$113 Cheap flights from Westchester County to O'Hare Intl. (HPN to ORD)

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Find The Best Dates To Fly from Westchester County to O'Hare Intl.

Amazing HPN to ORD Flight Deals

The cheapest flights to O'Hare Intl. found within the past 7 days were $226 round trip and $113 one way. Prices and availability subject to change. Additional terms may apply.

Sat, Jun 8 - Sat, Jun 15
HPN
White Plains
ORD
Chicago
$226 Roundtrip, found 13 hours ago
$226
Roundtrip
found 13 hours ago
Select Delta flight, departing Sat, Jun 8 from White Plains to Chicago, returning Sat, Jun 15, priced at $226 found 13 hours ago
Tue, Aug 20 - Wed, Sep 4
HPN
White Plains
ORD
Chicago
$235 Roundtrip, found 5 days ago
$235
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Aug 20 from White Plains to Chicago, returning Wed, Sep 4, priced at $235 found 5 days ago
Sat, Aug 31 - Tue, Sep 3
HPN
White Plains
ORD
Chicago
$238 Roundtrip, found 6 days ago
$238
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Aug 31 from White Plains to Chicago, returning Tue, Sep 3, priced at $238 found 6 days ago
Tue, Sep 3 - Wed, Sep 4
HPN
White Plains
ORD
Chicago
$243 Roundtrip, found 6 days ago
$243
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 3 from White Plains to Chicago, returning Wed, Sep 4, priced at $243 found 6 days ago
Sat, Aug 31 - Tue, Sep 3
HPN
White Plains
ORD
Chicago
$247 Roundtrip, found 6 days ago
$247
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Aug 31 from White Plains to Chicago, returning Tue, Sep 3, priced at $247 found 6 days ago
Fri, Aug 23 - Tue, Aug 27
HPN
White Plains
ORD
Chicago
$259 Roundtrip, found 3 days ago
$259
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Aug 23 from White Plains to Chicago, returning Tue, Aug 27, priced at $259 found 3 days ago
Tue, Aug 20 - Sun, Sep 1
HPN
White Plains
ORD
Chicago
$265 Roundtrip, found 5 days ago
$265
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Aug 20 from White Plains to Chicago, returning Sun, Sep 1, priced at $265 found 5 days ago
Fri, Aug 23 - Tue, Aug 27
HPN
White Plains
ORD
Chicago
$270 Roundtrip, found 3 days ago
$270
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Aug 23 from White Plains to Chicago, returning Tue, Aug 27, priced at $270 found 3 days ago
Sat, Aug 31 - Sat, Sep 14
HPN
White Plains
ORD
Chicago
$276 Roundtrip, found 5 days ago
$276
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 31 from White Plains to Chicago, returning Sat, Sep 14, priced at $276 found 5 days ago
Wed, May 29 - Sat, Jun 1
HPN
White Plains
ORD
Chicago
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, May 29 from White Plains to Chicago, returning Sat, Jun 1, priced at $279 found 3 days ago

Best O'Hare Intl. Flight and Hotel Packages

O'Hare Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Save 100% on your flight
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Newark (EWR) to Chicago (ORD)
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Frequently asked questions

Are there direct flights from White Plains Airport to ORD?
Your next grand adventure is on the other side of a single flight. You can travel direct from HPN to O’Hare Intl. Airport (ORD) with multiple airlines, including United Airlines and American Airlines.
How long is the flight from White Plains Airport to O'Hare Intl. Airport (ORD)?
If you’re flying from Westchester County Airport (HPN) to O’Hare Intl. Airport (ORD), you can expect the trip to take approximately 4 hours and 14 minutes. If this is longer than you’d hoped, why not take advantage of it? Read up on where you’re headed, fine tune your itinerary and get as much shut-eye as possible before the adventure starts.
What is the flight distance from White Plains Airport to O'Hare Intl. Airport (ORD)?
Forget settling in for a film. We’ll be surprised if you even get in some episodes of your favorite show on the short hop between White Plains Airport and ORD. You’ll only be covering 740 mi.
What airlines fly from HPN to ORD?
There are several airlines that advertise direct flights from White Plains Airport to ORD. United Airlines (UA) is one of the most reputable, offering approximately 60 flights every month. Don’t forget to also browse the deals available through American Airlines (AA). Another leading airline, it operates 30 flights every month on the Westchester County to Chicago route. Compare the two to score the best fare.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It’s possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

 

Traveling From
Westchester County
Traveling To
O'Hare Intl.
Shortest Flight Time
0 hours 31 mins
Earliest Departure Time
7:04AM CDT
Latest Departure Time
4:30PM CDT
Lowest Flight Price
$226

Route Info

Flight path for flights from Westchester County Airport to O'Hare International Airport


Origin:
HPN - Westchester County Airport
Destination:
ORD - O'Hare International Airport
Distance:
740.00 miles


Airlines & Aircraft Used on HPN to ORD Flight Routes


Airline Carrier
Aircraft
American Airlines
Boeing 737 all pax models
American Airlines
Fokker 100

Discover our best flights from White Plains HPN to Chicago ORD. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from White Plains HPN to Chicago ORD at the right price  

Airfares to Chicago ORD from White Plains HPN currently cost between $226 and $279. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from White Plains HPN to Chicago ORD 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from White Plains HPN to Chicago ORD on Travelocity starting at $113. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago ORD from White Plains HPN quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from HPN to take around 0 hour(s) 31 min(s).  

 

Find our cheapest airfares for flights from White Plains HPN to Chicago ORD

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from HPN. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from White Plains HPN to Chicago ORD today 

If you’re flexible about when you travel, June is usually the cheapest month to fly from White Plains HPN to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago ORD from White Plains HPN 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from HPN have this option.  

 

Travel with confidence when you book flights to Chicago ORD from White Plains HPN with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.