
$186 Cheap flight deals from Chicago (CHI) to Peekskill (NYC)
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
This Weekend's Flight Deals from Chicago to Peekskill
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $186 One Way, $369 Round Trip from Chicago to Peekskill
Prices starting at $369 for return flights and $186 for one-way flights to Peekskill were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Peekskill economy flight packages

Hampton Inn & Suites Yonkers
Feb 12 - Feb 15
Chicago (ORD) to White Plains (HPN)
White Plains (HPN) to Chicago (ORD)
Reviewed on Nov 29, 2025


Courtyard by Marriott Poughkeepsie
Feb 12 - Feb 16
Chicago (ORD) to White Plains (HPN)
Reviewed on Nov 11, 2025
Peekskill packages with premium economy flights

More About Flying To Peekskill from Chicago
Route Information for Flights from Chicago to Peekskill
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | NYC |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Peekskill
Getting a spectacularly low fare on Chicago to Peekskill flights is always possible when you use Orbitz as your personal travel planner. Orbitz is your essential travel resource for low cost flights from Chicago to Peekskill, discount hotel accommodations, cheap car rentals, and more.
Research and Book Chicago to Peekskill Flights on the Go
Our free cutting-edge mobile apps for iPad, Android, and iPhone make it easy to find the best fares when researching and booking flights from Chicago to Peekskill. You can also use the apps to check your flight status, find baggage claims details, and get exclusive mobile discount rates on car rentals and hotels.
Earn Miles and Points for Your Frequent Flyer Program
Build up points or miles for your frequent flyer plan with qualifying Chicago to Peekskill flights. Simply add your frequent flyer number when booking your domestic or international flights or enter the numbers in your Orbitz account profile to automatically add them to your bookings.
Flight Alerts Take the Hassle out of Travel
You can get email, SMS text, or voicemail updates regarding any major changes to your flights from Chicago to Peekskill. These free alerts can also be sent to as many as six additional contacts, ensuring that your friends, colleagues, or family are aware of changes to your arrival time.
Stay in Your Budget and Still Get Great Accommodations
Orbitz shoppers can access affordable vacation packages and have the option of booking their departure and arrival flights through different airlines, making travel less costly and more convenient. The best prices on flights from Chicago to Peekskillare always found on Orbitz.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to London
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to Rome
- Chicago to Paris
- Chicago to Washington
- Chicago to Toronto
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Montreal
- Chicago to Sacramento
- Chicago to Kansas City
- Chicago to Hartford
- Chicago to Atlantic City
More Destinations
- Flights from London to Tarrytown
- Flights from Wilmington to Newburgh
- Flights from Baltimore to Newburgh
- Flights from Cincinnati to Newburgh
- Flights from Cleveland to Newburgh
- Flights from Columbus to Newburgh
- Flights from Dallas to Newburgh
- Flights from Indianapolis to Newburgh
- Flights from Kansas City to Newburgh
- Flights from Memphis to Newburgh
- Flights from Minneapolis - St. Paul to Newburgh
- Flights from New Orleans to Newburgh
- Flights from New York to Newburgh
- Flights from Phoenix to Newburgh
- Flights from Portland to Newburgh
- Flights from Salt Lake City to Newburgh
- Flights from San Antonio to Newburgh
- Flights from San Francisco to Newburgh
- Flights from Seattle to Newburgh
- Flights from St. Louis to Newburgh
- Flights from Hartford to Newburgh
- Flights from Providence to Newburgh
- Flights from Sacramento to Newburgh
- Flights from Melbourne to Newburgh
- Flights from Omaha to Newburgh
- Flights from Richmond to Newburgh
- Flights from Oakland to Newburgh
- Flights from Nassau to Newburgh
- Flights from Tulsa to Newburgh
- Flights from Milwaukee to Newburgh
- Flights from Norfolk - Virginia Beach to Newburgh
- Flights from Greensboro to Newburgh
- Flights from Knoxville to Newburgh
- Flights from Birmingham to Newburgh
- Flights from Colorado Springs to Newburgh
- Flights from Lexington to Newburgh
- Flights from Grand Rapids to Newburgh
- Flights from Lansing to Newburgh
- Flights from San José to Newburgh
- Flights from Savannah to Newburgh
- Flights from Asheville to Newburgh
- Flights from Greenville - Spartanburg to Newburgh
- Flights from Fayetteville to Newburgh
- Flights from Tallahassee to Newburgh
- Flights from Columbia to Newburgh
- Flights from Palm Beach to Newburgh
- Flights from Boston to Croton-on-Hudson
- Flights from Chicago to Croton-on-Hudson
- Flights from Dallas to Croton-on-Hudson
- Flights from Detroit to Croton-on-Hudson
- Flights from Lima to Croton-on-Hudson
- Flights from San Francisco to Croton-on-Hudson
- Flights from Seattle to Croton-on-Hudson
- Flights from Wilmington to West Point
- Flights from Atlanta to West Point
- Flights from Baltimore to West Point
- Flights from Charlotte to West Point
- Flights from Chicago to West Point
- Flights from Detroit to West Point
- Flights from Houston to West Point
- Flights from Los Angeles to West Point
- Flights from Miami to West Point
- Flights from Minneapolis - St. Paul to West Point
- Flights from Phoenix to West Point
- Flights from St. Louis to West Point
- Flights from Sacramento to West Point
- Flights from Montego Bay to West Point
- Flights from San Juan to West Point
- Flights from Fort Lauderdale to West Point
- Flights from Fort Myers to West Point
- Flights from Tampa to West Point
- Flights from San José to West Point
- Flights from Austin to White Plains
- Flights from Cincinnati to White Plains
- Flights from Cleveland to White Plains
- Flights from Columbus to White Plains
- Flights from Dallas to White Plains
- Flights from Houston to White Plains
- Flights from Indianapolis to White Plains
- Flights from Las Vegas to White Plains
- Flights from Minneapolis - St. Paul to White Plains
- Flights from Philadelphia to White Plains
- Flights from Phoenix to White Plains
- Flights from Seattle to White Plains
- Flights from St. Louis to White Plains
- Flights from Toronto to White Plains
- Flights from Pittsburgh to White Plains
- Flights from Newark to White Plains
- Flights from Richmond to White Plains
- Flights from Daytona Beach to White Plains
- Flights from Manchester to White Plains
- Flights from Milwaukee to White Plains
- Flights from Sarasota to White Plains
- Flights from Norfolk - Virginia Beach to White Plains
- Flights from Savannah to White Plains
- Flights from Palm Beach to White Plains
- Flights from Atlanta to New York
- Flights from Chicago to New York
- Flights from Dallas to New York
- Flights from Houston to New York
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.
