$121 Cheap Flights from Chicago (ORD) to White Plains (HPN)

View $121 flight on Tue, Sep 16, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

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

Prices were available within the past 7 days and start at $121 for one-way flights and $278 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Jun 13 - Mon, Jun 23
ORD
Chicago
HPN
White Plains
$278 Roundtrip, found 2 hours ago
$278
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Jun 13 from Chicago to White Plains, returning Mon, Jun 23, priced at $278 found 2 hours ago
Delta
Sun, Jul 13 - Sun, Jul 20
ORD
Chicago
HPN
White Plains
$290 Roundtrip, found 9 hours ago
$290
Roundtrip
found 9 hours ago
Select Delta flight, departing Sun, Jul 13 from Chicago to White Plains, returning Sun, Jul 20, priced at $290 found 9 hours ago
American Airlines
Tue, Jul 29 - Tue, Aug 5
ORD
Chicago
HPN
White Plains
$292 Roundtrip, found 6 hours ago
$292
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Jul 29 from Chicago to White Plains, returning Tue, Aug 5, priced at $292 found 6 hours ago
Delta
Thu, May 29 - Mon, Jun 2
ORD
Chicago
HPN
White Plains
$297 Roundtrip, found 15 hours ago
$297
Roundtrip
found 15 hours ago
Select Delta flight, departing Thu, May 29 from Chicago to White Plains, returning Mon, Jun 2, priced at $297 found 15 hours ago
Delta
Mon, Jul 28 - Tue, Aug 5
ORD
Chicago
HPN
White Plains
$297 Roundtrip, found 6 hours ago
$297
Roundtrip
found 6 hours ago
Select Delta flight, departing Mon, Jul 28 from Chicago to White Plains, returning Tue, Aug 5, priced at $297 found 6 hours ago
American Airlines
Wed, Jun 25 - Fri, Jun 27
ORD
Chicago
HPN
White Plains
$300 Roundtrip, found 6 hours ago
$300
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Jun 25 from Chicago to White Plains, returning Fri, Jun 27, priced at $300 found 6 hours ago
Delta
Sat, Sep 13 - Tue, Sep 16
ORD
Chicago
HPN
White Plains
$302 Roundtrip, found 2 hours ago
$302
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Sep 13 from Chicago to White Plains, returning Tue, Sep 16, priced at $302 found 2 hours ago
Delta
Wed, Sep 3 - Wed, Sep 10
ORD
Chicago
HPN
White Plains
$303 Roundtrip, found 3 days ago
$303
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 3 from Chicago to White Plains, returning Wed, Sep 10, priced at $303 found 3 days ago
Delta
Tue, May 20 - Sun, May 25
ORD
Chicago
HPN
White Plains
$304 Roundtrip, found 2 days ago
$304
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, May 20 from Chicago to White Plains, returning Sun, May 25, priced at $304 found 2 days ago
JetBlue Airways
Wed, Jul 30 - Mon, Aug 4
ORD
Chicago
HPN
White Plains
$450 Roundtrip, found 2 days ago
$450
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 30 from Chicago to White Plains, returning Mon, Aug 4, priced at $450 found 2 days ago

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Westchester County Airport (HPN) cost?
Cheap round-trip flights from O’Hare Intl. Airport (ORD) to Westchester County Airport (HPN) start at $349. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving ORD on May 17 2025 and touching down at HPN. The price was last updated on April 24 2025 and has not changed since.
What is the cheapest month to fly from ORD to HPN?
The cheapest flights from ORD to HPN are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 ORD to HPN?
Travel from ORD to HPN with American Airlines. This carrier currently offers the cheapest one-way fare for this route, starting at $201. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on May 30 2025. Prices were last updated on April 24 2025 and have not changed since.
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.
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