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$47+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — BOS
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
1 adult, Economy
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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 September 14, 2025.

Round-trip from

$86
(Cheapflightsfares)

One-way from

$47
(Southwest)

Popular in

April

Cheapest in

January

Average price

$185

Good round-trip deal

$150 or less

Good one-way deal

$70 or less
From Orlando (ORL) to Massachusetts
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One-way flight from Orlando (ORL) to Massachusetts
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Highest demand for flights based on searches. 8% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Orlando (ORL) to Massachusetts.
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Price to beat on a one-way flight from Orlando (ORL) to Massachusetts.
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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 September 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Wed 10/110:42 amMCO - BOS
Nonstop3h 06mSpirit Airlines
Fri 10/32:53 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Deal found 9/13$86
This Breeze Airways deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:41 pmMCO - BDL
1 stop4h 07mBreeze Airways
Mon 10/66:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Deal found 9/13$87
This Priceline deal was found by Cheapflights users on 9/13. 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 10/35:41 pmMCO - BDL
1 stop4h 07mMultiple Airlines
Mon 10/68:52 pmBDL - MCO
Nonstop3h 05mMultiple Airlines
Deal found 9/13$88
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:05 pmMCO - BDL
Nonstop2h 52mFrontier
Mon 10/68:52 pmBDL - MCO
Nonstop3h 05mFrontier
Deal found 9/14$92
This Frontier deal was found by Cheapflights users on 9/13. 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 9/265:05 pmMCO - BDL
Nonstop2h 52mFrontier
Sun 9/288:37 pmBDL - MCO
Nonstop3h 05mFrontier
Deal found 9/13$93
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/35:05 pmMCO - BDL
Nonstop2h 52mFrontier
Sun 10/58:37 pmBDL - MCO
Nonstop3h 05mFrontier
Deal found 9/13$100
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Fri 11/75:25 amMCO - BOS
Nonstop3h 03mFrontier
Mon 11/108:58 amBOS - MCO
Nonstop3h 20mFrontier
Deal found 9/13$102
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/35:41 pmMCO - BDL
1 stop4h 07mMultiple Airlines
Sun 10/58:37 pmBDL - MCO
Nonstop3h 05mMultiple Airlines
Deal found 9/13$103
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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.
Fri 9/265:05 pmMCO - BDL
Nonstop2h 52mFrontier
Mon 9/298:52 pmBDL - MCO
Nonstop3h 05mFrontier
Deal found 9/12$107
This eDestinos deal was found by Cheapflights users on 9/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/225:05 pmMCO - BDL
Nonstop2h 52mFrontier
Mon 9/298:52 pmBDL - MCO
Nonstop3h 05mFrontier
Deal found 9/12$108
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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.
Wed 10/110:42 amMCO - BOS
Nonstop3h 06mSpirit Airlines
Sat 10/412:20 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Deal found 9/12$108
This Trip.com deal was found by Cheapflights users on 9/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/410:42 amMCO - BOS
Nonstop3h 06mMultiple Airlines
Mon 10/612:59 pmBOS - MCO
1 stop7h 37mMultiple Airlines
Deal found 9/14$116

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 September 14, 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 10/18

10:56 am-1:44 pm

Nonstop2h 48m

Hartford Bradley Intl

Mon 10/20

6:36 pm-10:59 pm

1 stop4h 23m

$115

OrlandoWorcester

MCO - ORH

MCOORH

Orlando

Fri 10/31

8:20 am-11:10 am

Nonstop2h 50m

Worcester

Tue 11/4

11:57 am-3:06 pm

Nonstop3h 09m

$123

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 10/24

5:41 pm-9:48 pm

1 stop4h 07m

Hartford Bradley Intl

Mon 10/27

6:36 pm-10:59 pm

1 stop4h 23m

$125

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 10/31

1:42 pm-5:56 pm

1 stop4h 14m

Hartford Bradley Intl

Mon 11/3

1:25 pm-5:51 pm

1 stop4h 26m

$127

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Tue 10/21

7:20 am-1:00 pm

1 stop5h 40m

Hartford Bradley Intl

Tue 10/28

12:55 pm-6:45 pm

1 stop5h 50m

$131

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Sat 10/25

10:56 am-1:44 pm

Nonstop2h 48m

Hartford Bradley Intl

Mon 11/3

1:25 pm-5:51 pm

1 stop4h 26m

$133

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 10/22

6:40 am-2:25 pm

1 stop7h 45m

Boston Logan Intl

Wed 10/29

6:20 pm-11:20 pm

1 stop5h 00m

$134

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 9/26

5:41 pm-9:48 pm

1 stop4h 07m

Hartford Bradley Intl

Mon 9/29

6:36 pm-10:59 pm

1 stop4h 23m

$134

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Fri 11/7

5:41 pm-9:48 pm

1 stop4h 07m

Hartford Bradley Intl

Mon 11/10

6:36 pm-10:59 pm

1 stop4h 23m

$136

OrlandoHartford

MCO - BDL

MCOBDL

Orlando

Thu 11/13

6:20 pm-9:07 pm

Nonstop2h 47m

Hartford Bradley Intl

Mon 11/17

10:55 am-1:53 pm

Nonstop2h 58m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

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 $218). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $311). 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 September 14, 2025.

When flying from Orlando to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 14, 2025.

The most flights from ORL to USMA are scheduled on a Friday (52 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (22 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 September 14, 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
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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
10,000 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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
2,912 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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
8,016 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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
3,173 reviews
Delta
8.0
Very good
7,956 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

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 48m. Breeze Airways provides one of the quickest options available for as low as $115. 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 ($54), Southwest ($57), and JetBlue ($64).

  • 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: KLM (94%), Frontier (93%), Japan Airlines (87%).

  • What are the cheapest flights from Orlando to Massachusetts?

    Looking at all options, your cheapest flight can be booked for $69. While the most popular route (Orlando - Boston Logan Intl) can be booked for $108 on average, our data indicates $715 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 $218). Flying from Orlando to Massachusetts in July is currently the most expensive (average of $311). 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 7 airlines flying from Orlando to Massachusetts

Discover the top 7 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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$117FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$49Average$111FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$55Average$152FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$114Average$344FlexibilityNo cancel feeOn-time62%
DeltaCheapest$119Average$268FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$164Average$271FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$198Average$296FlexibilityNo cancel feeOn-time69%

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