Flights To Orange County - Cheap Flights Starting at CA $74

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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.

Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $145 Roundtrip, found 15 hours ago
CA $145
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Sun, Jan 17 from Raleigh - Durham Intl. to Westchester County, returning Thu, Jan 21, priced at CA $145 found 15 hours ago
Thu, Dec 3 - Mon, Dec 7
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $147 Roundtrip, found 1 day ago
CA $147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Raleigh - Durham Intl. to Westchester County, returning Mon, Dec 7, priced at CA $147 found 1 day ago
Wed, Dec 9 - Wed, Dec 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $152 Roundtrip, found 20 hours ago
CA $152
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Westchester County, returning Wed, Dec 16, priced at CA $152 found 20 hours ago
Sat, Oct 31 - Sat, Nov 7
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $187 Roundtrip, found 13 hours ago
CA $187
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Nov 7, priced at CA $187 found 13 hours ago
Fri, Nov 6 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $190 Roundtrip, found 3 days ago
CA $190
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Nov 6 from Raleigh - Durham Intl. to Westchester County, returning Mon, Nov 9, priced at CA $190 found 3 days ago
Wed, Nov 4 - Wed, Nov 18
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $195 Roundtrip, found 13 hours ago
CA $195
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Wed, Nov 4 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Nov 18, priced at CA $195 found 13 hours ago
Sat, Oct 31 - Wed, Nov 4
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $202 Roundtrip, found 13 hours ago
CA $202
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Nov 4, priced at CA $202 found 13 hours ago
Fri, Oct 23 - Fri, Oct 30
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $249 Roundtrip, found 2 days ago
CA $249
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Oct 23 from Raleigh - Durham Intl. to Westchester County, returning Fri, Oct 30, priced at CA $249 found 2 days ago
Sat, Oct 17 - Sat, Oct 24
YYZ
Pearson Intl.
HPN
Westchester County
CA $543 Roundtrip, found 3 days ago
CA $543
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Oct 17 from Pearson Intl. to Westchester County, returning Sat, Oct 24, priced at CA $543 found 3 days ago
Sat, Oct 17 - Sat, Oct 24
YYZ
Pearson Intl.
HPN
Westchester County
CA $543 Roundtrip, found 3 days ago
CA $543
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Oct 17 from Pearson Intl. to Westchester County, returning Sat, Oct 24, priced at CA $543 found 3 days ago
Thu, Nov 5 - Sun, Nov 8
YYZ
Pearson Intl.
HPN
Westchester County
CA $587 Roundtrip, found 5 days ago
CA $587
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Nov 5 from Pearson Intl. to Westchester County, returning Sun, Nov 8, priced at CA $587 found 5 days ago
OriginDestinationTravel datesFlights from*
RDUWest HarrisonJanuary 14 to January 21CA $145
RDUNewburghOctober 31 to November 7CA $187
MCONewburghDecember 3 to December 7CA $215
TPANewburghNovember 7 to November 14CA $239
MCOWest HarrisonNovember 12 to November 15CA $327
FLLWest HarrisonDecember 5 to December 9CA $383
TPAWest HarrisonNovember 6 to November 9CA $399
JFKWest HarrisonDecember 4 to December 7CA $581
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghOctober 11 to October 17CA $441
TPAWest HarrisonOctober 9 to October 11CA $922
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
33 Hotel, New York City, Seaport
5.0-star property

33 Hotel, New York City, Seaport

Dec 26 - Dec 31

5 night stay

Ottawa (YOW) to New York (JFK)

United • Roundtrip • Coach
Save 100% on your flight
Price was CA $3,083, price is now CA $1,850 per person
CA $1,850
per person
found 9 hours ago
The Plaza, A Fairmont Hotel
5.0-star property

The Plaza, A Fairmont Hotel

Dec 27 - Jan 2

6 night stay

Ottawa (YOW) to New York (JFK)

United • Roundtrip • Coach
Save 100% on your flight
Price was CA $11,308, price is now CA $7,129 per person
CA $7,129
per person
found 9 hours ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Nov 27 - Nov 29

2 night stay

Toronto (YTO) to New York (JFK)

American Airlines • Non-stop • Coach

New York (JFK) to Toronto (YTO)

Delta • Non-stop • Coach
Save 100% on your flight
Price was CA $3,012, price is now CA $1,947 per person
CA $1,947
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.
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 (1,011 reviews)
"It is an overall AWFUL hotel! Don’t stay here! Run! If I had money to sue I would sue to get my money back!"

Reviewed on Oct 5, 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.
8.8/10 Excellent! (1,218 reviews)
"The staff was helpful. Breakfast staff were amazing. Sunday rush was a lot! But they handled it very well and were so sweet"

Reviewed on Oct 5, 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
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! (803 reviews)
"The amenity fees were very high, and didn’t include much. I only had coffee, and don’t understand why they called it “complimentary” since it was part of the “amenities”."

Reviewed on Oct 5, 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 CA $145. 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 20 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 January. 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 CA $145. 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 CA $145 and CA $922 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.