Cheap flights To Peekskill (NYC) from $46

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Peekskill from $46 One Way, $87 Round Trip

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

Wed, Sep 2 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$87 Roundtrip, found 6 days ago
$87
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Sep 2 from Raleigh - Durham Intl. to Westchester County, returning Sat, Sep 5, priced at $87 found 6 days ago
Thu, Sep 3 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 3 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 6, priced at $92 found 1 day ago
Fri, Aug 21 - Sun, Aug 23
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$97 Roundtrip, found 2 days ago
$97
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Aug 21 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 23, priced at $97 found 2 days ago
Sat, May 9 - Sat, May 16
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, May 9 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, May 16, priced at $102 found 3 hours ago
Fri, Sep 4 - Mon, Sep 7
CHS
Charleston Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 14 hours ago
$102
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Sep 4 from Charleston Intl. to Stewart Intl., returning Mon, Sep 7, priced at $102 found 14 hours ago
Fri, Mar 13 - Mon, Mar 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$103 Roundtrip, found 4 hours ago
$103
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Fri, Mar 13 from Raleigh - Durham Intl. to Westchester County, returning Mon, Mar 16, priced at $103 found 4 hours ago
Wed, Mar 11 - Mon, Mar 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$103 Roundtrip, found 1 day ago
$103
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Mar 11 from Raleigh - Durham Intl. to Westchester County, returning Mon, Mar 16, priced at $103 found 1 day ago
Fri, Feb 27 - Mon, Mar 2
MCO
Orlando Intl.
HPN
Westchester County
$106 Roundtrip, found 5 hours ago
$106
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Fri, Feb 27 from Orlando Intl. to Westchester County, returning Mon, Mar 2, priced at $106 found 5 hours ago
Thu, Aug 20 - Sun, Aug 23
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$107 Roundtrip, found 7 hours ago
$107
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Aug 20 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 23, priced at $107 found 7 hours ago
Fri, Feb 27 - Mon, Mar 2
MCO
Orlando Intl.
HPN
Westchester County
$109 Roundtrip, found 17 hours ago
$109
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Fri, Feb 27 from Orlando Intl. to Westchester County, returning Mon, Mar 2, priced at $109 found 17 hours ago

Peekskill Flight Information

Traveling To
Peekskill
Destination Airport IATA Code
NYC
Number of Airlines Serving
Airlines
Breeze Airways
Flight Price
$87
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.
The Thayer Hotel at West Point
3.5-star property

The Thayer Hotel at West Point

Mar 7 - Mar 11

4 night stay

Los Angeles (QLA) to White Plains (HPN)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $611, price is now $499 per person
$499
per person
found 4 hours ago
The Crossroads Hotel, Newburgh
3.0-star property

The Crossroads Hotel, Newburgh

Mar 11 - Mar 18

7 night stay

San Francisco (SFO) to Newburgh (SWF)

Delta • Coach

Newburgh (SWF) to San Francisco (SFO)

Frontier Airlines • Coach
Price was $711, price is now $561 per person
$561
per person
found 6 hours ago
Don't see what you're looking for?
See all available trips from Los Angeles to Peekskill
View all trips

Peekskill first class flight packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott White Plains Westchester County
3.0-star property

Residence Inn by Marriott White Plains Westchester County

8.6/10 Excellent! (648 reviews)

Mar 26 - Mar 29

3 night stay

Chicago (ORD) to White Plains (HPN)

American Airlines • Non-stop • FirstClass

White Plains (HPN) to Chicago (ORD)

Delta • Non-stop • FirstClass
Price was $959, price is now $947 per person
$947
per person
found 3 hours ago
Nice breakfast spread, dining hall was cozy, clean and room heat was great on an otherwise cold night.

Reviewed on Feb 21, 2025

Hyatt Place New York/Yonkers
3.0-star property

Hyatt Place New York/Yonkers

9/10 Wonderful! (1,297 reviews)

Mar 26 - Mar 29

3 night stay

Chicago (ORD) to White Plains (HPN)

American Airlines • Non-stop • FirstClass

White Plains (HPN) to Chicago (ORD)

Delta • Non-stop • FirstClass
Price was $1,017, price is now $998 per person
$998
per person
found 3 hours ago
Everything from checking in, cleean room, quiet, great area, stores, and place to eat was excellent. One of the best places i have stayed.

Reviewed on Feb 3, 2026

Residence Inn By Marriott New Rochelle
3.0-star property

Residence Inn By Marriott New Rochelle

8.4/10 Very Good! (1,000 reviews)

Mar 26 - Mar 29

3 night stay

Chicago (ORD) to White Plains (HPN)

American Airlines • Non-stop • FirstClass

White Plains (HPN) to Chicago (ORD)

Delta • Non-stop • FirstClass
Price was $967, price is now $962 per person
$962
per person
found 3 hours ago
Stayed overnight. Property was very good. Did not get to explore the area.

Reviewed on Oct 9, 2025

Don't see what you're looking for?
See all available trips from Chicago to Peekskill
View all trips

Peekskill

End your search for discount fares on flights to Peekskill. Orbitz has all the best prices on Peekskill flights. With Orbitz, you can expect:

Cheap Deals on Flights to Peekskill

We offer big discounts and last-minute savings on Peekskill flights. We make it easy for you to research, plan, and book your flight to Peekskill — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Peekskill flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Peekskill flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Peekskill flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Peekskill flights to the actual booking. If you want to cancel your flight to Peekskill, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Peekskill with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

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 $87 and $109 for a return flight to Peekskill. One-way tickets originating from Raleigh (RDU) sank to just $46 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.