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O'Hare Intl

$224+ Cheap flights from Westchester County 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — ORD
jun. 23 — jun. 301
lun. 6/23
lun. 6/30
1 adult, Economy
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Cheap flight deals from Westchester County to O'Hare Intl

Keep the following information in mind while searching for Westchester County to O'Hare Intl flight deals. Data was last updated junio 18, 2025.

Round-trip from

$365
(Delta)

One-way from

$224
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$272
From Westchester County to Chicago O'Hare Intl
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One-way flight from Westchester County to Chicago O'Hare Intl
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Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Westchester County to O'Hare Intl

Cheapest flights from Westchester County to O'Hare Intl
Explore the most affordable flight options available from Westchester County to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 18, 2025.

This Delta deal was found by Cheapflights users on 6/17. 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.
mié. 8/65:15 pmHPN - ORD
1 stop15h 34mDelta
vie. 8/157:00 pmORD - HPN
1 stop15h 57mDelta
Deal found 6/17$365
This American Airlines deal was found by Cheapflights users on 6/18. 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.
mié. 8/612:00 pmHPN - ORD
Nonstop2h 37mAmerican Airlines
lun. 8/117:34 pmORD - HPN
Nonstop2h 19mAmerican Airlines
Deal found 6/18$380
This Mytrip deal was found by Cheapflights users on 6/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/318:10 amHPN - ORD
1 stop9h 31mMultiple Airlines
dom. 8/34:36 pmORD - HPN
2 stops17h 45mMultiple Airlines
Deal found 6/17$451

Cheapflights Fare Finder

Customize your flight search to find flights from Westchester County 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 junio 18, 2025.
Use the filters below to find and compare flights from Westchester County to Chicago O'Hare Intl Airport that are best for you.

Fly from

Westchester County

Fly to

O'Hare Intl

Route

Depart

Return

Price

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

mié. 8/6

5:15 pm-7:49 am

1 stop15h 34m

Chicago O'Hare Intl

vie. 8/15

7:00 pm-11:57 am

1 stop15h 57m

$365

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

vie. 8/15

7:24 am-9:00 am

Nonstop2h 36m

Chicago O'Hare Intl

mar. 8/19

8:17 am-11:28 am

Nonstop2h 11m

$380

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

jue. 7/31

8:10 am-4:41 pm

1 stop9h 31m

Chicago O'Hare Intl

dom. 8/3

4:36 pm-11:21 am

2 stops17h 45m

$451

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

lun. 9/8

12:10 pm-7:58 pm

2 stops8h 48m

$224

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

lun. 8/4

5:29 pm-7:15 am

2 stops14h 46m

$245

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

vie. 7/18

12:55 pm-8:24 pm

1 stop8h 29m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Best time to book a flight from Westchester County to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Westchester County 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 Westchester County to Chicago O'Hare Intl Airport

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

Currently, August is the cheapest month in which you can book a flight from Westchester County to Chicago O'Hare Intl Airport (average of $245). Flying from Westchester County 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 REU to ORD?

Find hourly flight availability from Westchester County 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 junio 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Chicago O'Hare Intl Airport as you normally would.

Weekly flight availability from Westchester County to Chicago O'Hare Intl Airport

Explore weekly flight availability from Westchester County 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 junio 18, 2025.

The most flights from zzREU 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).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 junio 18, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Westchester County to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,964 reviews

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Westchester County 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 are the most reliable airlines from Westchester County to Chicago O'Hare Intl Airport?

    The top 3 most reliable airlines when flying from Westchester County to Chicago O'Hare Intl Airport are American Airlines (82%), Envoy Air (82%) and Alaska Airlines (78%).

  • What are the cheapest flights from Westchester County to Chicago O'Hare Intl Airport?

    On average you can expect to pay $664 for a flight from Westchester County to Chicago O'Hare Intl Airport. The cheapest flight overall is $159 while the most popular route, (White Plains Westchester County - Chicago O'Hare Intl) is currently priced at $295.

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

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

  • How can I find direct flights from Westchester County 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 Westchester County to O'Hare Intl.

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

    Yes. Cheapflights offers flight deals from Westchester County 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 Westchester County to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Westchester County to Chicago O'Hare Intl Airport (average of $245). Flying from Westchester County 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 Westchester County?

Book flights to Westchester County if you plan to visit one of these locations
Schaumburg
Hoffman Estates
Rosemont
Beloit
Elgin
Skokie
Arlington Heights
Rockford
Naperville
Orland Park
Elk Grove Village
Tinley Park
Merrillville
Bridgeview
Racine
Glenview
Des Plaines
Lake Geneva
Gurnee
Joliet

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Alternative routes for Westchester County to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Westchester County to O'Hare Intl

Discover the top 2 airlines that operate flights from Westchester County 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 junio 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$96Average$421FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$323Average$453FlexibilityNo cancel feeOn-time71%

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