Cheap flight deals from Chicago (CHI) to Newburgh (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

Newburgh economy flight packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Montgomery Maybrook
2.5-star property

Super 8 by Wyndham Montgomery Maybrook

6.4/10 (1,000 reviews)

Aug 5 - Aug 8

3 night stay

Chicago (ORD) to Newburgh (SWF)

Spirit Airlines • Roundtrip • Coach
per person
found 11 hours ago
The room was very nice. Check in took a while because the woman at the front desk made a mistake with the customer checking in that was in front of me and then someone called to book a reservation by phone. She did apologize for the longer than usual check in process. Overall, my wife and I liked our stay and our room.

Reviewed on May 25, 2024

The Crossroads Hotel, Newburgh
3.0-star property

The Crossroads Hotel, Newburgh

7.6/10 Good! (432 reviews)

Jul 27 - Jul 30

3 night stay

Chicago (CHI) to Newburgh (SWF)

Spirit Airlines • Roundtrip • Coach
per person
found 1 day ago
Great hotel, coffee not great but that’s really not important, the room was perfect and clean, very very confortable for the price

Reviewed on Dec 2, 2024

Caldwell House Bed & Breakfast
3.0-star property

Caldwell House Bed & Breakfast

9/10 Wonderful! (473 reviews)

Jul 18 - Jul 20

2 night stay

Chicago (CHI) to Newburgh (SWF)

Spirit Airlines • Coach

Newburgh (SWF) to Chicago (CHI)

United • Coach
per person
found 1 day ago
Loved comfortable bed... sort of in an odd spot/location

Reviewed on Apr 11, 2021

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

More About Flying To Newburgh from Chicago

Route Information for Flights from Chicago to Newburgh

Origin Airport IATA Code
CHI
Destination Airport IATA Code
NYC
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Newburgh

Grab great fares on Chicago to Newburgh flights with Orbitz, your #1 source for discount international and domestic air tickets. Our cutting-edge mobile tools and great online search functionality make booking your next budget trip a breeze.

Mobile Apps for Exclusive Deals on Flights From Chicago to Newburgh

You don’t have to sit down at a computer to find the latest flight bargains. Orbitz offers a mobile app for Android, iPhone, and tablet devices, which will keep you alert to fantastic fares, hotel discounts, and more great savings. The app gives you real-time low fares for flights from Chicago to Newburgh and lets you book your hotel room with a few simple clicks.

Find Your Chicago to Newburgh Flights, Car, and Hotel in One Place

Orbitz gives you the latest deals on air fares, hotels, cruises, and car rentals at up to 50% off. Booking your flights from Chicago to Newburgh is easy whether you are using a computer, with the Orbitz mobile app, or through m.orbitz.com on your mobile device’s Web browser.

Stay Informed on Your Trip

Orbitz sends you alerts about the latest updates to your Chicago to Newburgh flights, such as delays. Receive the updates via your email or mobile phone. Use the Orbitz app to stay updated on your flight status and baggage claim details.

Earn Miles for Flights From Chicago to Newburgh

On qualified flights, add your frequent flyer number to your booking to get miles or points for your trip.

Frequently asked questions

Are there non-stop flights from Chicago to Newburgh?
There are two carriers that operate direct flights from ORD to Westchester County Airport (HPN). Book your seat now with United Airlines or American Airlines.
What is the shortest flight from Chicago to Newburgh?
It can zip by in as little as 2 hours and 49 minutes. If you strongly believe your vacation hours should be spent ‘vacationing’ instead of flying, you’ll enjoy the flight from Chicago to Newburgh.
What airlines fly from Chicago to Newburgh most frequently?
Consider booking a ticket with United Airlines (UA), which frequently services this route. This airline offers 60 flights every month between O’Hare Intl. Airport (ORD) and White Plains, NY (HPN-Westchester County). Alternatively, secure your favorite window (or aisle) seat with American Airlines (AA). You’ll have 34 monthly flights between Chicago and Newburgh to select from with this airline.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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.