$69+ Cheap flights from New Windsor (SWF) to Orlando (MCO)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MCO
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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Find cheap flights from Stewart to Orlando 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 Orlando are usually found in September or January, booked 34 days in advance, depart on a Monday or Friday and return on a Thursday
Cheap flight deals from Stewart to Orlando
Cheapest
Best
Last-minute
One-way
Cheapest flights from Stewart to OrlandoExplore the most affordable flight options available from Stewart to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 5, 2026.
Explore the most affordable flight options available from Stewart to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 5, 2026.
This Breeze Airways deal was found by Cheapflights users on 8/31. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:39 pm -
1 stop11h 03m
Wed 9/307:05 am -
1 stop4h 34m
Deal found 8/31![Breeze Airways logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 8/31![Breeze Airways logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 8/31![Breeze Airways logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/2![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Sat 10/312:39 pm -
1 stop11h 03m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 9/1![Breeze Airways logo]()
$157
Best flights from Stewart to OrlandoDiscover carefully curated flight deals from Stewart to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
Discover carefully curated flight deals from Stewart to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 5, 2026.
This Expedia deal was found by Cheapflights users on 9/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:39 pm -
1 stop11h 03m
Sat 10/107:05 am -
1 stop4h 34m
Deal found 9/4![Breeze Airways logo]()
$163
This Breeze Airways deal was found by Cheapflights users on 9/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:56 am -
Nonstop3h 19m
Thu 9/177:20 am -
Nonstop2h 56m
Deal found 9/1![Breeze Airways logo]()
$173
This Breeze Airways deal was found by Cheapflights users on 8/31. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:39 pm -
1 stop11h 03m
Thu 10/297:20 am -
Nonstop2h 56m
Deal found 8/31![Breeze Airways logo]()
$184
This Breeze Airways deal was found by Cheapflights users on 8/31. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:56 am -
Nonstop3h 19m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 8/31![Breeze Airways logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Sat 9/1912:39 pm -
1 stop11h 03m
Sat 9/267:05 am -
1 stop4h 34m
Deal found 9/4![Breeze Airways logo]()
$191
This Breeze Airways deal was found by Cheapflights users on 9/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:56 am -
Nonstop3h 19m
Thu 10/87:20 am -
Nonstop2h 56m
Deal found 9/2![Breeze Airways logo]()
$193
This Breeze Airways deal was found by Cheapflights users on 9/4. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:39 pm -
1 stop11h 03m
Sat 10/247:05 am -
1 stop4h 34m
Deal found 9/4![Breeze Airways logo]()
$204
This Breeze Airways deal was found by Cheapflights users on 9/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2112:16 pm -
1 stop4h 39m
Mon 9/287:20 am -
1 stop4h 16m
Deal found 9/1![Breeze Airways logo]()
$204
This Breeze Airways deal was found by Cheapflights users on 9/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:39 pm -
1 stop11h 03m
Sat 10/177:05 am -
1 stop4h 34m
Deal found 9/2![Breeze Airways logo]()
$210
This Breeze Airways deal was found by Cheapflights users on 9/3. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:16 pm -
1 stop4h 39m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 9/3![Breeze Airways logo]()
$218
Last-minute flights from Stewart to OrlandoDiscover last-minute flight deals from Stewart to Orlando. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Orlando. Data last updated September 5, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 8/31. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:39 pm -
1 stop11h 03m
Wed 9/307:05 am -
1 stop4h 34m
Deal found 8/31![Breeze Airways logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 8/31![Breeze Airways logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/31. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 8/31![Breeze Airways logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Wed 9/3012:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/5![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/2![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 9/1. 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.
Sat 10/312:39 pm -
1 stop11h 03m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 9/1![Breeze Airways logo]()
$157
One-way flights from Stewart to OrlandoSearch for one-way flight options from Stewart to Orlando. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
Search for one-way flight options from Stewart to Orlando. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Wed 9/3012:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Breeze Airways logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Breeze Airways logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Breeze Airways logo]()
$71
This CheapOair deal was found by Cheapflights users on 8/31. 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.
Sat 9/1912:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Breeze Airways logo]()
$75
This CheapOair deal was found by Cheapflights users on 9/4. 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.
Sat 10/1012:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Breeze Airways logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Sat 10/312:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Breeze Airways logo]()
$78
Find flight deals from Stewart to Orlando
Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Orlando (MCO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $138 (Breeze Airways) |
One-way from | $69 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $180 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart 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, Cheapflights users made 7,457,451 searches. Data last updated September 5, 2026.
Use the filters below to find and compare flights from New Windsor to Orlando Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sat 9/19
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$75
Quickest round-trip
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sun 11/15
10:56 am-2:15 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$89
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Wed 10/14
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$100
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Wed 9/16
12:39 pm-11:42 pm
1 stop11h 03m
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
Thu 11/19
10:56 am-2:15 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Wed 10/21
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$116
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Fri 9/25
10:48 am-2:59 pm
1 stop4h 11m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$116
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sun 1/17
10:56 am-2:15 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$118
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sat 10/31
12:39 pm-9:38 pm
2 stops8h 59m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Wed 12/9
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Stewart to Orlando
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Stewart to Orlando in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on New Windsor-Orlando Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Orlando Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-Orlando Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New Windsor-Orlando Airport 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-Orlando Airport 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.
SWF-MCO
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 Orlando Airport
How far ahead should I book a flight from New Windsor to Orlando Airport?
To ensure you get the cheapest price possible for a flight from New Windsor to Orlando Airport, you should look to book at least 33 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.
What is the cheapest month to book a flight from New Windsor to Orlando Airport?
Currently, September is the cheapest month in which you can book a flight from New Windsor to Orlando Airport (average of $167). Flying from New Windsor to Orlando Airport in December is currently the most expensive (average of $325). 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 MCO?
Find hourly flight availability from Stewart to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 5, 2026.
It’s typically best to fly out from New Windsor to Orlando Airport in the morning. Doing so could potentially save you 58% on the flight price compared to flying at noon, which is usually more expensive.
Reviews of airlines servicing Orlando
Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated September 5, 2026.
Read reviews from past customers who have flown Breeze Airways,JetBlue, andFrontier from New Windsor to Orlando Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.7
Overall
8.2
Boarding
8.4
Comfort
8.2
Crew
8.8
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Overall
8.2
Boarding
8.4
Comfort
8.2
Crew
8.8
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Overall
8.2
Boarding
8.4
Comfort
8.2
Crew
8.8
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Entertainment
6.7
Overall
8.2
Boarding
8.4
Comfort
8.2
Crew
8.8
Food
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Stewart to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Orlando Airport?
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Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 5, 2026.
Stewart and Orlando flights
Browse other Stewart and Orlando flight options. Last updated on September 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Stewart to Orlando
Discover the top 3 airlines that operate flights from Stewart to Orlando. 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 7,457,451 searches. Data last updated September 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$43 | Average$148 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$154 | Average$257 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$167 | Average$217 | FlexibilityNo cancel fee | On-time62% |