Cheap Flights to Orange County from $43 (2026/2027)

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Beautiful Autumn View in Bear Mountain State Park

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.

Fri, Nov 13 - Mon, Nov 16
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$76 Roundtrip, found 15 hours ago
$76
Roundtrip
found 15 hours ago
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando Sanford Intl. to Stewart Intl., returning Mon, Nov 16, priced at $76 found 15 hours ago
Fri, Nov 13 - Mon, Nov 16
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$82 Roundtrip, found 2 days ago
$82
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Fri, Nov 13 from Orlando Sanford Intl. to Stewart Intl., returning Mon, Nov 16, priced at $82 found 2 days ago
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $86 just found
Thu, Oct 22 - Sun, Oct 25
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Oct 22 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Oct 25, priced at $90 just found
Mon, Dec 7 - Fri, Dec 11
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Mon, Dec 7 from Orlando Sanford Intl. to Stewart Intl., returning Fri, Dec 11, priced at $94 found 2 days ago
Thu, Oct 22 - Thu, Oct 29
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$95 Roundtrip, just found
$95
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Oct 22 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Thu, Oct 29, priced at $95 just found
Sun, Oct 18 - Sun, Oct 25
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$99 Roundtrip, found 13 hours ago
$99
Roundtrip
found 13 hours ago
Select Allegiant Air flight, departing Sun, Oct 18 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Oct 25, priced at $99 found 13 hours ago
Mon, Dec 7 - Fri, Dec 11
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 3 hours ago
$100
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Mon, Dec 7 from Orlando Sanford Intl. to Stewart Intl., returning Fri, Dec 11, priced at $100 found 3 hours ago
Mon, Sep 14 - Sat, Sep 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Sep 14 from Orlando Intl. to Stewart Intl., returning Sat, Sep 19, priced at $148 found 4 days ago
Sat, Oct 24 - Tue, Oct 27
MCO
Orlando Intl.
HPN
Westchester County
$153 Roundtrip, found 7 hours ago
$153
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Oct 24 from Orlando Intl. to Westchester County, returning Tue, Oct 27, priced at $153 found 7 hours ago
OriginDestinationTravel DatesFlights From*
FLLNewburghOctober 1 to October 25$86
RDUWest HarrisonSeptember 23 to September 29$93
RDUNewburghSeptember 26 to September 30$108
PIENewburghDecember 3 to December 10$117
MCONewburghSeptember 14 to September 19$148
MCOWest HarrisonOctober 24 to October 27$153
FLLWest HarrisonNovember 6 to November 8$221
TPAWest HarrisonNovember 12 to November 16$237
CLTWest HarrisonDecember 3 to December 9$277
ATLWest HarrisonSeptember 19 to September 23$312
ORDWest HarrisonOctober 14 to October 19$384
JFKWest HarrisonOctober 24 to October 28$398
DENWest HarrisonOctober 24 to October 28$407
MIAWest HarrisonSeptember 16 to September 20$470
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
RDUNewburghAugust 29 to September 2$220
FLLNewburghAugust 30 to September 3$240
RDUWest HarrisonAugust 29 to August 31$303
MCONewburghAugust 29 to September 5$307
PIENewburghAugust 30 to September 3$309
ORDWest HarrisonAugust 28 to September 1$402
FLLWest HarrisonAugust 30 to September 3$471
ATLWest HarrisonAugust 29 to September 19$551
MCOWest HarrisonAugust 30 to September 3$557
TPAWest HarrisonAugust 30 to September 4$588
EKWWest HarrisonAugust 28 to August 30$738
LGAWest HarrisonAugust 28 to September 12$918
CLTWest HarrisonAugust 28 to August 30$1,057
*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 15 - Oct 20

5 night stay

San Juan (SJU) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,284, price is now $1,225 per person
$1,225
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Sep 25 - Sep 28

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $3,002, price is now $1,607 per person
$1,607
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Nov 3 - Nov 10

7 night stay

Atlanta (ATL) to New York (JFK)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $4,691, price is now $2,662 per person
$2,662
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from San Juan to Orange County
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Travelers ❤️ These Orange County 🏨

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! (1,150 reviews)
"Family of five with three small children visiting Legoland. This hotel was awesome. Comfortable stay, great breakfast, nice indoor pool."

Reviewed on Aug 23, 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! (1,019 reviews)
"Great place to stay. It was my first time staying there and will stay again when in the area."

Reviewed on Aug 24, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Middletown-Goshen
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! (1,023 reviews)
"It is the best option if you want a quiet getaway and connect with nature"

Reviewed on Aug 24, 2026

Opens in a new windowOverlook Lodge at Bear Mountain
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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.
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 $76. 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 18 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 $76. 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 $76 and $1,057 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.