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Westchester County

$148+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HPN
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$261
(Delta)

One-way from

$148
(Delta)

Popular in

December

Cheapest in

September

Average price

$178
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From Illinois to Westchester County
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One-way flight from Illinois to Westchester County
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Highest demand for flights based on searches. 8% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 3, 2025.

This Delta deal was found by Cheapflights users on 4/2. 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 5/176:45 amSTL - HPN
1 stop4h 13mDelta
Sun 8/176:00 amHPN - STL
1 stop7h 24mDelta
Deal found 4/2$261
This American Airlines deal was found by Cheapflights users on 4/2. 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 10/236:24 amSTL - HPN
1 stop3h 54mAmerican Airlines
Mon 10/273:12 pmHPN - STL
1 stop7h 03mAmerican Airlines
Deal found 4/2$320
This American Airlines deal was found by Cheapflights users on 4/2. 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 5/1712:49 pmORD - HPN
Nonstop2h 10mAmerican Airlines
Sat 5/247:15 amHPN - ORD
Nonstop2h 30mAmerican Airlines
Deal found 4/2$347
This Delta deal was found by Cheapflights users on 4/2. 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 5/179:45 amORD - HPN
1 stop7h 27mDelta
Sat 5/244:29 pmHPN - ORD
1 stop7h 48mDelta
Deal found 4/2$369
This Delta deal was found by Cheapflights users on 4/2. 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 5/1710:25 amMDW - HPN
1 stop6h 47mDelta
Sat 5/2412:55 pmHPN - MDW
1 stop6h 50mDelta
Deal found 4/2$369
This American Airlines deal was found by Cheapflights users on 4/3. 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 5/174:24 pmBMI - HPN
1 stop4h 35mAmerican Airlines
Fri 5/236:00 amHPN - BMI
1 stop5h 57mAmerican Airlines
Deal found 4/3$447
This American Airlines deal was found by Cheapflights users on 4/3. 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 5/174:30 pmCMI - HPN
1 stop5h 59mAmerican Airlines
Fri 5/236:00 amHPN - CMI
1 stop5h 44mAmerican Airlines
Deal found 4/3$468
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/305:36 amORD - HPN
2 stops29h 54mMultiple Airlines
Wed 5/79:20 amHPN - ORD
3 stops14h 44mMultiple Airlines
Deal found 4/1$583
This Delta deal was found by Cheapflights users on 4/2. 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 4/56:16 amEVV - HPN
1 stop4h 47mDelta
Mon 4/710:24 amHPN - EVV
1 stop7h 29mDelta
Deal found 4/2$767
This American Airlines deal was found by Cheapflights users on 4/2. 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 4/510:22 amEVV - HPN
2 stops10h 31mAmerican Airlines
Mon 4/74:30 pmHPN - EVV
1 stop6h 43mAmerican Airlines
Deal found 4/2$881
This Delta deal was found by Cheapflights users on 4/3. 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 4/175:50 amMLI - HPN
1 stop5h 14mDelta
Mon 4/214:29 pmHPN - MLI
1 stop6h 56mDelta
Deal found 4/3$1,099

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 April 3, 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 5/17

6:45 am-11:58 am

1 stop4h 13m

White Plains Westchester County

Sun 8/17

6:00 am-12:24 pm

1 stop7h 24m

$261

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 5/17

12:49 pm-3:59 pm

Nonstop2h 10m

White Plains Westchester County

Sat 5/24

7:15 am-8:45 am

Nonstop2h 30m

$347

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Thu 4/17

10:48 am-6:00 pm

1 stop6h 12m

White Plains Westchester County

Mon 4/21

5:07 pm-10:25 pm

1 stop6h 18m

$361

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 5/17

9:45 am-6:12 pm

1 stop7h 27m

White Plains Westchester County

Sat 5/24

4:29 pm-11:17 pm

1 stop7h 48m

$369

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Sat 5/17

4:15 pm-10:12 pm

1 stop4h 57m

White Plains Westchester County

Sat 5/24

4:29 pm-9:13 pm

1 stop5h 44m

$369

BloomingtonWhite Plains

BMI - HPN

BMIHPN

Bloomington-Normal

Sat 5/17

4:24 pm-9:59 pm

1 stop4h 35m

White Plains Westchester County

Fri 5/23

6:00 am-10:57 am

1 stop5h 57m

$447

ChampaignWhite Plains

CMI - HPN

CMIHPN

Champaign University-Willard

Sat 5/17

4:30 pm-11:29 pm

1 stop5h 59m

White Plains Westchester County

Fri 5/23

6:00 am-10:44 am

1 stop5h 44m

$468

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 4/30

5:36 am-12:30 pm

2 stops29h 54m

White Plains Westchester County

Wed 5/7

9:20 am-11:04 pm

3 stops14h 44m

$583

MolineWhite Plains

MLI - HPN

MLIHPN

Moline Quad-City

Thu 4/17

5:50 am-12:04 pm

1 stop5h 14m

White Plains Westchester County

Mon 4/21

4:29 pm-10:25 pm

1 stop6h 56m

$1,099

St. LouisWhite Plains

STL - HPN

STLHPN

Lambert-St Louis

Wed 4/23

10:30 am-4:35 pm

1 stop5h 05m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 18 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 $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 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 April 3, 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 April 3, 2025.
Get a feel of what it's like to fly with 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.
Delta
8.0
Very good
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

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
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

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
7,897 reviews

Entertainment

7.9

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

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 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.

  • 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 $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.

See more FAQs

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Alternative routes for Illinois to Westchester County

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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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$159Average$454FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$461FlexibilityNo cancel feeOn-time71%

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