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$69+ 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Apr 3 — Apr 101
Fri 4/3
Fri 4/10
1 adult, Economy
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Find cheap flights from Walt Disney World to Boston with Cheapflights

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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 43 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap 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 March 4, 2026.

This Super.com deal was found by Cheapflights users on 3/3. 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.
Sat 5/97:05 am
MCO
-
BOS
Nonstop3h 16m
Frontier
Tue 5/1211:16 am
BOS
-
MCO
Nonstop3h 24m
Frontier
Deal found 3/3$86
This Kiwi.com deal was found by Cheapflights users on 3/1. 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.
Tue 5/57:30 am
MCO
-
BOS
Nonstop2h 59m
Multiple Airlines
Tue 5/1211:16 am
BOS
-
MCO
Nonstop3h 24m
Multiple Airlines
Deal found 3/1$92
This Frontier deal was found by Cheapflights users on 3/3. 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 5/77:05 am
MCO
-
BOS
Nonstop3h 16m
Frontier
Fri 5/811:16 am
BOS
-
MCO
Nonstop3h 24m
Frontier
Deal found 3/3$93
This Kiwi.com deal was found by Cheapflights users on 3/3. 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 5/146:30 am
MCO
-
BOS
Nonstop2h 59m
Multiple Airlines
Tue 5/1911:16 am
BOS
-
MCO
Nonstop3h 24m
Multiple Airlines
Deal found 3/3$94
This Super.com deal was found by Cheapflights users on 2/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:05 am
MCO
-
BOS
Nonstop3h 16m
Frontier
Tue 5/1211:16 am
BOS
-
MCO
Nonstop3h 24m
Frontier
Deal found 2/28$97
This Kiwi.com deal was found by Cheapflights users on 3/1. 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 5/46:30 am
MCO
-
BOS
Nonstop2h 59m
Multiple Airlines
Tue 5/1211:16 am
BOS
-
MCO
Nonstop3h 24m
Multiple Airlines
Deal found 3/1$100
This Kiwi.com deal was found by Cheapflights users on 3/3. 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.
Wed 4/297:30 am
MCO
-
BOS
Nonstop2h 59m
Multiple Airlines
Tue 5/511:16 am
BOS
-
MCO
Nonstop3h 24m
Multiple Airlines
Deal found 3/3$103
This Expedia deal was found by Cheapflights users on 2/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:33 pm
MCO
-
BOS
Nonstop3h 00m
Multiple Airlines
Wed 4/2911:16 am
BOS
-
MCO
Nonstop3h 24m
Multiple Airlines
Deal found 2/27$104
This Super.com deal was found by Cheapflights users on 3/3. 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 4/57:20 am
MCO
-
BOS
Nonstop3h 16m
Frontier
Tue 5/1211:16 am
BOS
-
MCO
Nonstop3h 24m
Frontier
Deal found 3/3$106
This Kiwi.com deal was found by Cheapflights users on 3/3. 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.
Tue 5/52:47 pm
MCO
-
BOS
1 stop10h 04m
Frontier
Fri 5/811:16 am
BOS
-
MCO
Nonstop3h 24m
Frontier
Deal found 3/3$107

Find 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 March 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$86
(Super.com)

One-way from

$69
(Super.com)

Popular in

September

Cheapest in

January

Average price

$147
Provider with most accurate pricing for Orlando (ORL)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Boston Logan Intl flights.
Search Deals
From Walt Disney World to Boston Logan Intl
Search Deals
One-way flight from Walt Disney World to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 4, 2026.
Use the filters below to find and compare flights from Bay Lake to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sun 5/31

