$78+ Cheap flights from Orlando (ORL) to Massachusetts
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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Aug 27 — Sep 31
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
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 Orlando to Massachusetts
Cheapest
Best
Last-minute
One-way
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 July 28, 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 July 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 8/2911:40 am
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 9/18:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Wed 8/267:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Tue 9/18:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/26![Breeze Airways logo]()
$155
This Breeze Airways deal was found by Cheapflights users on 7/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:12 pm
MCO
- BDL
1 stop4h 14m
Breeze Airways
Mon 9/143:13 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 7/24![Breeze Airways logo]()
$156
This Breeze Airways deal was found by Cheapflights users on 7/27. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:00 am
MCO
- BDL
1 stop9h 10m
Breeze Airways
Tue 9/18:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$157
This Priceline deal was found by Cheapflights users on 7/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:48 am
MCO
- BDL
Nonstop2h 44m
Multiple Airlines
Mon 8/317:11 pm
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$158
This Priceline deal was found by Cheapflights users on 7/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:50 pm
MCO
- BDL
1 stop6h 17m
Breeze Airways
Mon 9/143:13 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 7/25. 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.
Mon 8/316:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Mon 9/78:00 am
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 7/25![Breeze Airways logo]()
$162
This Priceline deal was found by Cheapflights users on 7/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:48 am
MCO
- BDL
Nonstop2h 44m
Multiple Airlines
Mon 9/78:00 am
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$163
This Frontier deal was found by Cheapflights users on 7/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:11 pm
MCO
- BDL
Nonstop2h 50m
Frontier
Mon 9/148:55 pm
BDL
- MCO
Nonstop3h 04m
Frontier
Deal found 7/24![Frontier logo]()
$165
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 8/3112:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 7/25![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:16 am
MCO
- BOS
Nonstop3h 06m
Frontier
Sat 9/1211:36 am
BOS
- MCO
Nonstop3h 16m
Frontier
Deal found 7/26![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Thu 9/2411:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 7/23![Frontier logo]()
$187
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 July 28, 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 July 28, 2026.
This Breeze Airways deal was found by Cheapflights users on 7/23. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 am
MCO
- BDL
1 stop9h 10m
Breeze Airways
Sat 8/298:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 7/23![Breeze Airways logo]()
$175
This Delta deal was found by Cheapflights users on 7/27. 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 9/165:40 pm
MCO
- BOS
1 stop7h 37m
Delta
Tue 9/225:40 pm
BOS
- MCO
1 stop6h 42m
Delta
Deal found 7/27![Delta logo]()
$219
This Southwest deal was found by Cheapflights users on 7/27. 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.
Sat 8/294:50 pm
MCO
- BDL
Nonstop2h 45m
Southwest
Sun 8/305:45 am
BDL
- MCO
Nonstop2h 55m
Southwest
Deal found 7/27![Southwest logo]()
$243
This JetBlue deal was found by Cheapflights users on 7/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:00 am
MCO
- BOS
Nonstop2h 59m
JetBlue
Sat 9/262:19 pm
BOS
- MCO
1 stop6h 44m
JetBlue
Deal found 7/26![JetBlue logo]()
$249
This United Airlines deal was found by Cheapflights users on 7/25. 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 10/206:00 am
MCO
- ALB
2 stops8h 14m
United Airlines
Sat 10/247:35 pm
ALB
- MCO
1 stop5h 24m
United Airlines
Deal found 7/25![United Airlines logo]()
$268
This American Airlines deal was found by Cheapflights users on 7/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
MCO
- ACK
2 stops9h 11m
American Airlines
Sat 9/510:57 am
ACK
- MCO
2 stops9h 06m
American Airlines
Deal found 7/25![American Airlines logo]()
$323
This Breeze Airways deal was found by Cheapflights users on 7/26. 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.
Wed 9/211:40 am
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 9/88:15 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 7/26![Breeze Airways logo]()
$178
This Breeze Airways deal was found by Cheapflights users on 7/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 am
MCO
- BDL
1 stop9h 10m
Breeze Airways
Sun 8/301:54 pm
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/24![Breeze Airways logo]()
$195
This Delta deal was found by Cheapflights users on 7/24. 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.
Thu 8/2010:05 am
MCO
- ALB
1 stop7h 56m
Delta
Tue 8/2512:48 pm
ALB
- MCO
1 stop7h 00m
Delta
Deal found 7/24![Delta logo]()
$233
This Southwest deal was found by Cheapflights users on 7/27. 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.
