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$86+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
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 July 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/2212:27 pm
BDL
-
MCO
Nonstop3h 03m
Multiple Airlines
Tue 8/2511:55 am
MCO
-
BDL
Nonstop2h 55m
Multiple Airlines
Deal found 7/21$166
This CheapOair deal was found by Cheapflights users on 7/20. 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.
Thu 10/110:27 am
ALB
-
SFB
Nonstop2h 50m
Allegiant Air
Sun 10/48:05 am
SFB
-
ALB
Nonstop2h 37m
Allegiant Air
Deal found 7/20$166
This Kiwi.com deal was found by Cheapflights users on 7/18. 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.
Sat 8/228:00 am
BDL
-
MCO
Nonstop3h 00m
Breeze Airways
Wed 8/2611:40 am
MCO
-
BDL
Nonstop2h 55m
Breeze Airways
Deal found 7/18$167
This Cheapflightsfares deal was found by Cheapflights users on 7/20. 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.
Thu 11/510:32 am
ALB
-
SFB
Nonstop2h 55m
Allegiant Air
Sun 11/87:05 am
SFB
-
ALB
Nonstop2h 42m
Allegiant Air
Deal found 7/20$167
This Frontier deal was found by Cheapflights users on 7/19. 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.
Sat 8/2212:27 pm
BDL
-
MCO
Nonstop3h 03m
Frontier
Sat 8/298:48 am
MCO
-
BDL
Nonstop2h 44m
Frontier
Deal found 7/19$168
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/258:10 am
BDL
-
MCO
1 stop4h 22m
Breeze Airways
Wed 8/267:27 pm
MCO
-
BDL
1 stop4h 32m
Breeze Airways
Deal found 7/21$170
This FlightHub deal was found by Cheapflights users on 7/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:27 pm
BDL
-
MCO
Nonstop3h 03m
Multiple Airlines
Tue 9/11:12 pm
MCO
-
BDL
1 stop4h 15m
Multiple Airlines
Deal found 7/19$171
This Kiwi.com deal was found by Cheapflights users on 7/18. 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.
Thu 10/89:52 am
ALB
-
SFB
Nonstop2h 50m
Allegiant Air
Sun 10/117:25 am
SFB
-
ALB
Nonstop2h 37m
Allegiant Air
Deal found 7/18$171
This Breeze Airways deal was found by Cheapflights users on 7/22. 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 8/317:11 pm
BDL
-
MCO
1 stop4h 30m
Breeze Airways
Sat 9/511:40 am
MCO
-
BDL
Nonstop2h 55m
Breeze Airways
Deal found 7/22$172
This CheapOair deal was found by Cheapflights users on 7/23. 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.
Sat 8/298:00 am
BDL
-
MCO
Nonstop3h 00m
Breeze Airways
Tue 9/111:55 am
MCO
-
BDL
Nonstop2h 55m
Breeze Airways
Deal found 7/23$173
This Trip.com deal was found by Cheapflights users on 7/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:18 pm
ALB
-
SFB
Nonstop2h 55m
Allegiant Air
Sun 8/303:46 pm
SFB
-
ALB
Nonstop2h 42m
Allegiant Air
Deal found 7/19$173
This Expedia deal was found by Cheapflights users on 7/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:27 pm
BDL
-
MCO
Nonstop3h 03m
Multiple Airlines
Wed 9/97:05 am
MCO
-
BDL
1 stop11h 13m
Multiple Airlines
Deal found 7/18$174

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 July 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$166
(Kiwi.com)

One-way from

$86
(CheapOair)

Popular in

April

Cheapest in

January

Average price

$294

Good round-trip deal

$258 or less

Good one-way deal

$139 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. 3% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 23, 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

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 9/3

7:43 pm-10:38 pm

Nonstop2h 55m

Orlando Sanford Intl

Sun 9/6

3:41 pm-6:23 pm

Nonstop2h 42m

$173

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 9/3

7:43 pm-10:38 pm

Nonstop2h 55m

Orlando Sanford Intl

Thu 9/10

3:51 pm-6:33 pm

Nonstop2h 42m

$179

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 9/20

7:23 pm-10:18 pm

Nonstop2h 55m

Orlando Sanford Intl

Thu 10/22

7:10 am-9:47 am

Nonstop2h 37m

$179

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 9/20

7:23 pm-10:18 pm

Nonstop2h 55m

Orlando Sanford Intl

Sun 9/27

3:43 pm-6:25 pm

Nonstop2h 42m

$185

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 11/16

1:04 pm-5:32 pm

1 stop4h 28m

Orlando

Tue 11/24

7:34 pm-10:24 pm

Nonstop2h 50m

$190

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 8/30

7:18 pm-10:13 pm

Nonstop2h 55m

Orlando Sanford Intl

Sun 9/6

3:41 pm-6:23 pm

Nonstop2h 42m

$192
Quickest round-trip

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 10/4

11:32 am-2:22 pm

Nonstop2h 50m

Orlando Sanford Intl

Sun 10/11

7:25 am-10:02 am

Nonstop2h 37m

$193

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 8/30

7:18 pm-10:13 pm

Nonstop2h 55m

Orlando Sanford Intl

Thu 9/3

4:11 pm-6:53 pm

Nonstop2h 42m

$197

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Tue 8/18

6:00 am-9:00 am

Nonstop3h 00m

Orlando

Tue 8/25

11:55 am-2:50 pm

Nonstop2h 55m

$198

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 10/4

11:32 am-2:22 pm

Nonstop2h 50m

Orlando Sanford Intl

Thu 10/8

6:25 am-9:02 am

Nonstop2h 37m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/18

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 $212). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $368). 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 July 23, 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 25% on your trip compared to booking a flight in the afternoon.

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 July 23, 2026.

The most flights from USMA to ORL are scheduled on a Thursday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 on average).

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

Airfare is below average for this route at the moment.
Massachusetts to Orlando flights typically cost between $198 and $359 in September.
The cheapest round-trip price found within the last 5 days was $178 on Frontier (Sep 12-Sep 19).

How far ahead should I book a flight from Massachusetts to Orlando?

Booking 29 days in advance of your planned departure date is, on average, the best time to get cheap flights from Massachusetts to Orlando. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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 July 18, 2026.

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

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 55m. Your travel time can differ by up to 5h 17m. 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 $41. Users have also found prices from $53 and $56 on Allegiant Air 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 Frontier (95%), Volaris (95%) or American Airlines (93%) 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 $680, our data shows the cheapest flight currently is $80. When looking at the most popular route, (Boston Logan Intl - Orlando), you can expect to pay $147 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 $212). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $368). 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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Denver to Orlando flights

Top 7 airlines flying from Massachusetts to Orlando

Discover the top 7 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 July 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$61Average$172FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$65Average$215FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$88Average$298FlexibilityNo cancel feeOn-time62%
DeltaCheapest$134Average$317FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$174Average$335FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$316FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$197Average$382FlexibilityNo cancel feeOn-time63%

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