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$39+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MCO
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$70
(Frontier)

One-way from

$39
(Cheapflightsfares)

Popular in

April

Cheapest in

March

Average price

$273
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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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This Frontier deal was found by Cheapflights users on 2/20. 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.
mié. 2/2612:07 pmBDL - MCO
Nonstop3h 21mFrontier
sáb. 3/14:10 pmMCO - BDL
Nonstop2h 52mFrontier
Deal found 2/20$70
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
dom. 3/911:52 amBDL - MCO
Nonstop3h 16mMultiple Airlines
jue. 3/276:10 pmMCO - BDL
1 stop4h 10mMultiple Airlines
Deal found 2/19$74
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
vie. 3/75:45 amBOS - MCO
Nonstop3h 24mSpirit Airlines
mar. 3/1110:04 amMCO - BOS
Nonstop2h 57mSpirit Airlines
Deal found 2/20$75
This Flightnetwork deal was found by Cheapflights users on 2/19. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/110:02 pmBOS - MCO
1 stop9h 46mMultiple Airlines
mar. 4/89:30 pmMCO - BOS
Nonstop3h 17mMultiple Airlines
Deal found 2/19$77
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
lun. 4/76:00 amBOS - MCO
Nonstop3h 32mFrontier
lun. 4/149:30 pmMCO - BOS
Nonstop3h 17mFrontier
Deal found 2/20$78
This Breeze Airways deal was found by Cheapflights users on 2/19. 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.
mar. 3/258:00 amBDL - MCO
Nonstop3h 00mBreeze Airways
jue. 3/276:10 pmMCO - BDL
1 stop4h 10mBreeze Airways
Deal found 2/19$85
This Booking.com deal was found by Cheapflights users on 2/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/2611:17 amBDL - MCO
1 stop5h 08mSpirit Airlines
mié. 3/55:25 amMCO - BDL
1 stop5h 16mSpirit Airlines
Deal found 2/19$102
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
jue. 4/39:47 amALB - SFB
Nonstop2h 54mAllegiant Air
jue. 4/106:35 amSFB - ALB
Nonstop2h 42mAllegiant Air
Deal found 2/20$134
This JetBlue deal was found by Cheapflights users on 2/19. 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.
mié. 3/56:00 amBDL - MCO
Nonstop3h 08mJetBlue
mié. 3/127:40 amMCO - BDL
Nonstop2h 47mJetBlue
Deal found 2/19$137
This Delta deal was found by Cheapflights users on 2/20. 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.
sáb. 3/17:50 pmBOS - MCO
Nonstop3h 28mDelta
jue. 3/67:05 amMCO - BOS
Nonstop3h 00mDelta
Deal found 2/20$137
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 4/68:16 pmALB - SFB
1 stop20h 02mMultiple Airlines
dom. 4/136:35 amSFB - ALB
Nonstop2h 42mMultiple Airlines
Deal found 2/20$152
This JetBlue deal was found by Cheapflights users on 2/19. 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.
mié. 3/57:05 amALB - MCO
Nonstop3h 17mJetBlue
jue. 4/108:42 pmMCO - ALB
Nonstop2h 58mJetBlue
Deal found 2/19$157

Find flights from Massachusetts to Walt Disney World within your budget

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 febrero 20, 2025.

Fly from

Massachusetts

Fly to

Walt Disney World

Route

Depart

Return

Price

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

mar. 3/25

12:02 pm-3:23 pm

Nonstop3h 21m

Orlando

jue. 3/27

8:10 am-11:02 am

Nonstop2h 52m

$70

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

mar. 3/4

1:31 pm-4:45 pm

Nonstop3h 14m

Orlando

mar. 3/11

5:25 am-10:41 am

1 stop5h 16m

$71

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

vie. 3/7

5:45 am-9:09 am

Nonstop3h 24m

Orlando

mar. 3/11

10:04 am-1:01 pm

Nonstop2h 57m

$75

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

dom. 3/2

6:00 am-9:34 am

Nonstop3h 34m

Orlando

mié. 3/12

1:13 pm-4:12 pm

Nonstop2h 59m

$76

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

lun. 4/7

6:00 am-9:32 am

Nonstop3h 32m

Orlando

lun. 4/14

9:30 pm-12:47 am

Nonstop3h 17m

$78

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

mar. 3/25

8:00 am-11:00 am

Nonstop3h 00m

Orlando

jue. 3/27

6:10 pm-10:20 pm

1 stop4h 10m

$85

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

mar. 3/4

11:17 am-4:25 pm

1 stop5h 08m

Orlando

mar. 3/11

5:25 am-10:41 am

1 stop5h 16m

$100

AlbanyOrlando

ALB - SFB

ALBSFB

Albany Intl

mar. 3/18

12:34 pm-3:32 pm

Nonstop2h 58m

Orlando Sanford Intl

mar. 3/25

9:00 am-11:44 am

Nonstop2h 44m

$132

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

mié. 3/5

6:00 am-9:08 am

Nonstop3h 08m

Orlando

mié. 3/12

7:40 am-10:27 am

Nonstop2h 47m

$137

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

sáb. 3/1

7:50 pm-11:18 pm

Nonstop3h 28m

Orlando

mar. 3/4

7:05 am-10:05 am

Nonstop3h 00m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Massachusetts to Walt Disney World

Get recent, data-driven insights about flights from Massachusetts to Walt Disney World including ideal travel times, pricing trends, and more.

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 $289). 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 febrero 20, 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 febrero 20, 2025.

The most flights from USMA to W9D are scheduled on a Monday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (39 on average).

Rainfall in Walt Disney World by month

Plan your trip to Walt Disney World by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Walt Disney World ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Walt Disney World when rainfall is around 2.4 in.

Temperature in Walt Disney World by month

Plan your trip to Walt Disney World by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Walt Disney World, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 febrero 20, 2025.
Get a feel of what it's like to fly with Southwest, Breeze Airways and Alaska Airlines from Massachusetts to Walt Disney World by reading reviews from past customers. 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
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Breeze Airways
8.1
Very good
150 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Overall

8.1

Food

7.1

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $39 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $42 and Breeze Airways from $55 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 American Airlines (100%), Air France (83%) or Scandinavian Airlines (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 $535, our data indicates the cheapest price to be $35. The most popular route (Boston Logan Intl - Orlando), is priced around $39.

  • 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 $289). 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 Walt Disney World

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Massachusetts to Walt Disney World

Discover the top 9 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$29Average$154FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$61Average$184FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$85Average$282FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$93Average$284FlexibilityNo cancel feeOn-time88%
DeltaCheapest$113Average$328FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$114Average$311FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$174Average$340FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$210Average$370FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$271Average$498FlexibilityNo cancel feeOn-time63%
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