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 19 hours ago
CA $214
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Sat, Aug 1, priced at CA $214 found 19 hours ago
Wed, Jul 29 - Tue, Aug 4
MCO
Orlando Intl.
HPN
Westchester County
CA $238 Roundtrip, found 2 days ago
CA $238
Roundtrip
found 2 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 2 days ago
Wed, Jul 29 - Sat, Aug 1
MCO
Orlando Intl.
HPN
Westchester County
CA $248 Roundtrip, found 19 hours ago
CA $248
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Sat, Aug 1, priced at CA $248 found 19 hours ago
Tue, Jun 23 - Tue, Jul 14
MCO
Orlando Intl.
HPN
Westchester County
CA $250 Roundtrip, found 21 hours ago
CA $250
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Tue, Jun 23 from Orlando Intl. to Westchester County, returning Tue, Jul 14, priced at CA $250 found 21 hours ago
Thu, Jun 11 - Tue, Jun 16
MCO
Orlando Intl.
HPN
Westchester County
CA $257 Roundtrip, found 10 hours ago
CA $257
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Westchester County, returning Tue, Jun 16, priced at CA $257 found 10 hours ago
Sat, Sep 5 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $259 Roundtrip, found 1 day ago
CA $259
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 5 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at CA $259 found 1 day ago
Tue, Jun 9 - Thu, Jun 11
MCO
Orlando Intl.
HPN
Westchester County
CA $260 Roundtrip, found 4 days ago
CA $260
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Jun 9 from Orlando Intl. to Westchester County, returning Thu, Jun 11, priced at CA $260 found 4 days ago
Fri, May 29 - Sun, May 31
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $262 Roundtrip, found 3 days ago
CA $262
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, May 29 from Orlando Intl. to Stewart Intl., returning Sun, May 31, priced at CA $262 found 3 days ago
Mon, Jul 20 - Mon, Jul 27
YYZ
Pearson Intl.
HPN
Westchester County
CA $510 Roundtrip, found 9 hours ago
CA $510
Roundtrip
found 9 hours ago
Select WestJet flight, departing Mon, Jul 20 from Pearson Intl. to Westchester County, returning Mon, Jul 27, priced at CA $510 found 9 hours ago
Fri, Jun 12 - Sun, Jun 14
YYZ
Pearson Intl.
HPN
Westchester County
CA $541 Roundtrip, found 1 day ago
CA $541
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jun 12 from Pearson Intl. to Westchester County, returning Sun, Jun 14, priced at CA $541 found 1 day ago
Sat, Jun 27 - Wed, Jul 8
YYZ
Pearson Intl.
HPN
Westchester County
CA $577 Roundtrip, found 5 days ago
CA $577
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jun 27 from Pearson Intl. to Westchester County, returning Wed, Jul 8, priced at CA $577 found 5 days ago
OriginDestinationTravel datesFlights from*
RDUWest HarrisonJuly 9 to July 13CA $202
MCOWest HarrisonJuly 29 to August 1CA $214
RDUNewburghJune 13 to June 17CA $223
MCONewburghJune 6 to June 7CA $267
TPAWest HarrisonJuly 23 to July 27CA $277
TPANewburghJune 10 to June 13CA $291
FLLWest HarrisonJune 13 to June 14CA $318
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.
Topping Rose House
4.5-star property

Topping Rose House

Jul 5 - Jul 8

3 night stay

Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)

Delta • Roundtrip • Coach
Price was CA $2,752, price is now CA $1,717 per person
CA $1,717
per person
found 19 hours ago
Mandarin Oriental, New York
5.0-star property

Mandarin Oriental, New York

Jun 10 - Jun 13

3 night stay

Toronto (YYZ) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $5,088, price is now CA $3,089 per person
CA $3,089
per person
found 6 hours ago
3BR Prime Luxury near NYC w Arcade Room
2.0-star property

3BR Prime Luxury near NYC w Arcade Room

Jul 5 - Jul 8

3 night stay

Toronto (YYZ) to White Plains (HPN)

Air Canada • Roundtrip • Coach
Price was CA $4,708, price is now CA $3,022 per person
CA $3,022
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.
8.4/10 Very Good! (1,001 reviews)
"Came here only to sleep 1 night. definitely will be making plans to spend a long weekend here. it's simply beautiful and almost breathtaking and relaxing. My wife will be using it as her writing retreat."

Reviewed on May 21, 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! (1,013 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! (1,001 reviews)
"Very good stay. Friendly staff and clean room. We will be back"

Reviewed on May 11, 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! (1,081 reviews)
"The room was pristine, breakfast great, ample and easy parking, very warm staff!"

Reviewed on May 22, 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 $202. 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 $202. 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 $202 and CA $911 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.