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O'Hare Intl

$131+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — ORD
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
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 89 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 May 4, 2026.

This American Airlines deal was found by Cheapflights users on 5/4. 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 7/117:10 am
HPN
-
ORD
Nonstop2h 41m
American Airlines
Sat 7/255:07 am
ORD
-
HPN
1 stop7h 06m
American Airlines
Deal found 5/4$405
This American Airlines deal was found by Cheapflights users on 5/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:16 pm
HPN
-
ORD
2 stops13h 17m
American Airlines
Sat 5/168:10 am
ORD
-
HPN
Nonstop2h 19m
American Airlines
Deal found 5/1$409
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:36 pm
HPN
-
ORD
1 stop4h 47m
Delta
Sat 7/257:00 am
ORD
-
HPN
1 stop6h 29m
Delta
Deal found 4/30$415
This American Airlines deal was found by Cheapflights users on 5/2. 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 5/307:10 am
HPN
-
ORD
Nonstop2h 43m
American Airlines
Sat 6/67:29 pm
ORD
-
HPN
Nonstop2h 22m
American Airlines
Deal found 5/2$425
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:09 pm
HPN
-
ORD
2 stops26h 42m
Multiple Airlines
Thu 5/148:39 am
ORD
-
HPN
1 stop11h 20m
Multiple Airlines
Deal found 5/1$429
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 5/286:30 pm
HPN
-
ORD
Nonstop2h 56m
American Airlines
Sun 5/317:37 pm
ORD
-
HPN
Nonstop2h 21m
American Airlines
Deal found 4/30$430
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 6/256:19 am
HPN
-
ORD
Nonstop2h 41m
American Airlines
Tue 6/307:37 pm
ORD
-
HPN
Nonstop2h 22m
American Airlines
Deal found 4/30$439
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/108:00 am
HPN
-
ORD
1 stop7h 39m
Multiple Airlines
Sat 5/231:50 pm
ORD
-
HPN
2 stops30h 09m
Multiple Airlines
Deal found 5/2$441
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:09 pm
HPN
-
ORD
2 stops26h 42m
Multiple Airlines
Sun 5/178:39 am
ORD
-
HPN
1 stop11h 20m
Multiple Airlines
Deal found 5/1$442
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1812:38 pm
HPN
-
ORD
1 stop6h 51m
Delta
Wed 6/247:01 am
ORD
-
HPN
1 stop7h 48m
Delta
Deal found 4/30$443

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 May 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$405
(American Airlines)

One-way from

$131
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$506

Good round-trip deal

$455 or less

Good one-way deal

$278 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. 4% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 4, 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

Fri 9/11

12:45 pm-2:20 pm

Nonstop2h 35m

Chicago O'Hare Intl

Sun 9/13

4:40 pm-8:00 pm

Nonstop2h 20m

$463

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Thu 7/2

5:10 pm-8:31 pm

1 stop4h 21m

Chicago O'Hare Intl

Thu 7/9

3:22 pm-10:25 pm

1 stop6h 03m

$483

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 6/12

12:38 pm-6:29 pm

1 stop6h 51m

Chicago O'Hare Intl

Sun 6/14

7:01 am-11:58 am

1 stop3h 57m

$483

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 10/30

5:10 pm-8:24 pm

1 stop4h 14m

Chicago O'Hare Intl

Sun 11/1

9:30 am-4:41 pm

1 stop6h 11m

$483

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 6/5

12:31 pm-6:05 pm

1 stop6h 34m

Chicago O'Hare Intl

Mon 6/8

5:30 am-12:09 pm

1 stop5h 39m

$503

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 9/11

6:00 am-12:08 pm

1 stop7h 08m

Chicago O'Hare Intl

Mon 9/14

8:15 am-2:32 pm

1 stop5h 17m

$503

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 6/19

5:10 pm-8:31 pm

1 stop4h 21m

Chicago O'Hare Intl

Mon 6/22

7:01 am-11:58 am

1 stop3h 57m

$531

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Thu 6/18

12:38 pm-6:29 pm

1 stop6h 51m

Chicago O'Hare Intl

Mon 6/22

7:17 pm-11:58 am

1 stop15h 41m

$532

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 5/15

5:15 pm-8:14 pm

1 stop3h 59m

Chicago O'Hare Intl

Fri 5/22

7:00 am-11:51 am

1 stop3h 51m

$543

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 5/15

5:15 pm-8:14 pm

1 stop3h 59m

Chicago O'Hare Intl

Sun 5/17

5:30 am-12:02 pm

1 stop5h 32m

$563

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/2

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 88 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 November is currently the most expensive (average of $527). 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 May 4, 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?

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 May 4, 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
11,670 reviews

Comfort

7.2

Crew

7.9

Overall

7.1

Boarding

7.5

Entertainment

6.9

Food

6.4

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
11,670 reviews
American Airlines
7.1
Good
11,670 reviews

Comfort

7.2

Crew

7.9

Overall

7.1

Boarding

7.5

Entertainment

6.9

Food

6.4

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 5 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 Delta and American Airlines fly from White Plains to Chicago O'Hare Intl Airport in about 2h 35m. The time it takes to get you to your destination can typically vary by up to 3h 35m. 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 $375 on this airline. American Airlines is priced at 22% 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 American Airlines (71%), Envoy Air (71%) and Qatar Airways (67%).

  • 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 $168. While the most popular route (White Plains Westchester County - Chicago O'Hare Intl) can be booked for $385 on average, our data indicates $760 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 November is currently the most expensive (average of $527). 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
Rosemont
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Downers Grove
Oakbrook Terrace
Benton Harbor
Hoffman Estates
Des Plaines
Oak Brook
South Holland
Libertyville
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing
Arlington Heights

Browse thousands of different options on Cheapflights for your next trip

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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 May 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$375Average$496FlexibilityNo cancel feeOn-time71%

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