Cheap Flights to Orange County from $41 (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, Sep 19 - Fri, Sep 25
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$82 Roundtrip, found 7 hours ago
$82
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Westchester County, returning Fri, Sep 25, priced at $82 found 7 hours ago
Mon, Sep 14 - Wed, Sep 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 14 from Raleigh - Durham Intl. to Westchester County, returning Wed, Sep 16, priced at $87 found 1 day ago
Fri, Sep 18 - Sat, Sep 26
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$92 Roundtrip, found 9 hours ago
$92
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Sep 18 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 26, priced at $92 found 9 hours ago
Tue, Sep 8 - Thu, Sep 10
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$97 Roundtrip, found 1 hour ago
$97
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Tue, Sep 8 from Raleigh - Durham Intl. to Westchester County, returning Thu, Sep 10, priced at $97 found 1 hour ago
Sat, Sep 12 - Sat, Sep 19
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$98 Roundtrip, found 18 hours ago
$98
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Sep 19, priced at $98 found 18 hours ago
Wed, Sep 23 - Sat, Sep 26
CHS
Charleston Intl.
HPN
Westchester County
$122 Roundtrip, found 6 hours ago
$122
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Sep 23 from Charleston Intl. to Westchester County, returning Sat, Sep 26, priced at $122 found 6 hours ago
Fri, Oct 2 - Mon, Oct 5
CHS
Charleston Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Oct 2 from Charleston Intl. to Stewart Intl., returning Mon, Oct 5, priced at $127 found 6 days ago
Sat, Sep 12 - Wed, Sep 16
TPA
Tampa Intl.
SWF
Stewart Intl.
$130 Roundtrip, found 3 days ago
$130
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Sep 12 from Tampa Intl. to Stewart Intl., returning Wed, Sep 16, priced at $130 found 3 days ago
OriginDestinationTravel DatesFlights From*
RDUWest HarrisonSeptember 11 to September 17$82
FLLNewburghOctober 1 to October 4$86
RDUNewburghSeptember 12 to September 19$98
TPANewburghSeptember 12 to September 16$130
MCONewburghSeptember 10 to September 16$142
MCOWest HarrisonAugust 25 to September 1$157
TPAWest HarrisonAugust 12 to August 26$192
FLLWest HarrisonSeptember 29 to October 1$214
CLTWest HarrisonOctober 14 to October 24$259
ATLWest HarrisonAugust 28 to August 30$284
JFKWest HarrisonOctober 1 to October 7$291
DENWest HarrisonAugust 5 to August 12$337
ORDWest HarrisonAugust 8 to August 10$344
MIAWest HarrisonJuly 30 to August 31$356
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghJuly 11 to July 18$240
FLLNewburghJuly 12 to July 16$272
RDUWest HarrisonJuly 12 to July 19$343
MCOWest HarrisonJuly 11 to July 14$361
TPANewburghJuly 11 to August 29$382
CLTWest HarrisonJuly 11 to July 18$460
TPAWest HarrisonJuly 11 to July 12$529
FLLWest HarrisonJuly 11 to July 12$539
EKWWest HarrisonJuly 12 to August 12$614
ATLWest HarrisonJuly 11 to July 14$745
JFKWest HarrisonJuly 11 to July 12$954
ORDWest HarrisonJuly 11 to July 15$975
*Prices include taxes and fees

Best Orange County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Towers at Lotte New York Palace
5.0-star property

The Towers at Lotte New York Palace

Aug 22 - Aug 25

3 night stay

Dallas (DFW) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,941, price is now $985 per person
$985
per person
found 1 day ago
2 bedroom luxury Empire State VIEW
2.0-star property

2 bedroom luxury Empire State VIEW

Jul 28 - Jul 31

3 night stay

Atlanta (ATL) to New York (JFK)

Delta • Coach

New York (JFK) to Atlanta (ATL)

Frontier Airlines • Coach
Price was $3,964, price is now $1,645 per person
$1,645
per person
found 1 day ago
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Sep 15 - Sep 19

4 night stay

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

JetBlue Airways • Coach

Newark Liberty Intl. Airport (EWR) to Atlanta (ATL)

Frontier Airlines • Coach
Price was $1,842, price is now $1,001 per person
$1,001
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 Monteverde at Oldstone are located nearby.
8.4/10 Very Good! (1,008 reviews)
"Friendly atmosphere and staff. Lots to see and do! A bit outdated so must be ok with a outdoorsy/rustic feel."

Reviewed on Jul 8, 2026

Opens in a new windowOverlook Lodge at Bear Mountain
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.
8.8/10 Excellent! (1,073 reviews)
"Great price"

Reviewed on Jul 9, 2026

Opens in a new windowSleep Inn & Suites Middletown - Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.
9.4/10 Exceptional! (1,010 reviews)
"This hotel is truly outstanding and a great value. It's clean and well kept, and the staff could not be more helpful. I will definitely be back."

Reviewed on Jul 9, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Middletown-Goshen
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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 (1,013 reviews)
"This is a horriable place I would never ever again book here again first off we walked in a guy came down stairs and said why are there bed bug bombs in my room we did not want to stay did not even check in was refused a refund so I had no choice the room was nasty mold in bathroom dirty sheets and ..."

Reviewed on Jul 8, 2026

Opens in a new windowRamada by Wyndham Newburgh/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 $82. 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 September. 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 $82. 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 $82 and $975 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.