$68+ Cheap flights from Orlando (MCO) to New Windsor (SWF)
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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — SWF
Oct 27 — Nov 31
Round-trip
1 adult, Economy
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Find cheap flights from Orlando to Stewart 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.Cheap flight deals from Orlando to Stewart
Cheapest
Best
Last-minute
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Cheapest flights from Orlando to StewartExplore the most affordable flight options available from Orlando to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 27, 2026.
Explore the most affordable flight options available from Orlando to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 27, 2026.
This CheapOair deal was found by Cheapflights users on 9/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:20 am -
1 stop4h 16m
Sun 12/611:06 am -
Nonstop3h 19m
Deal found 9/25![Breeze Airways logo]()
$146
This CheapOair deal was found by Cheapflights users on 9/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:30 am -
Nonstop2h 56m
Sun 12/611:06 am -
Nonstop3h 19m
Deal found 9/24![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/107:30 am -
Nonstop2h 56m
Sat 1/912:39 pm -
1 stop11h 03m
Deal found 9/25![Breeze Airways logo]()
$153
This CheapOair deal was found by Cheapflights users on 9/25. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:20 am -
1 stop4h 16m
Mon 12/712:16 pm -
1 stop4h 39m
Deal found 9/25![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:30 am -
Nonstop2h 56m
Mon 12/712:16 pm -
1 stop4h 39m
Deal found 9/25![Breeze Airways logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/307:20 am -
1 stop4h 16m
Wed 11/412:39 pm -
1 stop11h 03m
Deal found 9/23![Breeze Airways logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Thu 12/107:30 am -
Nonstop2h 56m
Sun 12/1311:06 am -
Nonstop3h 19m
Deal found 9/23![Breeze Airways logo]()
$157
Best flights from Orlando to StewartDiscover carefully curated flight deals from Orlando to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 27, 2026.
Discover carefully curated flight deals from Orlando to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 12/27:05 am -
1 stop4h 34m
Sun 12/611:06 am -
Nonstop3h 19m
Deal found 9/22![Breeze Airways logo]()
$174
This Breeze Airways deal was found by Cheapflights users on 9/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:05 am -
1 stop4h 34m
Mon 12/712:16 pm -
1 stop4h 39m
Deal found 9/26![Breeze Airways logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Fri 11/137:20 am -
1 stop4h 16m
Wed 11/1812:39 pm -
1 stop11h 03m
Deal found 9/26![Breeze Airways logo]()
$203
This Breeze Airways deal was found by Cheapflights users on 9/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:20 am -
Nonstop2h 56m
Thu 10/2910:56 am -
Nonstop3h 19m
Deal found 9/25![Breeze Airways logo]()
$223
This Breeze Airways deal was found by Cheapflights users on 9/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:05 am -
1 stop4h 34m
Mon 11/212:16 pm -
1 stop4h 39m
Deal found 9/24![Breeze Airways logo]()
$283
This Breeze Airways deal was found by Cheapflights users on 9/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:20 am -
Nonstop2h 56m
Sun 10/1810:56 am -
Nonstop3h 19m
Deal found 9/25![Breeze Airways logo]()
$323
This Breeze Airways deal was found by Cheapflights users on 9/23. 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 10/17:20 am -
Nonstop2h 56m
Sat 10/312:39 pm -
1 stop11h 03m
Deal found 9/23![Breeze Airways logo]()
$328
This Breeze Airways deal was found by Cheapflights users on 9/23. 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 11/117:05 am -
1 stop4h 34m
Fri 11/1312:16 pm -
1 stop4h 39m
Deal found 9/23![Breeze Airways logo]()
$340
This Breeze Airways deal was found by Cheapflights users on 9/23. 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.
Fri 12/187:20 am -
1 stop4h 16m
Sun 12/2011:06 am -
Nonstop3h 19m
Deal found 9/23![Breeze Airways logo]()
$361
This Breeze Airways deal was found by Cheapflights users on 9/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/224:50 pm -
Nonstop2h 55m
Wed 12/3012:39 pm -
1 stop11h 03m
Deal found 9/24![Breeze Airways logo]()
$362
This CheapOair deal was found by Cheapflights users on 9/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:20 am -
Nonstop2h 56m
Mon 11/212:16 pm -
1 stop4h 39m
Deal found 9/26![Breeze Airways logo]()
$369
Last-minute flights from Orlando to StewartDiscover last-minute flight deals from Orlando to Stewart. Data last updated September 27, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Stewart. Data last updated September 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/77:05 am -
1 stop4h 34m
Sat 10/1712:39 pm -
1 stop11h 03m
Deal found 9/22![Breeze Airways logo]()
$170
This CheapOair deal was found by Cheapflights users on 9/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:20 am -
Nonstop2h 56m
Sat 10/2412:39 pm -
1 stop11h 03m
Deal found 9/24![Breeze Airways logo]()
$172
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Fri 10/237:20 am -
1 stop4h 16m
Wed 10/2812:39 pm -
1 stop11h 03m
Deal found 9/22![Breeze Airways logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/237:20 am -
1 stop4h 16m
Sat 10/2412:39 pm -
1 stop11h 03m
Deal found 9/23![Breeze Airways logo]()
$169
This CheapOair deal was found by Cheapflights users on 9/22. 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.
