HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Walt Disney World

$55+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MCO
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Walt Disney World 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 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 December 3, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/156:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Thu 12/257:02 pmMCO - BDL
1 stop4h 00mBreeze Airways
Deal found 12/2$84
This CheapOair deal was found by Cheapflights users on 12/1. 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 12/82:07 pmBDL - MCO
Nonstop3h 15mFrontier
Mon 12/1510:18 amMCO - BDL
Nonstop2h 54mFrontier
Deal found 12/1$87
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 12/142:03 pmBDL - MCO
Nonstop3h 15mFrontier
Thu 12/184:27 pmMCO - BDL
Nonstop2h 50mFrontier
Deal found 12/1$88
This Orbitz deal was found by Cheapflights users on 12/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:36 pmBDL - MCO
1 stop4h 23mMultiple Airlines
Thu 12/184:27 pmMCO - BDL
Nonstop2h 50mMultiple Airlines
Deal found 12/1$89
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/156:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Thu 12/187:02 pmMCO - BDL
1 stop4h 00mBreeze Airways
Deal found 12/2$97
This Super.com deal was found by Cheapflights users on 12/2. 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 12/108:11 pmBOS - MCO
Nonstop3h 24mSpirit Airlines
Thu 12/186:34 pmMCO - BOS
1 stop5h 23mSpirit Airlines
Deal found 12/2$97
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 12/1812:22 pmBOS - MCO
Nonstop3h 28mMultiple Airlines
Fri 12/268:33 amMCO - BOS
Nonstop3h 01mMultiple Airlines
Deal found 12/2$98
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 12/156:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Wed 12/1712:01 pmMCO - BDL
Nonstop2h 48mBreeze Airways
Deal found 12/1$99
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 12/108:11 pmBOS - MCO
Nonstop3h 24mSpirit Airlines
Sun 12/147:00 amMCO - BOS
Nonstop3h 03mSpirit Airlines
Deal found 12/2$99
This Expedia deal was found by Cheapflights users on 12/1. 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.
Mon 12/152:07 pmBDL - MCO
Nonstop3h 15mMultiple Airlines
Wed 12/1712:01 pmMCO - BDL
Nonstop2h 48mMultiple Airlines
Deal found 12/1$100
This Cheapflightsfares deal was found by Cheapflights users on 12/1. 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 12/118:11 pmBOS - MCO
Nonstop3h 24mSpirit Airlines
Mon 12/157:00 amMCO - BOS
Nonstop3h 03mSpirit Airlines
Deal found 12/1$100
This Super.com deal was found by Cheapflights users on 11/30. 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.
Fri 12/51:19 pmBDL - MCO
Nonstop3h 14mFrontier
Fri 12/129:30 amMCO - BDL
Nonstop2h 54mFrontier
Deal found 11/30$101

Find 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 December 3, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$82
(Kiwi.com)

One-way from

$55
(Southwest)

Popular in

April

Cheapest in

March

Average price

$246
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 Walt Disney World
Search Deals
One-way flight from Massachusetts to Walt Disney World
Search Deals
High demand for flights, 4% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 3, 2025.
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

Tue 1/27

6:25 am-9:35 am

Nonstop3h 10m

Orlando

Tue 2/3

12:40 pm-5:15 pm

1 stop4h 35m

$100

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 1/5

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Fri 1/30

2:02 pm-6:33 pm

1 stop4h 31m

$109

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 1/24

9:15 am-6:20 pm

2 stops9h 05m

Orlando

Wed 1/28

7:40 pm-10:20 pm

Nonstop2h 40m

$117

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 2/7

3:20 pm-9:40 pm

1 stop6h 20m

Orlando

Tue 2/10

5:15 pm-9:50 pm

1 stop4h 35m

$121

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 1/7

9:35 am-4:20 pm

1 stop6h 45m

Orlando

Mon 1/12

4:10 pm-10:05 pm

1 stop5h 55m

$123

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 2/18

7:54 pm-11:26 pm

Nonstop3h 32m

Orlando

Tue 2/24

7:59 pm-10:59 pm

Nonstop3h 00m

$127

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Mon 2/23

7:00 pm-10:23 pm

Nonstop3h 23m

Orlando

Wed 2/25

6:15 am-9:13 am

Nonstop2h 58m

$127

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 2/17

7:54 pm-11:26 pm

Nonstop3h 32m

Orlando

Wed 2/25

7:05 am-10:07 am

Nonstop3h 02m

$127

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 1/27

2:15 pm-5:38 pm

Nonstop3h 23m

Orlando

Sun 2/1

6:00 am-8:58 am

Nonstop2h 58m

$127

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 1/24

3:25 pm-6:51 pm

Nonstop3h 26m

Orlando

Tue 1/27

11:59 am-3:00 pm

Nonstop3h 01m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 60 results
1
2
3
...
6

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 October is currently the most expensive (average of $91). 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 December 3, 2025.

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 morning tend to be the most expensive. A flight in the evening could potentially save you up to 47% 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 December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Walt Disney World flight should consider departing on Friday evenings 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 December 3, 2025.

The most flights from USMA to W9D are scheduled on a Tuesday (44 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 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 Southwest, Breeze Airways, and Delta fly from Massachusetts to Walt Disney World in about 3h 10m. The time it takes to get you to your destination can typically vary by up to 1h 13m. Airlines will cover a distance of 1050 mi. This flight may include one or multiple stops.

  • 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 $35 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $35 and Breeze Airways from $49 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 (88%), EL AL (80%) or Delta (77%) 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 $410, our data indicates the cheapest price to be $55. The most popular route (Boston Logan Intl - Orlando), is priced around $56.

  • 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 October is currently the most expensive (average of $91). 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 Walt Disney World

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

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 December 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$205FlexibilityNo cancel feeOn-time65%
FrontierCheapest$48Average$153FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$51Average$194FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$92Average$250FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$113Average$293FlexibilityNo cancel feeOn-time62%
DeltaCheapest$117Average$332FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$125Average$339FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$157Average$345FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$166Average$261FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$184Average$305FlexibilityNo cancel feeOn-time69%

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.