HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Walt Disney World

$38+ Cheap flights from New Windsor (SWF) to Bay Lake, FL

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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MCO
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Walt Disney World 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 New Windsor Stewart to Walt Disney World are usually found in May or March, booked 34 days in advance, depart on a Friday or Monday and return on a Friday

Cheap flight deals from Stewart to Walt Disney World

Cheapest flights from Stewart to Walt Disney World
Explore the most affordable flight options available from Stewart to Walt Disney World. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/1111:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Mon 12/157:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Deal found 12/3$135
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/1111:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Fri 12/127:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Deal found 12/3$151
This Kiwi.com deal was found by Cheapflights users on 12/4. 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.
Sun 12/1411:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Tue 12/238:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 12/4$152
This Expedia deal was found by Cheapflights users on 12/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Sun 12/218:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 12/3$155
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 12/1111:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Sun 12/148:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 12/3$157
This Kiwi.com deal was found by Cheapflights users on 12/4. 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.
Sun 12/1411:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Sun 12/218:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 12/4$158
This CheapOair deal was found by Cheapflights users on 12/2. 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.
Mon 12/1512:24 pmSWF - MCO
1 stop4h 35mBreeze Airways
Fri 12/197:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Deal found 12/2$159
This CheapOair deal was found by Cheapflights users on 12/4. 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.
Sun 12/1411:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Fri 12/197:30 amMCO - SWF
1 stop4h 14mBreeze Airways
Deal found 12/4$161
This Super.com deal was found by Cheapflights users on 12/3. 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.
Thu 12/1111:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Thu 12/188:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 12/3$167
This Kiwi.com deal was found by Cheapflights users on 12/3. 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.
Sun 12/1411:43 amSWF - MCO
Nonstop3h 14mBreeze Airways
Thu 12/188:10 amMCO - SWF
Nonstop2h 53mBreeze Airways
Deal found 12/3$168

Find flight deals from Stewart to Walt Disney World

Keep the following information in mind while searching for Stewart to Walt Disney World flight deals. Data was last updated December 4, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$106
(Super.com)

One-way from

$38
(Expedia)

Popular in

November

Cheapest in

May

Average price

$237
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Orlando (ORL) flights.
Search Deals
From New Windsor Stewart to Walt Disney World
Search Deals
One-way flight from New Windsor Stewart to Walt Disney World
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Walt Disney World 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 December 4, 2025.
Use the filters below to find and compare flights from New Windsor to Bay Lake that are best for you.

Fly from

Stewart

Fly to

Walt Disney World

Route

Depart

Return

Price

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 1/12

12:11 pm-4:49 pm

1 stop4h 38m

Orlando

Fri 1/16

7:15 am-11:31 am

1 stop4h 16m

$108

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 1/12

12:11 pm-4:49 pm

1 stop4h 38m

Orlando

Fri 1/30

7:15 am-11:31 am

1 stop4h 16m

$113

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 1/11

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Fri 1/16

7:15 am-11:31 am

1 stop4h 16m

$114

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 1/25

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Thu 1/29

8:35 am-11:33 am

Nonstop2h 58m

$122

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 1/5

12:24 pm-4:59 pm

1 stop4h 35m

Orlando

Thu 1/8

8:35 am-11:33 am

Nonstop2h 58m

$148

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 1/25

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Sun 2/1

8:35 am-11:33 am

Nonstop2h 58m

$148

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 12/14

11:43 am-2:57 pm

Nonstop3h 14m

Orlando

Sun 12/21

8:10 am-11:03 am

Nonstop2h 53m

$158

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 1/18

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Sun 1/25

8:35 am-11:33 am

Nonstop2h 58m

$163

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 12/15

12:24 pm-4:59 pm

1 stop4h 35m

Orlando

Fri 12/19

7:30 am-11:44 am

1 stop4h 14m

$165

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 1/22

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Mon 1/26

7:15 am-11:31 am

1 stop4h 16m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 18 results
1
2

Best time to book a flight from Stewart to Walt Disney World

Have a flexible travel schedule? Discover the best time to fly to Walt Disney World from Stewart 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 New Windsor to Bay Lake

How far ahead should I book a flight from New Windsor to Walt Disney World?

Use this chart to determine the optimal time to book a round-trip flight from Stewart to Walt Disney World. Price data was last updated on November 28, 2025.

The price you pay for your flight from New Windsor to Walt Disney World may vary depending on when you book. For the best chance of a lower fare, look to book 34 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from New Windsor to Walt Disney World?

Currently, January is the cheapest month in which you can book a flight from New Windsor to Walt Disney World (average of $29). Flying from New Windsor to Walt Disney World in July is currently the most expensive (average of $78). 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 SWF to W9D?

