eDreams is now available in the following countries:

Cheap Flights from Chicago (CHI) to westchester, NY (HPN)

Last minute flights from Chicago to westchester, NY

Save big and visit this destination

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.
Chicago westchester, NY
BEST
DEAL
Fri, 08 Nov ORD - HPN
Mon, 11 Nov HPN - ORD
-22 %
$491 $381
Prime price per passenger
Chicago westchester, NY
BEST
DEAL
Wed, 25 Dec ORD - HPN
$86 $84
Prime price per passenger
Chicago westchester, NY
BEST
DEAL
Thu, 28 Nov ORD - HPN
Mon, 02 Dec HPN - ORD
$405 $397
Prime price per passenger
Chicago westchester, NY
BEST
DEAL
Fri, 22 Nov ORD - HPN
Sun, 01 Dec HPN - ORD
$805 $799
Prime price per passenger
Chicago westchester, NY
BEST
DEAL
Sun, 24 Nov ORD - HPN
Fri, 29 Nov HPN - ORD
$540 $534
Prime price per passenger

Route information

Distance: 721 miles
Chicago airports
O'hare International Airport (ORD) How far from city center: 14 miles
Midway Airport (MDW) How far from city center: 4 miles
westchester, NY airports
Westchester County Airport (HPN) How far from city center: 7 miles

Are you searching for flights from Chicago to westchester, NY?

Are you planning to travel to westchester, NY for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Chicago. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to westchester, NY and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Chicago to westchester, NY

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
For flights from Chicago to westchester, NY, how can I find the cheapest price?
The cheapest price for a flight from Chicago to westchester, NY is $84. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
When booking, when is the best time to get the best prices for flights from Chicago to westchester, NY?
The most popular months to book a trip from Chicago to westchester, NY are July, August and April, based on the searches of our customers.
When is the best time to travel from Chicago to westchester, NY?
The best time of the year to visit westchester, NY depends on lots of personal preferences, especially the price. Regarding popularity, July is the best month to fly to westchester, NY from Chicago in terms of searches from our customers, followed by December and September. If you prefer to avoid the busy season and get away from the crowds June, August and October are the months with fewer searches for Chicago - westchester, NY.
How long does the flight from Chicago to westchester, NY take?
Flight length from Chicago to westchester, NY is around 02:14 hours on average, at an average distance of 1,186 km, for flights for the route (which may have 1 or more stops in other cities in between).
Which airports have flights between Chicago and westchester, NY?
The main route from Chicago to westchester, NY is: O hare International Airport (ORD) to Westchester County Airport (HPN). The following airlines fly this route: United Airlines.
Flying Time 2 h and 14 m When flying from Chicago to westchester, NY, this can take around 2 h and 14 m in flying time, however this flight duration can vary due to other factors
Cheapest flight $84 The best price for flights from Chicago to westchester, NY offered by eDreams, which have been found by our customers in the last 3 days
Departure Airport O'hare International Airport O'hare International Airport is where you'll take off when flying from Chicago to westchester, NY
Arrival Airport Westchester County Airport You'll land at Westchester County Airport when flying from Chicago to westchester, NY

Plan your trip