HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Boston

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

MCO — BOS
Oct 31 — Nov 71
Sat 10/31
Sat 11/7
1 adult, Economy
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 29 days in advance, depart on a Friday or Thursday and return on a Tuesday

Find flight deals from Walt Disney World to Boston

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

January

Average price

$259
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
Highest demand for flights based on searches. 14% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2026
Search 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?

It’s typically best to fly out from Walt Disney World to Boston in the evening. Doing so could potentially save you 56% 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?

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.

Reviews of airlines servicing Boston

Peruse reviews from past customers who have flown with Southwest,Delta, andJetBlue 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
4,208 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.
Southwest
8.0
Very good
4,208 reviews
Southwest
8.0
Very good
4,208 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.
Delta
7.8
Good
8,618 reviews
Southwest
8.0
Very good
4,208 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.
JetBlue
7.1
Good
3,043 reviews
Southwest
8.0
Very good
4,208 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.
American Airlines
7.0
Good
12,102 reviews
Southwest
8.0
Very good
4,208 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.
Frontier
5.6
Fair
2,564 reviews
Southwest
8.0
Very good
4,208 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
10.0
Excellent

Edward,Sep 2026

MCO - BWI

Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.

Related info for your journey

  • 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 30 daily inbound flights from Walt Disney World from 7 different airlines.

  • 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 $44. 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 (94%), Korean Air (93%), Japan Airlines (89%).

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

    The cheapest flight price from Walt Disney World to Boston is $90. On average you can expect to pay $1,341. The most popular route, (Orlando - Boston Logan Intl), can usually be booked for $143.

  • 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
Randolph
Concord
Cambridge
Brockton
Dedham
Cranston
Revere
Warwick
Pawtucket
Peabody
Auburn
Londonderry
York Beach
Fitchburg
North Falmouth
Swansea
Chelsea
Braintree
Sandwich

Browse thousands of different options on Cheapflights for your next trip

Top 7 airlines flying from Walt Disney World to Boston

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$242FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$67Average$176FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$127Average$300FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$317FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$150Average$373FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$184Average$435FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$192Average$342FlexibilityNo cancel feeOn-time71%

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.