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$68+ 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 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
mai 9 — mai 161
sam. 5/9
sam. 5/16
1 adult, Economy
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Cheap 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 avril 9, 2026.

This Breeze Airways deal was found by Cheapflights users on 4/6. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/186:57 pm
BDL
-
MCO
1 stop4h 30m
Breeze Airways
mer. 5/279:56 pm
MCO
-
BDL
Nonstop2h 55m
Breeze Airways
Deal found 4/6$138
This Expedia deal was found by Cheapflights users on 4/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/271:56 pm
BDL
-
MCO
1 stop4h 27m
Multiple Airlines
mer. 4/2911:10 pm
MCO
-
BDL
1 stop29h 55m
Multiple Airlines
Deal found 4/6$140
This Breeze Airways deal was found by Cheapflights users on 4/7. 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.
dim. 5/32:04 pm
BDL
-
MCO
1 stop5h 04m
Breeze Airways
jeu. 5/76:56 pm
MCO
-
BDL
1 stop4h 15m
Breeze Airways
Deal found 4/7$141
This Expedia deal was found by Cheapflights users on 4/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 6/55:40 pm
BDL
-
MCO
Nonstop3h 01m
Multiple Airlines
dim. 6/77:45 pm
MCO
-
BDL
Nonstop2h 53m
Multiple Airlines
Deal found 4/6$142
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
lun. 5/41:56 pm
BDL
-
MCO
1 stop4h 27m
Breeze Airways
mer. 5/67:27 pm
MCO
-
BDL
1 stop4h 32m
Breeze Airways
Deal found 4/8$143
This Frontier deal was found by Cheapflights users on 4/5. 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.
ven. 4/248:42 pm
BDL
-
MCO
Nonstop3h 09m
Frontier
ven. 5/19:00 am
MCO
-
BDL
1 stop7h 21m
Frontier
Deal found 4/5$144
This Super.com deal was found by Cheapflights users on 4/7. 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.
lun. 4/208:50 pm
BDL
-
MCO
Nonstop3h 09m
Frontier
jeu. 4/309:50 am
MCO
-
BDL
Nonstop2h 53m
Frontier
Deal found 4/7$145
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
mer. 5/69:20 am
BOS
-
MCO
Nonstop3h 09m
Multiple Airlines
mer. 5/136:00 am
MCO
-
BOS
Nonstop3h 12m
Multiple Airlines
Deal found 4/4$145
This Expedia deal was found by Cheapflights users on 4/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/11:56 pm
BDL
-
MCO
1 stop4h 27m
Multiple Airlines
lun. 5/411:10 pm
MCO
-
BDL
1 stop30h 00m
Multiple Airlines
Deal found 4/8$146
This Kiwi.com deal was found by Cheapflights users on 4/4. 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.
mer. 6/312:01 pm
BOS
-
MCO
1 stop9h 46m
Multiple Airlines
sam. 6/66:36 pm
MCO
-
BOS
Nonstop3h 06m
Multiple Airlines
Deal found 4/4$146
This CheapOair deal was found by Cheapflights users on 4/6. 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.
sam. 5/25:42 pm
BDL
-
MCO
Nonstop3h 08m
Multiple Airlines
sam. 5/169:59 am
MCO
-
BDL
Nonstop2h 50m
Multiple Airlines
Deal found 4/6$147
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
lun. 4/275:45 am
BOS
-
MCO
1 stop6h 30m
Multiple Airlines
mer. 5/65:10 pm
MCO
-
BOS
1 stop8h 14m
Multiple Airlines
Deal found 4/6$147

Find flight deals from Massachusetts to Orlando

Keep the following information in mind while searching for Massachusetts to Orlando flight deals. Data was last updated avril 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$138
(Breeze Airways)

One-way from

$68
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$322

Good round-trip deal

$256 or less

Good one-way deal

$115 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
Highest demand for flights based on searches. 7% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 avril 9, 2026.
Use the filters below to find and compare flights from Massachusetts to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

jeu. 4/30

6:41 pm-9:34 pm

Nonstop2h 53m

Orlando Sanford Intl

dim. 5/3

3:06 pm-5:51 pm

Nonstop2h 45m

$178

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

jeu. 5/21

8:38 pm-11:34 pm

Nonstop2h 56m

Orlando Sanford Intl

dim. 5/31

5:04 pm-7:48 pm

Nonstop2h 44m

$179

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

jeu. 4/30

6:41 pm-9:34 pm

Nonstop2h 53m

Orlando Sanford Intl

dim. 5/3

1:44 pm-7:09 pm

1 stop5h 25m

$184

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

jeu. 4/30

6:41 pm-9:34 pm

Nonstop2h 53m

Orlando Sanford Intl

jeu. 5/7

1:44 pm-7:09 pm

1 stop5h 25m

$187

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

jeu. 5/14

6:41 pm-9:34 pm

Nonstop2h 53m

Orlando Sanford Intl

dim. 5/17

3:06 pm-5:51 pm

Nonstop2h 45m

$191

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

mer. 6/10

6:10 am-9:10 am

Nonstop3h 00m

Orlando

lun. 7/13

6:32 pm-10:49 pm

1 stop4h 17m

$198

West TisburyOrlando

MVY - MCO

MVYMCO

West Tisbury Martha's Vineyard

mer. 6/3

12:04 pm-6:42 pm

1 stop6h 38m

Orlando

mar. 6/9

6:00 am-12:38 pm

1 stop6h 38m

$198

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

mer. 5/13

2:07 pm-9:49 pm

1 stop7h 42m

Orlando

mer. 5/20

5:30 am-10:47 am

1 stop5h 17m

$199

AlbanyOrlando

ALB - MCO

ALBMCO

Albany Intl

sam. 5/23

5:30 am-8:25 am

Nonstop2h 55m

Orlando

jeu. 5/28

7:35 pm-10:20 pm

Nonstop2h 45m

$207

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

mer. 4/29

5:24 pm-10:40 pm

1 stop5h 16m

Orlando

mar. 5/5

8:50 am-4:43 pm

1 stop7h 53m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 60 resultsSorted by cheapest first
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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, January is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $68). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $133). 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 avril 9, 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 15% 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 April 4, 2026.

Travelers seeking maximum savings on their Massachusetts to Orlando flight should consider departing on Tuesday afternoons 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 avril 9, 2026.

The most flights from USMA to ORL are scheduled on a Thursday (53 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (3 on average).

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

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?

    Allegiant Air, Breeze Airways, and Delta can get you from Massachusetts to Orlando in just under 2h 53m. Your travel time can differ by up to 3h 45m. 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 Allegiant Air. According to our data, you can fly for as low as $38. Users have also found prices from $39 and $45 on Frontier 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 EL AL (89%), KLM (86%) or Aeromexico (83%) 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 $574, our data shows the cheapest flight currently is $79. When looking at the most popular route, (Boston Logan Intl - Orlando), you can expect to pay $83 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, January is the cheapest month in which you can book a flight from Massachusetts to Orlando (average of $68). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $133). 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Massachusetts to Orlando

Discover the top 8 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 avril 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$51Average$139FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$62Average$188FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$208FlexibilityNo cancel feeOn-time65%
DeltaCheapest$132Average$305FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$138Average$318FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$174Average$327FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$323FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$189Average$380FlexibilityNo cancel feeOn-time63%

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