Cheap Flights to Orange County from $33 (2026/2027)

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Middletown

Flights
Middletown

How Much Does it Cost To Fly To Orange County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Nov 14 - Wed, Nov 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$35 Roundtrip, found 2 days ago
$35
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Nov 14 from Orlando Intl. to Stewart Intl., returning Wed, Nov 18, priced at $35 found 2 days ago
Wed, Nov 11 - Wed, Nov 11
MCO
Orlando Intl.
SWF
Stewart Intl.
$40 Roundtrip, found 2 days ago
$40
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Nov 11 from Orlando Intl. to Stewart Intl., returning Wed, Nov 11, priced at $40 found 2 days ago
Wed, Nov 11 - Wed, Nov 11
MCO
Orlando Intl.
SWF
Stewart Intl.
$83 Roundtrip, found 2 days ago
$83
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Nov 11 from Orlando Intl. to Stewart Intl., returning Wed, Nov 11, priced at $83 found 2 days ago
Wed, Dec 16 - Wed, Jan 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$89 Roundtrip, found 2 days ago
$89
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Dec 16 from Orlando Intl. to Stewart Intl., returning Wed, Jan 6, priced at $89 found 2 days ago
Thu, Jan 14 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$96 Roundtrip, found 2 hours ago
$96
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Jan 14 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $96 found 2 hours ago
Wed, Dec 16 - Wed, Jan 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Dec 16 from Orlando Intl. to Stewart Intl., returning Wed, Jan 6, priced at $98 found 2 days ago
Fri, Feb 12 - Sat, Feb 20
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 22 hours ago
$100
Roundtrip
found 22 hours ago
Select Allegiant Air flight, departing Fri, Feb 12 from Orlando Sanford Intl. to Stewart Intl., returning Sat, Feb 20, priced at $100 found 22 hours ago
Thu, Feb 4 - Sun, Feb 7
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 1 hour ago
$105
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Thu, Feb 4 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Feb 7, priced at $105 found 1 hour ago
OriginDestinationTravel DatesFlights From*
MCONewburghNovember 14 to November 18$35
RDUWest HarrisonJanuary 1 to January 10$41
FLLNewburghJanuary 14 to January 17$96
RDUNewburghDecember 5 to December 9$102
PIENewburghJanuary 7 to January 10$133
MCOWest HarrisonDecember 8 to December 15$146
TPAWest HarrisonJanuary 22 to January 25$212
FLLWest HarrisonDecember 4 to December 9$226
ATLWest HarrisonNovember 14 to November 21$299
ORDWest HarrisonNovember 19 to November 26$307
JFKWest HarrisonJanuary 7 to January 13$351
DENWest HarrisonDecember 13 to December 14$383
CLTWest HarrisonNovember 21 to November 25$476
EKWWest HarrisonNovember 6 to November 15$545
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
RDUNewburghOctober 31 to November 7$155
MCONewburghNovember 1 to November 14$164
RDUWest HarrisonNovember 1 to November 3$199
FLLNewburghNovember 1 to November 9$212
TPANewburghOctober 31 to November 2$311
ORDWest HarrisonOctober 30 to November 2$393
TPAWest HarrisonNovember 1 to November 7$431
MCOWest HarrisonOctober 30 to November 1$450
FLLWest HarrisonNovember 1 to November 4$475
DENWest HarrisonOctober 30 to November 6$513
ATLWest HarrisonOctober 30 to November 1$633
AVTWest HarrisonOctober 30 to November 2$846
*Prices include taxes and fees

Best Orange County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Jake's 58 Casino Hotel - Adult Only
3.5-star property

Jake's 58 Casino Hotel - Adult Only

Dec 31 - Jan 5

5 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $725, price is now $431 per person
$431
per person
found 1 hour ago
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Jan 15 - Jan 18

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,628, price is now $911 per person
$911
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Dec 29 - Jan 4

6 night stay

Atlanta (ATL) to New York (JFK)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $3,772, price is now $2,220 per person
$2,220
per person
found 1 day ago
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Travelers ❤️ These Orange County 🏨

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and Fort Montgomery State Historic Site are located nearby.
Opens in a new windowOverlook Lodge at Bear Mountain
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Opens in a new windowRamada by Wyndham Newburgh/West Point
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orange County Community College and Paramount Theatre are located nearby.
Opens in a new windowSleep Inn & Suites Middletown - Goshen
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The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 out of 5
674 Thayer Road West Point NY
Book a stay at this business-friendly hotel in West Point. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and West Point Museum are located nearby.
9/10 Wonderful! (812 reviews)
"It is a true honor to stay at such a magnificent hotel with such a rich history. It would be fascinating to learn the unique story behind each room."

