sun 9/63:41 pm -
Nonstop2h 42m
Deal found 8/6![Allegiant Air logo]()
$162
This Frontier deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:55 pm -
Nonstop3h 04m
Fri 10/165:10 pm -
Nonstop2h 50m
Deal found 8/10![Frontier logo]()
$163
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/232:50 pm -
1 stop5h 45m
Sat 10/247:55 pm -
Nonstop2h 45m
Deal found 8/10![Southwest logo]()
$163
This Breeze Airways deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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.
Tue 8/258:15 am -
Nonstop3h 00m
Tue 9/11:12 pm -
1 stop4h 15m
Deal found 8/10![Breeze Airways logo]()
$164
This Frontier deal was found by Cheapflights users on 8/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:16 pm -
Nonstop3h 01m
Mon 9/1411:30 am -
Nonstop2h 48m
Deal found 8/6![Frontier logo]()
$165
This FlightHub deal was found by Cheapflights users on 8/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:10 am -
1 stop4h 22m
Fri 9/1811:30 am -
Nonstop2h 48m
Deal found 8/7![Multiple Airlines logo]()
$166
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/245:55 am -
2 stops7h 45m
Sat 10/319:50 am -
2 stops7h 55m
Deal found 8/10![Southwest logo]()
$166
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:11 pm -
1 stop4h 30m
Mon 8/318:48 am -
Nonstop2h 44m
Deal found 8/6![Multiple Airlines logo]()
$167
This Cheapflightsfares deal was found by Cheapflights users on 8/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:40 am -
Nonstop3h 11m
Sun 12/137:10 am -
Nonstop2h 40m
Deal found 8/8![Allegiant Air logo]()
$167
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 10, 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 10, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/610:40 am -
Nonstop3h 11m
Sun 12/137:10 am -
Nonstop2h 40m
Deal found 8/8![Allegiant Air logo]()
$167
This Breeze Airways deal was found by Cheapflights users on 8/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:39 pm -
1 stop10h 03m
Wed 10/710:04 am -
Nonstop2h 50m
Deal found 8/7![Breeze Airways logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/1011:15 am -
2 stops29h 08m
Sun 9/273:43 pm -
Nonstop2h 42m
Deal found 8/7![Multiple Airlines logo]()
$213
This Southwest deal was found by Cheapflights users on 8/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:30 pm -
2 stops9h 00m
Sat 10/107:55 pm -
Nonstop2h 45m
Deal found 8/8![Southwest logo]()
$220
This United Airlines deal was found by Cheapflights users on 8/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/302:15 pm -
1 stop5h 58m
Sat 10/36:00 am -
1 stop5h 24m
Deal found 8/8![United Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 8/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/33:40 pm -
Nonstop3h 14m
Wed 11/116:00 am -
1 stop6h 25m
Deal found 8/8![Delta logo]()
$259
This JetBlue deal was found by Cheapflights users on 8/6. 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.
Wed 10/218:15 pm -
Nonstop3h 42m
Wed 10/286:57 pm -
Nonstop3h 01m
Deal found 8/6![JetBlue logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:25 pm -
1 stop5h 25m
Mon 9/77:11 am -
1 stop7h 19m
Deal found 8/9![American Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:52 am -
Nonstop2h 50m
Sun 11/17:10 am -
Nonstop2h 37m
Deal found 8/8![Allegiant Air logo]()
$176
This Mytrip deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/37:43 pm -
Nonstop2h 55m
Sun 9/63:41 pm -
Nonstop2h 42m
Deal found 8/10![Allegiant Air logo]()
$182
This Southwest deal was found by Cheapflights users on 8/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/74:10 pm -
1 stop6h 45m
Wed 10/146:10 am -
2 stops8h 00m
Deal found 8/8![Southwest logo]()
$230
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2811:05 am -
Nonstop3h 16m
Sun 1/317:30 am -
Nonstop2h 45m
Deal found 8/6![Allegiant Air logo]()
$191
This United Airlines deal was found by Cheapflights users on 8/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:00 am -
1 stop6h 51m
Tue 9/157:22 am -
1 stop5h 25m
Deal found 8/6![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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
Sat 11/149:00 am -
1 stop6h 19m
Deal found 8/9![Delta logo]()
$259
This Mytrip deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/107:23 pm -
Nonstop2h 55m
Thu 9/173:51 pm -
Nonstop2h 42m
Deal found 8/10![Allegiant Air logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/1812:10 pm -
2 stops18h 57m
Mon 11/29:00 am -
1 stop5h 51m
Deal found 8/10![Multiple Airlines logo]()
$273
This JetBlue deal was found by Cheapflights users on 8/7. 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.
