
Cheap Flights to Orange County from $43 (2026/2027)
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Middletown
Flights
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.
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$86 Roundtrip, just found
$86
Roundtrip
just found
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$90 Roundtrip, found 8 hours ago
$90
Roundtrip
found 8 hours ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$94 Roundtrip, found 1 day ago
$94
Roundtrip
found 1 day ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$99 Roundtrip, found 1 hour ago
$99
Roundtrip
found 1 hour ago
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 4 days ago
$100
Roundtrip
found 4 days ago
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 3 days ago
$102
Roundtrip
found 3 days ago
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, found 2 hours ago
$102
Roundtrip
found 2 hours ago
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
MCO
Orlando Intl.
SWF
Stewart Intl.
$146 Roundtrip, found 5 days ago
$146
Roundtrip
found 5 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| FLL | Newburgh | December 3 to December 6 | $86 |
| RDU | Newburgh | December 5 to December 9 | $122 |
| RDU | West Harrison | November 14 to November 16 | $122 |
| PIE | Newburgh | November 1 to November 15 | $140 |
| MCO | Newburgh | October 3 to October 3 | $147 |
| MCO | West Harrison | December 2 to January 12 | $164 |
| FLL | West Harrison | December 7 to December 9 | $235 |
| TPA | West Harrison | October 30 to November 2 | $245 |
| ATL | West Harrison | October 21 to October 28 | $372 |
| MIA | West Harrison | October 9 to October 13 | $382 |
| DEN | West Harrison | November 13 to November 15 | $397 |
| JFK | West Harrison | December 3 to December 9 | $401 |
| ORD | West Harrison | November 20 to November 21 | $437 |
| CLT | West Harrison | November 25 to November 30 | $475 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| RDU | Newburgh | September 26 to October 3 | $190 |
| MCO | Newburgh | September 25 to October 3 | $190 |
| PIE | Newburgh | September 27 to October 4 | $241 |
| RDU | West Harrison | September 26 to September 29 | $261 |
| MCO | West Harrison | September 26 to September 28 | $404 |
| DEN | West Harrison | September 25 to September 26 | $493 |
| TPA | West Harrison | September 26 to September 28 | $498 |
| FLL | West Harrison | September 25 to September 28 | $522 |
| ORD | West Harrison | September 25 to September 28 | $523 |
| CLT | West Harrison | September 25 to September 26 | $548 |
| MIA | West Harrison | September 25 to October 3 | $566 |
| ATL | West Harrison | September 26 to October 5 | $568 |
Best Orange County Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.



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View all tripsTravelers ❤️ These Orange County 🏨

Overlook Lodge at Bear Mountain
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! (1,002 reviews)
"It is a very nice place .To bad the pool was not open ."
Reviewed on Sep 17, 2026

Sleep Inn & Suites Middletown - Goshen
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.

La Quinta Inn & Suites by Wyndham Middletown-Goshen
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! (1,002 reviews)
"The parking was easy access to the hotel. The staff was friendly and helpful. The breakfast was okay but not very well maintained so things ran out and without asking never got refilled. The room was nice but the bathroom was not very clean. A little disappointing."
Reviewed on Sep 17, 2026
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Ramada by Wyndham Newburgh/West Point
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 (1,000 reviews)
"They do not tell you that they have an extra $50 fee until you get there. The place was dirty. Staff is rude. Front windows are broken."
Reviewed on Sep 18, 2026
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.
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