Orlando

$52+ Cheap flights from Stewart (SWF) to Orlando (ORL)

SWF — ORL
Dec 13 — Dec 201
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from New Windsor Stewart to Orlando are usually found in May or September, booked 66 days in advance, depart on a Monday or Friday and return on a Friday

Cheap flight deals from Stewart to Orlando

Cheapest flights from Stewart to Orlando

Sat 12/512:29 pm -
1 stop11h 13m
Wed 12/97:05 am -
1 stop4h 44m
Deal found 11/8$175
Mon 12/1412:16 pm -
1 stop4h 39m
Thu 12/247:30 am -
Nonstop2h 56m
Deal found 11/10$179
Sat 12/1212:29 pm -
1 stop11h 13m
Wed 1/207:00 am -
1 stop4h 49m
Deal found 11/11$181
Sat 12/1212:29 pm -
1 stop4h 48m
Thu 1/77:20 am -
Nonstop2h 56m
Deal found 11/12$182
Mon 12/1412:16 pm -
1 stop4h 39m
Fri 12/257:20 am -
1 stop4h 16m
Deal found 11/10$186
Wed 12/912:29 pm -
1 stop11h 13m
Thu 12/107:30 am -
Nonstop2h 56m
Deal found 11/12$187
Wed 12/212:29 pm -
1 stop11h 13m
Fri 12/47:20 am -
1 stop4h 16m
Deal found 11/9$188
Mon 12/1411:03 am -
Nonstop2h 49m
Wed 12/234:16 pm -
Nonstop2h 40m
Deal found 11/10$188
Sat 12/1212:29 pm -
1 stop11h 13m
Wed 12/167:05 am -
1 stop4h 44m
Deal found 11/12$189
Wed 12/212:29 pm -
1 stop11h 13m
Thu 12/37:30 am -
Nonstop2h 56m
Deal found 11/9$191
Wed 12/212:29 pm -
1 stop11h 13m
Sat 12/57:05 am -
1 stop4h 44m
Deal found 11/8$193
Fri 12/1111:03 am -
Nonstop2h 49m
Sat 12/264:16 pm -
Nonstop2h 40m
Deal found 11/10$193

Find flight deals from Stewart to Orlando

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$166
(Kiwi.com)

One-way from

$52
(CheapOair)

Popular in

March

Cheapest in

May

Average price

$264

Good round-trip deal

$168 or less

Good one-way deal

$87 or less
Provider with most accurate pricing for New Windsor Stewart-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for New Windsor Stewart-Orlando (ORL) flights.
From New Windsor Stewart to Orlando (ORL)
One-way flight from New Windsor Stewart to Orlando (ORL)
Highest demand for flights based on searches. 11% potential increase in price ($29 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from New Windsor Stewart to Orlando (ORL).
Price to beat on a one-way flight from New Windsor Stewart to Orlando (ORL).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from New Windsor Stewart Airport to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorOrlando

SWF New Windsor Stewart - SFB Orlando Sanford Intl

SWFSFB

New Windsor Stewart

Mon 12/14

11:03 am-1:52 pm

Nonstop2h 49m

Orlando Sanford Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$61

New WindsorOrlando

SWF New Windsor Stewart - MCO Orlando

SWFMCO

New Windsor Stewart

Sat 12/5

12:29 pm-11:42 pm

1 stop11h 13m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$84
Quickest round-trip

