HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$121+ 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HPN
May 6 — May 131
Tue 5/6
Tue 5/13
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

Keep the following information in mind while searching for Illinois to Westchester County flight deals. Data was last updated May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$241
(Delta)

One-way from

$121
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$190
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
Search Deals
From Illinois to Westchester County
Search Deals
One-way flight from Illinois to Westchester County
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
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 May 1, 2025.

This Delta deal was found by Cheapflights users on 5/1. 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 7/193:42 pmSTL - HPN
1 stop5h 42mDelta
Wed 7/2312:55 pmHPN - STL
1 stop5h 13mDelta
Deal found 5/1$241
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Thu 5/226:32 pmMLI - HPN
1 stop3h 57mAmerican Airlines
Sun 5/257:15 amHPN - MLI
1 stop4h 27mAmerican Airlines
Deal found 5/1$309
This Delta deal was found by Cheapflights users on 4/30. 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 7/19:49 amORD - HPN
1 stop11h 36mDelta
Fri 7/412:30 pmHPN - ORD
1 stop9h 54mDelta
Deal found 4/30$337
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 5/154:30 pmCMI - HPN
1 stop5h 59mAmerican Airlines
Mon 5/197:15 amHPN - CMI
1 stop4h 29mAmerican Airlines
Deal found 4/30$338
This American Airlines deal was found by Cheapflights users on 5/1. 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 6/147:35 pmORD - HPN
Nonstop2h 19mAmerican Airlines
Sat 6/217:26 amHPN - ORD
Nonstop2h 34mAmerican Airlines
Deal found 5/1$349
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Fri 7/1812:48 pmSTL - HPN
1 stop6h 41mAmerican Airlines
Thu 7/245:29 pmHPN - STL
1 stop4h 50mAmerican Airlines
Deal found 5/1$351
This Delta deal was found by Cheapflights users on 4/30. 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 6/149:24 amMDW - HPN
1 stop5h 35mDelta
Sat 6/216:00 amHPN - MDW
1 stop6h 59mDelta
Deal found 4/30$369
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/185:00 amPIA - HPN
1 stop7h 05mAmerican Airlines
Mon 6/236:59 pmHPN - PIA
1 stop6h 00mAmerican Airlines
Deal found 4/30$395
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/66:25 pmSPI - HPN
1 stop4h 04mAmerican Airlines
Tue 5/1312:00 pmHPN - SPI
1 stop6h 55mAmerican Airlines
Deal found 4/30$443
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 6/148:19 amORD - HPN
1 stop27h 11mMultiple Airlines
Sat 6/218:10 amHPN - ORD
3 stops16h 35mMultiple Airlines
Deal found 4/30$525

Cheapflights Fare Finder

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 May 1, 2025.
Use the filters below to find and compare flights from Illinois to Westchester County that are best for you.

Fly from

Illinois

Fly to

Westchester County

Route

Depart

Return

Price

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Sat 7/19

3:42 pm-10:24 pm

1 stop5h 42m

White Plains Westchester County

Wed 7/23

12:55 pm-5:08 pm

1 stop5h 13m

$241

MolineWhite Plains

MLI - HPN

MLIHPN

Moline Quad-City

Thu 5/22

6:32 pm-11:29 pm

1 stop3h 57m

White Plains Westchester County

Sun 5/25

7:15 am-10:42 am

1 stop4h 27m

$309

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Tue 7/1

9:49 am-10:25 pm

1 stop11h 36m

White Plains Westchester County

Fri 7/4

12:30 pm-9:24 pm

1 stop9h 54m

$337

ChampaignWhite Plains

CMI - HPN

CMIHPN

Champaign University-Willard

Thu 5/15

4:30 pm-11:29 pm

1 stop5h 59m

White Plains Westchester County

Mon 5/19

7:15 am-10:44 am

1 stop4h 29m

$338

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 6/14

7:35 pm-10:54 pm

Nonstop2h 19m

White Plains Westchester County

Sat 6/21

7:26 am-9:00 am

Nonstop2h 34m

$349

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Fri 7/18

12:48 pm-8:29 pm

1 stop6h 41m

White Plains Westchester County

Thu 7/24

5:29 pm-9:19 pm

1 stop4h 50m

$351

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Sat 6/14

6:00 am-2:24 pm

1 stop7h 24m

White Plains Westchester County

Sat 6/21

6:00 am-11:59 am

1 stop6h 59m

$369

PeoriaWhite Plains

PIA - HPN

PIAHPN

Greater Peoria

Wed 6/18

5:00 am-1:05 pm

1 stop7h 05m

White Plains Westchester County

Mon 6/23

6:59 pm-11:59 pm

1 stop6h 00m

$395

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 6/14

8:19 am-12:30 pm

1 stop27h 11m

White Plains Westchester County

Sat 6/21

8:10 am-11:45 pm

3 stops16h 35m

$525

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Tue 6/3

3:40 pm-10:12 pm

1 stop5h 32m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 19 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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Westchester County

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 $339). 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 May 1, 2025.

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 May 1, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta and American Airlines 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
9,972 reviews

Boarding

8.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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?

    $121 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 $148 and $923, 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 $339). 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.
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
Dallas/Fort Worth to Newark flights
Los Angeles to LaGuardia flights
San Francisco to Newark flights
Seattle to John F Kennedy Intl flights
Atlanta to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
Ontario to John F Kennedy Intl flights
Hobby to John F Kennedy Intl flights
Seattle to Newark flights
Hobby to LaGuardia flights
Atlanta to Newark flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to Newark flights
Atlanta to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Miami to LaGuardia flights
O'Hare Intl to Newark flights
San Francisco to LaGuardia flights
Miami to Newark flights
Tampa to Newark flights
Orlando to Newark flights
Orlando to LaGuardia flights
Burbank to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Santa Ana to Newark flights
George Bush Intcntl to John F Kennedy Intl flights
Hobby to Newark flights
Sky Harbor Intl to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Midway to Newark flights
Seattle to LaGuardia flights
Austin to Newark flights
Love Field to LaGuardia flights
George Bush Intcntl to Newark flights
Midway to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
San Diego to John F Kennedy Intl flights
Denver to LaGuardia flights
Ontario to Newark flights
George Bush Intcntl to LaGuardia flights
Denver to Newark flights
Denver to John F Kennedy Intl flights
San Diego to Newark flights
West Palm Beach to John F Kennedy Intl flights

Top airline flying from Illinois to Westchester County

Discover the top airline 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$460FlexibilityNo 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.
Site
Privacy Preferences©2025 Cheapflights