Orlando

$118+ Cheap flights from Massachusetts to Orlando (ORL)

BOS — ORL
Dec 10 — Dec 171
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Cheap flight deals from Massachusetts to Orlando

Cheapest flights from Massachusetts to Orlando

Tue 12/14:08 pm -
1 stop6h 47m
Tue 12/88:00 am -
1 stop7h 07m
Deal found 11/9$194
Tue 12/84:08 pm -
2 stops8h 32m
Tue 12/158:00 am -
1 stop7h 07m
Deal found 11/9$204
Wed 12/28:15 pm -
Nonstop3h 28m
Sat 12/57:01 am -
Nonstop3h 12m
Deal found 11/5$234
Mon 11/2311:06 am -
Nonstop3h 29m
Sat 12/57:01 am -
Nonstop3h 12m
Deal found 11/5$235
Mon 12/1411:08 am -
Nonstop3h 44m
Thu 12/176:25 am -
Nonstop3h 05m
Deal found 11/9$236
Thu 12/1710:25 am -
Nonstop3h 43m
Tue 12/228:08 pm -
1 stop11h 35m
Deal found 11/5$237
Fri 12/1111:34 am -
1 stop9h 19m
Wed 12/169:55 pm -
1 stop10h 14m
Deal found 11/5$238
Sat 12/55:40 pm -
Nonstop3h 29m
Fri 12/115:30 am -
1 stop5h 31m
Deal found 11/9$239
Thu 12/178:28 am -
1 stop12h 49m
Sat 12/194:07 pm -
1 stop16h 02m
Deal found 11/5$240
Sun 12/61:10 pm -
1 stop6h 24m
Sat 12/127:08 am -
Nonstop2h 56m
Deal found 11/5$241
Thu 12/1011:08 am -
Nonstop3h 44m
Thu 12/176:25 am -
Nonstop3h 05m
Deal found 11/5$243
Mon 12/75:27 am -
1 stop5h 49m
Wed 12/96:00 am -
Nonstop3h 02m
Deal found 11/5$244

Find flight deals from Massachusetts to Orlando

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$194
(Delta)

One-way from

$118
(Cheapflightsfares)

Popular in

November

Cheapest in

January

Average price

$362

Good round-trip deal

$311 or less

Good one-way deal

$104 or less
Provider with most accurate pricing for Boston Logan Intl-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Orlando (ORL) flights.
From Massachusetts to Orlando (ORL)
One-way flight from Massachusetts to Orlando (ORL)
Highest demand for flights based on searches. 9% potential increase in price ($34 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Massachusetts to Orlando (ORL).
Price to beat on a one-way flight from Massachusetts to Orlando (ORL).

Cheapflights Fare Finder

 
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

BostonOrlando

BOS Boston Logan Intl - MCO Orlando

BOSMCO

Boston Logan Intl

Fri 1/29

8:10 am-2:32 pm

1 stop6h 22m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$135

BostonOrlando

BOS Boston Logan Intl - MCO Orlando

BOSMCO

Boston Logan Intl

Mon 11/23

4:20 pm-10:19 pm

1 stop5h 59m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$159

BostonOrlando

BOS Boston Logan Intl - MCO Orlando

BOSMCO

Boston Logan Intl

Mon 1/25

9:09 am-5:03 pm

1 stop7h 54m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$160

BostonOrlando

BOS Boston Logan Intl - SFB Orlando Sanford Intl

BOSSFB

Boston Logan Intl

Sun 12/6

10:31 am-11:25 pm

2 stops36h 54m

Orlando Sanford Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$165

BostonOrlando

BOS Boston Logan Intl - MCO Orlando

BOSMCO

Boston Logan Intl

Tue 2/9

10:35 am-9:45 pm

2 stops11h 10m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$165

BostonOrlando

BOS Boston Logan Intl - MCO Orlando

BOSMCO

Boston Logan Intl

Sun 1/24

6:00 am-5:47 pm

2 stops11h 47m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$165

WorcesterOrlando

ORH Worcester - MCO Orlando

ORHMCO

Worcester

Sat 11/21

4:30 pm-10:19 pm

1 stop5h 49m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$178

WorcesterOrlando

ORH Worcester - MCO Orlando

ORHMCO

Worcester

Mon 11/23

4:30 pm-10:19 pm

1 stop5h 49m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$178

BostonOrlando

BOS Boston Logan Intl - MCO Orlando

BOSMCO

Boston Logan Intl

Tue 12/1

5:10 am-2:50 pm

2 stops9h 40m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$179

BostonOrlando

BOS Boston Logan Intl - MCO Orlando

BOSMCO

Boston Logan Intl

Thu 12/17

11:45 am-6:40 pm

2 stops6h 55m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 59 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

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 $248). Flying from Massachusetts to Orlando in November is currently the most expensive (average of $401). 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?

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 32% on your trip compared to booking a flight in the morning.

Weekly flight availability from Massachusetts to Orlando

The most flights from USMA to ORL are scheduled on a Sunday (49 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (24 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 $285 and $484 in December.
The cheapest round-trip price found within the last 5 days was $234 on Multiple Airlines (Dec 2-Dec 5).

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

Booking 23 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?

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

Related info for your journey

  • How long is the flight from Massachusetts to Orlando?

    Delta, Southwest, and Allegiant Air can get you from Massachusetts to Orlando in just under 6h 47m. Your travel time can differ by up to 21h 42m. 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 Frontier. According to our data, you can fly for as low as $48. Users have also found prices from $56 and $81 on Breeze Airways and JetBlue, respectively.

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

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

    Consider American Airlines (91%), Air France (89%) or Azul (81%) 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 $589, our data shows the cheapest flight currently is $123. When looking at the most popular route, (Boston Logan Intl - Orlando), you can expect to pay $119 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 $248). Flying from Massachusetts to Orlando in November is currently the most expensive (average of $401). 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

Top 8 airlines flying from Massachusetts to Orlando

AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$61Average$184FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$75Average$251FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$88Average$327FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$99Average$332FlexibilityNo cancel feeOn-time88%
DeltaCheapest$134Average$335FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$174Average$343FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$187Average$379FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$206Average$421FlexibilityNo cancel feeOn-time63%

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