Wed 8/268:40 am
MCO
- BDL
2 stops8h 30m
Southwest
Wed 9/26:00 am
BDL
- MCO
2 stops6h 15m
Southwest
Deal found 7/27![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 7/27. 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.
Thu 9/174:08 pm
MCO
- ALB
1 stop7h 14m
Delta
Mon 9/216:23 pm
ALB
- MCO
1 stop5h 59m
Delta
Deal found 7/27![Delta logo]()
$233
This Breeze Airways deal was found by Cheapflights users on 7/23. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:12 pm
MCO
- BDL
1 stop4h 14m
Breeze Airways
Thu 9/2412:04 pm
BDL
- MCO
1 stop11h 37m
Breeze Airways
Deal found 7/23![Breeze Airways logo]()
$218
This JetBlue deal was found by Cheapflights users on 7/25. 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 9/36:24 pm
MCO
- BDL
1 stop5h 34m
JetBlue
Mon 9/77:25 am
BDL
- MCO
Nonstop2h 55m
JetBlue
Deal found 7/25![JetBlue logo]()
$266
This Delta deal was found by Cheapflights users on 7/25. 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 9/114:00 pm
MCO
- ALB
1 stop6h 59m
Delta
Mon 9/146:23 pm
ALB
- MCO
1 stop5h 59m
Delta
Deal found 7/25![Delta logo]()
$233
This JetBlue deal was found by Cheapflights users on 7/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:00 pm
MCO
- BDL
1 stop5h 14m
JetBlue
Tue 9/2210:05 am
BDL
- MCO
Nonstop2h 58m
JetBlue
Deal found 7/26![JetBlue logo]()
$266
This KAYAK deal was found by Cheapflights users on 7/26. 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.
Mon 8/248:44 am
MCO
- EWB
2 stops7h 51m
Multiple Airlines
Tue 8/257:00 am
EWB
- MCO
2 stops17h 44m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$604
This Delta deal was found by Cheapflights users on 7/27. 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.
Thu 11/126:00 am
MCO
- ALB
1 stop7h 25m
Delta
Sat 11/142:20 pm
ALB
- MCO
1 stop6h 20m
Delta
Deal found 7/27![Delta logo]()
$233
This JetBlue deal was found by Cheapflights users on 7/24. 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.
Fri 9/46:24 pm
MCO
- BDL
1 stop5h 34m
JetBlue
Mon 9/77:25 am
BDL
- MCO
Nonstop2h 55m
JetBlue
Deal found 7/24![JetBlue logo]()
$266
This Southwest deal was found by Cheapflights users on 7/27. 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.
Sat 12/128:00 am
MCO
- BOS
1 stop4h 50m
Southwest
Wed 1/61:10 pm
BOS
- MCO
1 stop4h 45m
Southwest
Deal found 7/27![Southwest logo]()
$296
This Breeze Airways deal was found by Cheapflights users on 7/27. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/124:05 pm
MCO
- BDL
1 stop7h 39m
Breeze Airways
Thu 10/1512:04 pm
BDL
- MCO
1 stop11h 37m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$259
This Delta deal was found by Cheapflights users on 7/27. 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 9/97:05 am
MCO
- BOS
Nonstop3h 10m
Delta
Mon 9/148:20 pm
BOS
- MCO
Nonstop3h 15m
Delta
Deal found 7/27![Delta logo]()
$240
This JetBlue deal was found by Cheapflights users on 7/25. 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.
Sat 9/59:55 am
MCO
- BDL
1 stop4h 53m
JetBlue
Tue 9/82:23 pm
BDL
- MCO
Nonstop2h 59m
JetBlue
Deal found 7/25![JetBlue logo]()
$266
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:00 pm
MCO
- ORH
2 stops20h 58m
American Airlines
Sat 8/155:23 pm
ORH
- MCO
2 stops14h 57m
American Airlines
Deal found 7/23![American Airlines logo]()
$363
This Southwest deal was found by Cheapflights users on 7/25. 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 12/1012:00 pm
MCO
- BOS
2 stops7h 00m
Southwest
Mon 12/1411:20 am
BOS
- MCO
1 stop4h 35m
Southwest
Deal found 7/25![Southwest logo]()
$302
This JetBlue deal was found by Cheapflights users on 7/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:24 pm
MCO
- ALB
1 stop5h 42m
JetBlue
Mon 9/76:00 am
ALB
- MCO
Nonstop3h 00m
JetBlue
Deal found 7/27![JetBlue logo]()
$270
This American Airlines deal was found by Cheapflights users on 7/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:00 am
MCO
- HYA
2 stops10h 32m
American Airlines
Sat 8/221:22 pm
HYA
- MCO
2 stops10h 19m
American Airlines
Deal found 7/24![American Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 11/43:30 pm
MCO
- BOS
1 stop6h 51m
Delta
Sat 11/73:10 pm
BOS
- MCO
1 stop5h 47m
Delta
Deal found 7/23![Delta logo]()
$249
This Delta deal was found by Cheapflights users on 7/25. 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 9/127:53 pm
MCO
- BOS
Nonstop3h 06m
Delta
Sun 9/206:05 am
BOS
- MCO
1 stop6h 40m
Delta
Deal found 7/25![Delta logo]()
$250
This American Airlines deal was found by Cheapflights users on 7/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:11 am
MCO
- HYA
1 stop5h 01m
American Airlines
Fri 8/2112:42 pm
HYA
- MCO
2 stops8h 22m
American Airlines
Deal found 7/23![American Airlines logo]()
$382
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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.
