Cheap flights To Peekskill (NYC) from $54

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Cheap Flights to Peekskill from $54 One Way, $116 Round Trip

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

Fri, Jan 9 - Mon, Jan 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Jan 9 from Orlando Intl. to Stewart Intl., returning Mon, Jan 12, priced at $116 found 5 days ago
Fri, Jan 9 - Sun, Jan 18
MCO
Orlando Intl.
HPN
Westchester County
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jan 9 from Orlando Intl. to Westchester County, returning Sun, Jan 18, priced at $118 found 1 day ago
Fri, Jan 16 - Sun, Jan 18
MCO
Orlando Intl.
HPN
Westchester County
$121 Roundtrip, found 17 hours ago
$121
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Fri, Jan 16 from Orlando Intl. to Westchester County, returning Sun, Jan 18, priced at $121 found 17 hours ago
Fri, Dec 5 - Mon, Dec 8
MCO
Orlando Intl.
SWF
Stewart Intl.
$121 Roundtrip, found 10 hours ago
$121
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Dec 5 from Orlando Intl. to Stewart Intl., returning Mon, Dec 8, priced at $121 found 10 hours ago
Fri, Jan 23 - Mon, Jan 26
CHS
Charleston Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jan 23 from Charleston Intl. to Stewart Intl., returning Mon, Jan 26, priced at $122 found 1 day ago
Thu, Jan 15 - Sun, Jan 18
CHS
Charleston Intl.
HPN
Westchester County
$122 Roundtrip, found 23 hours ago
$122
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, Jan 15 from Charleston Intl. to Westchester County, returning Sun, Jan 18, priced at $122 found 23 hours ago
Fri, Dec 12 - Mon, Dec 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Dec 12 from Orlando Intl. to Stewart Intl., returning Mon, Dec 15, priced at $122 found 1 hour ago
Fri, Dec 12 - Mon, Dec 15
MCO
Orlando Intl.
SWF
Stewart Intl.
$125 Roundtrip, found 4 days ago
$125
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Dec 12 from Orlando Intl. to Stewart Intl., returning Mon, Dec 15, priced at $125 found 4 days ago
Fri, Dec 12 - Sun, Dec 14
MCO
Orlando Intl.
SWF
Stewart Intl.
$127 Roundtrip, found 2 hours ago
$127
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Dec 12 from Orlando Intl. to Stewart Intl., returning Sun, Dec 14, priced at $127 found 2 hours ago
Thu, Jan 8 - Sun, Jan 11
TPA
Tampa Intl.
HPN
Westchester County
$127 Roundtrip, found 5 hours ago
$127
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Jan 8 from Tampa Intl. to Westchester County, returning Sun, Jan 11, priced at $127 found 5 hours ago

Peekskill Flight Information

Traveling To
Peekskill
Destination Airport IATA Code
NYC
Number of Airlines Serving
Airlines
Breeze Airways, JetBlue Airways
Flight Price
$116
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Peekskill economy flight packages

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Norwalk by IHG
3.5-star property

EVEN Hotel Norwalk by IHG

Dec 24 - Dec 28

4 night stay

San Juan (SJU) to White Plains (HPN)

Frontier Airlines • Coach

White Plains (HPN) to San Juan (SJU)

Southwest Airlines • Coach
Price was $820, price is now $642 per person
$642
per person
found 1 day ago
Delamar Southport
4.0-star property

Delamar Southport

Dec 10 - Dec 15

5 night stay

San Francisco (SFO) to White Plains (HPN)

Alaska Airlines • Coach

White Plains (HPN) to San Francisco (SFO)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,233, price is now $938 per person
$938
per person
found 17 hours ago
The Abbey Inn & Spa
4.0-star property

The Abbey Inn & Spa

Dec 10 - Dec 15

5 night stay

San Francisco (SFO) to White Plains (HPN)

Alaska Airlines • Coach

White Plains (HPN) to San Francisco (SFO)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,450, price is now $1,143 per person
$1,143
per person
found 17 hours ago
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Peekskill first class flight packages

Price found within the past 48 hours. Click for updated prices.
Resorts World Catskills Casino
4.5-star property

Resorts World Catskills Casino

8.6/10 Excellent! (1,088 reviews)

Dec 24 - Dec 29

5 night stay

San Juan (SJU) to Newburgh (SWF)

United • FirstClass

Newburgh (SWF) to San Juan (SJU)

American Airlines • FirstClass
Price was $1,448, price is now $1,223 per person
$1,223
per person
found 24 hours ago
The room was big, good view. Casino was smoke free,and clean.

Reviewed on Aug 28, 2025

Courtyard by Marriott Yonkers Westchester County
3.0-star property

Courtyard by Marriott Yonkers Westchester County

8.8/10 Excellent! (1,241 reviews)

Dec 9 - Dec 14

5 night stay

San Francisco (SFO) to White Plains (HPN)

Alaska Airlines • Non-stop • FirstClass

White Plains (HPN) to San Francisco (SFO)

American Airlines • Non-stop • FirstClass
Price was $1,758, price is now $1,600 per person
$1,600
per person
found 1 day ago
Clean and quiet. Had to go across the parking lot to the Residence Inn for coffee but otherwise, nice stay.

