Cheap Flights to Orange County from $48 (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.

Wed, Dec 9 - Wed, Jan 6
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Jan 6, priced at $102 just found
Tue, Dec 8 - Tue, Jan 12
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Tue, Dec 8 from Raleigh - Durham Intl. to Westchester County, returning Tue, Jan 12, priced at $102 just found
Sun, Jan 17 - Sun, Jan 24
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sun, Jan 17 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 24, priced at $104 found 1 day ago
Thu, Nov 12 - Sun, Nov 22
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 5 hours ago
$105
Roundtrip
found 5 hours ago
Select Allegiant Air flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Nov 22, priced at $105 found 5 hours ago
Sat, Jan 30 - Tue, Feb 2
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jan 30 from Raleigh - Durham Intl. to Westchester County, returning Tue, Feb 2, priced at $107 found 2 days ago
Thu, Feb 11 - Sat, Feb 20
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 4 hours ago
$132
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Thu, Feb 11 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sat, Feb 20, priced at $132 found 4 hours ago
Thu, Nov 12 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$144 Roundtrip, found 2 days ago
$144
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Nov 12 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $144 found 2 days ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Sun, Dec 6, priced at $147 found 5 days ago
OriginDestinationTravel DatesFlights From*
FLLNewburghNovember 1 to November 15$100
RDUNewburghDecember 5 to December 12$102
RDUWest HarrisonDecember 2 to January 6$102
PIENewburghJanuary 7 to January 10$141
MCOWest HarrisonNovember 12 to November 17$144
MCONewburghDecember 3 to December 6$147
TPAWest HarrisonDecember 5 to December 11$205
FLLWest HarrisonDecember 11 to January 12$231
CLTWest HarrisonNovember 18 to November 22$345
JFKWest HarrisonNovember 16 to November 20$357
MIAWest HarrisonNovember 6 to November 7$382
ATLWest HarrisonNovember 6 to November 8$410
DENWest HarrisonNovember 12 to November 15$437
ORDWest HarrisonDecember 19 to January 10$437
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
RDUNewburghOctober 17 to October 21$233
RDUWest HarrisonOctober 17 to October 24$242
MCONewburghOctober 17 to October 24$250
FLLNewburghOctober 18 to October 25$270
MCOWest HarrisonOctober 17 to October 20$350
TPANewburghOctober 17 to November 4$378
FLLWest HarrisonOctober 16 to October 22$464
ORDWest HarrisonOctober 17 to October 30$499
MIAWest HarrisonOctober 18 to October 26$530
TPAWest HarrisonOctober 17 to October 20$563
ATLWest HarrisonOctober 16 to October 18$613
CLTWest HarrisonOctober 16 to November 3$853
JFKWest HarrisonOctober 18 to October 22$921
*Prices include taxes and fees

Best Orange County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane
2.0-star property

Seven Beach Lane

Oct 30 - Nov 2

3 night stay

Orlando (MCO) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $973, price is now $579 per person
$579
per person
found 19 hours ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Dec 22 - Dec 27

5 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $3,548, price is now $2,067 per person
$2,067
per person
found 11 hours ago
Lotte New York Palace
4.5-star property

Lotte New York Palace

Jan 4 - Jan 9

5 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,217, price is now $721 per person
$721
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Orlando to Orange County
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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 Monteverde at Oldstone 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.
4.8/10 (1,004 reviews)
"Good mattress"

Reviewed on Oct 10, 2026

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! (808 reviews)
"Amazing Place absolutely wonderful place to stay"

Reviewed on Oct 11, 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 $100. 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 December. 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 $100. 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 $100 and $921 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.