Sat 9/58:44 am
MCO
- ACK
1 stop7h 57m
JetBlue
Thu 9/103:10 pm
ACK
- MCO
1 stop8h 22m
JetBlue
Deal found 7/24![JetBlue logo]()
$305
Last-minute flights from Orlando to MassachusettsDiscover last-minute flight deals from Orlando to Massachusetts. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Massachusetts. Data last updated July 28, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 7/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 am
MCO
- BDL
1 stop9h 10m
Breeze Airways
Sat 8/298:00 am
BDL
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 7/24![Breeze Airways logo]()
$168
This Breeze Airways deal was found by Cheapflights users on 7/27. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/258:00 am
MCO
- BDL
1 stop9h 10m
Breeze Airways
Tue 9/18:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Wed 8/267:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Tue 9/18:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/26![Breeze Airways logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Wed 8/267:27 pm
MCO
- BDL
1 stop4h 32m
Breeze Airways
Mon 8/317:11 pm
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 7/26![Breeze Airways logo]()
$167
This Super.com deal was found by Cheapflights users on 7/24. 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 8/276:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Mon 8/3110:04 am
BOS
- MCO
Nonstop3h 36m
Frontier
Deal found 7/24![Frontier logo]()
$191
This Priceline deal was found by Cheapflights users on 7/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:48 am
MCO
- BDL
Nonstop2h 44m
Multiple Airlines
Mon 8/317:11 pm
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$158
This Super.com deal was found by Cheapflights users on 7/25. 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.
Fri 8/288:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 8/3112:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 7/25![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 8/2911:40 am
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Tue 9/18:10 am
BDL
- MCO
1 stop4h 22m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$154
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Mon 8/3112:27 pm
BDL
- MCO
Nonstop3h 03m
Frontier
Deal found 7/25![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 7/25. 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.
Mon 8/316:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Mon 9/78:00 am
BDL
- MCO
1 stop4h 30m
Breeze Airways
Deal found 7/25![Breeze Airways logo]()
$162
This Priceline deal was found by Cheapflights users on 7/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:48 am
MCO
- BDL
Nonstop2h 44m
Multiple Airlines
Mon 9/78:00 am
BDL
- MCO
1 stop4h 30m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$163
This Frontier deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
MCO
- BOS
Nonstop3h 09m
Frontier
Fri 9/1111:05 am
BOS
- MCO
Nonstop3h 34m
Frontier
Deal found 7/23![Frontier logo]()
$192
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 July 28, 2026.
Search for one-way flight options from Orlando to Massachusetts. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This CheapOair deal was found by Cheapflights users on 7/27. 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.
Fri 9/46:32 pm
MCO
- BDL
1 stop4h 17m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$78
This Breeze Airways deal was found by Cheapflights users on 7/27. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:40 am
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$79
This CheapOair deal was found by Cheapflights users on 7/25. 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.
Wed 10/2810:04 am
MCO
- BDL
Nonstop2h 50m
Breeze Airways
Deal found 7/25![Breeze Airways logo]()
$81
This Breeze Airways deal was found by Cheapflights users on 7/26. 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.
Mon 9/1410:18 am
MCO
- BDL
1 stop4h 15m
Breeze Airways
Deal found 7/26![Breeze Airways logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Tue 9/11:12 pm
MCO
- BDL
1 stop4h 15m
Breeze Airways
Deal found 7/23![Breeze Airways logo]()
$84
This Mytrip deal was found by Cheapflights users on 7/27. 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.