Reviewed on Oct 18, 2026

Opens in a new windowThe Thayer Hotel at West Point
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Orange County?
The next trip you take doesn't have to make a huge dent in your finances. In the last seven days, the cheapest roundtrip flight to Orange County cost $35. Find the best deal and spend the dollars you save on exciting experiences. This price was available on Travelocity for flights to Orange County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Orange County?
There are 15 airlines that can take you to Orange County. If you're thinking about a journey to Newburgh, consider Allegiant Air. This popular carrier operates roughly 26 services a month to Orange County's main city.
What is the cheapest month to fly to Orange County?
Splurge more money on epic adventures rather than airfares by hopping on a plane to Orange County in November. This is the cheapest time to set off to this destination according to Travelocity's direct return flight demand from January to December last year. Take a look at our list of flights and get out of town on the cheap.
How can I check my flight status to Orange County?
Whether you'd like to check the status of your flight to Orange County or change your itinerary, you'll find all the important details on our handy portal, Trips. Click on "Trips" at the top right of our homepage, then log in or create a new account. Another simple way to manage and view your booking is with the Travelocity app. Get real-time advice like flight status alerts and quickly share updates with any family flying with you.
How do I find the best deals on flights to Orange County?
Be flexible with your travel dates and you're likely to find an amazing deal. After you've searched for flights on Travelocity, click the "Flexible dates" box above your results to compare prices with nearby days. Also try to book ahead of time and avoid peak periods. In the last seven days, the lowest price for a roundtrip flight to Orange County was $35. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Orange County with Travelocity?
Where to start! With cheap flights to Orange County, rental cars and activities, you'll discover everything you need for the perfect getaway with Travelocity. Lock in your cheap family flights and make use of our round-the-clock social media support and Price Match Guarantee if necessary. Our goal is to offer stress-free travel every time you book with us so that you can spend less time on the nitty-gritty and more time having fun with your family and friends.
What are the most popular flight routes to Orange County?
With superb connections, organizing flights to Orange County is a cinch. Here are some of the most sought-after flight routes to this favorite destination:

  • Myrtle Beach, SC (MYR-Myrtle Beach Intl.) to Stewart Intl. Airport (SWF) - 17 flights a month.
  • St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) to Stewart Intl. Airport (SWF) - 8 flights a month.
  • Savannah, GA (SAV-Savannah - Hilton Head Intl.) to Stewart Intl. Airport (SWF) - 8 flights a month.

How much is a flight to Orange County on average?
Passengers have found roundtrip flights to Orange County for between $35 and $846 with Travelocity in the last seven days. Whether you'd like to fly economy or business class, we'll help you find the best deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Orange County?
Browse through these popular routes for an idea of how long you'll be in your seat during a direct flight to Orange County:

  • Myrtle Beach, SC (MYR-Myrtle Beach Intl.) to Stewart Intl. Airport (SWF) - 1 hour and 50 minutes
  • St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) to Stewart Intl. Airport (SWF) - 2 hours and 45 minutes
  • Savannah, GA (SAV-Savannah - Hilton Head Intl.) to Stewart Intl. Airport (SWF) - 1 hour and 57 minutes

What can I expect on a flight to Orange County?
That depends on several things. Is your flight to Orange County an hour long or many hours long? Have you booked with a full-service airline or a low-cost one? These things will affect the experience you have on board. If you're flying long haul, almost all airlines include drinks, food and entertainment. Low-cost carriers are a terrific option when it comes to cheap flights for family vacations or shorter trips. But, typically they won't have the same inclusions as a full-service airline.