Cheap flights from New Windsor to Orlando from $48

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Windsor to Orlando departing on 1/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Enter your travel dates to find the best prices.
Breeze Airways Logo
12:13 pm - 3:32 pmSWF-MCO
3h 19mnonstop
Breeze Airways Logo
8:10 am - 11:08 amMCO-SWF
2h 58mnonstop
$122Breeze Airways
Find Deal
Sun, Jan 11 - Thu, Jan 15
Breeze Airways Logo
12:11 pm - 4:49 pmSWF-MCO
4h 38m1 stop
Breeze Airways Logo
8:35 am - 11:33 amMCO-SWF
2h 58mnonstop
$125Breeze Airways
Find Deal
Fri, Jan 9 - Sun, Jan 11
Breeze Airways Logo
12:11 pm - 4:49 pmSWF-MCO
4h 38m1 stop
Breeze Airways Logo
8:35 am - 11:33 amMCO-SWF
2h 58mnonstop
$133Breeze Airways
Find Deal
Mon, Jan 19 - Thu, Jan 22
Breeze Airways Logo
12:24 pm - 4:59 pmSWF-MCO
4h 35m1 stop
Breeze Airways Logo
8:10 am - 11:08 amMCO-SWF
2h 58mnonstop
$140Breeze Airways
Find Deal
Mon, Jan 5 - Sun, Jan 11
Breeze Airways Logo
12:13 pm - 3:32 pmSWF-MCO
3h 19mnonstop
Breeze Airways Logo
8:35 am - 11:33 amMCO-SWF
2h 58mnonstop
$142Breeze Airways
Find Deal
Thu, Jan 8 - Thu, Jan 15
Breeze Airways Logo
12:13 pm - 3:32 pmSWF-MCO
3h 19mnonstop
Breeze Airways Logo
8:35 am - 11:33 amMCO-SWF
2h 58mnonstop
$143Breeze Airways
Find Deal
Thu, Jan 8 - Sun, Jan 11
Breeze Airways Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
Breeze Airways Logo
7:30 am - 11:44 amMCO-SWF
4h 14m1 stop
$145Breeze Airways
Find Deal
Sun, Dec 14 - Fri, Dec 19
Breeze Airways Logo
12:13 pm - 3:32 pmSWF-MCO
3h 19mnonstop
Breeze Airways Logo
8:35 am - 11:33 amMCO-SWF
2h 58mnonstop
$147Breeze Airways
Find Deal
Thu, Jan 8 - Sun, Jan 11
Multiple Airlines Logo
11:43 am - 2:57 pmSWF-MCO
3h 14mnonstop
Multiple Airlines Logo
6:40 pm - 10:11 amMCO-SWF
15h 31m1 stop
$194Multiple Airlines
Find Deal
Sun, Nov 9 - Thu, Nov 13
Multiple Airlines Logo
12:01 pm - 10:08 pmSWF-MCO
10h 07m1 stop
Multiple Airlines Logo
7:50 pm - 10:22 amMCO-SWF
14h 32m1 stop
$195Multiple Airlines
Find Deal
Mon, Nov 17 - Thu, Nov 20

Breeze Airways flights from New Windsor to Orlando

Our best Breeze Airways deals on New Windsor to Orlando flight tickets
Breeze Airways
Jan 11
SWF12:13 pmNew Windsor Stewart
3h 19m
MCO3:32 pmOrlando
Jan 15
MCO8:10 amOrlando
2h 58m
SWF11:08 amNew Windsor Stewart
Breeze Airways
Jan 9
SWF12:11 pmNew Windsor Stewart
4h 38m
1 stop
MCO4:49 pmOrlando
Jan 11
MCO8:35 amOrlando
2h 58m
SWF11:33 amNew Windsor Stewart
Breeze Airways
Jan 19
SWF12:11 pmNew Windsor Stewart
4h 38m
1 stop
MCO4:49 pmOrlando
Jan 22
MCO8:35 amOrlando
2h 58m
SWF11:33 amNew Windsor Stewart

momondo Fare Finder

 
Customize your flight search to find flights from New Windsor to Orlando 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, momondo users made 832,500 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from New Windsor to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 1/11

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Thu 1/15

8:10 am-11:08 am

Nonstop2h 58m

$122

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Fri 1/9

12:11 pm-4:49 pm

1 stop4h 38m

Orlando

Sun 1/11

8:35 am-11:33 am

Nonstop2h 58m

$125

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 1/19

12:11 pm-4:49 pm

1 stop4h 38m

Orlando

Thu 1/22

8:35 am-11:33 am

Nonstop2h 58m

$133

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 1/5

12:24 pm-4:59 pm

1 stop4h 35m

Orlando

Sun 1/11

8:10 am-11:08 am

Nonstop2h 58m

$140

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 1/8

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Thu 1/15

8:35 am-11:33 am

Nonstop2h 58m

$142

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 1/8

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Sun 1/11

8:35 am-11:33 am

Nonstop2h 58m

$143

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 12/14

11:43 am-2:57 pm

Nonstop3h 14m

Orlando

Fri 12/19

7:30 am-11:44 am

1 stop4h 14m

$145

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Thu 1/8

12:13 pm-3:32 pm

Nonstop3h 19m

Orlando

Sun 1/11

8:35 am-11:33 am

Nonstop2h 58m

$147

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Sun 11/9

11:43 am-2:57 pm

Nonstop3h 14m

Orlando

Thu 11/13

6:40 pm-10:11 am

1 stop15h 31m

$194

New WindsorOrlando

SWF - MCO

SWFMCO

New Windsor Stewart

Mon 11/17

12:01 pm-10:08 pm

1 stop10h 07m

Orlando

Thu 11/20

7:50 pm-10:22 am

1 stop14h 32m

$195

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Orlando from

How to get the cheapest flight ticket from New Windsor to Orlando

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between New Windsor and Orlando?

