$51 Cheap flights to Orange County

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Top places to visit in Orange County

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Middletown

Middletown

Cheap flights to Orange County from $51 One Way, $102 Round Trip

$102 return flights and $51 one-way flights to Orange County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Dec 9 - Sat, Dec 12
RDU
Raleigh
SWF
Newburgh
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh to Newburgh, returning Sat, Dec 12, priced at $102 just found
Mon, Dec 7 - Fri, Dec 11
RDU
Raleigh
HPN
White Plains
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Dec 7 from Raleigh to White Plains, returning Fri, Dec 11, priced at $102 found 1 hour ago
Tue, Dec 8 - Mon, Dec 14
RDU
Raleigh
HPN
White Plains
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Dec 8 from Raleigh to White Plains, returning Mon, Dec 14, priced at $107 found 1 day ago
Thu, Dec 3 - Sat, Dec 5
RDU
Raleigh
HPN
White Plains
$112 Roundtrip, found 7 hours ago
$112
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Raleigh to White Plains, returning Sat, Dec 5, priced at $112 found 7 hours ago
Mon, Dec 7 - Tue, Jan 5
RDU
Raleigh
HPN
White Plains
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Dec 7 from Raleigh to White Plains, returning Tue, Jan 5, priced at $117 found 1 day ago
Tue, Nov 17 - Tue, Dec 1
RDU
Raleigh
HPN
White Plains
$118 Roundtrip, found 6 days ago
$118
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Nov 17 from Raleigh to White Plains, returning Tue, Dec 1, priced at $118 found 6 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCONewburghOctober 17 to October 24$179
RDUWest HarrisonOctober 17 to October 21$236
TPANewburghOctober 17 to October 28$279
FLLNewburghOctober 18 to October 25$324
MCOWest HarrisonOctober 17 to October 19$337
FLLWest HarrisonOctober 16 to October 21$446
TPAWest HarrisonOctober 17 to October 19$456
ORDWest HarrisonOctober 16 to October 17$495
CLTWest HarrisonOctober 17 to October 21$499
ATLWest HarrisonOctober 16 to October 18$613
MIAWest HarrisonOctober 16 to October 18$645
LGAWest HarrisonOctober 16 to October 18$867
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Orange County Accommodation Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $109 total per night from Nov 2 to Nov 3
$109 total
Nov 2 - Nov 3
Total with taxes and fees
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 ...
8.4/10 Very Good! (1,003 reviews)
"A+"

Reviewed on Oct 7, 2026

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
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $80 total per night from Oct 12 to Oct 13
$80 total
Oct 12 - Oct 13
Total with taxes and fees
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 ...
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
Fully refundable
$101 nightly
The price is $119 total per night from Nov 1 to Nov 2
$119 total
Nov 1 - Nov 2
Total with taxes and fees
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 ...
8.8/10 Excellent! (1,222 reviews)
"The property was nice as was the staff. However, the pool was also used for local swim lessons and the local swim team. Didn't mind that. But the hotel staff failed to tell us that and we were limited for the time to be in the pool. Or deal with 20-25 energetic kids. They also left all kinds of pool ..."

Reviewed on Oct 8, 2026

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
$180 nightly
The price is $213 total per night from Oct 25 to Oct 26
$213 total
Oct 25 - Oct 26
Total with taxes and fees
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 ...
9/10 Wonderful! (807 reviews)
"Incredible staff. Great location. Attention to guests superlative.West Point tours were fantastic. Only complaint was that it is extremely pricey. Which is understandable considering where we stayed. We ate there for 2 dinners, one lunch, and 1 breakfast. Meals are expensive but were great except ..."

Reviewed on Oct 8, 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.

Need a Car For After Your Flight?

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
New York City, New York, USA
Chrysler Pacifica

$49

$215 total
found 2 days ago
Mini Van Chrysler Pacifica

Special

Dealers Choice
  • 4 people
  • Unlimited mileage
New York, New York, USA
Dealers Choice

$51

$150 total
found 2 days ago
Special Dealers Choice

Compact

Nissan Versa Note
  • 5 people
  • Unlimited mileage
New York, New York, USA
Nissan Versa Note

$51

$150 total
found 2 days ago
Compact Nissan Versa Note

Economy

Ford Fiesta
  • 5 people
  • Unlimited mileage
New York, New York, USA
Ford Fiesta

$51

$150 total
found 2 days ago
Economy Ford Fiesta
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

Orange County

If you are looking for affordable flights to Orange County, look no further. Orbitz offers discounted rates to many destinations.

Bargain flights to Orange County now available

As you review your budget and travel plans, consider the low fares Orbitz offers on Orange County flights. With Orbitz, booking flights to Orange County is easy and the lowest prices are guaranteed.

Easy self-help service offered

Orbitz offers cutting edge mobile tools that allow you to review and make bookings from your Android or iPhone mobile device with a simple application. You can easily and conveniently update your information or book your trip using this service. You are also able to obtain information on affordable hotel packages and receive frequent flight updates. You will receive confirmation of bookings or reservations made using the mobile service on the same day of the request. Change details or receive updates on your Orange County flights by visiting the Orbitz site or mobile application.