7:59 pm-11:09 pm

Nonstop3h 10m

Boston Logan Intl

Wed 6/3

7:00 am-10:15 am

Nonstop3h 15m

$187

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 5/27

6:00 am-11:10 am

1 stop5h 10m

Boston Logan Intl

Sat 5/30

6:40 am-2:17 pm

1 stop7h 37m

$207

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 5/6

8:55 am-4:05 pm

2 stops7h 10m

Boston Logan Intl

Wed 5/13

2:25 pm-9:55 pm

1 stop7h 30m

$212

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 5/27

6:00 am-9:03 am

Nonstop3h 03m

Boston Logan Intl

Sat 5/30

6:00 am-11:57 am

1 stop5h 57m

$215

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 8/13

9:00 am-6:01 pm

1 stop9h 01m

Boston Logan Intl

Tue 8/18

4:50 pm-8:09 pm

Nonstop3h 19m

$225

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 5/20

8:00 am-12:51 pm

1 stop4h 51m

Boston Logan Intl

Sat 5/23

7:27 pm-1:01 am

1 stop5h 34m

$227

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 5/12

3:25 pm-10:30 pm

2 stops7h 05m

Boston Logan Intl

Tue 5/19

8:10 am-3:40 pm

2 stops7h 30m

$227

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 4/8

8:55 am-4:05 pm

2 stops7h 10m

Boston Logan Intl

Mon 4/13

2:30 pm-9:15 pm

1 stop6h 45m

$236

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 5/26

9:44 am-2:59 pm

1 stop5h 15m

Boston Logan Intl

Sun 5/31

6:00 am-12:51 pm

1 stop6h 51m

$242

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Fri 8/7

4:10 pm-7:19 pm

Nonstop3h 09m

Boston Logan Intl

Sun 8/9

12:10 pm-3:20 pm

Nonstop3h 10m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/1

Showing 1-10 of 23 resultsSorted by cheapest first
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 February 27, 2026.

Booking 43 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, March is the cheapest month in which you can book a flight from Walt Disney World to Boston (average of $46). Flying from Walt Disney World to Boston in July is currently the most expensive (average of $72). 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 March 4, 2026.

It’s typically best to fly out from Walt Disney World to Boston in the evening. Doing so could potentially save you 71% 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 February 21, 2026.

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. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 March 4, 2026.
Peruse reviews from past customers who have flown with Delta, JetBlue, and American Airlines 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
8,246 reviews

Entertainment

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

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
8,246 reviews
Delta
7.9
Good
8,246 reviews

Entertainment

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

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
2,896 reviews
Delta
7.9
Good
8,246 reviews

Entertainment

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

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
7.1
Good
11,376 reviews
Delta
7.9
Good
8,246 reviews

Entertainment

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

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
8,489 reviews
Delta
7.9
Good
8,246 reviews

Entertainment

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

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
5.7
Fair
3,041 reviews
Delta
7.9
Good
8,246 reviews

Entertainment

7.8

Overall

7.9

Boarding

8.1

Food

7.2

Comfort

7.9

Crew

8.5

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 38 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 $215, Delta can have you in Boston from Walt Disney World in 3h 03m. 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 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 $39. However, be on the lookout for offers from Spirit Airlines and Allegiant Air, 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: Southwest (100%), Korean Air (85%), Frontier (85%).

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

    The cheapest flight price from Walt Disney World to Boston is $68. On average you can expect to pay $419. The most popular route, (Orlando - Boston Logan Intl), can usually be booked for $92.

  • 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, March is the cheapest month in which you can book a flight from Walt Disney World to Boston (average of $46). Flying from Walt Disney World to Boston in July is currently the most expensive (average of $72). 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
Medford
Cambridge
Concord
Hampton Beach
Watertown
Seekonk
Brockton
Seabrook
Cranston
Lincoln
Smithfield
Warwick
Peabody
Waltham
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Lowell

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.

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 March 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$34Average$131FlexibilityNo cancel feeOn-time65%
FrontierCheapest$37Average$135FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$53Average$207FlexibilityNo cancel feeOn-time88%
DeltaCheapest$96Average$248FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$98Average$238FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$120Average$263FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$167Average$324FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$184Average$319FlexibilityNo cancel feeOn-time69%

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