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$57+ Cheap flights from Massachusetts to Orlando (ORL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Massachusetts to Orlando

Keep the following information in mind while searching for Massachusetts to Orlando flight deals. Data was last updated September 17, 2025.

Round-trip from

$88
(Priceline)

One-way from

$57
(Cheapflightsfares)

Popular in

April

Cheapest in

March

Average price

$207

Good round-trip deal

$182 or less

Good one-way deal

$69 or less
From Massachusetts to Orlando (ORL)
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One-way flight from Massachusetts to Orlando (ORL)
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Highest demand for flights based on searches. 1% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% 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 Massachusetts to Orlando (ORL).
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Price to beat on a one-way flight from Massachusetts to Orlando (ORL).
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Find flight deals from Massachusetts to Orlando

Cheapest flights from Massachusetts to Orlando
Explore the most affordable flight options available from Massachusetts to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/66:36 pmBDL - MCO
1 stop4h 23mMultiple Airlines
Fri 10/107:55 amMCO - BDL
Nonstop2h 49mMultiple Airlines
Deal found 9/16$88
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/66:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Fri 10/105:41 pmMCO - BDL
1 stop4h 07mBreeze Airways
Deal found 9/16$90
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/68:52 pmBDL - MCO
Nonstop3h 05mFrontier
Fri 10/107:55 amMCO - BDL
Nonstop2h 49mFrontier
Deal found 9/15$92
This Breeze Airways deal was found by Cheapflights users on 9/16. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Fri 10/245:41 pmMCO - BDL
1 stop4h 07mBreeze Airways
Deal found 9/16$94
This Breeze Airways deal was found by Cheapflights users on 9/15. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/206:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Thu 10/237:06 pmMCO - BDL
1 stop4h 00mBreeze Airways
Deal found 9/15$95
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/811:37 amORH - MCO
Nonstop3h 09mJetBlue
Fri 12/127:30 amMCO - ORH
Nonstop2h 47mJetBlue
Deal found 9/15$103
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Tue 9/3012:20 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Wed 10/110:42 amMCO - BOS
Nonstop3h 06mSpirit Airlines
Deal found 9/15$107
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2711:44 amBDL - MCO
Nonstop3h 07mFrontier
Fri 10/319:54 amMCO - BDL
Nonstop2h 47mFrontier
Deal found 9/16$108
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/32:53 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Tue 10/710:24 amMCO - BOS
Nonstop2h 56mSpirit Airlines
Deal found 9/15$108
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:20 pmBOS - MCO
1 stop11h 03mFrontier
Sat 11/85:25 amMCO - BOS
Nonstop3h 03mFrontier
Deal found 9/16$110
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/32:53 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Mon 10/68:37 pmMCO - BOS
1 stop14h 49mSpirit Airlines
Deal found 9/15$112
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/412:20 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Thu 10/910:24 amMCO - BOS
Nonstop2h 56mSpirit Airlines
Deal found 9/16$113

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Orlando that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Massachusetts to Orlando that are best for you.

Fly from

Massachusetts

Fly to

Orlando

Route

Depart

Return

Price

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 10/20

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Fri 10/24

5:41 pm-9:48 pm

1 stop4h 07m

$102

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Wed 1/21

8:05 am-11:34 am

Nonstop3h 29m

Orlando

Sun 1/25

7:48 pm-11:56 pm

1 stop4h 08m

$119

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Tue 10/7

1:37 pm-4:40 pm

Nonstop3h 03m

Orlando

Thu 10/16

9:53 am-12:42 pm

Nonstop2h 49m

$123

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 9/29

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Wed 10/1

12:01 pm-2:49 pm

Nonstop2h 48m

$126

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Fri 10/31

11:57 am-3:06 pm

Nonstop3h 09m

Orlando

Thu 11/6

8:20 am-11:10 am

Nonstop2h 50m

$133

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Fri 10/31

11:57 am-3:06 pm

Nonstop3h 09m

Orlando

Wed 11/5

8:20 am-11:10 am

Nonstop2h 50m

$133

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Fri 10/3

12:35 pm-5:01 pm

1 stop4h 26m

Orlando

Fri 10/10

5:41 pm-9:48 pm

1 stop4h 07m

$135

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 11/10

6:00 am-9:00 am

Nonstop3h 00m

Orlando

Thu 11/13

7:20 am-10:08 am

Nonstop2h 48m

$137

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Tue 11/4

11:57 am-3:06 pm

Nonstop3h 09m

Orlando

Wed 11/12

8:20 am-11:10 am

Nonstop2h 50m

$143

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Mon 11/3

11:57 am-3:06 pm

Nonstop3h 09m

Orlando

Wed 11/12

8:20 am-11:10 am

Nonstop2h 50m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Orlando

What is the cheapest month to book a flight from Massachusetts to Orlando?

Currently, May is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $206). Flying from Massachusetts to Orlando in November is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Massachusetts to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Massachusetts to Orlando, 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 Massachusetts to Orlando

Explore weekly flight availability from Massachusetts to Orlando. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 17, 2025.

The most flights from USMA to ORL are scheduled on a Monday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Massachusetts to Orlando?

    Breeze Airways, JetBlue, and Delta can get you from Massachusetts to Orlando in just under 3h 03m. Your travel time can differ by up to 1h 20m. The distance between Massachusetts and Orlando is about 1091 mi. This flight may include one or multiple stops.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $59. Users have also found prices from $59 and $70 on JetBlue and Spirit Airlines, respectively.

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

    When deciding which route to take from Massachusetts to Orlando consider Boston Logan Intl - Orlando, Hartford Bradley Intl - Orlando or Albany Intl - Orlando as they are the most popular.

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

    Consider Spirit Airlines (86%), Air France (83%) or JetBlue (79%) when booking your flight. These represent the most reliable airlines when flying from Massachusetts to Orlando.

  • What are the cheapest flights from Massachusetts to Orlando?

    While on average a flight from Massachusetts to Orlando is generally $403, our data shows the cheapest flight currently is $56. When looking at the most popular route, (Boston Logan Intl - Orlando), you can expect to pay $90 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts to Orlando 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 Massachusetts to Orlando?

    Currently, May is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $206). Flying from Massachusetts to Orlando in November is currently the most expensive (average of $289). 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.

See more FAQs

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Alternative routes for Massachusetts to Orlando

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Top 9 airlines flying from Massachusetts to Orlando

Discover the top 9 airlines that operate flights from Massachusetts to Orlando. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$49Average$154FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$51Average$176FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$65Average$208FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$107Average$286FlexibilityNo cancel feeOn-time88%
DeltaCheapest$152Average$366FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$156Average$323FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$198Average$345FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$217Average$412FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$238Average$418FlexibilityNo cancel feeOn-time69%

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