£216 Cheap Flights from White Plains (HPN) to Chicago (ORD)

View £216 flight on Fri, 23 May 2025Opens in a new window

Popular airlines from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)

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Cheap Flights from White Plains (HPN) to Chicago (ORD)

Prices were available within the past 7 days and start at £216 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Flight from White Plains to Chicago route information
Origin airport
Westchester County
Destination airport
O'Hare Intl.
Distance
1178 km

Compare flights from White Plains to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from White Plains to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Westchester County to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Westchester County (HPN) to O'Hare Intl. (ORD) 

The easiest way to view the best deals on flights from White Plains to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Westchester County to O'Hare Intl. start at just and range up to .  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near White Plains and Chicago
  • booking your flight during , the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your White Plains to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Westchester County to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from HPN to O'Hare Intl. Airport (ORD)?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip flight between Westchester County Airport (HPN) and O’Hare Airport was . Cheap tickets don’t last long, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Westchester County Airport (HPN) to ORD?
When it comes to cancellation fees, every airline has its own terms and conditions. If you decide to cancel your trip, visit our Customer Service Portal.
How do I find cheap flights from White Plains Airport to ORD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for HPN to ORD flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Westchester County Airport (HPN) to O'Hare Airport?
That new movie you’ve been desperate to see will have to wait — the flight distance between HPN and ORD is only 1,200 kilometres. The captain will be instructing you to put your seat upright for landing before you know it.
Which airlines fly direct from White Plains Airport to ORD?
American Airlines (AA) is the number one choice for many travellers. It offers 91 flights between HPN and ORD each month. You could also take a look at the fares available with United Airlines (UA). This carrier operates 91 flights a month between West Harrison and Chicago.
Are White Plains Airport to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to find great last-minute deals from Westchester County Airport (HPN) to O’Hare Intl. Airport (ORD), but it’s also possible to miss out entirely! As many airlines advertise prices up to a year in advance, it’s worthwhile keeping an eye on fares early and being ready to pounce when you spot a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can be sure you’re always seeing the latest offers.

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