$51+ Cheap flights from New Windsor (SWF) to Orlando Sanford Intl (SFB)
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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SFB
Oct 9 — Oct 161
Round-trip
1 adult, Economy
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Find cheap flights from Stewart to Orlando Sanford Intl 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
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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 Sanford Intl are usually found in October or September, booked 76 days in advance, depart on a Monday or Friday and return on a Tuesday
Cheap flight deals from Stewart to Orlando Sanford Intl
Cheapest
Best
Last-minute
One-way
Cheapest flights from Stewart to Orlando Sanford IntlExplore the most affordable flight options available from Stewart to Orlando Sanford Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 9, 2026.
Explore the most affordable flight options available from Stewart to Orlando Sanford Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 9, 2026.
This CheapOair deal was found by Cheapflights users on 9/6. 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 11/97:04 pm -
Nonstop2h 49m
Fri 11/131:54 pm -
Nonstop2h 46m
Deal found 9/6![Allegiant Air logo]()
$98
This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:01 pm -
Nonstop2h 49m
Fri 10/302:03 pm -
Nonstop2h 46m
Deal found 9/4![Allegiant Air logo]()
$100
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.
Mon 11/167:04 pm -
Nonstop2h 49m
Fri 11/208:00 am -
Nonstop2h 39m
Deal found 9/4![Allegiant Air logo]()
$103
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:01 pm -
Nonstop2h 49m
Mon 11/23:25 pm -
Nonstop2h 46m
Deal found 9/4![Allegiant Air logo]()
$105
This Jetabroad deal was found by Cheapflights users on 9/8. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:01 pm -
Nonstop2h 49m
Fri 10/302:03 pm -
Nonstop2h 46m
Deal found 9/8![Allegiant Air logo]()
$108
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:04 pm -
Nonstop2h 49m
Mon 12/77:30 am -
Nonstop2h 43m
Deal found 9/5![Allegiant Air logo]()
$113
Best flights from Stewart to Orlando Sanford IntlDiscover carefully curated flight deals from Stewart to Orlando Sanford Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 9, 2026.
Discover carefully curated flight deals from Stewart to Orlando Sanford Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 9, 2026.
This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:01 pm -
Nonstop2h 49m
Fri 10/302:03 pm -
Nonstop2h 46m
Deal found 9/4![Allegiant Air logo]()
$100
This CheapOair deal was found by Cheapflights users on 9/7. 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 11/167:04 pm -
Nonstop2h 49m
Fri 11/208:00 am -
Nonstop2h 39m
Deal found 9/7![Allegiant Air logo]()
$115
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:03 am -
Nonstop2h 49m
Fri 12/117:30 am -
Nonstop2h 43m
Deal found 9/5![Allegiant Air logo]()
$131
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:03 am -
Nonstop2h 49m
Mon 12/77:30 am -
Nonstop2h 43m
Deal found 9/4![Allegiant Air logo]()
$146
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1111:03 am -
Nonstop2h 49m
Mon 12/147:30 am -
Nonstop2h 43m
Deal found 9/4![Allegiant Air logo]()
$148
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.
Mon 10/197:01 pm -
Nonstop2h 49m
Fri 10/232:03 pm -
Nonstop2h 46m
Deal found 9/4![Allegiant Air logo]()
$148
This Cheapflightsfares deal was found by Cheapflights users on 9/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:01 pm -
Nonstop2h 49m
Fri 11/131:54 pm -
Nonstop2h 46m
Deal found 9/6![Allegiant Air logo]()
$157
This Flightnetwork deal was found by Cheapflights users on 9/8. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:39 pm -
Nonstop2h 49m
Fri 10/302:03 pm -
Nonstop2h 46m
Deal found 9/8![Allegiant Air logo]()
$161
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.
Fri 11/2011:29 am -
Nonstop2h 55m
Mon 12/77:30 am -
Nonstop2h 43m
Deal found 9/5![Allegiant Air logo]()
$166
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:29 am -
Nonstop2h 55m
Mon 11/238:00 am -
Nonstop2h 39m
Deal found 9/4![Allegiant Air logo]()
$169
Last-minute flights from Stewart to Orlando Sanford IntlDiscover last-minute flight deals from Stewart to Orlando Sanford Intl. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Stewart to Orlando Sanford Intl. Data last updated September 9, 2026 and is based on user searches.
