HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$151+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HPN
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$287
(American Airlines)

One-way from

$151
(Delta)

Popular in

December

Cheapest in

January

Average price

$237
From Illinois to Westchester County
Search Deals
One-way flight from Illinois to Westchester County
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 18, 2025.

This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/176:00 amSTL - HPN
1 stop4h 29mAmerican Airlines
Tue 7/225:29 pmHPN - STL
1 stop4h 50mAmerican Airlines
Deal found 6/17$287
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/287:15 amORD - HPN
1 stop7h 34mDelta
Tue 9/25:15 pmHPN - ORD
1 stop15h 49mDelta
Deal found 6/18$322
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.
Wed 10/2212:49 pmORD - HPN
Nonstop2h 10mAmerican Airlines
Sat 10/257:26 amHPN - ORD
Nonstop2h 32mAmerican Airlines
Deal found 6/18$349
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.
Sat 9/276:00 amMDW - HPN
1 stop5h 11mDelta
Mon 9/294:00 pmHPN - MDW
1 stop17h 46mDelta
Deal found 6/17$362
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.
Thu 7/36:15 amMLI - HPN
1 stop4h 13mAmerican Airlines
Mon 7/76:00 amHPN - MLI
1 stop5h 55mAmerican Airlines
Deal found 6/18$425
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/175:00 amPIA - HPN
1 stop7h 06mAmerican Airlines
Fri 7/256:00 amHPN - PIA
1 stop4h 40mAmerican Airlines
Deal found 6/17$435
This Delta deal was found by Cheapflights users on 6/16. 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.
Mon 7/146:00 amBMI - HPN
1 stop5h 01mDelta
Wed 7/1610:29 amHPN - BMI
1 stop6h 01mDelta
Deal found 6/16$451
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.
Thu 9/256:00 amORD - HPN
3 stops28h 28mMultiple Airlines
Mon 9/2912:10 pmHPN - ORD
2 stops8h 48mMultiple Airlines
Deal found 6/17$479
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/226:00 amSTL - HPN
1 stop5h 04mDelta
Thu 6/266:00 amHPN - STL
1 stop4h 43mDelta
Deal found 6/18$485
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/96:16 amORD - HPN
2 stops12h 13mJetBlue
Mon 7/217:30 amHPN - ORD
2 stops15h 58mJetBlue
Deal found 6/18$549
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.
Wed 7/165:55 amMLI - HPN
1 stop7h 28mDelta
Wed 7/233:03 pmHPN - MLI
1 stop8h 16mDelta
Deal found 6/17$573
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/234:39 pmBMI - HPN
1 stop5h 12mAmerican Airlines
Thu 6/267:26 amHPN - BMI
1 stop7h 30mAmerican Airlines
Deal found 6/17$815

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 June 18, 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

Thu 7/17

6:00 am-11:29 am

1 stop4h 29m

White Plains Westchester County

Tue 7/22

5:29 pm-9:19 pm

1 stop4h 50m

$287

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 8/28

7:15 am-3:49 pm

1 stop7h 34m

White Plains Westchester County

Tue 9/2

5:15 pm-8:04 am

1 stop15h 49m

$322

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 10/22

12:49 pm-3:59 pm

Nonstop2h 10m

White Plains Westchester County

Sat 10/25

7:26 am-8:58 am

Nonstop2h 32m

$349

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Sat 9/27

6:00 am-12:11 pm

1 stop5h 11m

White Plains Westchester County

Mon 9/29

4:00 pm-8:46 am

1 stop17h 46m

$362

MolineWhite Plains

MLI - HPN

MLIHPN

Moline Quad-City

Thu 7/3

6:15 am-11:28 am

1 stop4h 13m

White Plains Westchester County

Mon 7/7

6:00 am-10:55 am

1 stop5h 55m

$425

PeoriaWhite Plains

PIA - HPN

PIAHPN

Greater Peoria

Thu 7/17

5:00 am-1:06 pm

1 stop7h 06m

White Plains Westchester County

Fri 7/25

6:00 am-9:40 am

1 stop4h 40m

$435

BloomingtonWhite Plains

BMI - HPN

BMIHPN

Bloomington-Normal

Mon 7/14

6:00 am-12:01 pm

1 stop5h 01m

White Plains Westchester County

Wed 7/16

10:29 am-3:30 pm

1 stop6h 01m

$451

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 9/25

6:00 am-11:28 am

3 stops28h 28m

White Plains Westchester County

Mon 9/29

12:10 pm-7:58 pm

2 stops8h 48m

$479

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Thu 7/17

9:27 am-4:35 pm

1 stop6h 08m

White Plains Westchester County

Tue 7/22

3:03 pm-6:47 pm

1 stop4h 44m

$498

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 7/9

6:16 am-7:29 pm

2 stops12h 13m

White Plains Westchester County

Mon 7/21

7:30 am-10:28 pm

2 stops15h 58m

$549

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 23 results
1
2
3

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 June 18, 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.

Weekly flight availability from Illinois to Westchester County

Explore weekly flight availability from Illinois to Westchester County. 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 June 18, 2025.

The most flights from USIL to zzREU are scheduled on a Monday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).

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 June 18, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta and JetBlue 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
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

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
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

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
10,000 reviews

Boarding

8.1

Entertainment

7.1

Food

7.1

Overall

8.0

Crew

8.5

Comfort

7.8

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?

    $151 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $202 and $275, 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.
Dallas/Fort Worth to LaGuardia flights
Los Angeles to John F Kennedy Intl flights
Los Angeles to Newark flights
San Francisco to John F Kennedy Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
O'Hare Intl to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
Fort Lauderdale to Newark flights
San Francisco to Newark flights
Los Angeles to LaGuardia flights
O'Hare Intl to LaGuardia flights
Atlanta to John F Kennedy Intl flights
Atlanta to LaGuardia flights
Miami to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
O'Hare Intl to Newark flights
Seattle to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
Miami to LaGuardia flights
Miami to Newark flights
Hobby to Newark flights
Seattle to Newark flights
Ontario to John F Kennedy Intl flights
San Francisco to LaGuardia flights
Hobby to LaGuardia flights
Hobby to John F Kennedy Intl flights
Atlanta to Newark flights
Orlando to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Burbank to Newark flights
Denver to John F Kennedy Intl flights
Orlando to LaGuardia flights
Denver to Newark flights
San Diego to John F Kennedy Intl flights
West Palm Beach to John F Kennedy Intl flights
Tampa to John F Kennedy Intl flights
Tampa to Newark flights
Austin to Newark flights
Santa Ana to Newark flights
Minneapolis to LaGuardia flights
Sky Harbor Intl to John F Kennedy Intl flights
San Diego to Newark flights
Charlotte to John F Kennedy Intl flights
Tampa to LaGuardia flights
George Bush Intcntl to John F Kennedy Intl flights
Austin to John F Kennedy Intl flights
Boston to Newark flights
George Bush Intcntl to Newark flights
Seattle to LaGuardia flights
Midway to Newark 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$159Average$306FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$432FlexibilityNo 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.