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$55+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
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 October 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 10/315:25 amMCO - BOS
Nonstop3h 03mFrontier
Mon 11/39:23 amBOS - MCO
Nonstop3h 20mFrontier
Deal found 10/15$85
This Priceline deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 10/307:06 pmMCO - BDL
1 stop4h 00mMultiple Airlines
Mon 11/31:36 pmBDL - MCO
Nonstop3h 04mMultiple Airlines
Deal found 10/14$88
This Frontier deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/155:25 amMCO - BOS
Nonstop3h 03mFrontier
Sun 11/2310:46 amBOS - MCO
Nonstop3h 25mFrontier
Deal found 10/15$90
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 10/235:30 amMCO - BOS
Nonstop3h 03mFrontier
Sun 10/269:18 amBOS - MCO
Nonstop3h 20mFrontier
Deal found 10/15$93
This Kiwi.com deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:25 amMCO - BOS
Nonstop3h 03mFrontier
Mon 11/108:40 amBOS - MCO
1 stop8h 12mFrontier
Deal found 10/15$94
This Priceline deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/110:56 amMCO - BDL
Nonstop2h 48mMultiple Airlines
Mon 11/31:36 pmBDL - MCO
Nonstop3h 04mMultiple Airlines
Deal found 10/14$95
This CheapOair deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/79:54 amMCO - BDL
Nonstop2h 47mFrontier
Mon 11/101:36 pmBDL - MCO
Nonstop3h 04mFrontier
Deal found 10/14$96
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/15:25 amMCO - BOS
Nonstop3h 03mFrontier
Mon 11/39:23 amBOS - MCO
Nonstop3h 20mFrontier
Deal found 10/14$96
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/149:54 amMCO - BDL
Nonstop2h 47mFrontier
Mon 11/173:07 pmBDL - MCO
Nonstop3h 04mFrontier
Deal found 10/14$98
This Kiwi.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/85:25 amMCO - BOS
Nonstop3h 03mMultiple Airlines
Sat 11/83:55 pmBOS - MCO
1 stop6h 05mMultiple Airlines
Deal found 10/14$98
This Priceline deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2912:01 pmMCO - BDL
Nonstop2h 48mMultiple Airlines
Mon 11/31:36 pmBDL - MCO
Nonstop3h 04mMultiple Airlines
Deal found 10/14$99
This Orbitz deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:25 amMCO - BOS
Nonstop3h 03mMultiple Airlines
Mon 11/1012:59 pmBOS - MCO
Nonstop3h 16mMultiple Airlines
Deal found 10/16$99

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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$85
(Kiwi.com)

One-way from

$55
(Breeze Airways)

Popular in

September

Cheapest in

January

Average price

$202

Good round-trip deal

$177 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. 10% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 16, 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

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Sat 11/1

10:56 am-1:44 pm

Nonstop2h 48m

Hartford Bradley Intl

Mon 11/3

1:25 pm-5:51 pm

1 stop4h 26m

$111

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 12/5

6:45 am-9:57 am

Nonstop3h 12m

Boston Logan Intl

Sun 12/7

12:57 pm-4:25 pm

Nonstop3h 28m

$117

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 11/14

3:25 pm-3:00 pm

1 stop23h 35m

Boston Logan Intl

Mon 11/17

9:23 am-12:43 pm

Nonstop3h 20m

$119

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Sat 11/1

10:56 am-1:44 pm

Nonstop2h 48m

Hartford Bradley Intl

Sun 11/16

2:06 pm-6:26 pm

1 stop4h 20m

$119

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 11/14

9:00 am-11:40 am

Nonstop2h 40m

Hartford Bradley Intl

Sun 11/16

6:55 am-9:55 am

Nonstop3h 00m

$123

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 10/24

5:41 pm-9:48 pm

1 stop4h 07m

Hartford Bradley Intl

Mon 10/27

1:25 pm-5:51 pm

1 stop4h 26m

$129

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 11/14

7:20 am-5:26 pm

1 stop10h 06m

Hartford Bradley Intl

Mon 11/17

1:30 pm-5:56 pm

1 stop4h 26m

$141

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 12/25

7:06 pm-11:06 pm

1 stop4h 00m

Hartford Bradley Intl

Fri 1/2

6:36 pm-10:59 pm

1 stop4h 23m

$142

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 11/13

7:06 pm-11:06 pm

1 stop4h 00m

Hartford Bradley Intl

Sat 11/15

8:05 am-11:21 am

Nonstop3h 16m

$144

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 11/14

7:20 am-5:26 pm

1 stop10h 06m

Hartford Bradley Intl

Sun 11/16

2:06 pm-6:26 pm

1 stop4h 20m

$145

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

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 $43). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $100). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORL to MA?

Find hourly flight availability from Orlando to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 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 October 16, 2025.

The most flights from ORL to USMA are scheduled on a Thursday (62 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (33 on average).

How much does it cost to fly round-trip from Orlando to Massachusetts?

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated October 16, 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
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
8.0
Very good
7,984 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
11,043 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
8,097 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
3,137 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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 40m. Breeze Airways provides one of the quickest options available for as low as $123. Orlando and Massachusetts are separated by a distance of 1050 mi. Most flights are nonstop.

  • 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 ($59), Southwest ($62), and JetBlue ($74).

  • 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 (95%), Japan Airlines (91%), Frontier (90%).

  • What are the cheapest flights from Orlando to Massachusetts?

    Looking at all options, your cheapest flight can be booked for $73. While the most popular route (Orlando - Boston Logan Intl) can be booked for $63 on average, our data indicates $683 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 $43). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $100). 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$39Average$121FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$63Average$156FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$117Average$345FlexibilityNo cancel feeOn-time62%
DeltaCheapest$122Average$269FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$198Average$298FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$198Average$316FlexibilityNo cancel feeOn-time71%

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