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$64+ 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
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
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 February, 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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$84
(Frontier)

One-way from

$64
(JetBlue)

Popular in

September

Cheapest in

January

Average price

$202
Provider with most accurate pricing for Orlando (ORL)-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Boston Logan Intl flights.
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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. 10% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 23, 2025.

This Frontier deal was found by Cheapflights users on 10/23. 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.
Fri 11/75:25 amMCO - BOS
Nonstop3h 03mFrontier
Mon 11/108:58 amBOS - MCO
Nonstop3h 20mFrontier
Deal found 10/23$84
This Cheapflightsfares deal was found by Cheapflights users on 10/22. 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 11/56:40 pmMCO - BOS
1 stop5h 19mSpirit Airlines
Mon 11/1012:59 pmBOS - MCO
Nonstop3h 16mSpirit Airlines
Deal found 10/22$88
This Mytrip deal was found by Cheapflights users on 10/23. 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.
Fri 11/75:25 amMCO - BOS
Nonstop3h 03mMultiple Airlines
Mon 11/1012:59 pmBOS - MCO
Nonstop3h 16mMultiple Airlines
Deal found 10/23$89
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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.
Sat 11/89:42 amMCO - BOS
Nonstop2h 59mSpirit Airlines
Sat 11/151:36 pmBOS - MCO
Nonstop3h 18mSpirit Airlines
Deal found 10/23$91
This Priceline deal was found by Cheapflights users on 10/22. 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.
Thu 11/139:05 amMCO - BOS
Nonstop2h 59mSpirit Airlines
Sat 11/151:36 pmBOS - MCO
Nonstop3h 18mSpirit Airlines
Deal found 10/22$92
This Cheapflightsfares deal was found by Cheapflights users on 10/22. 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.
Fri 11/79:05 amMCO - BOS
Nonstop2h 59mSpirit Airlines
Mon 11/103:55 pmBOS - MCO
1 stop6h 58mSpirit Airlines
Deal found 10/22$96
This Cheapflightsfares deal was found by Cheapflights users on 10/21. 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 11/69:05 amMCO - BOS
Nonstop2h 59mSpirit Airlines
Tue 11/1112:00 pmBOS - MCO
1 stop7h 23mSpirit Airlines
Deal found 10/21$97
This Priceline deal was found by Cheapflights users on 10/22. 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.
Mon 11/247:00 amMCO - BOS
Nonstop3h 04mFrontier
Mon 12/110:59 amBOS - MCO
Nonstop3h 25mFrontier
Deal found 10/22$99

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 October 23, 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 12/24

3:05 pm-6:07 pm

Nonstop3h 02m

Boston Logan Intl

Wed 12/31

7:05 pm-10:31 pm

Nonstop3h 26m

$137

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 11/7

6:00 am-8:57 am

Nonstop2h 57m

Boston Logan Intl

Tue 11/11

6:29 pm-9:55 pm

Nonstop3h 26m

$147

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 11/18

7:00 am-10:03 am

Nonstop3h 03m

Boston Logan Intl

Wed 11/19

1:00 pm-6:53 pm

1 stop5h 53m

$157

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 12/23

7:30 pm-12:16 am

1 stop4h 46m

Boston Logan Intl

Wed 12/31

7:05 pm-10:31 pm

Nonstop3h 26m

$161

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sun 12/21

7:30 pm-12:16 am

1 stop4h 46m

Boston Logan Intl

Wed 12/31

7:05 pm-10:31 pm

Nonstop3h 26m

$161

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 11/14

6:35 pm-10:55 pm

1 stop4h 20m

Boston Logan Intl

Sun 11/16

10:25 am-6:30 pm

1 stop8h 05m

$162

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 11/14

9:01 am-3:13 pm

1 stop6h 12m

Boston Logan Intl

Mon 11/17

1:00 pm-6:53 pm

1 stop5h 53m

$167

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 11/13

6:35 pm-10:55 pm

1 stop4h 20m

Boston Logan Intl

Sat 11/15

8:50 am-6:15 pm

2 stops9h 25m

$168

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 12/3

1:45 pm-9:05 pm

1 stop7h 20m

Boston Logan Intl

Sat 12/6

12:35 pm-9:25 pm

1 stop8h 50m

$168

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/13

6:00 am-10:47 am

1 stop4h 47m

Boston Logan Intl

Sat 12/13

7:30 pm-10:50 pm

Nonstop3h 20m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 20 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 October 17, 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, 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 October 23, 2025.

It’s typically best to fly out from Walt Disney World to Boston in the evening. Doing so could potentially save you 58% 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 October 19, 2025.

Travelers seeking maximum savings on their Walt Disney World to Boston flight should consider departing on Wednesday 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 October 23, 2025.

The most flights from W9D to BOS are scheduled on a Thursday (63 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 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 October 23, 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
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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.
Delta
7.9
Good
7,982 reviews
Delta
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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.
American Airlines
7.2
Good
11,033 reviews
Delta
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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.
JetBlue
7.2
Good
2,908 reviews
Delta
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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.
Spirit Airlines
6.3
Okay
8,104 reviews
Delta
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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.
Frontier
5.8
Fair
3,128 reviews
Delta
7.9
Good
7,982 reviews

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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 24 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 $137, JetBlue can have you in Boston from Walt Disney World in 3h 02m. Airlines will cover a distance of 1121 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines to fly from Walt Disney World to Boston one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $68. However, be on the lookout for offers from Southwest and JetBlue, as they are both options that can get you from Walt Disney World to Boston for a low price.

  • 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 (95%), Japan Airlines (91%), Frontier (90%).

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

    The cheapest flight price from Walt Disney World to Boston is $69. On average you can expect to pay $1,241. The most popular route, (Orlando - Boston Logan Intl), can usually be booked for $89.

  • 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

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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 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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$37Average$131FlexibilityNo cancel feeOn-time65%
FrontierCheapest$39Average$131FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$53Average$193FlexibilityNo cancel feeOn-time88%
DeltaCheapest$100Average$254FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$109Average$239FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$156Average$272FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$158Average$322FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$184Average$286FlexibilityNo cancel feeOn-time69%

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