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$37+ 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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Dec 11 — Dec 181
Thu 12/11
Thu 12/18
1 adult, Economy
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Find flight deals from Orlando to Massachusetts

Cheapest flights from Orlando to Massachusetts
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 November 11, 2025.

This Super.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:45 amMCO - BOS
Nonstop3h 12mFrontier
Sun 12/1412:57 pmBOS - MCO
Nonstop3h 28mFrontier
Deal found 11/8$77
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Wed 12/31:52 pmMCO - BOS
Nonstop2h 58mMultiple Airlines
Sun 12/712:57 pmBOS - MCO
Nonstop3h 28mMultiple Airlines
Deal found 11/10$78
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Fri 12/56:36 pmMCO - BDL
1 stop4h 07mMultiple Airlines
Mon 12/82:07 pmBDL - MCO
Nonstop3h 15mMultiple Airlines
Deal found 11/10$79
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/43:59 pmMCO - BOS
Nonstop3h 07mMultiple Airlines
Sun 12/712:57 pmBOS - MCO
Nonstop3h 28mMultiple Airlines
Deal found 11/9$80
This Priceline deal was found by Cheapflights users on 11/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:34 pmMCO - BOS
1 stop5h 22mMultiple Airlines
Sun 12/712:57 pmBOS - MCO
Nonstop3h 28mMultiple Airlines
Deal found 11/10$82
This Priceline deal was found by Cheapflights users on 11/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:40 amMCO - BOS
Nonstop3h 12mMultiple Airlines
Sat 1/312:29 pmBOS - MCO
Nonstop3h 16mMultiple Airlines
Deal found 11/10$84
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:52 pmMCO - BOS
Nonstop2h 58mSpirit Airlines
Mon 12/811:08 amBOS - MCO
Nonstop3h 20mSpirit Airlines
Deal found 11/9$85
This Expedia deal was found by Cheapflights users on 11/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:34 pmMCO - BOS
1 stop5h 22mSpirit Airlines
Tue 12/95:45 amBOS - MCO
1 stop7h 39mSpirit Airlines
Deal found 11/9$86
This Priceline deal was found by Cheapflights users on 11/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:36 pmMCO - BDL
1 stop4h 07mMultiple Airlines
Fri 12/121:19 pmBDL - MCO
Nonstop3h 14mMultiple Airlines
Deal found 11/10$87
This CheapOair deal was found by Cheapflights users on 11/10. 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.
Tue 11/254:44 pmMCO - BDL
Nonstop2h 48mFrontier
Mon 12/82:07 pmBDL - MCO
Nonstop3h 15mFrontier
Deal found 11/10$88
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Mon 12/86:34 pmMCO - BOS
1 stop5h 22mSpirit Airlines
Wed 12/108:11 pmBOS - MCO
Nonstop3h 24mSpirit Airlines
Deal found 11/10$89
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Fri 12/59:30 amMCO - BDL
Nonstop2h 54mFrontier
Mon 12/82:07 pmBDL - MCO
Nonstop3h 15mFrontier
Deal found 11/10$91

Cheap flight deals from Orlando to Massachusetts

Keep the following information in mind while searching for Orlando to Massachusetts flight deals. Data was last updated November 11, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$77
(Super.com)

One-way from

$37
(Breeze Airways)

Popular in

September

Cheapest in

January

Average price

$171

Good round-trip deal

$148 or less

Good one-way deal

$70 or less
Provider with most accurate pricing for Orlando (ORL)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Boston Logan Intl flights.
Search Deals
From Orlando (ORL) to Massachusetts
Search Deals
One-way flight from Orlando (ORL) to Massachusetts
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Orlando (ORL) to Massachusetts.
Search Deals
Price to beat on a one-way flight from Orlando (ORL) to Massachusetts.
Search Deals

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 November 11, 2025.
Use the filters below to find and compare flights from Orlando to Massachusetts that are best for you.

