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Peekskill

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Peekskill Flights as Low as $311

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

Delta
Wed, Feb 5 - Tue, Feb 18
ORD
O'Hare Intl.
HPN
Westchester County
$311 Roundtrip, found 17 hours ago
$311
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Feb 5 from O'Hare Intl. to Westchester County, returning Tue, Feb 18, priced at $311 found 17 hours ago
Delta
Wed, Feb 5 - Tue, Feb 18
MDW
Midway Intl.
HPN
Westchester County
$311 Roundtrip, found 17 hours ago
$311
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Feb 5 from Midway Intl. to Westchester County, returning Tue, Feb 18, priced at $311 found 17 hours ago
Delta
Mon, Feb 10 - Tue, Feb 18
MDW
Midway Intl.
HPN
Westchester County
$331 Roundtrip, found 17 hours ago
$331
Roundtrip
found 17 hours ago
Select Delta flight, departing Mon, Feb 10 from Midway Intl. to Westchester County, returning Tue, Feb 18, priced at $331 found 17 hours ago
Delta
Wed, Feb 5 - Wed, Feb 12
MDW
Midway Intl.
HPN
Westchester County
$333 Roundtrip, found 17 hours ago
$333
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Feb 5 from Midway Intl. to Westchester County, returning Wed, Feb 12, priced at $333 found 17 hours ago
Delta
Sat, Feb 8 - Wed, Feb 12
MDW
Midway Intl.
HPN
Westchester County
$346 Roundtrip, found 17 hours ago
$346
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Feb 8 from Midway Intl. to Westchester County, returning Wed, Feb 12, priced at $346 found 17 hours ago
Delta
Wed, Feb 5 - Fri, Feb 14
MDW
Midway Intl.
HPN
Westchester County
$348 Roundtrip, found 17 hours ago
$348
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Feb 5 from Midway Intl. to Westchester County, returning Fri, Feb 14, priced at $348 found 17 hours ago
Delta
Thu, Feb 6 - Tue, Feb 18
ORD
O'Hare Intl.
HPN
Westchester County
$349 Roundtrip, found 17 hours ago
$349
Roundtrip
found 17 hours ago
Select Delta flight, departing Thu, Feb 6 from O'Hare Intl. to Westchester County, returning Tue, Feb 18, priced at $349 found 17 hours ago
Delta
Wed, Feb 5 - Sun, Feb 9
ORD
O'Hare Intl.
HPN
Westchester County
$353 Roundtrip, found 17 hours ago
$353
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Feb 5 from O'Hare Intl. to Westchester County, returning Sun, Feb 9, priced at $353 found 17 hours ago
Delta
Sat, Feb 8 - Fri, Feb 14
MDW
Midway Intl.
HPN
Westchester County
$361 Roundtrip, found 17 hours ago
$361
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Feb 8 from Midway Intl. to Westchester County, returning Fri, Feb 14, priced at $361 found 17 hours ago
Delta
Wed, Feb 5 - Mon, Feb 17
MDW
Midway Intl.
HPN
Westchester County
$362 Roundtrip, found 17 hours ago
$362
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Feb 5 from Midway Intl. to Westchester County, returning Mon, Feb 17, priced at $362 found 17 hours ago
American Airlines
Sat, Feb 8 - Mon, Feb 10
ORD
O'Hare Intl.
HPN
Westchester County
$365 Roundtrip, found 17 hours ago
$365
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Feb 8 from O'Hare Intl. to Westchester County, returning Mon, Feb 10, priced at $365 found 17 hours ago
American Airlines
Sun, Dec 29 - Mon, Jan 13
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$366 Roundtrip, found 2 hours ago
$366
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sun, Dec 29 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Mon, Jan 13, priced at $366 found 2 hours ago
Delta
Fri, Feb 7 - Fri, Feb 14
MDW
Midway Intl.
HPN
Westchester County
$368 Roundtrip, found 17 hours ago
$368
Roundtrip
found 17 hours ago
Select Delta flight, departing Fri, Feb 7 from Midway Intl. to Westchester County, returning Fri, Feb 14, priced at $368 found 17 hours ago
Delta
Wed, Feb 5 - Thu, Feb 13
MDW
Midway Intl.
HPN
Westchester County
$372 Roundtrip, found 17 hours ago
$372
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Feb 5 from Midway Intl. to Westchester County, returning Thu, Feb 13, priced at $372 found 17 hours ago
Delta
Fri, Feb 7 - Sun, Feb 9
ORD
O'Hare Intl.
HPN
Westchester County
$373 Roundtrip, found 17 hours ago
$373
Roundtrip
found 17 hours ago
Select Delta flight, departing Fri, Feb 7 from O'Hare Intl. to Westchester County, returning Sun, Feb 9, priced at $373 found 17 hours ago
American Airlines
Sat, Feb 8 - Mon, Feb 10
ORD
O'Hare Intl.
HPN
Westchester County
$375 Roundtrip, found 17 hours ago
$375
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Feb 8 from O'Hare Intl. to Westchester County, returning Mon, Feb 10, priced at $375 found 17 hours ago

Cheap Flights to Peekskill

Fall in love at first flight with your vacation to Peekskill by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Peekskill on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Peekskill, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Peekskill

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Peekskill with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the NYC airport.

