Flights To Orange County - Cheap Flights Starting at CA $160

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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.

Fri, Dec 4 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $345 Roundtrip, found 1 day ago
CA $345
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Dec 4 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sun, Dec 6, priced at CA $345 found 1 day ago
Fri, Dec 4 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $358 Roundtrip, found 1 day ago
CA $358
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Dec 4 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sun, Dec 6, priced at CA $358 found 1 day ago
Sat, Dec 5 - Wed, Dec 9
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $412 Roundtrip, found 1 day ago
CA $412
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Dec 5 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Wed, Dec 9, priced at CA $412 found 1 day ago
Sat, Dec 5 - Wed, Dec 9
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $426 Roundtrip, found 1 day ago
CA $426
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Dec 5 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Wed, Dec 9, priced at CA $426 found 1 day ago
Fri, Dec 4 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $435 Roundtrip, found 1 day ago
CA $435
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Dec 4 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sun, Dec 6, priced at CA $435 found 1 day ago
Fri, Dec 4 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $449 Roundtrip, found 1 day ago
CA $449
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 4 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Sun, Dec 6, priced at CA $449 found 1 day ago
Tue, Oct 27 - Thu, Oct 29
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $486 Roundtrip, found 2 days ago
CA $486
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Oct 27 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Thu, Oct 29, priced at CA $486 found 2 days ago
Tue, Oct 27 - Thu, Oct 29
FLL
Fort Lauderdale - Hollywood Intl.
HPN
Westchester County
CA $487 Roundtrip, found 2 days ago
CA $487
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Oct 27 from Fort Lauderdale - Hollywood Intl. to Westchester County, returning Thu, Oct 29, priced at CA $487 found 2 days ago
Thu, Nov 5 - Sun, Nov 8
YYZ
Pearson Intl.
HPN
Westchester County
CA $491 Roundtrip, found 7 hours ago
CA $491
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Thu, Nov 5 from Pearson Intl. to Westchester County, returning Sun, Nov 8, priced at CA $491 found 7 hours ago
Sat, Oct 17 - Sat, Oct 24
YYZ
Pearson Intl.
HPN
Westchester County
CA $697 Roundtrip, found 2 days ago
CA $697
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 17 from Pearson Intl. to Westchester County, returning Sat, Oct 24, priced at CA $697 found 2 days ago
Fri, Oct 23 - Mon, Oct 26
YVR
Vancouver Intl.
HPN
Westchester County
CA $838 Roundtrip, found 1 day ago
CA $838
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Oct 23 from Vancouver Intl. to Westchester County, returning Mon, Oct 26, priced at CA $838 found 1 day ago
OriginDestinationTravel datesFlights from*
RDUWest HarrisonJanuary 14 to January 21CA $145
RDUNewburghOctober 31 to November 7CA $187
MCONewburghDecember 3 to December 7CA $220
TPANewburghNovember 7 to November 14CA $241
MCOWest HarrisonNovember 6 to November 9CA $268
FLLWest HarrisonDecember 4 to December 6CA $345
TPAWest HarrisonNovember 6 to November 9CA $398
JFKWest HarrisonDecember 4 to December 7CA $581
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
RDUWest HarrisonOctober 10 to October 14CA $407
MCONewburghOctober 11 to October 17CA $441
RDUNewburghOctober 10 to October 14CA $516
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 7 - Dec 10

3 night stay

Halifax (YHZ) to New York (JFK)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $4,703, price is now CA $2,607 per person
CA $2,607
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Dec 11 - Dec 15

4 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Save 100% on your flight
Price was CA $4,883, price is now CA $2,961 per person
CA $2,961
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Dec 11 - Dec 18

7 night stay

Halifax (YHZ) to New York (JFK)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $8,943, price is now CA $5,542 per person
CA $5,542
per person
found 3 hours 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! (1,003 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
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
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! (806 reviews)
"Wonderful stay. Highly recommend"

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.

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 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 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 $838 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.