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$50+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
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 January 6, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$79
(Kiwi.com)

One-way from

$50
(Frontier)

Popular in

November

Cheapest in

March

Average price

$190

Good round-trip deal

$156 or less

Good one-way deal

$90 or less
Provider with most accurate pricing for Boston Logan Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Orlando (ORL) flights.
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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. 10% potential increase in price ($28 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 January 2026
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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 January 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/97:13 pmBDL - MCO
1 stop4h 34mMultiple Airlines
Tue 2/108:30 amMCO - BDL
Nonstop2h 54mMultiple Airlines
Deal found 1/5$79
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/21:56 pmBDL - MCO
1 stop4h 27mMultiple Airlines
Thu 2/122:05 pmMCO - BDL
Nonstop2h 50mMultiple Airlines
Deal found 1/5$80
This Frontier deal was found by Cheapflights users on 1/5. 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 2/58:31 pmBDL - MCO
Nonstop3h 13mFrontier
Sat 2/145:24 pmMCO - BDL
Nonstop2h 51mFrontier
Deal found 1/5$81
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 3/288:08 pmBDL - MCO
Nonstop3h 14mFrontier
Sat 4/46:00 amMCO - BDL
Nonstop2h 50mFrontier
Deal found 1/6$82
This Priceline deal was found by Cheapflights users on 1/5. 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 1/237:13 pmBDL - MCO
1 stop4h 34mMultiple Airlines
Thu 1/294:43 pmMCO - BDL
Nonstop2h 53mMultiple Airlines
Deal found 1/5$83
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 1/213:43 pmBOS - MCO
Nonstop3h 26mSpirit Airlines
Wed 1/2811:37 amMCO - BOS
Nonstop3h 01mSpirit Airlines
Deal found 1/5$83
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/21:56 pmBDL - MCO
1 stop4h 27mBreeze Airways
Thu 2/127:48 pmMCO - BDL
1 stop4h 08mBreeze Airways
Deal found 1/5$84
This Super.com deal was found by Cheapflights users on 1/5. 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.
Tue 1/133:43 pmBOS - MCO
Nonstop3h 26mSpirit Airlines
Sat 1/1711:37 amMCO - BOS
Nonstop3h 01mSpirit Airlines
Deal found 1/5$84
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/78:01 pmBDL - MCO
Nonstop3h 14mMultiple Airlines
Thu 2/127:48 pmMCO - BDL
1 stop4h 08mMultiple Airlines
Deal found 1/5$85
This Kiwi.com deal was found by Cheapflights users on 1/3. 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.
Sun 2/13:43 pmBOS - MCO
Nonstop3h 26mSpirit Airlines
Mon 2/211:37 amMCO - BOS
Nonstop3h 01mSpirit Airlines
Deal found 1/3$85
This CheapOair deal was found by Cheapflights users on 1/6. 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 1/133:43 pmBOS - MCO
Nonstop3h 26mSpirit Airlines
Thu 1/158:20 pmMCO - BOS
Nonstop2h 59mSpirit Airlines
Deal found 1/6$86
This Super.com deal was found by Cheapflights users on 1/5. 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 3/128:08 pmBDL - MCO
Nonstop3h 14mFrontier
Fri 3/204:20 pmMCO - BDL
Nonstop2h 53mFrontier
Deal found 1/5$87

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 January 6, 2026.
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 2/2

7:13 pm-11:47 pm

1 stop4h 34m

Orlando

Tue 2/3

8:00 am-6:11 pm

1 stop10h 11m

$118

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 2/22

7:23 pm-10:31 pm

Nonstop3h 08m

Orlando Sanford Intl

Thu 3/5

3:23 pm-6:03 pm

Nonstop2h 40m

$140

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 3/26

7:21 pm-10:13 pm

Nonstop2h 52m

Orlando Sanford Intl

Sat 4/4

8:30 am-11:15 am

Nonstop2h 45m

$142

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 1/22

9:31 am-12:41 pm

Nonstop3h 10m

Orlando Sanford Intl

Thu 1/29

6:00 am-8:41 am

Nonstop2h 41m

$144

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 1/29

9:31 am-12:41 pm

Nonstop3h 10m

Orlando Sanford Intl

Sun 2/1

6:00 am-8:41 am

Nonstop2h 41m

$144

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Wed 1/21

8:05 am-11:34 am

Nonstop3h 29m

Orlando

Fri 1/23

7:03 pm-11:16 pm

1 stop4h 13m

$146

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Thu 1/22

2:04 pm-7:08 pm

1 stop5h 04m

Orlando

Thu 1/29

7:48 pm-11:56 pm

1 stop4h 08m

$148

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Wed 5/27

6:10 am-9:10 am

Nonstop3h 00m

Orlando

Sat 6/6

9:56 pm-12:51 am

Nonstop2h 55m

$150

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 1/18

9:31 am-12:41 pm

Nonstop3h 10m

Orlando Sanford Intl

Sun 2/1

6:00 am-8:41 am

Nonstop2h 41m

$150

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 2/5

9:36 am-12:46 pm

Nonstop3h 10m

Orlando Sanford Intl

Sun 2/8

6:00 am-8:41 am

Nonstop2h 41m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

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, March is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $54). Flying from Massachusetts to Orlando in June is currently the most expensive (average of $117). 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 January 6, 2026.

A simple way to save on the total cost of your ticket is to fly from Massachusetts to Orlando in the evening. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Massachusetts to Orlando?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Orlando. Price data was last updated on January 3, 2026.

Travelers seeking maximum savings on their Massachusetts to Orlando flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 January 6, 2026.

The most flights from USMA to ORL are scheduled on a Tuesday (48 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 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, Allegiant Air, and JetBlue can get you from Massachusetts to Orlando in just under 3h 08m. Your travel time can differ by up to 1h 26m. The distance between Massachusetts and Orlando is about 1050 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 Frontier. According to our data, you can fly for as low as $32. Users have also found prices from $32 and $54 on Spirit Airlines and Breeze Airways, 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 Aeromexico (80%), Virgin Atlantic (74%) or Korean Air (71%) 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 $469, our data shows the cheapest flight currently is $40. When looking at the most popular route, (Boston Logan Intl - Orlando), you can expect to pay $64 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, March is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $54). Flying from Massachusetts to Orlando in June is currently the most expensive (average of $117). 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 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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$51Average$172FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$53Average$165FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$65Average$224FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$107Average$286FlexibilityNo cancel feeOn-time88%
DeltaCheapest$139Average$362FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$143Average$307FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$157Average$339FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$320FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$197Average$390FlexibilityNo cancel feeOn-time63%

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