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Walt Disney World

$54+ Cheap flights from Massachusetts to Bay Lake, FL

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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MCO
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap flight deals from Massachusetts to Walt Disney World

Keep the following information in mind while searching for Massachusetts to Walt Disney World flight deals. Data was last updated January 15, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$86
(Super.com)

One-way from

$54
(Cheapflightsfares)

Popular in

November

Cheapest in

March

Average price

$187
Provider with most accurate pricing for Boston Logan Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Orlando (ORL) flights.
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From Massachusetts to Walt Disney World
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One-way flight from Massachusetts to Walt Disney World
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Highest demand for flights based on searches. 10% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Massachusetts to Walt Disney World

Cheapest flights from Massachusetts to Walt Disney World
Explore the most affordable flight options available from Massachusetts to Walt Disney World. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/15. 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 2/97:13 pm
BDL
-
MCO
1 stop4h 34m
Multiple Airlines
Sat 2/148:10 am
MCO
-
BDL
Nonstop2h 54m
Multiple Airlines
Deal found 1/15$86
This Frontier deal was found by Cheapflights users on 1/15. 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 2/219:00 pm
BDL
-
MCO
Nonstop3h 02m
Frontier
Thu 3/57:40 am
MCO
-
BDL
Nonstop2h 57m
Frontier
Deal found 1/15$87
This Frontier deal was found by Cheapflights users on 1/14. 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.
Fri 4/37:50 pm
BDL
-
MCO
Nonstop3h 14m
Frontier
Mon 4/66:00 am
MCO
-
BDL
Nonstop2h 50m
Frontier
Deal found 1/14$88
This Cheapflightsfares deal was found by Cheapflights users on 1/14. 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.
Mon 2/27:00 am
BOS
-
MCO
Nonstop3h 32m
Spirit Airlines
Sat 2/78:20 pm
MCO
-
BOS
Nonstop2h 59m
Spirit Airlines
Deal found 1/14$88
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
Sun 2/88:31 pm
BDL
-
MCO
Nonstop3h 13m
Multiple Airlines
Fri 2/137:03 pm
MCO
-
BDL
1 stop4h 13m
Multiple Airlines
Deal found 1/15$89
This CheapOair deal was found by Cheapflights users on 1/14. 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 2/13:43 pm
BOS
-
MCO
Nonstop3h 26m
Spirit Airlines
Wed 2/48:20 pm
MCO
-
BOS
Nonstop2h 59m
Spirit Airlines
Deal found 1/14$89
This Priceline deal was found by Cheapflights users on 1/15. 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 1/261:56 pm
BDL
-
MCO
1 stop4h 27m
Multiple Airlines
Thu 1/294:43 pm
MCO
-
BDL
Nonstop2h 53m
Multiple Airlines
Deal found 1/15$90
This Cheapflightsfares deal was found by Cheapflights users on 1/14. 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 2/43:43 pm
BOS
-
MCO
Nonstop3h 26m
Spirit Airlines
Wed 2/116:59 pm
MCO
-
BOS
1 stop4h 58m
Spirit Airlines
Deal found 1/14$90
This Priceline deal was found by Cheapflights users on 1/14. 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 1/261:56 pm
BDL
-
MCO
1 stop4h 27m
Multiple Airlines
Tue 2/108:30 am
MCO
-
BDL
Nonstop2h 54m
Multiple Airlines
Deal found 1/14$91
This Cheapflightsfares deal was found by Cheapflights users on 1/13. 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 1/213:43 pm
BOS
-
MCO
Nonstop3h 26m
Spirit Airlines
Wed 1/288:20 pm
MCO
-
BOS
Nonstop2h 59m
Spirit Airlines
Deal found 1/13$91
This Expedia deal was found by Cheapflights users on 1/14. 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.
Wed 2/2510:19 am
BDL
-
MCO
Nonstop3h 11m
Frontier
Wed 3/411:05 pm
MCO
-
BDL
1 stop20h 05m
Frontier
Deal found 1/14$92
This CheapOair deal was found by Cheapflights users on 1/14. 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.
Mon 2/93:43 pm
BOS
-
MCO
Nonstop3h 26m
Spirit Airlines
Thu 2/128:39 am
MCO
-
BOS
Nonstop2h 58m
Spirit Airlines
Deal found 1/14$92

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Walt Disney World 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 January 15, 2026.
Use the filters below to find and compare flights from Massachusetts to Bay Lake that are best for you.

