Flights To Orange County - Cheap Flights Starting at CA $65

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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.

Thu, Jan 7 - Wed, Jan 13
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $112 Roundtrip, found 20 hours ago
CA $112
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh - Durham Intl. to Westchester County, returning Wed, Jan 13, priced at CA $112 found 20 hours ago
Mon, Sep 14 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $150 Roundtrip, found 6 days ago
CA $150
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Mon, Sep 14 from Raleigh - Durham Intl. to Westchester County, returning Thu, Sep 17, priced at CA $150 found 6 days ago
Sat, Sep 12 - Tue, Sep 22
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $156 Roundtrip, found 11 hours ago
CA $156
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from Raleigh - Durham Intl. to Westchester County, returning Tue, Sep 22, priced at CA $156 found 11 hours ago
Wed, Oct 14 - Mon, Oct 19
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $194 Roundtrip, found 6 days ago
CA $194
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Oct 14 from Raleigh - Durham Intl. to Westchester County, returning Mon, Oct 19, priced at CA $194 found 6 days ago
Sat, Oct 3 - Sat, Oct 10
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $199 Roundtrip, found 4 days ago
CA $199
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Oct 3 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 10, priced at CA $199 found 4 days ago
Thu, Sep 10 - Wed, Sep 23
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $209 Roundtrip, found 4 days ago
CA $209
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Wed, Sep 23, priced at CA $209 found 4 days ago
Mon, Sep 14 - Wed, Sep 23
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $210 Roundtrip, found 4 days ago
CA $210
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Sep 14 from Orlando Intl. to Stewart Intl., returning Wed, Sep 23, priced at CA $210 found 4 days ago
Wed, Sep 30 - Sun, Oct 4
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $234 Roundtrip, found 3 days ago
CA $234
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Sep 30 from Orlando Intl. to Stewart Intl., returning Sun, Oct 4, priced at CA $234 found 3 days ago
Sat, Sep 12 - Tue, Sep 22
YYZ
Pearson Intl.
HPN
Westchester County
CA $516 Roundtrip, found 6 hours ago
CA $516
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Sep 12 from Pearson Intl. to Westchester County, returning Tue, Sep 22, priced at CA $516 found 6 hours ago
Sat, Sep 12 - Tue, Sep 22
YYZ
Pearson Intl.
HPN
Westchester County
CA $516 Roundtrip, found 6 hours ago
CA $516
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Sep 12 from Pearson Intl. to Westchester County, returning Tue, Sep 22, priced at CA $516 found 6 hours ago
Thu, Sep 10 - Sat, Sep 19
YYZ
Pearson Intl.
HPN
Westchester County
CA $550 Roundtrip, found 6 hours ago
CA $550
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Sep 10 from Pearson Intl. to Westchester County, returning Sat, Sep 19, priced at CA $550 found 6 hours ago
OriginDestinationTravel datesFlights from*
RDUWest HarrisonSeptember 14 to September 17CA $150
RDUNewburghOctober 3 to October 10CA $199
MCONewburghSeptember 10 to September 23CA $209
TPANewburghSeptember 9 to September 12CA $217
FLLWest HarrisonOctober 2 to October 4CA $311
MCOWest HarrisonSeptember 25 to September 27CA $332
TPAWest HarrisonSeptember 12 to September 15CA $338
ATLWest HarrisonOctober 24 to November 14CA $428
JFKWest HarrisonOctober 29 to November 1CA $663
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghAugust 28 to September 2CA $543
FLLWest HarrisonAugust 28 to September 6CA $597
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Oct 9 - Oct 12

3 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $2,455, price is now CA $1,505 per person
CA $1,505
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Oct 4 - Oct 7

3 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $3,476, price is now CA $1,829 per person
CA $1,829
per person
found 1 day ago
Omni Berkshire Place
4.0-star property

Omni Berkshire Place

Oct 8 - Oct 12

4 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $2,982, price is now CA $1,891 per person
CA $1,891
per person
found 1 day ago
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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.
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! (1,012 reviews)
"The bed was very comfy, the hotel was clean. The only criticism was breakfast was very busy when i went down and most items were empty, like they weren’t prepared for the rush."

Reviewed on Aug 22, 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.
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.
4.8/10 (1,002 reviews)
"Our room number was taped on the door with blue scotch tape. The shower head was broken, hanging off the wall. At night the water wouldn’t get warm, In the morning the pressure wouldn’t work. There were hand prints and different color smudges all over the walls and mirrors. The room had a terrible ..."

Reviewed on Aug 22, 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 CA $112. 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 $112. 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 $112 and CA $663 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.