This Jetabroad deal was found by Cheapflights users on 9/8. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:01 pm -
Nonstop2h 49m
Fri 10/302:03 pm -
Nonstop2h 46m
Deal found 9/8![Allegiant Air logo]()
$108
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:01 pm -
Nonstop2h 49m
Mon 10/263:25 pm -
Nonstop2h 46m
Deal found 9/5![Allegiant Air logo]()
$139
This Kissandfly.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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:01 pm -
Nonstop2h 49m
Fri 10/302:03 pm -
Nonstop2h 46m
Deal found 9/4![Allegiant Air logo]()
$100
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:01 pm -
Nonstop2h 49m
Mon 11/23:25 pm -
Nonstop2h 46m
Deal found 9/4![Allegiant Air logo]()
$105
One-way flights from Stewart to Orlando Sanford IntlSearch for one-way flight options from Stewart to Orlando Sanford Intl. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
Search for one-way flight options from Stewart to Orlando Sanford Intl. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
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.
Mon 10/267:01 pm -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Allegiant Air logo]()
$51
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:04 pm -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Allegiant Air logo]()
$53
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/197:01 pm -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Allegiant Air logo]()
$56
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:04 pm -
Nonstop2h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Allegiant Air logo]()
$58
Find flight deals from Stewart to Orlando Sanford Intl
Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Orlando Sanford Intl (SFB). 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 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $98 (CheapOair) |
One-way from | $51 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $126 |
Cheapflights Fare Finder
Customize your flight search to find flights from Stewart to Orlando Sanford Intl 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 9, 2026.
Use the filters below to find and compare flights from New Windsor to Orlando Sanford Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 11/9
7:04 pm-9:53 pm
Nonstop2h 49m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$64
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 10/26
7:01 pm-9:50 pm
Nonstop2h 49m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$70
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 10/19
7:01 pm-9:50 pm
Nonstop2h 49m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$71
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 10/5
7:13 pm-10:02 pm
Nonstop2h 49m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$78
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 10/26
7:01 pm-9:50 pm
Nonstop2h 49m
Orlando Sanford Intl
Fri 10/30
2:03 pm-4:49 pm
Nonstop2h 46m
$100
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Fri 11/6
5:30 pm-8:19 pm
Nonstop2h 49m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$101
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 11/16
7:04 pm-9:53 pm
Nonstop2h 49m
Orlando Sanford Intl
Fri 11/20
8:00 am-10:39 am
Nonstop2h 39m
$115
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 9/21
11:21 am-2:10 pm
Nonstop2h 49m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$118
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Fri 10/23
5:39 pm-8:28 pm
Nonstop2h 49m
Orlando Sanford Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$122
New WindsorOrlando
SWF New Windsor Stewart - SFB Orlando Sanford Intl
SWFSFB
New Windsor Stewart
Mon 12/7
11:03 am-1:52 pm
Nonstop2h 49m
Orlando Sanford Intl
Fri 12/11
7:30 am-10:13 am
Nonstop2h 43m
$131
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Stewart to Orlando Sanford Intl
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 Sanford Intl in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on New Windsor-Orlando Sanford Intl 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 Sanford Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-Orlando Sanford Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New Windsor-Orlando Sanford Intl 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 Sanford Intl 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 Sanford Intl
Have a flexible travel schedule? Discover the best time to fly to Orlando Sanford Intl from Stewart with our price prediction graph.
SWF-SFB
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 Sanford Intl Airport
How far ahead should I book a flight from New Windsor to Orlando Sanford Intl Airport?
Booking 75 days in advance of your planned departure date is, on average, the best time to get cheap flights from New Windsor to Orlando Sanford Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from New Windsor to Orlando Sanford Intl Airport?
Currently, October is the cheapest month in which you can book a flight from New Windsor to Orlando Sanford Intl Airport (average of $118). Flying from New Windsor to Orlando Sanford Intl Airport in March is currently the most expensive (average of $358). 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 SFB?
Find hourly flight availability from Stewart to Orlando Sanford Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 9, 2026.
It’s typically best to fly out from New Windsor to Orlando Sanford Intl Airport in the evening. 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 Sanford Intl
Get insights into the airlines that provide service to Orlando Sanford Intl. 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 Sanford Intl. Reviews last updated September 9, 2026.
See what other customers who have flown with Allegiant Air from New Windsor to Orlando Sanford Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Entertainment
5.4
Comfort
6.9
Boarding
7.7
Overall
7.3
Food
5.9
Reviews
1 / 20
2.0
MediocreNic,Aug 2026
SRQ - ALB
Crew
8.1
Entertainment
5.4
Comfort
6.9
Boarding
7.7
Overall
7.3
Food
5.9
Reviews
1 / 20
2.0
MediocreNic,Aug 2026
SRQ - ALB
Related info for your journey
Find useful and relevant information for your journey from Stewart to Orlando Sanford Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Other flights to Orlando Sanford Intl
Explore flights to Orlando Sanford Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 9, 2026.
Stewart and Orlando Sanford Intl flights
Browse other Stewart and Orlando Sanford Intl flight options. Last updated on September 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Stewart to Orlando Sanford Intl
Discover the top airline that operate flights from Stewart to Orlando Sanford Intl. 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 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$177 | FlexibilityNo cancel fee | On-time88% |