Fri 10/237:20 am -
1 stop4h 16m
Sat 10/3112:39 pm -
1 stop11h 03m
Deal found 9/22![Breeze Airways logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/307:20 am -
1 stop4h 16m
Wed 11/412:39 pm -
1 stop11h 03m
Deal found 9/23![Breeze Airways logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:20 am -
1 stop4h 16m
Sat 10/3112:39 pm -
1 stop11h 03m
Deal found 9/25![Breeze Airways logo]()
$161
One-way flights from Orlando to StewartSearch for one-way flight options from Orlando to Stewart. Find affordable one-way fares based on user searches. Data last updated September 27, 2026.
Search for one-way flight options from Orlando to Stewart. Find affordable one-way fares based on user searches. Data last updated September 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Thu 12/107:30 am -
Nonstop2h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Breeze Airways logo]()
$68
This CheapOair deal was found by Cheapflights users on 9/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:20 am -
1 stop4h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Breeze Airways logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Fri 10/307:20 am -
1 stop4h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Breeze Airways logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/17:20 am -
Nonstop2h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Breeze Airways logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Thu 11/127:20 am -
Nonstop2h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Breeze Airways logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 11/27:20 am -
1 stop4h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Breeze Airways logo]()
$80
Find flight deals from Orlando to Stewart
Discover tips and strategies to find the most affordable flight options for your journey from Orlando (MCO) to Stewart (SWF). 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 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $146 (CheapOair) |
One-way from | $68 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $220 |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando to Stewart 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 27, 2026.
Use the filters below to find and compare flights from Orlando Airport to New Windsor that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Fri 11/6
7:20 am-11:36 am
1 stop4h 16m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$78
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Sat 10/31
7:05 am-11:39 am
1 stop4h 34m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$84
Quickest round-trip
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Thu 10/22
7:20 am-10:16 am
Nonstop2h 56m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$89
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Wed 11/18
7:05 am-11:39 am
1 stop4h 34m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$91
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Fri 10/23
7:20 am-11:36 am
1 stop4h 16m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$91
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Thu 10/15
7:20 am-10:16 am
Nonstop2h 56m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$101
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Sat 10/24
7:05 am-11:39 am
1 stop4h 34m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Sat 12/12
7:05 am-11:39 am
1 stop4h 34m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$117
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Sun 10/4
7:20 am-10:16 am
Nonstop2h 56m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$138
OrlandoNew Windsor
MCO Orlando - SWF New Windsor Stewart
MCOSWF
Orlando
Fri 10/2
7:20 am-11:36 am
1 stop4h 16m
New Windsor Stewart
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$154
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Orlando to Stewart
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 Orlando to Stewart 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*3 stars |
- Most accurate provider: When it comes to deals on Orlando Airport-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando Airport-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando Airport-New Windsor flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Orlando Airport-New Windsor 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 Orlando Airport-New Windsor 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 Orlando to Stewart
Have a flexible travel schedule? Discover the best time to fly to Stewart from Orlando with our price prediction graph.
MCO-SWF
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 Orlando Airport to New Windsor
What is the cheapest month to book a flight from Orlando Airport to New Windsor?
Currently, January is the cheapest month in which you can book a flight from Orlando Airport to New Windsor (average of $130). Flying from Orlando Airport to New Windsor in June is currently the most expensive (average of $355). 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 MCO to SWF?
Find hourly flight availability from Orlando to Stewart. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 27, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando Airport to New Windsor as you normally would.
Reviews of airlines servicing Stewart
Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated September 27, 2026.
Read through reviews of airlines operating flights from Orlando Airport to New Windsor, such as Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.2
Food
6.8
Boarding
8.4
Crew
8.8
Comfort
8.2
Entertainment
6.8
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Food
6.8
Boarding
8.4
Crew
8.8
Comfort
8.2
Entertainment
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 Orlando to Stewart. 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 New Windsor?
Book flights to New Windsor if you plan to visit one of these locationsKingston
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Orlando and Stewart flights
Browse other Orlando and Stewart flight options. Last updated on September 27, 2026.
Other flights from Orlando
Browse through other flights departing from Orlando. Flights are based on user searches made on Cheapflights and were last updated on September 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Orlando to Stewart
Discover the top airline that operate flights from Orlando to Stewart. 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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$162 | Average$270 | FlexibilityNo cancel fee | On-timeN/A |