Orbitz looks after you

Orbitz ensures that you are kept informed with up-to-date flight information, providing feedback to up to six contact numbers to ensure that everyone receives the feedback. In addition to providing the discounted deals on Orange County flights, Orbitz is also able to structure a package based on your needs for activities, car hire and accommodations.

Traveler profile updates

After booking your Orange County flights, you may access your account profile on the Orbitz site and update your frequent flyer or loyalty membership details. This information will remain on the system and will be available for you to access when you make any future bookings with Orbitz.

Frequently asked questions

Which airlines fly to Orange County?
There are around 12 airlines to choose from when journeying to Stewart Intl. Airport (SWF). Get set to jet for less, with affordable fares to Orange County from these well-known carriers:

  • Frontier Airlines - 8 flights to Orange County per month
  • Allegiant Air - 2 flights to Orange County per month

What is the best airport to fly to in Orange County?
Stewart Intl. Airport (SWF) is the main gateway for this unique destination. Once you've walked out of the arrivals area, the possibilities are endless when it comes to exploring Orange County.
How much is a flight to Orange County?
This week, prices ranged between $102 and $867 for a round-trip fare to Orange County. Tickets one-way from Raleigh (RDU) dropped down as low as $51.
How to book the cheapest flight to Orange County?
Snapping up cheap flights to Orange County is as simple as booking your ticket with Orbitz. But if you'd love to make sure you're grabbing the best flight deals around, here are some suggestions to follow:

  • Taking off from or arriving at other airports can save you money. Enter your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • If your plans aren't set in concrete, click on the 'Show flexible dates' option to bring up the flight deals for alternative departure dates. If you find a suitable cheaper fare, go with it.
  • To refine your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also choose your preferred flight times under 'Sort & Filter' to the left.
  • Lock in your fare as soon as you know your travel dates. While it does happen on occasion, flights rarely fall in price as your departure date gets closer.
  • Consider combining your flights, hotels and car rental into a package with Orbitz to save cash.
  • Don't fly during the busy season if possible. By steering clear of summer and school vacations, you can save a significant amount on your airfare.

How long is a flight to Orange County?
The duration of your flight will depend on where you're leaving from, whether that's the Northern states, the South or anywhere else. Listed below are some of the main routes to Orange County and average flight times:

  • Orlando, FL (MCO-Orlando Intl.) to Stewart Intl. Airport (SWF) - 2 hours and 45 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Stewart Intl. Airport (SWF) - 2 hours and 12 minutes
  • Myrtle Beach, SC (MYR-Myrtle Beach Intl.) to Stewart Intl. Airport (SWF) - 1 hour and 51 minutes

What is the best time to book a flight to Orange County?
If you can, purchase your seats to Orange County in January. This is the best month to get low airfares, followed by February and August. With a bit of time and planning, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Orange County?
Land a fantastic flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days to pick up cheap tickets to Orange County.
What is the cheapest day of the week to fly to Orange County?
Based on Orbitz data from 2020, Monday is usually the best day of the week for cheap flights to Orange County. Tuesday also offers more affordable fares, whereas Saturday has the most expensive ticket rates. Although leaving at the weekend can be more suitable, you'll have more cash to play with if you jet out at the start of the week.
What is the cheapest month to fly to Orange County?
If you have some flexibility with your travel dates, think about leaving during August. Orbitz data has found that this is generally the best month to travel if you're looking for cheap flights to Orange County. As you would expect, fares climb in June and flights book out quickly.
Which airlines allow free cancellation?
If you're concerned your travel plans could change, Orbitz will help you lock in a flexible ticket. All you need to do is click on "Filter by flexible change policies" when searching for your Orange County flights. We'll show you airlines that offer free cancellation and no change fees — all on top of irresistibly low prices.
What do I need for the flight to Orange County?
Whether you're a frequent flyer or you're new to the skies, it helps to be organized on your journey. Here are a few tips and things to take into consideration:

  • Ensure that you have your travel papers and identification. For international journeys, you'll need your passport. When reserving your flights, always use the same details that are indicated on your current ID.
  • A well-packed carry-on bag is just the ticket for a great flight experience. Given your flight to Orange County is no quick hop, take some snacks and activities to keep you happy. Something to read will help you pass the time.
  • Never mind what the weather is like, aircraft cabins can feel quite cool. Carry a sweater on the flight with you to stay cozy and warm.

How many direct flights are there to Orange County?
With 7 flights heading directly to Orange County every month, it won't be too hard to find one that fits your schedule. Various airlines fly nonstop to this destination, including Frontier Airlines, Fly Play and Allegiant Air.
How do I get cheap first-class/business deals to Orange County?
There are ways of booking business or first-class airfares to Orange County that won't burn through your savings. Bag a seat in the pointy end of the plane for less with these helpful tips:

  • Be flexible. By being open to a few travel dates, you'll have more chances of landing a deal on your airfares.
  • Find a low-cost carrier that offers business-class seats. They usually come with more legroom and a glass of bubbly — but without the premium price.
  • Take advantage of your airline's loyalty scheme and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

What is the best time to go to Orange County?
People come from every direction to go to Orange County in April, July and August. So if you love the idea of exploring this incredible destination in the busy season, this is the time to go. As with many places in the Northern Hemisphere, the summer begins June 20 in Orange County, with average daily temperatures hovering between 60 ºF and 80 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.