Cheap Flights to Westchester County from $55 (2026/2027)

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Yonkers

Flights
Yonkers

How Much Does it Cost To Fly To Westchester County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Oct 2 - Sun, Oct 4
TPA
Tampa Intl.
ISP
MacArthur
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 2 from Tampa Intl. to MacArthur, returning Sun, Oct 4, priced at $88 just found
Fri, Dec 11 - Sun, Dec 13
MCO
Orlando Intl.
ISP
MacArthur
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Dec 11 from Orlando Intl. to MacArthur, returning Sun, Dec 13, priced at $110 found 1 day ago
Wed, Dec 2 - Wed, Dec 9
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Orlando Intl. to Newark Liberty Intl. Airport, returning Wed, Dec 9, priced at $124 found 1 day ago
Sun, Dec 6 - Thu, Dec 10
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$124 Roundtrip, found 5 days ago
$124
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Sun, Dec 6 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Thu, Dec 10, priced at $124 found 5 days ago
Tue, Sep 29 - Tue, Oct 6
MCO
Orlando Intl.
ISP
MacArthur
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Sep 29 from Orlando Intl. to MacArthur, returning Tue, Oct 6, priced at $137 found 3 days ago
Wed, Dec 9 - Tue, Dec 15
MCO
Orlando Intl.
LGA
LaGuardia
$140 Roundtrip, just found
$140
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Dec 9 from Orlando Intl. to LaGuardia, returning Tue, Dec 15, priced at $140 just found
Fri, Sep 25 - Sat, Sep 26
MCO
Orlando Intl.
SWF
Stewart Intl.
$145 Roundtrip, found 18 hours ago
$145
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Fri, Sep 25 from Orlando Intl. to Stewart Intl., returning Sat, Sep 26, priced at $145 found 18 hours ago
Tue, Oct 27 - Tue, Nov 3
MCO
Orlando Intl.
HPN
Westchester County
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Oct 27 from Orlando Intl. to Westchester County, returning Tue, Nov 3, priced at $150 found 3 days ago
OriginDestinationTravel DatesFlights From*
ATLNewarkOctober 27 to November 3$63
MCORonkonkomaDecember 11 to December 13$110
PIENewburghDecember 6 to December 10$124
CLTNew YorkNovember 2 to November 10$125
MCONew YorkDecember 9 to December 15$140
MCONewburghSeptember 25 to September 26$145
FLLNew YorkOctober 7 to October 10$209
DJTRonkonkomaOctober 24 to October 31$227
DJTNew YorkOctober 6 to October 7$228
DJTNewarkOctober 7 to October 10$232
DJTWest HarrisonOctober 13 to October 21$248
MCONew YorkOctober 8 to October 14$257
ATLRonkonkomaOctober 11 to October 15$270
ATLWest HarrisonOctober 2 to October 4$413
CLTWest HarrisonOctober 7 to October 10$423
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MCONewburghSeptember 12 to September 26$184
MCORonkonkomaSeptember 11 to September 15$221
TPANewarkSeptember 12 to September 13$275
MCONew YorkSeptember 12 to September 26$304
ATLNewarkSeptember 12 to September 13$308
MCONewarkSeptember 11 to September 13$309
CLTNewarkSeptember 11 to September 13$324
DJTNew YorkSeptember 13 to September 19$372
DJTNew YorkSeptember 13 to September 19$377
ATLNew YorkSeptember 12 to September 15$381
MCONew YorkSeptember 11 to September 14$384
DJTNewarkSeptember 13 to September 19$478
DJTWest HarrisonSeptember 13 to September 15$574
ATLWest HarrisonSeptember 11 to September 14$620
ATLRonkonkomaSeptember 12 to September 18$696
*Prices include taxes and fees

Best Westchester County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Oct 21 - Oct 26

5 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,380, price is now $1,382 per person
$1,382
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Sep 28 - Oct 2

4 night stay

Dallas (DFW) to New Haven (HVN)

Delta • Coach

New Haven (HVN) to Dallas (DFW)

Frontier Airlines • Coach
Price was $2,986, price is now $1,470 per person
$1,470
per person
found 2 hours ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Nov 12 - Nov 17

5 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was $4,269, price is now $2,299 per person
$2,299
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Westchester County 🏨

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
8.2/10 Very Good! (1,292 reviews)
"Outdated rooms that feel dirty (especially for the price), parking is a mess if there are events going on at the property- nothing is revered for guests. Restaurant did not meet expectations."

