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$54+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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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 November 19, 2025.

This Priceline deal was found by Cheapflights users on 11/18. 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 12/178:05 amBDL - MCO
Nonstop3h 16mMultiple Airlines
Thu 12/254:27 pmMCO - BDL
Nonstop2h 50mMultiple Airlines
Deal found 11/18$96
This Super.com deal was found by Cheapflights users on 11/18. 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.
Mon 12/152:07 pmBDL - MCO
Nonstop3h 15mFrontier
Sun 12/214:09 pmMCO - BDL
Nonstop2h 50mFrontier
Deal found 11/18$97
This CheapOair deal was found by Cheapflights users on 11/19. 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.
Sun 12/72:03 pmBDL - MCO
Nonstop3h 15mFrontier
Fri 12/125:30 amMCO - BDL
1 stop5h 38mFrontier
Deal found 11/19$98
This Breeze Airways deal was found by Cheapflights users on 11/18. 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 12/151:30 pmBDL - MCO
1 stop4h 26mBreeze Airways
Wed 12/1712:01 pmMCO - BDL
Nonstop2h 48mBreeze Airways
Deal found 11/18$99
This CheapOair deal was found by Cheapflights users on 11/19. 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.
Sun 12/142:03 pmBDL - MCO
Nonstop3h 15mFrontier
Thu 12/184:27 pmMCO - BDL
Nonstop2h 50mFrontier
Deal found 11/19$101
This Priceline deal was found by Cheapflights users on 11/17. 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 12/152:07 pmBDL - MCO
Nonstop3h 15mMultiple Airlines
Fri 12/196:36 pmMCO - BDL
1 stop4h 07mMultiple Airlines
Deal found 11/17$102
This Breeze Airways deal was found by Cheapflights users on 11/17. 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.
Sun 12/142:01 pmBDL - MCO
1 stop4h 21mBreeze Airways
Thu 12/187:02 pmMCO - BDL
1 stop4h 00mBreeze Airways
Deal found 11/17$103
This Priceline deal was found by Cheapflights users on 11/18. 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.
Sun 12/72:03 pmBDL - MCO
Nonstop3h 15mMultiple Airlines
Mon 12/85:44 pmMCO - BDL
1 stop6h 07mMultiple Airlines
Deal found 11/18$104
This Frontier deal was found by Cheapflights users on 11/19. 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.
Sun 12/72:03 pmBDL - MCO
Nonstop3h 15mFrontier
Sun 12/1410:14 amMCO - BDL
Nonstop2h 54mFrontier
Deal found 11/19$105
This Priceline deal was found by Cheapflights users on 11/18. 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 12/86:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Fri 12/126:36 pmMCO - BDL
1 stop4h 07mBreeze Airways
Deal found 11/18$108
This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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 12/3110:56 amBOS - MCO
Nonstop3h 17mSpirit Airlines
Wed 1/78:33 amMCO - BOS
Nonstop3h 01mSpirit Airlines
Deal found 11/19$113
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/110:59 amBOS - MCO
Nonstop3h 25mMultiple Airlines
Thu 12/47:00 amMCO - BOS
Nonstop3h 03mMultiple Airlines
Deal found 11/18$115

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 November 19, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$96
(Priceline)

One-way from

$54
(CheapOair)

Popular in

April

Cheapest in

March

Average price

$257

Good round-trip deal

$231 or less

Good one-way deal

$101 or less
Provider with most accurate pricing for Boston Logan Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Orlando (ORL) flights.
Search Deals
From Massachusetts to Orlando (ORL)
Search Deals
One-way flight from Massachusetts to Orlando (ORL)
Search Deals
High demand for flights, 4% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 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 Massachusetts to Orlando (ORL).
Search Deals
Price to beat on a one-way flight from Massachusetts to Orlando (ORL).
Search Deals

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 November 19, 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 1/5

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Thu 1/8

7:48 pm-11:56 pm

1 stop4h 08m

$119

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 12/15

1:30 pm-5:56 pm

1 stop4h 26m

Orlando

Mon 12/22

6:36 pm-10:43 pm

1 stop4h 07m

$122

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 1/14

7:30 pm-10:55 pm

Nonstop3h 25m

Orlando

Sun 1/18

6:00 am-8:58 am

Nonstop2h 58m

$127

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 1/14

7:30 pm-10:55 pm

Nonstop3h 25m

Orlando

Fri 1/16

7:25 am-10:25 am

Nonstop3h 00m

$127

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 12/13

8:05 am-11:21 am

Nonstop3h 16m

Orlando

Wed 12/17

12:01 pm-2:49 pm

Nonstop2h 48m

$128

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Mon 12/8

3:17 pm-6:44 pm

Nonstop3h 27m

Orlando

Tue 12/16

7:49 pm-10:52 pm

Nonstop3h 03m

$137

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 2/10

7:30 pm-10:55 pm

Nonstop3h 25m

Orlando

Tue 2/24

6:15 am-9:13 am

Nonstop2h 58m

$142

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 12/24

9:00 am-12:28 pm

Nonstop3h 28m

Orlando

Sat 1/3

7:00 am-10:00 am

Nonstop3h 00m

$142

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 1/14

6:00 pm-9:29 pm

Nonstop3h 29m

Orlando

Tue 1/20

6:00 am-8:58 am

Nonstop2h 58m

$142

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 12/13

6:25 pm-11:47 pm

1 stop5h 22m

Orlando

Tue 12/16

11:17 am-4:11 pm

1 stop4h 54m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

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 $55). Flying from Massachusetts to Orlando in June is currently the most expensive (average of $118). 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 November 19, 2025.

A simple way to save on the total cost of your ticket is to fly from Massachusetts to Orlando in the afternoon. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight in the morning.

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 December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Orlando flight should consider departing on Wednesday afternoons 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 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 November 19, 2025.

The most flights from USMA to ORL are scheduled on a Tuesday (49 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 25m. Your travel time can differ by up to 58m. The distance between Massachusetts and Orlando is about 1121 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 $62. Users have also found prices from $64 and $69 on Delta and Southwest, 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 (87%), Icelandair (77%) or JetBlue (74%) 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 $504, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Boston Logan Intl - Orlando), you can expect to pay $48 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 $55). Flying from Massachusetts to Orlando in June is currently the most expensive (average of $118). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$51Average$163FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$51Average$170FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$68Average$204FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$107Average$245FlexibilityNo cancel feeOn-time88%
DeltaCheapest$154Average$313FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$155Average$316FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$157Average$327FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$193Average$321FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$197Average$393FlexibilityNo cancel feeOn-time63%

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