Find hourly flight availability from Stewart to Walt Disney World. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 4, 2025.

One of the essential ways to save on airfare from New Windsor to Walt Disney World is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 42% on airfare.

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

Reviews of airlines servicing Walt Disney World

Get insights into the airlines that provide service to Walt Disney World. 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 Walt Disney World. Reviews last updated December 4, 2025.
Read through reviews of airlines operating flights from New Windsor to Bay Lake, such as Breeze Airways, JetBlue, and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
242 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Overall

8.2

Entertainment

6.6

Comfort

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Breeze Airways
8.2
Very good
242 reviews
Breeze Airways
8.2
Very good
242 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Overall

8.2

Entertainment

6.6

Comfort

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
JetBlue
7.2
Good
2,898 reviews
Breeze Airways
8.2
Very good
242 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Overall

8.2

Entertainment

6.6

Comfort

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Allegiant Air
7.2
Good
698 reviews
Breeze Airways
8.2
Very good
242 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Overall

8.2

Entertainment

6.6

Comfort

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.
Spirit Airlines
6.3
Okay
8,157 reviews
Breeze Airways
8.2
Very good
242 reviews

Crew

8.8

Food

6.7

Boarding

8.4

Overall

8.2

Entertainment

6.6

Comfort

8.2

Reviews

1 / 15
8.0
Excellent

Lyle,Dec 2025

BDL - RSW

Seating was comfortable, crew excellent, no food or entertainment offered.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Walt Disney World. 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 from for flights from New Windsor to Walt Disney World?

    New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Walt Disney World. You should not have trouble finding flights to Walt Disney World from Stewart; the airport handles an average of 0 outbound flights to Walt Disney World per day. You should also have plenty of airline options to choose from since 5 airlines have flights from the New Windsor airport to Walt Disney World. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.

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

    Airlines like Breeze Airways fly from New Windsor to Walt Disney World in about 4h 38m. The time it takes to get you to your destination can typically vary by up to . New Windsor and Walt Disney World are separated by a distance of 989 mi.

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

    While on average a flight from New Windsor to Walt Disney World is generally $171, our data shows the cheapest flight currently is $73. When looking at the most popular route, (New Windsor Stewart - Orlando), you can expect to pay $122 for that flight.

  • Can I find deals for flights from Stewart to Walt Disney World that include hotel bookings?

    Yes. In addition to deals on Stewart to Walt Disney World flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stewart to Walt Disney World?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Walt Disney World.

  • Can I find deals for business class flights from Stewart to Walt Disney World?

    Yes. Cheapflights offers flight deals from Stewart to Walt Disney World 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 New Windsor to Walt Disney World?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Walt Disney World (average of $29). Flying from New Windsor to Walt Disney World in July is currently the most expensive (average of $78). 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

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.

Alternative routes for Stewart to Walt Disney World

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Fort Lauderdale flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
Newark to West Palm Beach flights
John F Kennedy Intl to Orlando flights
Newark to Orlando flights
John F Kennedy Intl to West Palm Beach flights
LaGuardia to Orlando flights
LaGuardia to Tampa flights
John F Kennedy Intl to Tampa flights
LaGuardia to West Palm Beach flights
Newark to Tampa flights
Newark to Fort Myers flights
John F Kennedy Intl to Fort Myers flights
Buffalo to Orlando flights
LaGuardia to Fort Myers flights
John F Kennedy Intl to Sarasota flights
White Plains to Orlando flights
Newark to Sarasota flights
Islip to Orlando flights
Syracuse to Orlando flights
Islip to West Palm Beach flights
White Plains to Fort Lauderdale flights
Newark to Key West flights
Newark to Jacksonville flights
Stewart to Orlando flights
LaGuardia to Jacksonville flights
Buffalo to Fort Lauderdale flights
Islip to Fort Lauderdale flights
Albany to Orlando flights
White Plains to Miami flights
Stewart to Fort Lauderdale flights
LaGuardia to Sarasota flights
White Plains to West Palm Beach flights
John F Kennedy Intl to Jacksonville flights
Rochester to Orlando flights
LaGuardia to Key West flights
John F Kennedy Intl to Key West flights
Islip to Tampa flights
White Plains to Tampa flights
Buffalo to Tampa flights
White Plains to Fort Myers flights
Newark to St Petersburg flights
Islip to Fort Myers flights
Albany to Fort Lauderdale flights
John F Kennedy Intl to Daytona Beach flights
Newark to Orlando Sanford Intl flights

Top 5 airlines flying from Stewart to Walt Disney World

Discover the top 5 airlines that operate flights from Stewart to Walt Disney World. 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$93FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$67Average$137FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$76Average$153FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$111Average$231FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$119Average$231FlexibilityNo cancel feeOn-timeN/A

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.