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Walt Disney World

$58+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MCO
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheapflights Tip: The best prices from New Windsor Stewart to Walt Disney World are usually found in March or May, 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 January 27, 2026.

This Mytrip deal was found by Cheapflights users on 1/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2312:11 pm
SWF
-
MCO
1 stop4h 38m
Breeze Airways
Fri 3/277:15 am
MCO
-
SWF
1 stop4h 16m
Breeze Airways
Deal found 1/26$129
This Expedia deal was found by Cheapflights users on 1/25. 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 2/912:11 pm
SWF
-
MCO
1 stop4h 38m
Breeze Airways
Fri 2/137:15 am
MCO
-
SWF
1 stop4h 16m
Breeze Airways
Deal found 1/25$130
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:38 am
SWF
-
MCO
Nonstop3h 06m
Breeze Airways
Fri 9/117:15 am
MCO
-
SWF
1 stop4h 20m
Breeze Airways
Deal found 1/26$133
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:38 am
SWF
-
MCO
Nonstop3h 06m
Breeze Airways
Sun 9/136:00 am
MCO
-
SWF
Nonstop2h 58m
Breeze Airways
Deal found 1/26$136
This Booking.com deal was found by Cheapflights users on 1/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2312:11 pm
SWF
-
MCO
1 stop4h 38m
Breeze Airways
Fri 2/277:15 am
MCO
-
SWF
1 stop4h 16m
Breeze Airways
Deal found 1/24$139
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/912:11 pm
SWF
-
MCO
1 stop4h 38m
Breeze Airways
Thu 2/128:10 am
MCO
-
SWF
Nonstop2h 58m
Breeze Airways
Deal found 1/26$142
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:38 am
SWF
-
MCO
Nonstop3h 06m
Breeze Airways
Sat 9/127:00 am
MCO
-
SWF
1 stop4h 25m
Breeze Airways
Deal found 1/26$148

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 January 27, 2026.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$129
(Mytrip)

One-way from

$58
(Kiwi.com)

Popular in

November

Cheapest in

March

Average price

$147
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.
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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. 19% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 27, 2026.
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 3/9

12:11 pm-4:49 pm

1 stop4h 38m

Orlando

Fri 3/13

7:15 am-11:31 am

1 stop4h 16m

$162

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 2/23

12:11 pm-4:49 pm

1 stop4h 38m

Orlando

Thu 2/26

8:10 am-11:08 am

Nonstop2h 58m

$164

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 2/5

11:48 am-3:07 pm

Nonstop3h 19m

Orlando

Fri 2/13

7:15 am-11:31 am

1 stop4h 16m

$167

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 3/15

11:48 am-3:07 pm

Nonstop3h 19m

Orlando

Fri 3/20

7:15 am-11:31 am

1 stop4h 16m

$167

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 2/8

11:48 am-3:07 pm

Nonstop3h 19m

Orlando

Wed 2/11

8:55 pm-10:52 am

1 stop13h 57m

$184

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 2/20

12:11 pm-4:49 pm

1 stop4h 38m

Orlando

Thu 2/26

8:10 am-11:08 am

Nonstop2h 58m

$190

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 3/12

11:48 am-3:07 pm

Nonstop3h 19m

Orlando

Thu 3/19

8:10 am-11:08 am

Nonstop2h 58m

$190

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 4/26

11:48 am-3:07 pm

Nonstop3h 19m

Orlando

Thu 4/30

8:10 am-11:08 am

Nonstop2h 58m

$192

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 2/1

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Thu 2/5

8:10 am-11:08 am

Nonstop2h 58m

$197

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 2/5

11:48 am-3:07 pm

Nonstop3h 19m

Orlando

Mon 2/9

7:15 am-11:31 am

1 stop4h 16m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 17 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 January 23, 2026.

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, March is the cheapest month in which you can book a flight from New Windsor to Walt Disney World (average of $38). 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 January 27, 2026.

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 morning could potentially save you up to 58% on airfare.

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 January 27, 2026.
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
263 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.2
Very good
263 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
JetBlue
7.2
Good
2,890 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Allegiant Air
7.2
Good
706 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Spirit Airlines
6.3
Okay
8,386 reviews
Breeze Airways
8.2
Very good
263 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Entertainment

6.6

Crew

8.7

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 $206, our data shows the cheapest flight currently is $54. When looking at the most popular route, (New Windsor Stewart - Orlando), you can expect to pay $129 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, March is the cheapest month in which you can book a flight from New Windsor to Walt Disney World (average of $38). 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

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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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$40Average$93FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$55Average$218FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$80Average$159FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$111Average$233FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$123Average$233FlexibilityNo cancel feeOn-timeN/A

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