Fly from

Massachusetts

Fly to

Walt Disney World

Route

Depart

Return

Price

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Wed 5/20

10:45 am-1:45 pm

Nonstop3h 00m

Orlando

Wed 5/27

9:56 pm-12:51 am

Nonstop2h 55m

$114

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 3/8

6:53 pm-9:45 pm

Nonstop2h 52m

Orlando Sanford Intl

Thu 3/12

3:51 pm-6:31 pm

Nonstop2h 40m

$136

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Fri 1/30

6:45 am-9:55 am

Nonstop3h 10m

Orlando

Tue 2/3

11:30 am-2:20 pm

Nonstop2h 50m

$140

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Thu 5/7

6:41 pm-9:34 pm

Nonstop2h 53m

Orlando Sanford Intl

Thu 5/14

3:06 pm-5:51 pm

Nonstop2h 45m

$142

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 2/28

3:59 pm-7:28 pm

Nonstop3h 29m

Orlando

Sat 3/7

8:08 pm-10:59 pm

Nonstop2h 51m

$148

AlbanyOrlando

ALB - MCO

ALBMCO

Albany Intl

Sun 2/1

12:01 pm-10:57 pm

1 stop10h 56m

Orlando

Thu 2/5

7:00 am-11:21 am

1 stop4h 21m

$148

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Wed 6/17

6:10 am-9:10 am

Nonstop3h 00m

Orlando

Wed 6/24

9:56 pm-12:51 am

Nonstop2h 55m

$154

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Fri 1/30

12:00 pm-3:10 pm

Nonstop3h 10m

Orlando

Thu 2/12

7:35 am-10:23 am

Nonstop2h 48m

$156

WorcesterOrlando

ORH - MCO

ORHMCO

Worcester

Fri 1/30

12:00 pm-3:10 pm

Nonstop3h 10m

Orlando

Sat 2/7

8:20 am-11:05 am

Nonstop2h 45m

$156

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 2/28

11:30 am-7:05 pm

1 stop7h 35m

Orlando

Tue 3/10

5:00 pm-10:55 pm

1 stop5h 55m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Walt Disney World

Have a flexible travel schedule? Discover the best time to fly to Walt Disney World 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 Bay Lake

What is the cheapest month to book a flight from Massachusetts to Walt Disney World?

Currently, March is the cheapest month in which you can book a flight from Massachusetts to Walt Disney World (average of $38). Flying from Massachusetts to Walt Disney World in November is currently the most expensive (average of $98). 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 W9D?

Find hourly flight availability from Massachusetts to Walt Disney World. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 15, 2026.

One of the essential ways to save on airfare from Massachusetts to Walt Disney World is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 11% on airfare.

What is the cheapest day to fly from Massachusetts to Walt Disney World?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Walt Disney World. Price data was last updated on January 10, 2026.

Travelers seeking maximum savings on their Massachusetts to Walt Disney World flight should consider departing on Tuesday mornings 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 Walt Disney World

Explore weekly flight availability from Massachusetts to Walt Disney World. 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 January 15, 2026.

The most flights from USMA to W9D are scheduled on a Thursday (50 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (26 on average).

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Walt Disney World. 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 Walt Disney World?

    Airlines like Breeze Airways, Allegiant Air, and JetBlue fly from Massachusetts to Walt Disney World in about 2h 52m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 1050 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Massachusetts to Walt Disney World one-way?

    One-way options have recently been found by users for as low as $31 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $32 and Allegiant Air from $38 one-way.

  • What are the most popular routes from Massachusetts to Walt Disney World?

    The most popular flight routes from Massachusetts to Walt Disney World are Boston Logan Intl - Orlando, Hartford Bradley Intl - Orlando and Albany Intl - Orlando.

  • What are the most reliable airlines from Massachusetts to Walt Disney World?

    No one likes to see their flight delayed. When booking a flight from Massachusetts to Walt Disney World consider choosing Aeromexico (80%), Virgin Atlantic (74%) or Korean Air (71%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Massachusetts to Walt Disney World?

    Looking for the cheapest flight from Massachusetts to Walt Disney World? While on average our users pay $428, our data indicates the cheapest price to be $40. The most popular route (Boston Logan Intl - Orlando), is priced around $65.

  • Can I find deals for flights from Massachusetts to Walt Disney World that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Walt Disney World flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Walt Disney World?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Walt Disney World.

  • Can I find deals for business class flights from Massachusetts to Walt Disney World?

    Yes. Cheapflights offers flight deals from Massachusetts to Walt Disney World 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 Walt Disney World?

    Currently, March is the cheapest month in which you can book a flight from Massachusetts to Walt Disney World (average of $38). Flying from Massachusetts to Walt Disney World in November is currently the most expensive (average of $98). 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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Top 10 airlines flying from Massachusetts to Walt Disney World

Discover the top 10 airlines that operate flights from Massachusetts to Walt Disney World. 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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$37Average$237FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$38Average$196FlexibilityNo cancel feeOn-time65%
FrontierCheapest$41Average$147FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$51Average$178FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$97Average$284FlexibilityNo cancel feeOn-time62%
DeltaCheapest$105Average$333FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$136Average$339FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$139Average$298FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$360FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$166Average$261FlexibilityNo cancel feeOn-time75%

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