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O'Hare Intl

$169+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — ORD
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 January or September, booked 60 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap 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 14, 2025.

Round-trip from

$349
(American Airlines)

One-way from

$200
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$452

Good round-trip deal

$380 or less

Good one-way deal

$198 or less
From White Plains Westchester County to Chicago O'Hare Intl
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One-way flight from White Plains Westchester County to Chicago O'Hare Intl
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Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from White Plains Westchester County to Chicago O'Hare Intl.
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Price to beat on a one-way flight from White Plains Westchester County to Chicago O'Hare Intl.
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Find 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 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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 10/14:30 pmHPN - ORD
Nonstop2h 35mAmerican Airlines
Wed 10/298:17 amORD - HPN
Nonstop2h 12mAmerican Airlines
Deal found 8/14$349
This KAYAK deal was found by Cheapflights users on 8/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:30 amHPN - ORD
2 stops10h 28mAmerican Airlines
Mon 10/138:50 pmORD - HPN
2 stops12h 44mAmerican Airlines
Deal found 8/13$350
This Delta deal was found by Cheapflights users on 8/13. 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 9/185:20 pmHPN - ORD
1 stop15h 45mDelta
Tue 9/237:10 amORD - HPN
1 stop7h 39mDelta
Deal found 8/13$367
This Delta deal was found by Cheapflights users on 8/14. 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.
Wed 10/112:42 pmHPN - ORD
1 stop4h 38mDelta
Wed 10/297:10 amORD - HPN
1 stop3h 49mDelta
Deal found 8/14$369
This American Airlines deal was found by Cheapflights users on 8/13. 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 10/254:30 pmHPN - ORD
Nonstop2h 41mAmerican Airlines
Mon 10/276:29 pmORD - HPN
Nonstop2h 30mAmerican Airlines
Deal found 8/13$380
This Delta deal was found by Cheapflights users on 8/12. 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 9/113:25 pmHPN - ORD
1 stop26h 39mDelta
Sat 9/133:58 pmORD - HPN
1 stop23h 37mDelta
Deal found 8/12$382
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Tue 9/912:00 pmHPN - ORD
Nonstop2h 36mAmerican Airlines
Sat 9/138:15 amORD - HPN
Nonstop2h 14mAmerican Airlines
Deal found 8/11$384
This Delta deal was found by Cheapflights users on 8/13. 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 9/2012:42 pmHPN - ORD
1 stop9h 52mDelta
Mon 9/229:10 amORD - HPN
2 stops12h 08mDelta
Deal found 8/13$387
This KAYAK deal was found by Cheapflights users on 8/13. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/96:30 amHPN - ORD
2 stops12h 40mAmerican Airlines
Wed 9/108:54 pmORD - HPN
2 stops12h 36mAmerican Airlines
Deal found 8/13$388
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/206:30 amHPN - ORD
2 stops13h 06mAmerican Airlines
Tue 9/2312:24 pmORD - HPN
2 stops10h 02mAmerican Airlines
Deal found 8/13$389

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 14, 2025.
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

