Flights To Orange County - Cheap Flights Starting at CA $87

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Sunrise image of the Arrigoni Bridge in Middletown, CT

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.

Wed, Jul 29 - Sat, Aug 1
MCO
Orlando Intl.
HPN
Westchester County
CA $214 Roundtrip, found 3 days ago
CA $214
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Sat, Aug 1, priced at CA $214 found 3 days ago
Thu, Jun 11 - Sat, Jun 13
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $237 Roundtrip, found 1 day ago
CA $237
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Stewart Intl., returning Sat, Jun 13, priced at CA $237 found 1 day ago
Wed, Jul 29 - Tue, Aug 4
MCO
Orlando Intl.
HPN
Westchester County
CA $238 Roundtrip, found 5 days ago
CA $238
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Tue, Aug 4, priced at CA $238 found 5 days ago
Wed, Jul 29 - Sat, Aug 1
MCO
Orlando Intl.
HPN
Westchester County
CA $248 Roundtrip, found 3 days ago
CA $248
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Sat, Aug 1, priced at CA $248 found 3 days ago
Tue, Jun 23 - Tue, Jul 14
MCO
Orlando Intl.
HPN
Westchester County
CA $250 Roundtrip, found 3 days ago
CA $250
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Jun 23 from Orlando Intl. to Westchester County, returning Tue, Jul 14, priced at CA $250 found 3 days ago
Thu, Aug 27 - Sun, Aug 30
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $253 Roundtrip, found 2 days ago
CA $253
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 27 from Orlando Intl. to Stewart Intl., returning Sun, Aug 30, priced at CA $253 found 2 days ago
Thu, Jun 4 - Sat, Jun 6
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $253 Roundtrip, found 1 day ago
CA $253
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jun 4 from Orlando Intl. to Stewart Intl., returning Sat, Jun 6, priced at CA $253 found 1 day ago
Wed, Jun 10 - Sat, Jun 13
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $256 Roundtrip, found 12 hours ago
CA $256
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Wed, Jun 10 from Orlando Intl. to Stewart Intl., returning Sat, Jun 13, priced at CA $256 found 12 hours ago
Thu, Jun 18 - Sat, Jun 20
YUL
Pierre Elliott Trudeau Intl.
HPN
Westchester County
CA $936 Roundtrip, found 6 days ago
CA $936
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Jun 18 from Pierre Elliott Trudeau Intl. to Westchester County, returning Sat, Jun 20, priced at CA $936 found 6 days ago
Thu, Jun 18 - Sat, Jun 20
YUL
Pierre Elliott Trudeau Intl.
HPN
Westchester County
CA $960 Roundtrip, found 6 days ago
CA $960
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Jun 18 from Pierre Elliott Trudeau Intl. to Westchester County, returning Sat, Jun 20, priced at CA $960 found 6 days ago
Thu, Jun 18 - Sat, Jun 20
YUL
Pierre Elliott Trudeau Intl.
HPN
Westchester County
CA $1,021 Roundtrip, found 6 days ago
CA $1,021
Roundtrip
found 6 days ago
Select WestJet flight, departing Thu, Jun 18 from Pierre Elliott Trudeau Intl. to Westchester County, returning Sat, Jun 20, priced at CA $1,021 found 6 days ago
OriginDestinationTravel datesFlights from*
MCOWest HarrisonJuly 29 to August 1CA $214
RDUWest HarrisonJuly 17 to July 19CA $222
RDUNewburghJune 13 to June 17CA $223
MCONewburghJune 11 to June 13CA $237
TPANewburghJune 10 to June 13CA $291
TPAWest HarrisonAugust 14 to August 17CA $304
FLLWest HarrisonJune 16 to June 22CA $327
LGAWest HarrisonJune 16 to June 18CA $672
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghMay 29 to May 31CA $262
TPAWest HarrisonMay 29 to June 1CA $583
FLLWest HarrisonMay 31 to June 1CA $911
*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

Jul 22 - Jul 27

5 night stay

Buffalo (BUF) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was CA $2,109, price is now CA $1,203 per person
CA $1,203
per person
found 1 day ago
The Towers at Lotte New York Palace
5.0-star property

The Towers at Lotte New York Palace

Jul 12 - Jul 15

3 night stay

Buffalo (BUF) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was CA $3,309, price is now CA $1,745 per person
CA $1,745
per person
found 12 hours ago
2 bedroom luxury Empire State VIEW
2.0-star property

2 bedroom luxury Empire State VIEW

Jun 16 - Jun 19

3 night stay

Toronto (YYZ) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $5,450, price is now CA $3,095 per person
CA $3,095
per person
found 19 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! (1,004 reviews)
"The cabin we stayed it was unique, but lots of walking from your car on a slanted walkway. Shared den and the room smelled heavily of smoke from the inner fireplace. Small room and tiny old bathroom. Not what we were expecting from the pictures. Received an odd email about checkin but nothing told ..."

Reviewed on May 25, 2026

Opens in a new windowOverlook Lodge at Bear Mountain
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! (1,018 reviews)
"Everything was clean, comfortable and in working order."

Reviewed on May 19, 2026

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! (1,003 reviews)
"Great value for the money ☺️☺️"

Reviewed on May 25, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Middletown-Goshen
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Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way Monroe NY
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodbury Common Premium Outlets and Museum Village are located nearby.
9.4/10 Exceptional! (1,083 reviews)
"Nothing really unique so to say, breakfast was good, the staff was very nice especially Leigh (or Lee) I didn’t catch the spelling of her name. We didn’t use anything else but the room and had breakfast. Leigh at the front seat helped with questions and seemed very sincere. Appreciated her a ..."

Reviewed on May 26, 2026

Opens in a new windowSleep Inn & Suites Monroe - Woodbury
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 $214. 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 July. 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 $214. 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 $214 and CA $1,021 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.