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$99+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — BOS
Aug 29 — Sep 51
Sat 8/29
Sat 9/5
1 adult, Economy
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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

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3. Compare prices and book

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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 Thursday

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 July 30, 2026.

This Frontier deal was found by Cheapflights users on 7/26. 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 9/107:16 am
MCO
-
BOS
Nonstop3h 06m
Frontier
Sat 9/1211:36 am
BOS
-
MCO
Nonstop3h 16m
Frontier
Deal found 7/26$185
This Expedia deal was found by Cheapflights users on 7/26. 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.
Sat 9/127:45 am
MCO
-
BOS
Nonstop3h 06m
Frontier
Mon 9/1412:54 pm
BOS
-
MCO
1 stop9h 05m
Frontier
Deal found 7/26$189
This Super.com deal was found by Cheapflights users on 7/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am
MCO
-
BOS
Nonstop3h 09m
Frontier
Thu 10/229:15 am
BOS
-
MCO
Nonstop3h 22m
Frontier
Deal found 7/27$191
This Frontier deal was found by Cheapflights users on 7/29. 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.
Tue 10/137:00 am
MCO
-
BOS
Nonstop3h 09m
Frontier
Wed 10/1411:05 am
BOS
-
MCO
Nonstop3h 34m
Frontier
Deal found 7/29$192
This Frontier deal was found by Cheapflights users on 7/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:45 am
MCO
-
BOS
Nonstop3h 06m
Frontier
Fri 9/1811:36 am
BOS
-
MCO
Nonstop3h 16m
Frontier
Deal found 7/28$193
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
MCO
-
BOS
Nonstop3h 09m
Frontier
Sun 8/2312:45 pm
BOS
-
MCO
1 stop17h 55m
Frontier
Deal found 7/27$194
This Jetabroad deal was found by Cheapflights users on 7/28. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:25 am
MCO
-
BOS
1 stop5h 25m
Frontier
Sat 8/2910:04 am
BOS
-
MCO
Nonstop3h 36m
Frontier
Deal found 7/28$195
This Expedia deal was found by Cheapflights users on 7/27. 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 9/98:10 pm
MCO
-
BOS
Nonstop3h 08m
Multiple Airlines
Sat 9/1211:36 am
BOS
-
MCO
Nonstop3h 16m
Multiple Airlines
Deal found 7/27$196
This Super.com deal was found by Cheapflights users on 7/26. 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 9/56:00 am
MCO
-
BOS
Nonstop3h 09m
Frontier
Mon 9/710:04 am
BOS
-
MCO
Nonstop3h 36m
Frontier
Deal found 7/26$197
This Trip.com deal was found by Cheapflights users on 7/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:15 am
MCO
-
BOS
Nonstop3h 05m
Frontier
Sun 10/189:15 am
BOS
-
MCO
Nonstop3h 22m
Frontier
Deal found 7/26$198
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 9/27:59 pm
MCO
-
BOS
Nonstop3h 21m
Delta
Wed 9/97:05 am
BOS
-
MCO
Nonstop3h 13m
Delta
Deal found 7/30$199

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 July 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$185
(Frontier)

One-way from

$99
(Trip.com)

Popular in

June

Cheapest in

January

Average price

$282
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. 21% potential increase in price ($62 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 30, 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

Cheapest round-trip

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 9/16

7:05 am-10:15 am

Nonstop3h 10m

Boston Logan Intl

Tue 9/22

7:05 am-10:18 am

Nonstop3h 13m

$199

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 8/25

10:48 am-4:33 pm

1 stop5h 45m

Boston Logan Intl

Sat 8/29

3:27 pm-6:54 pm

Nonstop3h 27m

$209

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 8/25

9:56 am-2:59 pm

1 stop5h 03m

Boston Logan Intl

Tue 9/8

8:20 pm-11:35 pm

Nonstop3h 15m

$209

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 9/9

7:00 am-2:57 pm

1 stop7h 57m

Boston Logan Intl

Wed 9/16

9:20 am-2:27 pm

1 stop5h 07m

$219

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Tue 9/8

6:40 pm-1:17 am

1 stop6h 37m

Boston Logan Intl

Tue 9/15

1:00 pm-8:37 pm

1 stop7h 37m

$219

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 8/26

4:00 pm-10:10 pm

1 stop6h 10m

Boston Logan Intl

Wed 9/2

10:50 am-6:00 pm

2 stops7h 10m

$224

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 9/5

4:59 pm-11:59 pm

1 stop7h 00m

Boston Logan Intl

Sat 9/12

2:28 pm-7:58 pm

1 stop5h 30m

$239

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Thu 1/21

9:15 am-12:14 pm

Nonstop2h 59m

Boston Logan Intl

Sun 1/24

8:25 pm-11:55 pm

Nonstop3h 30m

$281
Quickest round-trip

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Wed 10/14

7:00 am-9:58 am

Nonstop2h 58m

Boston Logan Intl

Wed 10/28

8:15 pm-11:37 pm

Nonstop3h 22m

$283

OrlandoBoston

MCO - BOS

MCOBOS

Orlando

Sat 12/12

8:00 am-12:50 pm

1 stop4h 50m

Boston Logan Intl

Wed 1/6

1:10 pm-5:55 pm

1 stop4h 45m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 23 resultsSorted by cheapest first
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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

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 July 30, 2026.

It’s typically best to fly out from Walt Disney World to Boston in the evening. Doing so could potentially save you 60% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 July 30, 2026.

The most flights from W9D to BOS are scheduled on a Thursday (46 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (12 on average).

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

Airfare is typical for this route at the moment.
Walt Disney World to Boston flights typically cost between $102 and $279 in September.
The cheapest round-trip price found within the last 5 days was $185 on Frontier (Sep 10-Sep 12).

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 July 25, 2026.

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.

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 July 30, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andAmerican 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.
Southwest
8.0
Very good
4,227 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,227 reviews
Southwest
8.0
Very good
4,227 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Delta
7.8
Good
8,487 reviews
Southwest
8.0
Very good
4,227 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,841 reviews
Southwest
8.0
Very good
4,227 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
JetBlue
7.1
Good
3,028 reviews
Southwest
8.0
Very good
4,227 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,747 reviews
Southwest
8.0
Very good
4,227 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other 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 25 daily inbound flights from Walt Disney World from 7 different airlines.

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

    For as low as $199, Delta can have you in Boston from Walt Disney World in 3h 10m. 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 $40. However, be on the lookout for offers from Breeze Airways 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: Frontier (100%), Korean Air (95%), Japan Airlines (91%).

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

    The cheapest flight price from Walt Disney World to Boston is $88. On average you can expect to pay $1,564. The most popular route, (Orlando - Boston Logan Intl), can usually be booked for $171.

  • 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.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Cambridge
Concord
Randolph
Brockton
Seekonk
Hampton Beach
Cranston
Warwick
Peabody
Dedham
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere

Browse thousands of different options on Cheapflights for your next trip

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Top 7 airlines flying from Walt Disney World to Boston

Discover the top 7 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 July 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$45Average$175FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$67Average$176FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$116Average$280FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$290FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$120Average$337FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$184Average$386FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$192Average$351FlexibilityNo cancel feeOn-time71%

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