Thu 9/177:26 pm
MCO
- BDL
1 stop4h 10m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$85
This Super.com deal was found by Cheapflights users on 7/27. 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 9/245:49 pm
MCO
- BDL
1 stop5h 25m
JetBlue
Deal found 7/27![JetBlue logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Wed 10/212:07 pm
MCO
- BDL
1 stop9h 35m
Breeze Airways
Deal found 7/27![Breeze Airways logo]()
$88
This Breeze Airways deal was found by Cheapflights users on 7/28. 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.
Wed 9/211:40 am
MCO
- BDL
Nonstop2h 55m
Breeze Airways
Deal found 7/28![Breeze Airways logo]()
$89
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:29 pm
MCO
- BDL
Nonstop2h 49m
Frontier
Deal found 7/26![Frontier logo]()
$90
This Super.com deal was found by Cheapflights users on 7/25. 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.
Sat 8/296:24 pm
MCO
- BDL
1 stop5h 34m
JetBlue
Deal found 7/25![JetBlue logo]()
$91
This Frontier deal was found by Cheapflights users on 7/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:48 am
MCO
- BDL
Nonstop2h 44m
Frontier
Deal found 7/26![Frontier logo]()
$92
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 July 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $154 (Kiwi.com) |
One-way from | $78 (CheapOair) |
Popular in | June |
Cheapest in | January |
Average price | $282 |
Good round-trip deal | $256 or less |
Good one-way deal | $150 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 2,558,603 searches. Data last updated July 28, 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
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Tue 8/11
8:00 am-5:10 pm
1 stop9h 10m
Hartford Bradley Intl
Sat 8/29
8:00 am-11:00 am
Nonstop3h 00m
$175
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Wed 9/2
11:40 am-2:35 pm
Nonstop2h 55m
Hartford Bradley Intl
Tue 9/8
8:15 am-11:15 am
Nonstop3h 00m
$178
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Tue 8/11
8:00 am-5:10 pm
1 stop9h 10m
Hartford Bradley Intl
Sun 8/30
1:54 pm-6:16 pm
1 stop4h 22m
$195
OrlandoHartford
MCO - BDL
MCOBDL
Orlando
Fri 9/11
6:12 pm-10:26 pm
1 stop4h 14m
Hartford Bradley Intl
Thu 9/24
12:04 pm-11:41 pm
1 stop11h 37m
$218
OrlandoBoston
MCO - BOS
MCOBOS
Orlando
Wed 9/16
5:40 pm-1:17 am
1 stop7h 37m
Boston Logan Intl
Tue 9/22
5:40 pm-12:22 am
1 stop6h 42m
$219
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 8/20
10:05 am-6:01 pm
1 stop7h 56m
Albany Intl
Tue 8/25
12:48 pm-7:48 pm
1 stop7h 00m
$233
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 9/17
4:08 pm-11:22 pm
1 stop7h 14m
Albany Intl
Mon 9/21
6:23 pm-12:22 am
1 stop5h 59m
$233
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Fri 9/11
4:00 pm-10:59 pm
1 stop6h 59m
Albany Intl
Mon 9/14
6:23 pm-12:22 am
1 stop5h 59m
$233
OrlandoAlbany
MCO - ALB
MCOALB
Orlando
Thu 11/12
6:00 am-1:25 pm
1 stop7h 25m
Albany Intl
Sat 11/14
2:20 pm-8:40 pm
1 stop6h 20m
$233
OrlandoBoston
MCO - BOS
MCOBOS
Orlando
Wed 9/9
7:05 am-10:15 am
Nonstop3h 10m
Boston Logan Intl
Mon 9/14
8:20 pm-11:35 pm
Nonstop3h 15m
$240
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-BDL
MCO-BOS
MCO-ALB
MCO-ACK
MCO-EWB
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-BDL
MCO-BOS
MCO-ALB
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 $130). Flying from Orlando to Massachusetts in June is currently the most expensive (average of $323). 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 July 28, 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 67% versus a flight in the afternoon.
Weekly flight availability from Orlando to Massachusetts
Explore weekly flight availability from Orlando to Massachusetts. 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 July 28, 2026.
The most flights from ORL to USMA are scheduled on a Monday (50 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (29 on average).
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 $102 and $279 in September.The cheapest round-trip price found within the last 5 days was $185 on Frontier (Sep 10-Sep 12).
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 53 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 July 25, 2026.
Travelers seeking maximum savings on their Orlando to Massachusetts flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons 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 July 28, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andAmerican Airlines 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
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
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
Flights by cabin class
Other flight options
Popular flights
Top destinations
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 July 28, 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 2,558,603 searches. Data last updated July 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$45 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$116 | Average$306 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$122 | Average$292 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$197 | Average$392 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$207 | Average$350 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$336 | Average$474 | FlexibilityNo cancel fee | On-time69% |