Reviewed on Oct 9, 2025

Residence Inn By Marriott New Rochelle
3.0-star property

Residence Inn By Marriott New Rochelle

8.4/10 Very Good! (997 reviews)

Dec 9 - Dec 14

5 night stay

San Francisco (SFO) to White Plains (HPN)

Alaska Airlines • Non-stop • FirstClass

White Plains (HPN) to San Francisco (SFO)

American Airlines • Non-stop • FirstClass
Price was $1,877, price is now $1,842 per person
$1,842
per person
found 1 day ago
Stayed overnight. Property was very good. Did not get to explore the area.

Reviewed on Oct 9, 2025

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Peekskill

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Peekskill. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

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First-Timers

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Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Peekskill and Peekskill flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

Which airlines fly to Peekskill?
Take your pick of 20 airlines with flights to John F. Kennedy Intl. Airport (JFK), the main airport in the city. With a good range of choice, you're certain to score an awesome deal. Here are some of the international airlines that'll get you to Peekskill — and then exploring every inch of this city:

  • JetBlue - 1,033 flights to Peekskill per month
  • Delta - 1,031 flights to Peekskill per month
  • American Airlines - 669 flights to Peekskill per month

What is the best airport to fly to in Peekskill?
Westchester County Airport (HPN) is the entry point to the city, so your toughest decision will be the window seat or the aisle seat. Central Peekskill is approximately 19 miles away and where many visitors base themselves.
How much is a flight to Peekskill?
Last week, prices ranged between $116 and $127 for a return flight to Peekskill. One-way tickets originating from Orlando (MCO) sank to just $54 during the same period.
How to book the cheapest flight to Peekskill?
Scoring cheap flights to Peekskill is as easy as booking your ticket with Orbitz. But if you'd love to make sure you're grabbing the best flight deals around, here are some tips to keep in mind:

  • Departing from or arriving at nearby airports can sometimes be more cost-effective. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below to see what your options are.
  • If your travel plans aren't set in stone, click on the 'Show flexible dates' link to check out the flight deals across different departure dates. You may find a cheaper fare.
  • Select 'Show options' to fine tune your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Once you've worked out your travel dates, don't delay booking. Prices generally become more expensive as the departure date gets closer.
  • Bundle your flights, hotels and car rentals into a value-for-money package deal. Save your hard-earned dollars for things that really excite you, like discovering every corner of Peekskill.
  • Flying during busier seasons means pricey airfares. If possible, plan your vacation outside of popular dates, such as Christmas, New Year's Eve and Easter.

What is the best time to book a flight to Peekskill?
Generally speaking, January is the best time to book your airfare. This is closely followed by February and August. Keep this in mind while you hunt for a cheap flight to Peekskill.
What day of the week is the cheapest to book a flight to Peekskill?
Get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. These are typically the best days to score cheap tickets to Peekskill.
What is the cheapest day of the week to fly to Peekskill?
According to Orbitz data from 2020, you should start your trip on a Monday to score cheap flights to Peekskill. Next cheapest day? Tuesday. Saturday will cost the most. So, consider departing early in the week if you'd like to book a wallet-friendly fare without paying premium prices.
What is the cheapest month to fly to Peekskill?
According to Orbitz data, you should fly out in August. This is generally a great month to pick up cheap flights to Peekskill. It's worth bearing in mind that the most expensive time to jet off is in the month of June.
Which airlines allow free cancellation?
We know that plans can change and flexibility matters. That's why you can easily search for flights that have free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll show you fares more flexible than a lip balm left in the sun!
What do I need for the flight to Peekskill?
Nothing's more fun than jetting off to a cool new place, but it pays to be prepared. This list of useful tips will help get your journey off to a great start:

  • Your travel documents are the most important items you'll need to take with you on your flight to Peekskill. To avoid any dramas while checking in, make sure that the personal information on your ticket is correct and matches your government-issued photo ID.
  • To keep you amused on your short trip to Peekskill, download your favorite tunes or restock the podcast library on your tablet. Food can also be a good distraction while in the air, so maybe even bring a snack.
  • No matter how hot it is outside, plane cabins can get seriously cold. Bring a hoodie on board to stop the goose bumps.

How many direct flights are there to Peekskill?
There are 112 flights that head directly to Peekskill every month, which means you won't have to deal with any boring stopovers. Lock in a fare with JetBlue Airways or American Airlines and then settle back, relax and enjoy the journey. Delta Air Lines, United Airlines, Tradewind Aviation and Cape Air also offer nonstop flights to Peekskill.
How do I get cheap first-class/business deals to Peekskill?
Experienced travelers have a knack for finding first or business-class fares to Peekskill without the steep price tag. Follow their example with these helpful tips:

  • Flexibility is essential. By being open to other travel dates, you'll have more chances of spotting a sale on business or first-class airfares.
  • Plenty of low-cost airlines these days offer top-notch business or premium-class seating that doesn't cost the earth.
  • Take advantage of your airline's frequent flyer program and use points to upgrade your seat. You can also bid for an upgrade in online auctions.

How to get into Peekskill from the airport?
Driving is one option. Hertz, Alamo and Avis are three car rental offices located at Westchester County Airport (HPN). Once you've collected a Westchester County Airport (HPN) car rental, you can make your way directly from HPN airport to downtown Peekskill, a distance of 19 miles to the northwest. Or, if you'd prefer to book a set of wheels from the city center, have a look through our Peekskill car rentals.
What is the best time to go to Peekskill?
Peekskill is a busy place in August, September and October. If you plan to visit during these months, it may be an idea to book in advance to ensure you nab the best deals. Want to know what the summertime's like in Peekskill? Average daily temperatures normally fluctuate between 65 ºF and 80 ºF. Like most places in the Northern Hemisphere, summertime begins June 20 here.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.