White Plains

Fly to

O'Hare Intl

Route

Depart

Return

Price

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 9/24

6:00 am-7:30 am

Nonstop2h 30m

Chicago O'Hare Intl

Wed 10/1

7:37 pm-10:59 pm

Nonstop2h 22m

$349

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 9/27

6:00 am-7:30 am

Nonstop2h 30m

Chicago O'Hare Intl

Wed 10/1

8:15 am-11:29 am

Nonstop2h 14m

$349

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 9/17

6:00 am-7:30 am

Nonstop2h 30m

Chicago O'Hare Intl

Sat 9/20

7:37 pm-10:59 pm

Nonstop2h 22m

$349

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 8/30

6:00 am-7:36 am

Nonstop2h 36m

Chicago O'Hare Intl

Sun 8/31

8:17 am-11:28 am

Nonstop2h 11m

$349

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 9/13

12:00 pm-1:36 pm

Nonstop2h 36m

Chicago O'Hare Intl

Tue 9/16

12:49 pm-3:59 pm

Nonstop2h 10m

$349

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 10/1

12:00 pm-1:36 pm

Nonstop2h 36m

Chicago O'Hare Intl

Wed 10/29

8:17 am-11:29 am

Nonstop2h 12m

$349

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Tue 9/16

4:30 pm-6:05 pm

Nonstop2h 35m

Chicago O'Hare Intl

Wed 9/24

12:49 pm-3:59 pm

Nonstop2h 10m

$349

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 10/11

6:30 am-3:58 pm

2 stops10h 28m

Chicago O'Hare Intl

Mon 10/13

8:50 pm-10:34 am

2 stops12h 44m

$350

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Tue 10/14

8:00 am-11:45 pm

2 stops16h 45m

$169

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 10/8

1:14 pm-10:18 am

2 stops22h 04m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 19 results
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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?

Use this chart to determine the optimal time to book a round-trip flight from White Plains to O'Hare Intl. Price data was last updated on August 8, 2025.

Booking 60 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, August is the cheapest month in which you can book a flight from White Plains to Chicago O'Hare Intl Airport (average of $245). Flying from White Plains to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 14, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 3% on flights from White Plains to Chicago O'Hare Intl Airport by exploring options for tickets at noon.

Weekly flight availability from White Plains to Chicago O'Hare Intl Airport

Explore weekly flight availability from White Plains to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 14, 2025.

The most flights from HPN to ORD are scheduled on a Monday (8 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (8 on average).

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 14, 2025.
Read reviews from past customers who have flown United Airlines and 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.
United Airlines
7.4
Good
8,916 reviews

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,916 reviews

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Comfort

7.3

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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. 2 airlines 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 8 outbound flights to Chicago O'Hare Intl per day.

  • What are the cheapest airlines flying 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 United Airlines. Our recent data shows that you can find tickets from as low as $96 on this airline. An additional option worth looking into is American Airlines, starting at $334. United Airlines is priced at 78% 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 Alaska Airlines (76%), American Airlines (75%) and Envoy Air (75%).

  • 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 $148. While the most popular route (White Plains Westchester County - Chicago O'Hare Intl) can be booked for $283 on average our data indicates $587 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, August is the cheapest month in which you can book a flight from White Plains to Chicago O'Hare Intl Airport (average of $245). Flying from White Plains to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Schaumburg
Rosemont
Beloit
Hoffman Estates
Skokie
Des Plaines
Elgin
Gurnee
Arlington Heights
Racine
Rockford
Great Lakes
Orland Park
Merrillville
Naperville
Waukegan
Elk Grove Village
Downers Grove
Tinley Park
Evanston

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Alternative routes for White Plains to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Newark to Midway flights
LaGuardia to Midway flights
Rochester to O'Hare Intl flights
Albany to O'Hare Intl flights
Syracuse to O'Hare Intl flights
Buffalo to O'Hare Intl flights
White Plains to Midway flights
Syracuse to Midway flights
Stewart to O'Hare Intl flights
Albany to Midway flights
Rochester to Midway flights
Newark to Rockford flights
Buffalo to Midway flights
Islip to O'Hare Intl flights
Ithaca to O'Hare Intl flights
Binghamton to O'Hare Intl flights
Binghamton to Midway flights
Elmira to O'Hare Intl flights
Elmira to Midway flights
Ithaca to Midway flights
Stewart to Rockford flights
Saranac Lake to O'Hare Intl flights
Plattsburgh to O'Hare Intl flights
Rutland to O'Hare Intl flights
Watertown to O'Hare Intl flights
Niagara Falls to O'Hare Intl flights
Stewart to Midway flights

Top 2 airlines flying from White Plains to O'Hare Intl

Discover the top 2 airlines 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 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$96Average$421FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$334Average$459FlexibilityNo cancel feeOn-time71%

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