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Walt Disney World

$65+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MCO
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$91
(Priceline)

One-way from

$65
(FlightHub)

Popular in

April

Cheapest in

September

Average price

$213
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. 5% potential increase in price ($12 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 31, 2025.

This Priceline deal was found by Cheapflights users on 7/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Mon 9/85:41 pmMCO - BDL
1 stop4h 07mBreeze Airways
Deal found 7/30$91
This Cheapflightsfares deal was found by Cheapflights users on 7/29. 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 8/2511:44 amBDL - MCO
Nonstop3h 01mFrontier
Thu 8/287:25 amMCO - BDL
Nonstop2h 55mFrontier
Deal found 7/29$92
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 8/251:05 pmBDL - MCO
1 stop4h 15mMultiple Airlines
Thu 8/288:39 amMCO - BDL
Nonstop2h 42mMultiple Airlines
Deal found 7/28$96
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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.
Sun 10/2610:58 amALB - SFB
Nonstop2h 50mAllegiant Air
Sun 11/27:30 amSFB - ALB
Nonstop2h 38mAllegiant Air
Deal found 7/31$111
This CheapOair deal was found by Cheapflights users on 7/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:15 pmBDL - MCO
Nonstop2h 58mSpirit Airlines
Sun 8/248:39 amMCO - BDL
Nonstop2h 42mSpirit Airlines
Deal found 7/30$120
This Breeze Airways deal was found by Cheapflights users on 7/31. 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.
Thu 9/111:20 pmALB - MCO
1 stop4h 20mBreeze Airways
Sun 9/148:30 amMCO - ALB
1 stop4h 10mBreeze Airways
Deal found 7/31$120
This FlightHub deal was found by Cheapflights users on 7/31. 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 8/302:53 pmBOS - MCO
Nonstop3h 18mSpirit Airlines
Tue 9/26:20 amMCO - BOS
1 stop4h 58mSpirit Airlines
Deal found 7/31$123
This Kiwi.com deal was found by Cheapflights users on 7/31. 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 8/189:40 amBOS - MCO
Nonstop3h 18mMultiple Airlines
Fri 8/2210:43 amMCO - BOS
Nonstop3h 05mMultiple Airlines
Deal found 7/31$125
This Frontier deal was found by Cheapflights users on 7/28. 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.
Mon 10/139:18 amBOS - MCO
Nonstop3h 20mFrontier
Fri 10/175:30 amMCO - BOS
Nonstop3h 03mFrontier
Deal found 7/28$126
This JetBlue deal was found by Cheapflights users on 7/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2812:33 pmALB - MCO
Nonstop3h 06mJetBlue
Wed 9/36:00 pmMCO - ALB
Nonstop2h 47mJetBlue
Deal found 7/31$152
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/3012:00 pmBOS - MCO
1 stop5h 42mDelta
Sat 9/67:00 amMCO - BOS
Nonstop3h 09mDelta
Deal found 7/31$167
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2912:45 pmALB - MCO
1 stop6h 45mSouthwest
Tue 9/309:25 amMCO - ALB
1 stop5h 45mSouthwest
Deal found 7/29$176

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 July 31, 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

Fri 9/5

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Mon 9/8

5:41 pm-9:48 pm

1 stop4h 07m

$91

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 8/25

11:44 am-2:45 pm

Nonstop3h 01m

Orlando

Thu 8/28

7:25 am-10:20 am

Nonstop2h 55m

$92

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 8/25

1:05 pm-5:20 pm

1 stop4h 15m

Orlando

Thu 8/28

8:39 am-11:21 am

Nonstop2h 42m

$96

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

Sun 1/11

9:36 am-12:46 pm

Nonstop3h 10m

Orlando Sanford Intl

Thu 1/15

6:05 am-8:46 am

Nonstop2h 41m

$110

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Thu 8/21

6:15 pm-9:13 pm

Nonstop2h 58m

Orlando

Sun 8/24

8:39 am-11:21 am

Nonstop2h 42m

$120

AlbanyOrlando

ALB - MCO

ALBMCO

Albany Intl

Thu 9/11

1:20 pm-5:40 pm

1 stop4h 20m

Orlando

Sun 9/14

8:30 am-12:40 pm

1 stop4h 10m

$120

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 8/30

2:53 pm-6:11 pm

Nonstop3h 18m

Orlando

Tue 9/2

6:20 am-11:18 am

1 stop4h 58m

$123

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Mon 8/18

9:40 am-12:58 pm

Nonstop3h 18m

Orlando

Fri 8/22

10:43 am-1:48 pm

Nonstop3h 05m

$125

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Mon 10/13

9:18 am-12:38 pm

Nonstop3h 20m

Orlando

Fri 10/17

5:30 am-8:33 am

Nonstop3h 03m

$126

AlbanyOrlando

ALB - MCO

ALBMCO

Albany Intl

Thu 8/28

12:33 pm-3:39 pm

Nonstop3h 06m

Orlando

Wed 9/3

6:00 pm-8:47 pm

Nonstop2h 47m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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, May is the cheapest month in which you can book a flight from Massachusetts to Walt Disney World (average of $206). Flying from Massachusetts to Walt Disney World in November is currently the most expensive (average of $288). 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 July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Massachusetts to Walt Disney World as you normally would.

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 July 31, 2025.

The most flights from USMA to W9D are scheduled on a Thursday (48 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (21 on average).

How much does it cost to fly round-trip from Massachusetts to Walt Disney World?

Reviews of airlines servicing Walt Disney World

Get insights into the airlines that provide service to Walt Disney World. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Walt Disney World. Reviews last updated July 31, 2025.
See what other customers who have flown with Southwest, Delta, and Breeze Airways from Massachusetts to Bay Lake have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
191 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 $65 on Frontier. Other airlines that offer cheap prices include Breeze Airways from $66 and Spirit Airlines from $66 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 Frontier (82%), British Airways (82%) or Azul (76%) 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 $598, our data indicates the cheapest price to be $66. The most popular route (Boston Logan Intl - Orlando), is priced around $107.

  • 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, May is the cheapest month in which you can book a flight from Massachusetts to Walt Disney World (average of $206). Flying from Massachusetts to Walt Disney World in November is currently the most expensive (average of $288). 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 Walt Disney World

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$209FlexibilityNo cancel feeOn-time65%
FrontierCheapest$48Average$146FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$51Average$204FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$93Average$283FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$103Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$104Average$334FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$341FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$166Average$261FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$181Average$359FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$192Average$378FlexibilityNo cancel feeOn-time69%

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