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

The most flights from zzREU to ORD are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

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.

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).

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

On average you can expect to pay $736 for a flight from Westchester County to Chicago O'Hare Intl Airport. The cheapest flight overall is $185 while the most popular route, (White Plains Westchester County - Chicago O'Hare Intl) is currently priced at $421.

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 Alaska Airlines (74%), American Airlines (74%) and Envoy Air (74%).

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.

Find Cheap Flights from Westchester County to Chicago O'Hare Intl Airport

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Most accurate provider	FlightHub 3 stars
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Popular in	July
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Average price	$322

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Highest demand for flights based on searches. 15% potential increase in price ($49 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 September 2026

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Everything you need to know about your flight from Westchester County to Chicago O'Hare Intl Airport

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

The price you pay for your flight from Westchester County to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 28 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, February is the cheapest month in which you can book a flight from Westchester County to Chicago O'Hare Intl Airport (average of $449). Flying from Westchester County to Chicago O'Hare Intl Airport in September is currently the most expensive (average of $554). 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?

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.

Reviews of airlines servicing O'Hare Intl

Peruse reviews from past customers who have flown with American Airlines from Westchester County to Chicago O'Hare Intl Airport to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.0

Good

12,097 reviews

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

7.0

Good

12,097 reviews

American Airlines

7.0

Good

12,097 reviews

Reviews

1 / 20

2.0

Mediocre

Anonymous,Aug 2025

BNA - ORD

Related info for your journey

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 Alaska Airlines (74%), American Airlines (74%) and Envoy Air (74%).
What are the cheapest flights from Westchester County to Chicago O'Hare Intl Airport?
On average you can expect to pay $736 for a flight from Westchester County to Chicago O'Hare Intl Airport. The cheapest flight overall is $185 while the most popular route, (White Plains Westchester County - Chicago O'Hare Intl) is currently priced at $421.
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, February is the cheapest month in which you can book a flight from Westchester County to Chicago O'Hare Intl Airport (average of $449). Flying from Westchester County to Chicago O'Hare Intl Airport in September is currently the most expensive (average of $554). 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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Top airline flying from Westchester County to O'Hare Intl

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American Airlines	Cheapest$385	Average$521	FlexibilityNo cancel fee	On-time71%

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

Find cheap flights from Westchester County to O'Hare Intl with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

Find flight deals from Westchester County to O'Hare Intl

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Cheapflights Insights

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

The price you pay for your flight from Westchester County to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 28 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

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

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

The most flights from zzREU to ORD are scheduled on a Monday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing O'Hare Intl

Peruse reviews from past customers who have flown with American Airlines from Westchester County to Chicago O'Hare Intl Airport to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What are the most reliable airlines from Westchester County to Chicago O'Hare Intl Airport?

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

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

How can I 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?

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

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

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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.

Complete your trip

Complete your trip to O'Hare Intl by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Westchester County to O'Hare Intl by cabin class

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Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 30, 2026.

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