HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Orlando

$69+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORL
Jun 10 — Jun 171
Wed 6/10
Wed 6/17
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Orlando with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 May 11, 2026.

This Frontier deal was found by Cheapflights users on 5/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:07 am
BOS
-
MCO
Nonstop3h 23m
Frontier
Wed 5/206:00 am
MCO
-
BOS
Nonstop3h 12m
Frontier
Deal found 5/6$144
This deal was found by Cheapflights users on 5/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:00 pm
BOS
-
MCO
1 stop5h 13m
Frontier
Sat 10/107:00 am
MCO
-
BOS
Nonstop3h 09m
Frontier
Deal found 5/8$150
This Super.com deal was found by Cheapflights users on 5/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:05 am
BOS
-
MCO
Nonstop3h 34m
Frontier
Mon 7/137:00 am
MCO
-
BOS
Nonstop3h 09m
Frontier
Deal found 5/6$152
This Frontier deal was found by Cheapflights users on 5/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:05 am
BOS
-
MCO
Nonstop3h 34m
Frontier
Sun 7/127:00 am
MCO
-
BOS
Nonstop3h 09m
Frontier
Deal found 5/6$153
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 6/38:44 am
BOS
-
MCO
1 stop7h 28m
Frontier
Wed 6/107:53 am
MCO
-
BOS
1 stop17h 34m
Frontier
Deal found 5/10$154
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/38:44 am
BOS
-
MCO
1 stop7h 28m
Frontier
Tue 6/97:25 am
MCO
-
BOS
1 stop27h 40m
Frontier
Deal found 5/9$156
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 6/38:44 am
BOS
-
MCO
1 stop7h 28m
Multiple Airlines
Tue 6/98:00 am
MCO
-
BOS
1 stop27h 05m
Multiple Airlines
Deal found 5/10$157
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/29:12 am
BOS
-
MCO
1 stop12h 35m
Frontier
Tue 6/97:25 am
MCO
-
BOS
1 stop27h 40m
Frontier
Deal found 5/9$159
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:05 am
BOS
-
MCO
Nonstop3h 34m
Frontier
Mon 7/137:00 am
MCO
-
BOS
Nonstop3h 09m
Frontier
Deal found 5/7$161
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 10/159:52 am
ALB
-
SFB
Nonstop2h 50m
Allegiant Air
Sun 10/187:25 am
SFB
-
ALB
Nonstop2h 37m
Allegiant Air
Deal found 5/9$161
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Tue 8/411:05 am
BOS
-
MCO
Nonstop3h 34m
Frontier
Fri 8/142:14 pm
MCO
-
BOS
1 stop20h 55m
Frontier
Deal found 5/6$166
This Breeze Airways deal was found by Cheapflights users on 5/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:32 pm
BDL
-
MCO
1 stop4h 27m
Breeze Airways
Sat 6/61:29 pm
MCO
-
BDL
1 stop5h 23m
Breeze Airways
Deal found 5/8$167

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 May 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$150

One-way from

$69
(CheapOair)

Popular in

April

Cheapest in

January

Average price

$247

Good round-trip deal

$192 or less

Good one-way deal

$119 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. 9% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 11, 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

Thu 10/15

9:52 am-12:42 pm

Nonstop2h 50m

Orlando Sanford Intl

Sun 10/18

7:25 am-10:02 am

Nonstop2h 37m

$161

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 6/18

8:35 pm-11:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Sun 6/21

4:56 pm-7:45 pm

Nonstop2h 49m

$167

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 6/4

8:35 pm-11:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Sun 6/21

4:56 pm-7:45 pm

Nonstop2h 49m

$167

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 6/21

8:35 pm-11:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Sun 6/28

4:56 pm-7:45 pm

Nonstop2h 49m

$172

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 6/18

8:35 pm-11:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Thu 6/25

4:56 pm-7:45 pm

Nonstop2h 49m

$179

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 6/18

8:35 pm-11:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Thu 6/25

12:18 pm-7:44 pm

1 stop7h 26m

$183

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 5/31

8:38 pm-11:34 pm

Nonstop2h 56m

Orlando Sanford Intl

Thu 6/4

4:56 pm-7:45 pm

Nonstop2h 49m

$185

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 6/4

8:35 pm-11:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Sun 6/7

12:18 pm-7:09 pm

1 stop6h 51m

$198

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 6/4

8:35 pm-11:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Sun 6/21

12:18 pm-7:44 pm

1 stop7h 26m

$203

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 6/14

8:35 pm-11:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Thu 6/18

12:18 pm-7:44 pm

1 stop7h 26m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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

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 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 $217). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $333). 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 May 11, 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 24% 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 May 9, 2026.

Travelers seeking maximum savings on their Massachusetts to Orlando flight should consider departing on Thursday at noon when fares are most often at their lowest. Sunday evenings 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 May 11, 2026.

The most flights from USMA to ORL are scheduled on a Friday (42 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (19 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 JetBlue can get you from Massachusetts to Orlando in just under 2h 50m. Your travel time can differ by up to 1h 38m. 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 Volaris (90%), EL AL (86%) or Delta (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 $658, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Boston Logan Intl - Orlando), you can expect to pay $75 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 $217). Flying from Massachusetts to Orlando in April is currently the most expensive (average of $333). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Miami flights
LaGuardia to Orlando flights
LaGuardia to Fort Lauderdale flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Orlando flights
Newark to Miami flights
Dallas/Fort Worth to Orlando flights
Atlanta to Miami flights
O'Hare Intl to Orlando flights
John F Kennedy Intl to West Palm Beach flights
Dallas/Fort Worth to Miami flights
Philadelphia to Orlando flights
Philadelphia to Fort Lauderdale flights
O'Hare Intl to Miami flights
Philadelphia to Miami flights
Boston to Orlando flights
Newark to Tampa flights
Baltimore to Orlando flights
Reagan-National to Miami flights
Baltimore to Miami flights
Dallas/Fort Worth to Fort Lauderdale flights
Boston to Miami flights
Dulles Intl to Orlando flights
Detroit to Orlando flights
Newark to West Palm Beach flights
Hobby to Miami flights
Baltimore to Fort Lauderdale flights
Los Angeles to Miami flights
Dulles Intl to Miami flights
Hobby to Orlando flights
Reagan-National to Orlando flights
Los Angeles to Orlando flights
O'Hare Intl to Fort Lauderdale flights
Atlanta to Fort Lauderdale flights
Dulles Intl to Fort Lauderdale flights
John F Kennedy Intl to Tampa flights
LaGuardia to West Palm Beach flights
LaGuardia to Tampa flights
Boston to Fort Lauderdale flights
George Bush Intcntl to Miami flights
O'Hare Intl to Tampa flights
White Plains to Orlando flights
Atlanta to Orlando flights
Dulles Intl to Tampa flights
Cleveland to Orlando flights
Denver to Orlando flights
Hobby to Fort Lauderdale flights

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 May 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$59Average$155FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$61Average$199FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$210FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$107Average$364FlexibilityNo cancel feeOn-time88%
DeltaCheapest$131Average$304FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$142Average$316FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$174Average$331FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$186Average$316FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$189Average$381FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.