Boston

$71+ Cheap flights from Bay Lake, FL to Boston (BOS)

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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Dec 6 — Dec 131
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Walt Disney World to Boston 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.

Cheapflights Tip: The best prices from Walt Disney World to Boston Logan Intl are usually found in January or February, booked 58 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap flight deals from Walt Disney World to Boston

Keep the following information in mind while searching for Walt Disney World to Boston flight deals. Data was last updated November 6, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$78
(Kiwi.com)

One-way from

$71
(JetBlue)

Popular in

September

Cheapest in

January

Average price

$142
Provider with most accurate pricing for Orlando (ORL)-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for Orlando (ORL)-Boston Logan Intl flights.
From Walt Disney World to Boston Logan Intl
One-way flight from Walt Disney World to Boston Logan Intl
Highest demand for flights based on searches. 9% potential increase in price ($17 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in November 2025

Find flight deals from Walt Disney World to Boston

Cheapest flights from Walt Disney World to Boston
Explore the most affordable flight options available from Walt Disney World to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Fri 12/56:45 amMCO - BOS
Nonstop3h 12mMultiple Airlines
Sun 12/78:11 pmBOS - MCO
Nonstop3h 24mMultiple Airlines
Deal found 11/5$78
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Fri 12/127:00 amMCO - BOS
Nonstop3h 03mSpirit Airlines
Mon 12/1511:08 amBOS - MCO
Nonstop3h 20mSpirit Airlines
Deal found 11/6$79
This Cheapflightsfares deal was found by Cheapflights users on 11/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:59 pmMCO - BOS
Nonstop3h 07mSpirit Airlines
Sun 12/1411:08 amBOS - MCO
Nonstop3h 20mSpirit Airlines
Deal found 11/6$80
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Sat 12/67:00 amMCO - BOS
Nonstop3h 01mSpirit Airlines
Mon 12/811:08 amBOS - MCO
Nonstop3h 20mSpirit Airlines
Deal found 11/6$81
This Super.com deal was found by Cheapflights users on 11/6. 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.
Fri 12/56:45 amMCO - BOS
Nonstop3h 12mFrontier
Mon 12/811:23 amBOS - MCO
1 stop6h 04mFrontier
Deal found 11/6$83
This Frontier deal was found by Cheapflights users on 11/5. 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.
Thu 12/256:40 amMCO - BOS
Nonstop3h 12mFrontier
Thu 1/811:47 amBOS - MCO
Nonstop3h 33mFrontier
Deal found 11/5$84
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/256:40 amMCO - BOS
Nonstop3h 12mMultiple Airlines
Wed 12/3112:29 pmBOS - MCO
Nonstop3h 16mMultiple Airlines
Deal found 11/5$85
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/47:00 amMCO - BOS
Nonstop3h 03mMultiple Airlines
Fri 12/1212:17 pmBOS - MCO
Nonstop3h 28mMultiple Airlines
Deal found 11/5$86
This Super.com deal was found by Cheapflights users on 11/6. 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.
Sun 12/217:35 amMCO - BOS
Nonstop3h 06mFrontier
Sat 1/312:22 pmBOS - MCO
Nonstop3h 28mFrontier
Deal found 11/6$87
This Priceline deal was found by Cheapflights users on 11/5. 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.
Sat 12/207:15 amMCO - BOS
Nonstop3h 06mMultiple Airlines
Sat 1/312:29 pmBOS - MCO
Nonstop3h 16mMultiple Airlines
Deal found 11/5$89

Cheapflights Fare Finder

 
Customize your flight search to find flights from Walt Disney World to Boston 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 November 6, 2025.
Use the filters below to find and compare flights from Bay Lake to Boston that are best for you.

