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$65+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Walt Disney World to Boston Logan Intl are usually found in January or November, booked 63 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 August 14, 2025.

Round-trip from

$95
(Cheapflightsfares)

One-way from

$65
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$156
From Walt Disney World to Boston Logan Intl
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One-way flight from Walt Disney World to Boston Logan Intl
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Highest demand for flights based on searches. 11% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 9/36:30 amMCO - BOS
Nonstop3h 09mSpirit Airlines
Tue 9/912:20 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Deal found 8/14$95
This CheapOair deal was found by Cheapflights users on 8/14. 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.
Thu 10/235:30 amMCO - BOS
Nonstop3h 03mFrontier
Mon 10/279:18 amBOS - MCO
Nonstop3h 20mFrontier
Deal found 8/14$96
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1010:42 amMCO - BOS
Nonstop3h 06mSpirit Airlines
Fri 9/122:53 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Deal found 8/13$97
This FlightHub deal was found by Cheapflights users on 8/12. 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.
Sun 8/316:30 amMCO - BOS
Nonstop3h 09mSpirit Airlines
Wed 9/310:34 amBOS - MCO
Nonstop3h 13mSpirit Airlines
Deal found 8/12$99
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Sun 8/316:30 amMCO - BOS
Nonstop3h 09mSpirit Airlines
Tue 9/210:34 amBOS - MCO
Nonstop3h 13mSpirit Airlines
Deal found 8/14$100
This Orbitz deal was found by Cheapflights users on 8/13. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2210:48 amMCO - BOS
Nonstop2h 56mMultiple Airlines
Fri 10/249:18 amBOS - MCO
Nonstop3h 20mMultiple Airlines
Deal found 8/13$102
This CheapOair deal was found by Cheapflights users on 8/14. 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.
Wed 9/36:30 amMCO - BOS
Nonstop3h 09mSpirit Airlines
Mon 9/82:53 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Deal found 8/14$103
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 8/276:30 amMCO - BOS
Nonstop3h 09mSpirit Airlines
Sun 8/3110:34 amBOS - MCO
Nonstop3h 13mSpirit Airlines
Deal found 8/12$104
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 9/310:43 amMCO - BOS
Nonstop3h 05mSpirit Airlines
Fri 9/122:53 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Deal found 8/12$106

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 August 14, 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 9/3

6:30 am-9:39 am

Nonstop3h 09m

Boston Logan Intl

Tue 9/9

12:20 pm-3:36 pm

Nonstop3h 16m

$95

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sun 11/9

5:30 am-8:33 am

Nonstop3h 03m

Boston Logan Intl

Sun 11/16

9:18 am-12:38 pm

Nonstop3h 20m

$98

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sun 8/31

6:30 am-9:39 am

Nonstop3h 09m

Boston Logan Intl

Wed 9/3

10:34 am-1:47 pm

Nonstop3h 13m

$99

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 10/23

5:30 am-8:33 am

Nonstop3h 03m

Boston Logan Intl

Sun 10/26

9:18 am-12:38 pm

Nonstop3h 20m

$100

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 10/17

5:30 am-8:33 am

Nonstop3h 03m

Boston Logan Intl

Mon 10/20

9:18 am-12:38 pm

Nonstop3h 20m

$100

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 8/27

6:30 am-9:39 am

Nonstop3h 09m

Boston Logan Intl

Sun 8/31

10:34 am-1:47 pm

Nonstop3h 13m

$104

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sun 8/31

6:30 am-9:39 am

Nonstop3h 09m

Boston Logan Intl

Tue 9/2

3:37 pm-6:59 pm

Nonstop3h 22m

$105

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 9/6

10:42 am-1:48 pm

Nonstop3h 06m

Boston Logan Intl

Sun 9/7

2:53 pm-6:09 pm

Nonstop3h 16m

$106

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 9/3

10:43 am-1:48 pm

Nonstop3h 05m

Boston Logan Intl

Fri 9/12

2:53 pm-6:09 pm

Nonstop3h 16m

$106

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 9/3

6:30 am-9:39 am

Nonstop3h 09m

Boston Logan Intl

Sun 9/7

2:53 pm-6:09 pm

Nonstop3h 16m

$106

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 19 results
1
2

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 August 8, 2025.

Booking 63 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, January is the cheapest month in which you can book a flight from Walt Disney World to Boston (average of $218). Flying from Walt Disney World to Boston in July is currently the most expensive (average of $311). 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 August 14, 2025.

When flying from Walt Disney World to Boston, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 10, 2025.

Travelers seeking maximum savings on their Walt Disney World to Boston flight should consider departing on Saturday evenings when fares are most often at their lowest. Saturday 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 August 14, 2025.

The most flights from W9D to BOS are scheduled on a Thursday (54 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (34 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 August 14, 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.
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

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.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

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.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

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.
JetBlue
7.2
Good
2,913 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

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.
Spirit Airlines
6.3
Okay
8,046 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

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.
Frontier
5.8
Fair
3,217 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

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 48 daily inbound flights from Walt Disney World from 9 different airlines.

  • 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: KLM (100%), Japan Airlines (92%), Air France (92%).

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

    The cheapest flight price from Walt Disney World to Boston is $57. On average you can expect to pay $1,192. The most popular route, (Orlando - Boston Logan Intl), can usually be booked for $85.

  • 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, January is the cheapest month in which you can book a flight from Walt Disney World to Boston (average of $218). Flying from Walt Disney World to Boston in July is currently the most expensive (average of $311). 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
Watertown
Hampton Beach
Waltham
Seabrook
Lowell
Lincoln
Smithfield
Cranston
Chestnut Hill
Warwick
Peabody
Quincy
York Beach
Chelsea
Swansea
Saugus
Burlington
Braintree

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Walt Disney World to Boston

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

Discover the top 9 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$126FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$37Average$129FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$49Average$111FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$53Average$172FlexibilityNo cancel feeOn-time88%
DeltaCheapest$96Average$310FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$97Average$235FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$176Average$346FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$176Average$316FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$198Average$325FlexibilityNo cancel feeOn-time69%

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