HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$100+ Cheap flights from Illinois 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HPN
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Illinois to Westchester County with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Illinois to Westchester County

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Westchester County (zzREU). 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 December 23, 2024.

Round-trip from

$330
(American Airlines)

One-way from

$100
(Mytrip)
From Illinois to Westchester County
Search Deals
One-way flight from Illinois to Westchester County
Search Deals

Find flight deals from Illinois to Westchester County

Cheapest flights from Illinois to Westchester County
Explore the most affordable flight options available from Illinois to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2024.

This American Airlines deal was found by Cheapflights users on 12/21. 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.
Sun 12/296:35 pmORD - HPN
Nonstop2h 24mAmerican Airlines
Wed 1/17:15 amHPN - ORD
Nonstop2h 34mAmerican Airlines
Deal found 12/21$409
This Delta deal was found by Cheapflights users on 12/22. 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.
Tue 12/247:00 amORD - HPN
1 stop3h 50mDelta
Tue 12/3112:30 pmHPN - ORD
1 stop5h 10mDelta
Deal found 12/22$425
This Delta deal was found by Cheapflights users on 12/22. 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.
Tue 12/243:32 pmMDW - HPN
1 stop5h 43mDelta
Tue 12/3112:30 pmHPN - MDW
1 stop4h 40mDelta
Deal found 12/22$572
This United deal was found by Cheapflights users on 12/22. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2410:55 amORD - HPN
2 stops28h 57mMultiple Airlines
Sun 1/59:20 amHPN - ORD
2 stops27h 08mMultiple Airlines
Deal found 12/22$700
This Delta deal was found by Cheapflights users on 12/23. 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 12/256:29 amSTL - HPN
1 stop4h 21mDelta
Sun 12/295:14 pmHPN - STL
1 stop5h 21mDelta
Deal found 12/23$818
This American Airlines deal was found by Cheapflights users on 12/23. 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 12/256:30 amSTL - HPN
2 stops7h 10mAmerican Airlines
Sun 12/291:33 pmHPN - STL
1 stop6h 27mAmerican Airlines
Deal found 12/23$957

Find flights from Illinois to Westchester County within your budget

Customize your flight search to find flights from Illinois 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 December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 1/25

6:32 pm-9:52 pm

Nonstop2h 20m

White Plains Westchester County

Sun 2/9

7:15 am-9:00 am

Nonstop2h 45m

$330

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Tue 1/14

7:05 am-10:13 pm

1 stop14h 08m

White Plains Westchester County

Sat 1/18

12:47 pm-6:49 pm

1 stop7h 02m

$331

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Tue 1/14

10:57 am-10:13 pm

1 stop10h 16m

White Plains Westchester County

Tue 1/21

6:00 am-11:59 am

1 stop6h 59m

$331

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 1/16

10:29 am-11:15 am

3 stops23h 46m

White Plains Westchester County

Sun 1/19

8:20 am-11:32 pm

2 stops16h 12m

$338

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Fri 1/31

6:00 am-2:12 pm

1 stop7h 12m

White Plains Westchester County

Sun 2/2

12:47 pm-6:45 pm

1 stop6h 58m

$368

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Sun 3/9

5:06 am-1:05 pm

1 stop6h 59m

White Plains Westchester County

Sat 3/15

4:30 pm-10:11 pm

1 stop6h 41m

$456

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 1/23

12:25 pm-12:30 pm

2 stops23h 05m

$100

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 2/22

8:16 am-11:20 am

Nonstop2h 04m

$135

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Tue 1/21

5:45 am-12:02 pm

1 stop5h 17m

$144

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Wed 1/1

6:00 am-12:05 pm

1 stop5h 05m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 15 results
1
2

Best time to book a flight from Illinois to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County from Illinois 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 Illinois to Westchester County

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

What is the cheapest month to book a flight from Illinois to Westchester County?

Currently, January is the cheapest month in which you can book a flight from Illinois to Westchester County (average of $276). Flying from Illinois to Westchester County in March is currently the most expensive (average of $338). 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 IL to REU?

Find hourly flight availability from Illinois 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 December 23, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois 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 December 23, 2024.
Get a feel of what it's like to fly with American Airlines and Delta from Illinois 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.
Alaska Airlines
8.0
Very good
9,549 reviews

Crew

8.5

Food

7.2

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Alaska Airlines
8.0
Very good
9,549 reviews
Alaska Airlines
8.0
Very good
9,549 reviews

Crew

8.5

Food

7.2

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Delta
8.0
Very good
8,588 reviews
Alaska Airlines
8.0
Very good
9,549 reviews

Crew

8.5

Food

7.2

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,549 reviews

Crew

8.5

Food

7.2

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 cheapest airlines to fly from Illinois to Westchester County one-way?

    $135 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Alaska Airlines, with prices starting from $144 and $777, respectively.

  • Can I find deals for flights from Illinois to Westchester County that include hotel bookings?

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

  • How can I find direct flights from Illinois to Westchester County?

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

  • Can I find deals for business class flights from Illinois to Westchester County?

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Westchester County (average of $276). Flying from Illinois to Westchester County in March is currently the most expensive (average of $338). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to LaGuardia flights
Los Angeles to John F Kennedy Intl flights
Los Angeles to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
San Francisco to John F Kennedy Intl flights
O'Hare Intl to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
Miami to John F Kennedy Intl flights
Atlanta to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
Fort Lauderdale to LaGuardia flights
Miami to Newark flights
Los Angeles to LaGuardia flights
Miami to LaGuardia flights
Fort Lauderdale to John F Kennedy Intl flights
Atlanta to LaGuardia flights
Seattle to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
San Francisco to Newark flights
O'Hare Intl to Newark flights
Hobby to LaGuardia flights
Atlanta to Newark flights
Orlando to LaGuardia flights
Orlando to Newark flights
Seattle to Newark flights
Tampa to Newark flights
Charlotte to John F Kennedy Intl flights
Hobby to John F Kennedy Intl flights
Austin to John F Kennedy Intl flights
Tampa to LaGuardia flights
Raleigh to Newark flights
Raleigh to John F Kennedy Intl flights
Hobby to Newark flights
San Francisco to LaGuardia flights
Santa Ana to Newark flights
George Bush Intcntl to Newark flights
Denver to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
George Bush Intcntl to LaGuardia flights
Midway to Newark flights
George Bush Intcntl to John F Kennedy Intl flights
San Diego to John F Kennedy Intl flights
Detroit to Newark flights
Detroit to John F Kennedy Intl flights
Charlotte to Newark flights
Raleigh to LaGuardia flights
Sky Harbor Intl to John F Kennedy Intl flights
Midway to John F Kennedy Intl flights
Denver to LaGuardia flights

Top 2 airlines flying from Illinois to Westchester County

Discover the top 2 airlines that operate flights from Illinois 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 December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$159Average$356FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$240Average$509FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.