Sat 10/33:40 pm -
Nonstop3h 02m
Mon 10/55:49 pm -
1 stop5h 25m
Deal found 8/7![JetBlue logo]()
$282
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/2312:30 pm -
2 stops6h 45m
Wed 10/286:10 am -
2 stops8h 00m
Deal found 8/10![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/23:27 pm -
Nonstop3h 27m
Tue 9/86:40 pm -
1 stop6h 37m
Deal found 8/10![Delta logo]()
$260
This Breeze Airways deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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.
Wed 11/252:20 pm -
1 stop4h 41m
Wed 12/22:07 pm -
1 stop9h 35m
Deal found 8/9![Breeze Airways logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:52 am -
Nonstop2h 50m
Sun 11/17:10 am -
Nonstop2h 37m
Deal found 8/8![Allegiant Air logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/107:23 pm -
Nonstop2h 55m
Mon 9/147:45 am -
2 stops11h 53m
Deal found 8/7![Multiple Airlines logo]()
$303
This Breeze Airways deal was found by Cheapflights users on 8/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/132:05 pm -
1 stop4h 41m
Sun 9/207:26 pm -
1 stop4h 10m
Deal found 8/7![Breeze Airways logo]()
$304
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/188:55 am -
1 stop4h 30m
Mon 11/29:40 pm -
1 stop10h 55m
Deal found 8/10![Southwest logo]()
$277
This JetBlue deal was found by Cheapflights users on 8/7. 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.
Sat 10/312:41 pm -
Nonstop3h 04m
Mon 10/59:00 am -
Nonstop2h 51m
Deal found 8/7![JetBlue logo]()
$314
This Delta deal was found by Cheapflights users on 8/6. 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.
Wed 11/113:35 pm -
1 stop7h 22m
Mon 11/168:00 am -
1 stop6h 52m
Deal found 8/6![Delta logo]()
$290
This American Airlines deal was found by Cheapflights users on 8/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:53 pm -
1 stop7h 29m
Sat 8/2911:10 am -
1 stop5h 20m
Deal found 8/8![American Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 8/6. 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 8/295:20 am -
1 stop5h 25m
Thu 9/39:30 am -
2 stops7h 55m
Deal found 8/6![Southwest logo]()
$286
This Cheapflightsfares deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/159:52 am -
Nonstop2h 50m
Sun 10/187:25 am -
Nonstop2h 37m
Deal found 8/10![Allegiant Air logo]()
$239
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 11/84:15 pm -
1 stop6h 22m
Thu 11/128:00 am -
1 stop6h 52m
Deal found 8/9![Delta logo]()
$290
Last-minute flights from Massachusetts to OrlandoDiscover last-minute flight deals from Massachusetts to Orlando. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Orlando. Data last updated August 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/258:15 am -
Nonstop3h 00m
Fri 8/288:48 am -
Nonstop2h 44m
Deal found 8/10![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Tue 8/258:15 am -
Nonstop3h 00m
Mon 8/316:32 pm -
1 stop4h 17m
Deal found 8/7![Breeze Airways logo]()
$162
This Breeze Airways deal was found by Cheapflights users on 8/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:15 am -
Nonstop3h 00m
Tue 9/11:12 pm -
1 stop4h 15m
Deal found 8/7![Breeze Airways logo]()
$164
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:11 pm -
1 stop4h 30m
Mon 8/318:48 am -
Nonstop2h 44m
Deal found 8/6![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/2912:27 pm -
Nonstop3h 03m
Thu 9/37:20 am -
1 stop4h 10m
Deal found 8/10![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/2912:27 pm -
Nonstop3h 03m
Wed 9/27:27 pm -
1 stop4h 32m
Deal found 8/10![Multiple Airlines logo]()
$168
This CheapOair deal was found by Cheapflights users on 8/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:43 pm -
Nonstop2h 55m
Sun 9/63:41 pm -
Nonstop2h 42m
Deal found 8/6![Allegiant Air logo]()
$162
This FlightHub deal was found by Cheapflights users on 8/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:10 am -
1 stop4h 22m
Fri 9/1811:30 am -
Nonstop2h 48m
Deal found 8/7![Multiple Airlines logo]()
$166
This Frontier deal was found by Cheapflights users on 8/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:16 pm -
Nonstop3h 01m
Mon 9/1411:30 am -
Nonstop2h 48m
Deal found 8/6![Frontier logo]()
$165
This Breeze Airways deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/121:39 pm -
1 stop10h 03m
Sat 9/1910:04 am -
Nonstop2h 50m
Deal found 8/10![Breeze Airways logo]()
$169
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/255:05 pm -
1 stop5h 50m
Tue 9/299:55 am -
Nonstop2h 45m
Deal found 8/9![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/3012:15 pm -
1 stop6h 45m
Mon 10/510:35 pm -
1 stop9h 50m
Deal found 8/10![Southwest logo]()
$161
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 10, 2026.