Fly from

Walt Disney World

Fly to

Boston

Route

Depart

Return

Price

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 12/3

3:42 pm-6:44 pm

Nonstop3h 02m

Boston Logan Intl

Mon 12/8

2:59 pm-6:20 pm

Nonstop3h 21m

$116

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 11/21

8:47 pm-9:12 am

1 stop12h 25m

Boston Logan Intl

Mon 11/24

10:59 am-2:24 pm

Nonstop3h 25m

$121

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/13

6:00 am-11:59 am

1 stop5h 59m

Boston Logan Intl

Sat 12/13

5:30 pm-9:02 pm

Nonstop3h 32m

$127

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/6

9:25 am-2:45 pm

1 stop5h 20m

Boston Logan Intl

Tue 12/9

12:20 pm-7:55 pm

2 stops7h 35m

$128

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 12/3

3:30 pm-10:15 pm

2 stops6h 45m

Boston Logan Intl

Wed 12/10

12:20 pm-5:10 pm

1 stop4h 50m

$128

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/27

7:15 am-10:21 am

Nonstop3h 06m

Boston Logan Intl

Wed 12/31

12:29 pm-3:45 pm

Nonstop3h 16m

$136

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 12/16

10:05 am-1:04 pm

Nonstop2h 59m

Boston Logan Intl

Sun 2/1

2:15 pm-5:38 pm

Nonstop3h 23m

$138

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/6

3:43 pm-10:26 pm

1 stop6h 43m

Boston Logan Intl

Thu 12/11

6:05 am-12:02 pm

1 stop5h 57m

$140

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 12/4

9:55 am-12:54 pm

Nonstop2h 59m

Boston Logan Intl

Sun 12/7

8:00 am-11:23 am

Nonstop3h 23m

$140

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Mon 12/15

8:20 am-12:55 pm

1 stop4h 35m

Boston Logan Intl

Wed 12/17

12:20 pm-7:55 pm

2 stops7h 35m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 22 results
1
2
3

Best time to book a flight from Walt Disney World to Boston

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

How far ahead should I book a flight from Walt Disney World to Boston?

Use this chart to determine the optimal time to book a round-trip flight from Walt Disney World to Boston. Price data was last updated on October 31, 2025.

Booking 58 days in advance of your planned departure date is, on average, the best time to get cheap flights from Walt Disney World to Boston. 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 Walt Disney World to Boston?

Currently, February is the cheapest month in which you can book a flight from Walt Disney World to Boston (average of $37). Flying from Walt Disney World to Boston in July is currently the most expensive (average of $71). 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 W9D to BOS?

Find hourly flight availability from Walt Disney World to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

It’s typically best to fly out from Walt Disney World to Boston in the evening. Doing so could potentially save you 57% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Walt Disney World to Boston. Price data was last updated on November 2, 2025.

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

Explore weekly flight availability from Walt Disney World to Boston. 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 November 6, 2025.

The most flights from W9D to BOS are scheduled on a Thursday (60 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (30 on average).

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

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated November 6, 2025.
Peruse reviews from past customers who have flown with Delta, American Airlines, and JetBlue from Bay Lake to Boston to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Walt Disney World to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Boston from Walt Disney World?

    Located just 2.6 mi from the city center, Boston Logan Intl is the airport most travelers will use when flying to Boston from Walt Disney World. Booking flights from Walt Disney World to Logan Intl (BOS) should be relatively easy as there are 44 daily inbound flights from Walt Disney World from 8 different airlines.

  • How long is the flight from Walt Disney World to Boston?

    For as low as $116, JetBlue can have you in Boston from Walt Disney World in 3h 02m. Airlines will cover a distance of 1121 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Walt Disney World to Boston on time: Korean Air (93%), Japan Airlines (93%), Frontier (89%).

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

    The cheapest flight price from Walt Disney World to Boston is $55. On average you can expect to pay $988. The most popular route, (Orlando - Boston Logan Intl), can usually be booked for $54.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Walt Disney World to Boston (average of $37). Flying from Walt Disney World to Boston in July is currently the most expensive (average of $71). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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 Walt Disney World to Boston

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Walt Disney World to Boston

Discover the top 8 airlines that operate flights from Walt Disney World to Boston. 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$133FlexibilityNo cancel feeOn-time65%
FrontierCheapest$37Average$134FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$53Average$193FlexibilityNo cancel feeOn-time88%
DeltaCheapest$104Average$254FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$114Average$242FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$156Average$272FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$167Average$324FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$184Average$311FlexibilityNo 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.