Fly from

Orlando

Fly to

Massachusetts

Route

Depart

Return

Price

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 12/25

6:40 am-9:52 am

Nonstop3h 12m

Boston Logan Intl

Wed 12/31

6:00 am-4:36 pm

1 stop10h 36m

$101

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 12/12

6:36 pm-10:43 pm

1 stop4h 07m

Hartford Bradley Intl

Mon 12/15

1:30 pm-5:56 pm

1 stop4h 26m

$107

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 12/5

9:30 am-12:24 pm

Nonstop2h 54m

Hartford Bradley Intl

Fri 12/12

1:19 pm-4:33 pm

Nonstop3h 14m

$107

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 12/5

6:36 pm-10:43 pm

1 stop4h 07m

Hartford Bradley Intl

Sun 12/7

2:01 pm-6:22 pm

1 stop4h 21m

$112

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 12/12

8:10 pm-10:50 pm

Nonstop2h 40m

Hartford Bradley Intl

Tue 12/16

4:55 pm-7:55 pm

Nonstop3h 00m

$123

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/20

7:15 am-10:21 am

Nonstop3h 06m

Boston Logan Intl

Sat 1/10

7:00 am-10:32 am

Nonstop3h 32m

$125

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/13

7:15 am-10:20 am

Nonstop3h 05m

Boston Logan Intl

Sat 12/13

5:30 pm-9:02 pm

Nonstop3h 32m

$127

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/6

7:15 am-10:20 am

Nonstop3h 05m

Boston Logan Intl

Sat 12/13

7:00 am-12:54 pm

1 stop5h 54m

$137

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 11/26

8:47 pm-9:12 am

1 stop12h 25m

Boston Logan Intl

Thu 12/4

8:11 pm-11:35 pm

Nonstop3h 24m

$138

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 12/10

10:15 am-4:35 pm

1 stop6h 20m

Boston Logan Intl

Wed 12/17

12:20 pm-5:10 pm

1 stop4h 50m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 60 results
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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.
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

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 $44). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $99). 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 November 11, 2025.

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 50% versus a flight in the morning.

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 December 16, 2024.

Travelers seeking maximum savings on their Orlando to Massachusetts flight should consider departing on Thursday 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.

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 November 11, 2025.

The most flights from ORL to USMA are scheduled on a Monday (65 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (41 on average).

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 November 11, 2025.
Peruse reviews from past customers who have flown with Delta, American Airlines, and JetBlue 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.
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,045 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,908 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,136 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.8
Fair
3,113 reviews
Delta
7.9
Good
8,007 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

7.9

Boarding

8.1

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

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.

  • How long is the flight from Orlando to Massachusetts?

    A quick flight from Orlando to Massachusetts can take about 2h 54m. Breeze Airways provides one of the quickest options available for as low as $107. Orlando and Massachusetts are separated by a distance of 1050 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Orlando to Massachusetts one-way?

    The cheapest airlines for a one-way flight from Orlando to Massachusetts are Breeze Airways ($58), Southwest ($62), and JetBlue ($71).

  • What are the most popular routes from Orlando to Massachusetts?

    The most popular flight routes from Orlando to Massachusetts are Orlando - Boston Logan Intl, Orlando - Hartford Bradley Intl and Orlando - Albany Intl.

  • What are the most reliable airlines from Orlando to Massachusetts?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Orlando to Massachusetts on time: Korean Air (93%), Japan Airlines (93%), Frontier (89%).

  • What are the cheapest flights from Orlando to Massachusetts?

    Looking at all options, your cheapest flight can be booked for $55. While the most popular route (Orlando - Boston Logan Intl) can be booked for $55 on average, our data indicates $988 when flying from Orlando to Massachusetts.

  • Can I find deals for flights from Orlando to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Orlando to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Massachusetts.

  • Can I find deals for business class flights from Orlando to Massachusetts?

    Yes. Cheapflights offers flight deals from Orlando to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 $44). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $99). 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.

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Alternative routes for Orlando to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$128FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$157FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$118Average$322FlexibilityNo cancel feeOn-time62%
DeltaCheapest$125Average$268FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$198Average$336FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$292FlexibilityNo cancel feeOn-time71%

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