$129 Cheap Flights from Chicago (ORD) to White Plains (HPN)

View $129 flight on Tue, Oct 14, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at $129 for one-way flights and $275 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Oct 14 - Fri, Oct 17
ORD
Chicago
HPN
White Plains
$275 Roundtrip, found 3 hours ago
$275
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Oct 14 from Chicago to White Plains, returning Fri, Oct 17, priced at $275 found 3 hours ago
Delta
Fri, Jan 16 - Tue, Jan 20
ORD
Chicago
HPN
White Plains
$277 Roundtrip, found 8 hours ago
$277
Roundtrip
found 8 hours ago
Select Delta flight, departing Fri, Jan 16 from Chicago to White Plains, returning Tue, Jan 20, priced at $277 found 8 hours ago
Delta
Thu, Nov 13 - Fri, Nov 14
ORD
Chicago
HPN
White Plains
$277 Roundtrip, found 23 hours ago
$277
Roundtrip
found 23 hours ago
Select Delta flight, departing Thu, Nov 13 from Chicago to White Plains, returning Fri, Nov 14, priced at $277 found 23 hours ago
Delta
Wed, Oct 22 - Mon, Oct 27
ORD
Chicago
HPN
White Plains
$280 Roundtrip, found 10 hours ago
$280
Roundtrip
found 10 hours ago
Select Delta flight, departing Wed, Oct 22 from Chicago to White Plains, returning Mon, Oct 27, priced at $280 found 10 hours ago
Delta
Thu, Jan 15 - Mon, Jan 19
ORD
Chicago
HPN
White Plains
$281 Roundtrip, found 8 hours ago
$281
Roundtrip
found 8 hours ago
Select Delta flight, departing Thu, Jan 15 from Chicago to White Plains, returning Mon, Jan 19, priced at $281 found 8 hours ago
Delta
Fri, Jan 16 - Tue, Jan 20
ORD
Chicago
HPN
White Plains
$283 Roundtrip, found 8 hours ago
$283
Roundtrip
found 8 hours ago
Select Delta flight, departing Fri, Jan 16 from Chicago to White Plains, returning Tue, Jan 20, priced at $283 found 8 hours ago
American Airlines
Thu, Oct 16 - Mon, Oct 20
ORD
Chicago
HPN
White Plains
$285 Roundtrip, found 9 hours ago
$285
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Oct 16 from Chicago to White Plains, returning Mon, Oct 20, priced at $285 found 9 hours ago
Delta
Thu, Nov 20 - Sun, Nov 23
ORD
Chicago
HPN
White Plains
$293 Roundtrip, found 7 hours ago
$293
Roundtrip
found 7 hours ago
Select Delta flight, departing Thu, Nov 20 from Chicago to White Plains, returning Sun, Nov 23, priced at $293 found 7 hours ago
Delta
Thu, Nov 27 - Tue, Dec 2
ORD
Chicago
HPN
White Plains
$300 Roundtrip, found 1 hour ago
$300
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, Nov 27 from Chicago to White Plains, returning Tue, Dec 2, priced at $300 found 1 hour ago
JetBlue Airways
Thu, Dec 11 - Wed, Dec 17
ORD
Chicago
HPN
White Plains
$468 Roundtrip, found 3 days ago
$468
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Dec 11 from Chicago to White Plains, returning Wed, Dec 17, priced at $468 found 3 days ago

Find the cheapest month to fly from Chicago (ORD) to White Plains (HPN)

November is typically the cheapest month to fly

From $204 - $700 per traveler.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN) cost?
Get a cheap one-way flight from $129 or cheap return flight from $275 from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
Traveling in October is a great way to save, as it's the cheapest month for flights between ORD and HPN. You'll typically find the lowest prices during off-peak months.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
You can fly directly from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN) on an American Airlines flight.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
Expedia's filter tool lets you easily compare airlines, flight times and baggage options all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest ORD to HPN flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
Each day on average, 3 direct flights take off from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN). Pick the departure time that best suits your plans.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
More travelers fly between ORD and HPN at 8 AM than at any other time. Rather go when it's quieter? Travel outside of rush hours and there's a chance you'll save on your fare as well.
What day of the week has the most flights from ORD to HPN?
If you jet off on a Sunday, you'll get the widest range of choices for flights from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
Take the earliest flight at around 8:02AM UTC-6, heading out of O'Hare Intl. Airport (ORD). You'll be flying for around 2h 16m, arriving at Westchester County Airport (HPN) at approximately 11:18AM UTC-5.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
The average flight duration from ORD to HPN is 2 hours and 13 minutes, covering a total distance of 740 mi.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
Choose a flight from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN) that leaves before 3 PM to reduce the likelihood of delays. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for White Plains from O'Hare Intl. Airport (ORD)?
Board a direct flight from O'Hare Intl. Airport (ORD) to White Plains and you'll land at any one of these airports:

  • LaGuardia Airport (LGA)
  • Liberty Intl. Airport (EWR)
  • John F. Kennedy Intl. Airport (JFK)

Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN) last-minute?
Waiting until just before your trip to book a ticket from ORD to HPN often results in higher prices. Although you may find some last-minute offers, they aren't always guaranteed. Allow some flexibility in your schedule for the best chance of landing a bargain.
Is it cheaper to book an ORD to HPN flight and hotel package?
You'll typically save money by booking an ORD to HPN flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've selected your ideal flights and accommodations, consider adding extras such as activities, car rentals and tours.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN)?
If you reserved your ORD to HPN flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more information.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
Westchester County
Airlines serving
American Airlines, Delta, JetBlue Airways
Roundtrip price
$274
Distance
736 mi
Average flight time
3 hours 18 mins

Book with confidence

Book with confidence

Chicago to White Plains Flights

The cheapest times to fly from Chicago to White Plains

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to White Plains are during the month of October. You can find some of the cheapest flights from Chicago to White Plains with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to White Plains

Sunday is one of the best days to book for cheap flights from Chicago to White Plains: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to White Plains

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to White Plains in 2025. You can also book with separate airlines for your outbound and return journeys, from $129 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to White Plains flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to White Plains airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to White Plains Flights

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