New WindsorOrlando

SWF New Windsor Stewart - SFB Orlando Sanford Intl

SWFSFB

New Windsor Stewart

Mon 1/4

7:01 pm-9:48 pm

Nonstop2h 47m

Orlando Sanford Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$86

New WindsorOrlando

SWF New Windsor Stewart - MCO Orlando

SWFMCO

New Windsor Stewart

Sat 1/9

12:29 pm-11:42 pm

1 stop11h 13m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$91

New WindsorOrlando

SWF New Windsor Stewart - MCO Orlando

SWFMCO

New Windsor Stewart

Mon 1/25

11:58 am-4:45 pm

1 stop4h 47m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$102

New WindsorOrlando

SWF New Windsor Stewart - MCO Orlando

SWFMCO

New Windsor Stewart

Wed 12/16

12:29 pm-11:42 pm

1 stop11h 13m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$105

New WindsorOrlando

SWF New Windsor Stewart - MCO Orlando

SWFMCO

New Windsor Stewart

Wed 1/20

12:29 pm-11:42 pm

1 stop11h 13m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$106

New WindsorOrlando

SWF New Windsor Stewart - MCO Orlando

SWFMCO

New Windsor Stewart

Sun 2/7

10:56 am-2:15 pm

Nonstop3h 19m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$133

New WindsorOrlando

SWF New Windsor Stewart - SFB Orlando Sanford Intl

SWFSFB

New Windsor Stewart

Fri 11/20

11:29 am-2:24 pm

Nonstop2h 55m

Orlando Sanford Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$143

New WindsorOrlando

SWF New Windsor Stewart - MCO Orlando

SWFMCO

New Windsor Stewart

Wed 12/16

12:29 pm-8:50 pm

1 stop8h 21m

Orlando

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 43 resultsSorted by cheapest first
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Compare providers for flights from Stewart to Orlando

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Orlando in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Windsor Stewart Airport-Orlando flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor Stewart Airport-Orlando flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor Stewart Airport-Orlando flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor Stewart Airport-Orlando flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Windsor Stewart Airport-Orlando flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Stewart to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Stewart with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from New Windsor Stewart Airport to Orlando

What is the cheapest month to book a flight from New Windsor Stewart Airport to Orlando?

Currently, May is the cheapest month in which you can book a flight from New Windsor Stewart Airport to Orlando (average of $186). Flying from New Windsor Stewart Airport to Orlando in December is currently the most expensive (average of $308). 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 ORL?

Unlike at noon, when flights are generally more expensive, you can save up to 52% on flights from New Windsor Stewart Airport to Orlando by exploring options for tickets in the morning.

How much does it cost to fly round-trip from New Windsor Stewart Airport to Orlando?

Airfare is below average for this route at the moment.
New Windsor Stewart Airport to Orlando flights typically cost between $192 and $308 in January.
The cheapest round-trip price found within the last 5 days was $166 on Breeze Airways (Jan 27-Feb 1).

How far ahead should I book a flight from New Windsor Stewart Airport to Orlando?

To ensure you get the cheapest price possible for a flight from New Windsor Stewart Airport to Orlando, you should look to book at least 75 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Orlando

Read through reviews of airlines operating flights from New Windsor Stewart Airport to Orlando, such as Breeze Airways,Allegiant Air, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.4

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Overall

8.2

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Overall

8.2

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Overall

8.2

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Overall

8.2

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Boarding

8.4

Food

6.7

Comfort

8.2

Entertainment

6.8

Crew

8.8

Overall

8.2

Reviews

1 / 17
10.0
Excellent

James,Oct 2026

RSW - RDU

The plane was clean and modern. The crew was excellent. The flight left early and arrived ~ 30 mintues early. As such, our bags were delayed in arriving. Food (snacks) were average.

Related info for your journey

  • How long is the flight from New Windsor Stewart Airport to Orlando?

    Allegiant Air and Breeze Airways can get you from New Windsor Stewart Airport to Orlando in just under 2h 55m. Your travel time can differ by up to 8h 18m. New Windsor Stewart Airport and Orlando are separated by a distance of 966 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from New Windsor Stewart Airport to Orlando round-trip?

    Frontier, at $68, was found to be the cheapest airline from New Windsor Stewart Airport to Orlando.Alternate airlines to your destination round-trip include Allegiant Air and Breeze Airways. You may be able to fly from New Windsor Stewart Airport to Orlando for 71% less than the average price by searching for these airlines.

  • What are the cheapest flights from New Windsor Stewart Airport to Orlando?

    Looking at all options, your cheapest flight can be booked for $112. While the most popular route (New Windsor Stewart - Orlando) can be booked for $168 on average, our data indicates $250 when flying from New Windsor Stewart Airport to Orlando.

  • Can I find deals for flights from Stewart to Orlando that include hotel bookings?

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

  • How can I find direct flights from Stewart to Orlando?

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

  • Can I find deals for business class flights from Stewart to Orlando?

    Yes. Cheapflights offers flight deals from Stewart to Orlando 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 Stewart Airport to Orlando?

    Currently, May is the cheapest month in which you can book a flight from New Windsor Stewart Airport to Orlando (average of $186). Flying from New Windsor Stewart Airport to Orlando in December is currently the most expensive (average of $308). 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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Alternative routes for Stewart to Orlando

Top 4 airlines flying from Stewart to Orlando

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$68Average$173FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$88Average$196FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$161Average$269FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$177Average$276FlexibilityNo cancel feeOn-time62%

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