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O'Hare Intl

$139+ Cheap flights from White Plains (HPN) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — ORD
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
1 adult, Economy
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Cheapflights Tip: The best prices from White Plains Westchester County to Chicago O'Hare Intl are usually found in February or March, booked 51 days in advance, depart on a Saturday or Wednesday and return on a Saturday

Cheap flight deals from White Plains to O'Hare Intl

Cheapest flights from White Plains to O'Hare Intl
Explore the most affordable flight options available from White Plains to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.

This lol.travel deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:30 am
HPN
-
ORD
1 stop16h 14m
JetBlue
Sun 9/62:45 pm
ORD
-
HPN
1 stop7h 14m
JetBlue
Deal found 7/31$396
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:35 pm
HPN
-
ORD
Nonstop2h 54m
American Airlines
Wed 9/237:34 pm
ORD
-
HPN
Nonstop2h 25m
American Airlines
Deal found 7/27$397
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:12 am
HPN
-
ORD
Nonstop2h 40m
American Airlines
Sun 9/61:25 pm
ORD
-
HPN
1 stop4h 03m
American Airlines
Deal found 7/28$399
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/274:29 pm
HPN
-
ORD
1 stop8h 23m
Delta
Wed 11/410:35 am
ORD
-
HPN
1 stop6h 25m
Delta
Deal found 7/29$401
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/294:39 pm
HPN
-
ORD
Nonstop2h 50m
American Airlines
Sat 8/17:37 pm
ORD
-
HPN
Nonstop2h 22m
American Airlines
Deal found 7/27$406
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:45 pm
HPN
-
ORD
Nonstop2h 55m
American Airlines
Sat 8/17:37 pm
ORD
-
HPN
Nonstop2h 22m
American Airlines
Deal found 7/29$410
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
HPN
-
ORD
Nonstop2h 40m
American Airlines
Mon 8/315:55 pm
ORD
-
HPN
1 stop4h 34m
American Airlines
Deal found 7/31$411
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:24 pm
HPN
-
ORD
Nonstop2h 35m
American Airlines
Fri 9/116:29 pm
ORD
-
HPN
Nonstop2h 28m
American Airlines
Deal found 7/30$413
This Delta deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:17 pm
HPN
-
ORD
1 stop4h 13m
Delta
Sat 8/86:40 am
ORD
-
HPN
1 stop6h 49m
Delta
Deal found 8/1$417
This Expedia deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:55 am
HPN
-
ORD
1 stop13h 49m
JetBlue
Mon 11/92:35 pm
ORD
-
HPN
1 stop7h 17m
JetBlue
Deal found 7/31$420
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:40 pm
HPN
-
ORD
1 stop4h 33m
Delta
Tue 10/65:29 pm
ORD
-
HPN
1 stop17h 19m
Delta
Deal found 7/27$422

Find flight deals from White Plains to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from White Plains (HPN) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$397
(American Airlines)

One-way from

$139
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$511

Good round-trip deal

$437 or less

Good one-way deal

$295 or less
Provider with most accurate pricing for White Plains Westchester County-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for White Plains Westchester County-Chicago O'Hare Intl flights.
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From White Plains Westchester County to Chicago O'Hare Intl
Search Deals
One-way flight from White Plains Westchester County to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from White Plains Westchester County to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from White Plains Westchester County to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2026.
Use the filters below to find and compare flights from White Plains to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 10/17

