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Westchester County

$177+ Cheap flights from O'Hare Intl (ORD) to Westchester County

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HPN
mar. 13 — mar. 201
jue. 3/13
jue. 3/20
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Westchester County

Keep the following information in mind while searching for O'Hare Intl to Westchester County flight deals. Data was last updated marzo 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$307
(Mytrip)

One-way from

$177
(Delta)

Popular in

December

Cheapest in

September

Average price

$222
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
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From Chicago O'Hare Intl to Westchester County
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One-way flight from Chicago O'Hare Intl to Westchester County
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Highest demand for flights based on searches. 9% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Find flight deals from O'Hare Intl to Westchester County

Cheapest flights from O'Hare Intl to Westchester County
Explore the most affordable flight options available from O'Hare Intl to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on marzo 8, 2025.

This Mytrip deal was found by Cheapflights users on 3/5. 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.
vie. 5/28:45 amORD - HPN
2 stops26h 45mMultiple Airlines
dom. 5/48:10 amHPN - ORD
2 stops11h 07mMultiple Airlines
Deal found 3/5$307
This American Airlines deal was found by Cheapflights users on 3/6. 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.
sáb. 4/1212:51 pmORD - HPN
Nonstop2h 08mAmerican Airlines
sáb. 4/194:30 pmHPN - ORD
Nonstop2h 35mAmerican Airlines
Deal found 3/6$349
This Delta deal was found by Cheapflights users on 3/6. 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.
mar. 3/257:10 pmORD - HPN
2 stops15h 45mDelta
mié. 3/265:24 pmHPN - ORD
1 stop20h 17mDelta
Deal found 3/6$364

Find flights from O'Hare Intl to Westchester County within your budget

Customize your flight search to find flights from O'Hare Intl to Westchester County 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 marzo 8, 2025.

Fly from

O'Hare Intl

Fly to

Westchester County

Route

Depart

Return

Price

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

vie. 5/2

8:45 am-12:30 pm

2 stops26h 45m

White Plains Westchester County

dom. 5/4

8:10 am-6:17 pm

2 stops11h 07m

$307

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

sáb. 4/12

12:51 pm-3:59 pm

Nonstop2h 08m

White Plains Westchester County

sáb. 4/19

4:30 pm-6:05 pm

Nonstop2h 35m

$349

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

mar. 3/25

7:10 pm-11:55 am

2 stops15h 45m

White Plains Westchester County

mié. 3/26

5:24 pm-12:41 pm

1 stop20h 17m

$364

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

lun. 5/5

6:15 pm-11:52 am

1 stop16h 37m

$177

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

mar. 5/6

7:10 am-8:26 pm

2 stops12h 16m

$189

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

jue. 4/3

9:08 pm-12:30 pm

2 stops14h 22m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

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

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

Travel insights for flights from O'Hare Intl to Westchester County

Get recent, data-driven insights about flights from O'Hare Intl to Westchester County including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Westchester County (average of $276). Flying from Chicago O'Hare Intl Airport to Westchester County in March is currently the most expensive (average of $341). 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 ORD to REU?

Find hourly flight availability from O'Hare Intl to Westchester County. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated marzo 8, 2025.

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

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated marzo 8, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Chicago to Westchester County by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,024 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Delta
8.0
Very good
8,024 reviews
Delta
8.0
Very good
8,024 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,024 reviews

Boarding

8.2

Overall

8.0

Food

7.3

Crew

8.5

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Westchester County. 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 Chicago O'Hare Intl Airport to Westchester County?

    Consider Alaska Airlines (89%), Qatar Airways (80%) or American Airlines (77%) when booking your flight. These represent the most reliable airlines when flying from Chicago O'Hare Intl Airport to Westchester County.

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

    Looking at all options, your cheapest flight can be booked for $200. While the most popular route (Chicago O'Hare Intl - White Plains Westchester County) can be booked for $291 on average our data indicates $543 when flying from Chicago O'Hare Intl Airport to Westchester County.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Westchester County (average of $276). Flying from Chicago O'Hare Intl Airport to Westchester County in March is currently the most expensive (average of $341). 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.

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Alternative routes for O'Hare Intl to Westchester County

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

Discover the top 2 airlines that operate flights from O'Hare Intl to Westchester County. 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 marzo 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$159Average$454FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$302Average$443FlexibilityNo cancel feeOn-time71%
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