What is the cheapest month to fly to Peekskill?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Peekskill are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Peekskill?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Peekskill.

What airport is best to fly into Peekskill?

When you’re planning your trip to Peekskill, convenience is the name of the game. Luckily, Peekskill Stewart Intl. Airport is nearby so you can deplane and get going on checking off everything on your Peekskill must-do list.

How much are flights to Peekskill?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Peekskill on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $311, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Peekskill?

The trick to saving a stack of cash on your flight to Peekskill? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $311 right now, why wait?

Peekskill Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$310

Last Minute Hotel Deals in Peekskill

Inn on the Hudson
Inn on the Hudson
2 out of 5
634 Main Street, Peekskill, NY
The price is $102 per night from Dec 29 to Dec 30
$102
includes taxes & fees
Dec 29 - Dec 30
Book a stay at this business-friendly hotel in Peekskill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.6/10 (1,004 reviews)
"."

Reviewed on Dec 22, 2024

Inn on the Hudson
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
2.5 out of 5
2 John Walsh Boulevard, Peekskill, NY
The price is $140 per night from Jan 13 to Jan 14
$140
includes taxes & fees
Jan 13 - Jan 14, 2025
Book a stay at this business-friendly hotel in Peekskill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,001 reviews)
"Very pleased with the breakfast buffet and the coffee was delicious."

Reviewed on Dec 19, 2024

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley, an IHG Hotel
The Abbey Inn & Spa
The Abbey Inn & Spa
4 out of 5
900 Fort Hill Rd, Peekskill, NY
The price is $408 per night from Dec 29 to Dec 30
$408
includes taxes & fees
Dec 29 - Dec 30
Stay at this 4-star spa hotel in Peekskill. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (146 reviews)
Tranquil escape.
"Views were breathtaking. Resort was spotless, smelled amazing and had an overall sense of peace. My family already wants to go back next year."

Reviewed on Dec 3, 2024

The Abbey Inn & Spa
Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
The price is $70 per night from Jan 1 to Jan 2
$70
includes taxes & fees
Jan 1 - Jan 2, 2025
Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms and the overall ...
6/10 (1,733 reviews)
"I would stay here again"

Reviewed on Dec 20, 2024

Armoni Inn & Suites
West Gate Inn Nyack
West Gate Inn Nyack
3 out of 5
26 Route 59, Nyack, NY
The price is $114 per night from Jan 1 to Jan 2
$114
includes taxes & fees
Jan 1 - Jan 2, 2025
Stay at this 3-star business-friendly hotel in Nyack. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.2/10 Good! (1,004 reviews)
"location is good"

Reviewed on Dec 19, 2024

West Gate Inn Nyack
Westchester Marriott
Westchester Marriott
4.5 out of 5
670 White Plains Rd, Tarrytown, NY
The price is $194 per night from Jan 5 to Jan 6
$194
includes taxes & fees
Jan 5 - Jan 6, 2025
Stay at this 4.5-star spa hotel in Tarrytown. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (196 reviews)
"Enjoyed my stay."

Reviewed on Dec 16, 2024

Westchester Marriott
Sonesta White Plains Downtown
Sonesta White Plains Downtown
4 out of 5
66 Hale Ave, White Plains, NY
The price is $210 per night from Jan 12 to Jan 13
$210
includes taxes & fees
Jan 12 - Jan 13, 2025
Book a stay at this business-friendly hotel in White Plains. Enjoy breakfast (surcharge), free airport pick-up, and room service. Our guests praise the bar and ...
8.4/10 Very Good! (1,116 reviews)
"Cleaning staff knocking on doors at 9:30. Check out is 11"

Reviewed on Dec 17, 2024

Sonesta White Plains Downtown
Sleepy Hollow Hotel
Sleepy Hollow Hotel
3.5 out of 5
455 S Broadway, Tarrytown, NY
The price is $145 per night from Jan 5 to Jan 6
$145
includes taxes & fees
Jan 5 - Jan 6, 2025
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
6.4/10 (1,001 reviews)
"We stayed during the Halloween parade and related events. The property is very walkable, about twenty minutes from the downtown area. The hills might be treacherous for those with strollers or wheelchairs, but it was very accessible for those who can walk comfortably. Parking at the hotel was very ..."

Reviewed on Dec 10, 2024

Sleepy Hollow Hotel
See all 671 properties in Peekskill
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.