5:22 pm-8:30 pm

1 stop4h 08m

Chicago O'Hare Intl

Mon 10/19

8:29 am-3:48 pm

1 stop6h 19m

$437

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Tue 10/27

12:30 pm-4:32 pm

1 stop5h 02m

Chicago O'Hare Intl

Sun 11/8

7:30 pm-11:49 am

1 stop15h 19m

$449

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Thu 10/15

12:30 pm-4:32 pm

1 stop5h 02m

Chicago O'Hare Intl

Mon 10/19

5:27 am-12:03 pm

1 stop5h 36m

$473

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 10/16

4:29 pm-8:52 pm

1 stop5h 23m

Chicago O'Hare Intl

Sat 10/17

9:59 am-4:42 pm

1 stop5h 43m

$556

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 1/6

1:00 pm-11:44 pm

1 stop11h 44m

Chicago O'Hare Intl

Sat 1/9

2:35 pm-10:30 pm

1 stop6h 55m

$559

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 8/22

4:29 pm-11:57 pm

1 stop8h 28m

Chicago O'Hare Intl

Tue 8/25

8:48 am-6:07 pm

2 stops8h 19m

$635

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 12/9

12:30 pm-4:24 pm

1 stop4h 54m

Chicago O'Hare Intl

Sun 12/13

6:30 am-3:46 pm

2 stops8h 16m

$635

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Mon 9/14

9:50 am-1:45 pm

1 stop28h 55m

Chicago O'Hare Intl

Wed 9/16

6:00 am-10:00 pm

1 stop15h 00m

$646

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Thu 9/3

10:29 am-8:30 pm

2 stops11h 01m

Chicago O'Hare Intl

Sun 9/6

5:30 am-12:03 pm

1 stop5h 33m

$671

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 9/18

6:40 pm-11:59 pm

1 stop6h 19m

Chicago O'Hare Intl

Mon 9/21

7:05 am-6:00 pm

2 stops9h 55m

$671

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from White Plains to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from White Plains to O'Hare Intl in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on White Plains-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on White Plains-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from White Plains-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on White Plains-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for White Plains-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from White Plains to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from White Plains with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from White Plains to Chicago O'Hare Intl Airport

How far ahead should I book a flight from White Plains to Chicago O'Hare Intl Airport?

Booking 33 days in advance of your planned departure date is, on average, the best time to get cheap flights from White Plains to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from White Plains to Chicago O'Hare Intl Airport?

Currently, February is the cheapest month in which you can book a flight from White Plains to Chicago O'Hare Intl Airport (average of $449). Flying from White Plains to Chicago O'Hare Intl Airport in May is currently the most expensive (average of $543). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HPN to ORD?

Find hourly flight availability from White Plains to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2026.

When flying from White Plains to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from White Plains to Chicago O'Hare Intl Airport?

Airfare is below average for this route at the moment.

White Plains to Chicago O'Hare Intl Airport flights typically cost between $452 and $575 in September.
The cheapest round-trip price found within the last 5 days was $396 on JetBlue (Sep 5-Sep 6).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated August 1, 2026.
Read reviews from past customers who have flown American Airlines from White Plains to Chicago O'Hare Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,845 reviews

Comfort

7.2

Crew

7.9

Overall

7.1

Food

6.4

Boarding

7.5

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.1
Good
11,845 reviews
American Airlines
7.1
Good
11,845 reviews

Comfort

7.2

Crew

7.9

Overall

7.1

Food

6.4

Boarding

7.5

Entertainment

6.8

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

Related info for your journey

Find useful and relevant information for your journey from White Plains to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from White Plains to Chicago O'Hare Intl?

    White Plains Westchester County (HPN), located 3.7 mi from the city center, is the airport you fly out of when you book flights from White Plains to Chicago O'Hare Intl. 1 airline have flights from Westchester County to Chicago O'Hare Intl on a regular basis. Booking flights from White Plains Westchester County to Chicago O'Hare Intl should not be difficult; the airport handles an average of 7 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from White Plains to Chicago O'Hare Intl Airport?

    Airlines like JetBlue, American Airlines, and Delta fly from White Plains to Chicago O'Hare Intl Airport in about 2h 54m. The time it takes to get you to your destination can typically vary by up to 13h 20m. The distance from White Plains to Chicago O'Hare Intl Airport is about 736 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from White Plains to Chicago O'Hare Intl Airport round-trip?

    Our cheapest airline available from White Plains to Chicago O'Hare Intl Airport is American Airlines. Our recent data shows that you can find tickets from as low as $384 on this airline. American Airlines is priced at 23% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from White Plains to Chicago O'Hare Intl Airport?

    The top 3 most reliable airlines when flying from White Plains to Chicago O'Hare Intl Airport are Qatar Airways (77%), American Airlines (73%) and Envoy Air (73%).

  • What are the cheapest flights from White Plains to Chicago O'Hare Intl Airport?

    Looking at all options, your cheapest flight can be booked for $235. While the most popular route (White Plains Westchester County - Chicago O'Hare Intl) can be booked for $294 on average, our data indicates $798 when flying from White Plains to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from White Plains to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on White Plains to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from White Plains to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to O'Hare Intl.

  • Can I find deals for business class flights from White Plains to O'Hare Intl?

    Yes. Cheapflights offers flight deals from White Plains to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from White Plains to Chicago O'Hare Intl Airport?

    Currently, February is the cheapest month in which you can book a flight from White Plains to Chicago O'Hare Intl Airport (average of $449). Flying from White Plains to Chicago O'Hare Intl Airport in May is currently the most expensive (average of $543). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Benton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Oak Brook
Delavan
Oakbrook Terrace
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Downers Grove
Rockford
Aurora
Racine
Great Lakes
Janesville

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Top airline flying from White Plains to O'Hare Intl

Discover the top airline that operate flights from White Plains to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$383Average$523FlexibilityNo cancel feeOn-time71%

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