Search for one-way flight options from Massachusetts to Orlando. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 8/298:00 am -
Nonstop3h 00m
Deal found 8/10![Breeze Airways logo]()
$88
This Super.com deal was found by Cheapflights users on 8/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/291:42 pm -
1 stop16h 28m
Deal found 8/6![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 8/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:27 pm -
Nonstop3h 03m
Deal found 8/7![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Mon 8/247:11 pm -
1 stop4h 30m
Deal found 8/7![Breeze Airways logo]()
$93
This CheapOair deal was found by Cheapflights users on 8/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:54 pm -
1 stop4h 22m
Deal found 8/6![Breeze Airways logo]()
$94
This Super.com deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/196:13 pm -
Nonstop3h 00m
Deal found 8/9![Frontier logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Wed 10/71:39 pm -
1 stop10h 03m
Deal found 8/5![Breeze Airways logo]()
$97
This Breeze Airways deal was found by Cheapflights users on 8/7. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:04 pm -
1 stop11h 37m
Deal found 8/7![Breeze Airways logo]()
$98
This Breeze Airways deal was found by Cheapflights users on 8/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:15 am -
Nonstop3h 00m
Deal found 8/8![Breeze Airways logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Mon 10/58:53 pm -
1 stop23h 52m
Deal found 8/6![Multiple Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Mon 9/148:18 pm -
1 stop14h 28m
Deal found 8/6![Breeze Airways logo]()
$100
This CheapOair deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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
Deal found 8/10![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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $161 (Southwest) |
One-way from | $88 (Kiwi.com) |
Popular in | April |
Cheapest in | January |
Average price | $300 |
Good round-trip deal | $279 or less |
Good one-way deal | $166 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 2,558,603 searches. Data last updated August 10, 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
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Sun 12/6
10:40 am-1:51 pm
Nonstop3h 11m
Orlando Sanford Intl
Sun 12/13
7:10 am-9:50 am
Nonstop2h 40m
$167
Quickest round-trip
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Sun 10/18
10:52 am-1:42 pm
Nonstop2h 50m
Orlando Sanford Intl
Sun 11/1
7:10 am-9:47 am
Nonstop2h 37m
$176
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 9/3
7:43 pm-10:38 pm
Nonstop2h 55m
Orlando Sanford Intl
Sun 9/6
3:41 pm-6:23 pm
Nonstop2h 42m
$182
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 1/28
11:05 am-2:21 pm
Nonstop3h 16m
Orlando Sanford Intl
Sun 1/31
7:30 am-10:15 am
Nonstop2h 45m
$191
HartfordOrlando
BDL Hartford Bradley Intl - MCO Orlando
BDLMCO
Hartford Bradley Intl
Sat 10/3
1:39 pm-11:42 pm
1 stop10h 03m
Orlando
Wed 10/7
10:04 am-12:54 pm
Nonstop2h 50m
$198
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 9/10
7:23 pm-10:18 pm
Nonstop2h 55m
Orlando Sanford Intl
Thu 9/17
3:51 pm-6:33 pm
Nonstop2h 42m
$205
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 9/10
11:15 am-4:23 pm
2 stops29h 08m
Orlando Sanford Intl
Sun 9/27
3:43 pm-6:25 pm
Nonstop2h 42m
$213
AlbanyOrlando
ALB Albany Intl - SFB Orlando Sanford Intl
ALBSFB
Albany Intl
Thu 10/15
9:52 am-12:42 pm
Nonstop2h 50m
Orlando Sanford Intl
Sun 11/1
7:10 am-9:47 am
Nonstop2h 37m
$213
AlbanyOrlando
ALB Albany Intl - MCO Orlando
ALBMCO
Albany Intl
Thu 10/1
12:30 pm-9:30 pm
2 stops9h 00m
Orlando
Sat 10/10
7:55 pm-10:40 pm
Nonstop2h 45m
$220
BostonOrlando
BOS Boston Logan Intl - MCO Orlando
BOSMCO
Boston Logan Intl
Wed 9/30
2:15 pm-8:13 pm
1 stop5h 58m
Orlando
Sat 10/3
6:00 am-11:24 am
1 stop5h 24m
$229
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
MVY-MCO
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Massachusetts to Orlando
USMA-ORL
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 $214). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $368). 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 10, 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 10, 2026.
The most flights from USMA to ORL are scheduled on a Sunday (45 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (19 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 $222 and $394 in September.The cheapest round-trip price found within the last 5 days was $189 on Frontier (Sep 5-Sep 10).
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 8, 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 August 10, 2026.
Massachusetts and Orlando flights
Browse other Massachusetts and Orlando flight options. Last updated on August 10, 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 2,558,603 searches. Data last updated August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$61 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$67 | Average$226 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$88 | Average$302 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$134 | Average$322 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$174 | Average$336 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$313 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$200 | Average$391 | FlexibilityNo cancel fee | On-time63% |