Reviewed on Sep 7, 2026

Opens in a new windowTarrytown House Estate
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Opens in a new windowRoyal Regency Hotel
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street Elmsford NY
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lyndhurst Mansion and Westchester County Center are located nearby.
8/10 Very Good! (1,645 reviews)
"I have stayed here previously and chose to again. This time was very different. The toilet seat was completely broken and barely on. The toilet would run occasionally. Parts of the tub drain were not attached. There was only warm coffee in the morning. The stench in the room was a mildew/past smoking ..."

Reviewed on Sep 7, 2026

Opens in a new windowHampton Inn White Plains/Tarrytown
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Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
8.8/10 Excellent! (1,360 reviews)
"Helpful staff, Dodo was great at valet parking. Room was very comfortable, mattress and linen."

Reviewed on Sep 7, 2026

Opens in a new windowSonesta White Plains Downtown
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 Westchester County?
Based on prices found over the last seven days, a roundtrip flight to Westchester County started at as little as $63. If you're flexible with your dates, it's easier to snap up a great bargain. This price was available on Travelocity for flights to Westchester County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Westchester County?
If you're thinking about an escape to Westchester County, October is the cheapest period to hop on a plane. This is according to Travelocity's direct return flight demand between January and December last year. Choose your ideal travel dates and secure your spot today.
How can I check my flight status to Westchester County?
Check the status of your flight to Westchester County, make changes and loads more from our helpful Trips portal. Found at the top right of our homepage, it's the place to manage and view your bookings. All you need to do is sign in or open a new account. Wise wanderers will also enjoy the Travelocity app. You'll get alerts for any gate changes and flight delays, along with the ability to find great deals on hotels, flights and rental cars while you're on the go. If you have family flying with you, it's also an useful way to share your flight details with each other.
How do I find the best deals on flights to Westchester County?
Snag the best deal with Travelocity — our "Flexible dates" search tool makes it that much easier. Enter the dates you prefer, then click the flexible dates box above the search results to compare prices with the surrounding days. $63 was the best price for a roundtrip flight to Westchester County in the last seven days on our site. 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 Westchester County with Travelocity?
Search for cheap flights to Westchester County with Travelocity and begin packing for your next break. With round-the-clock customer service during all stages of your trip and our Price Match Guarantee, we take the difficulty out of finding cheap family flights, places to stay, activities and more. Lock in a superb deal today and prepare yourself for an epic adventure.
What are the most popular flight routes to Westchester County?
As a popular vacation destination, you'll find excellent connections to Westchester County. Here's just a sample of the popular routes:

  • Nantucket, MA (ACK-Nantucket Memorial) to Westchester County Airport (HPN) - 1,265 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Westchester County Airport (HPN) - 918 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Westchester County Airport (HPN) - 537 flights a month.

How much is a flight to Westchester County on average?
In the last seven days, roundtrip flights to Westchester County were priced between $63 and $696. No matter what kind of ticket you're after, we've got some excellent deals to help you keep to your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Westchester County?
Cast your eyes over these favorite routes to get a sense of how long you'll be cruising the skies during a direct flight to Westchester County:

  • Nantucket, MA (ACK-Nantucket Memorial) to Westchester County Airport (HPN) - 1 hour and 15 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Westchester County Airport (HPN) - 2 hours and 14 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Westchester County Airport (HPN) - 2 hours and 13 minutes

What can I expect on a flight to Westchester County?
The time your flight takes and whether you go with a full-service or budget airline will determine what you can expect. If you're on the lookout for long-haul flights to Westchester County, entertainment, food and drinks should come as standard. After cheap flights for family vacations? Look into the deals from budget carriers. Normally, these airlines don't offer as many inclusions, or you'll have to pay extra to access them.

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