What is the cheapest month to fly to Orlando?

The month of May is, on average, the cheapest month to fly to Orlando from New Windsor, with most prices found around $136. If you’re not able to fly to Orlando in May, then January is your next best option. Flight prices from New Windsor to Orlando during January average around $137.

What is the cheapest day to depart on your flight to Orlando?

Our data shows that Tuesday is the least expensive day to fly to Orlando. Tickets to fly out on this day can be as low as $225. On the other hand, Monday is the most expensive day to depart from New Windsor because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $273.

What is the cheapest time of day to depart on your flight to Orlando?

The cheapest time of day to fly to Orlando is at noon when flights can be purchased for as low as $235. In contrast, the most expensive time of day to depart to Orlando is in the morning when prices are around $250.

What is the cheapest New Windsor Stewart to Orlando flight route?

Fly from New Windsor Stewart to Orlando Sanford Intl for the best New Windsor Stewart - Orlando flight prices

How far in advance should I book a flight to Orlando?

You are more likely to see cheaper flights to Orlando from New Windsor when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando for around $220 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando from New Windsor for as low as $173 on momondo.

What cabin class options are available on New Windsor Stewart to Orlando flights?

There is only 1 cabin class available to choose from on New Windsor Stewart to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have New Windsor to Orlando flight prices changed over time?

As of October 2025, prices for New Windsor to Orlando flights are approximately 54% more expensive when compared to flights at the same time last year.

When to book flights from New Windsor to Orlando

Are you open to changing your travel dates? Check out the ideal times to fly from New Windsor to Orlando according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New Windsor to Orlando (SWF to ORL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Windsor to Orlando

Best Price Found

$110

Fastest flight time

3h 14m

Direct flights

Mon, Wed and Fri

Airports in Orlando

1 airport
The best one-way flight to Orlando from New Windsor in the past 72 hours is $110. The best round-trip flight deal from New Windsor to Orlando found on momondo in the last 72 hours is $162.
The fastest flight from New Windsor to Orlando takes 3h 14m
Direct flights go from New Windsor to Orlando on Monday, Wednesday and Friday. Airlines offering direct flights are: Breeze Airways and Allegiant Air.
There is 1 airport near Orlando: Orlando (MCO)
  • How far is New Windsor Stewart to Orlando by plane?

    The straight-line distance from New Windsor Stewart to Orlando is 984.5 mi. 3h 14m is a normal flight duration for this route.

  • When did momondo last update prices for flights from New Windsor Stewart Airport to Orlando?

    Prices for flights from New Windsor Stewart Airport to Orlando were last updated today.

  • How many operators does momondo search for flights from New Windsor Stewart Airport to Orlando?

  • How old do you have to be to fly from New Windsor Stewart Airport to Orlando?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from New Windsor Stewart Airport to Orlando.

  • What documentation or ID do you need to fly to Orlando?

    The travel and health documents you'll need for your trip to Orlando may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Orlando. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from New Windsor to Orlando?

  • What is the most popular airline from New Windsor to Orlando?

Best airlines flying from New Windsor to Orlando

Compare and see reviews for airlines that fly from New Windsor to Orlando with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $40Free CancellationRating
5.8
3,123 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,115 reviews
Search Spirit Airlines flights
Allegiant AirPriceFrom $76Free CancellationRating
7.2
694 reviews
Search Allegiant Air flights
Breeze AirwaysPriceFrom $120Free CancellationRating
8.1
222 reviews
Search Breeze Airways flights
JetBluePriceFrom $167Free CancellationRating
7.2
2,906 reviews
Search JetBlue flights
  • Breeze Airways Flights From New Windsor to Orlando

    Breeze Airways is one of the most popular airlines flying from New Windsor to Orlando, operating 1 flight/week on average for this route. A good Breeze Airways flight deal for New Windsor to Orlando starts from $120 round-trip, up to an average price of $232. Our users have rated Breeze Airways at 8.1/10.

Traveling to a place near Orlando?

Book flights to Orlando if you plan to visit one of these locations
Bay Lake

Why use momondo?

Why should I use momondo to find a flight deal from New Windsor to Orlando?

Finding the right flight to Orlando from New Windsor is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Orlando quick and easy, saving you time and money.

Can I find flights from New Windsor to Orlando with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Orlando from New Windsor with this policy.

How can momondo help me find flights from New Windsor to Orlando?

Once you have performed a search for New Windsor to Orlando flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from New Windsor to Orlando right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Orlando from New Windsor. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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1 adult
Sat 11/29
Sat 12/6

Find better results for your trip to the United States

Fly into one of these airports located in Orlando

Airports listed have a maximum distance of 18.3 mi from Orlando