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Sleep Inn & Suites Middletown - Goshen
2.5-star property

Sleep Inn & Suites Middletown - Goshen

8.4/10 Very Good! (1,027 reviews)

Nov 11 - Nov 13

2 night stay

Chicago (CHI) to Newburgh (SWF)

Frontier Airlines • Roundtrip • Coach
Price was $200, price is now $172 per person
$172
per person
found 21 hours ago
Great property close to legoland. We saw some ants coming out from an outlet into our room on the second day. We quickly made sure to put our food items in the fridge.

Reviewed on Apr 28, 2025

Courtyard by Marriott Newburgh Stewart Airport
3.0-star property

Courtyard by Marriott Newburgh Stewart Airport

8.2/10 Very Good! (677 reviews)

Oct 19 - Oct 22

3 night stay

Chicago (ORD) to Newburgh (SWF)

United • Coach

Newburgh (SWF) to Chicago (ORD)

Frontier Airlines • Coach
Price was $546, price is now $518 per person
$518
per person
found 22 hours ago
Just didn’t like the air wasn’t on

Reviewed on May 13, 2023

Courtyard by Marriott Middletown Goshen
3.0-star property

Courtyard by Marriott Middletown Goshen

8.6/10 Excellent! (978 reviews)

Nov 11 - Nov 13

2 night stay

Chicago (CHI) to Newburgh (SWF)

Frontier Airlines • Roundtrip • Coach
Price was $214, price is now $204 per person
$204
per person
found 21 hours ago
The hotel was well maintained. The front desk staff was super friendly. The room was very nice and the bed was very comfortable. My husband and I travel this route often we will be staying here again.

Reviewed on Jan 9, 2025

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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

Orbitz combines guaranteed low prices with cutting-edge mobile tools for travel from Chicago to Newburgh to give you a travel experience that is second to none.

Bargain Travel at Your Fingertips

Orbitz provides the cheapest fares from Chicago to Newburgh. When reserving your flight you can mix and match a range of low cost airlines for you departing and returning domestic or international flights. This way you can travel on a budget while selecting the flights that suit your schedule.

Modern Tools for Fast-Paced Travel

Orbitz makes use of the latest technology to ensure that you are always kept up-to-date on the status of your Chicago to Newburgh flights. Through easy-to-use mobile Android and iPhone apps you can book low cost flights from Chicago to Newburgh and choose a range of cheap hotels to stay in.

Enjoy Stress-Free Travel with Flight Alerts

Once you have booked your flights from Chicago to Newburgh on Orbitz you will always be kept informed of any changes to your flight. When you opt into Orbitz’s free email and SMS alerts on your Chicago to Newburgh flights you can ask Orbitz to send the flight details to up to 6 other contacts, so keeping your family and business team informed is a cinch.

Frequent Flyer Program

For loyal Orbitz customers who fly from Chicago to Newburgh the chance to join our frequent flyer program is an added bonus. Simply log-on to your online account and input your frequent flyer number for future flights.

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.