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$99+ Cheap flights from White Plains (HPN) to Illinois

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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — ORD
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Cheap flight deals from White Plains to Illinois

Keep the following information in mind while searching for White Plains to Illinois flight deals. Data was last updated October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$261
(Delta)

One-way from

$99
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$239

Good round-trip deal

$373 or less

Good one-way deal

$228 or less
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
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From White Plains Westchester County to Illinois
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One-way flight from White Plains Westchester County to Illinois
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Highest demand for flights based on searches. 7% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from White Plains Westchester County to Illinois.
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Price to beat on a one-way flight from White Plains Westchester County to Illinois.
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Find flight deals from White Plains to Illinois

Cheapest flights from White Plains to Illinois
Explore the most affordable flight options available from White Plains to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This Delta deal was found by Cheapflights users on 10/15. 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 12/36:00 amHPN - STL
1 stop8h 02mDelta
Tue 12/99:30 amSTL - HPN
1 stop7h 30mDelta
Deal found 10/15$261
This Delta deal was found by Cheapflights users on 10/14. 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 11/236:00 amHPN - STL
1 stop5h 43mDelta
Tue 12/26:00 amSTL - HPN
1 stop5h 00mDelta
Deal found 10/14$287
This Delta deal was found by Cheapflights users on 10/15. 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 12/26:00 amHPN - STL
1 stop5h 45mDelta
Tue 12/910:45 amSTL - HPN
1 stop4h 04mDelta
Deal found 10/15$288
This Delta deal was found by Cheapflights users on 10/15. 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 12/412:45 pmHPN - STL
1 stop6h 11mDelta
Mon 12/86:00 amSTL - HPN
1 stop7h 28mDelta
Deal found 10/15$313
This Delta deal was found by Cheapflights users on 10/15. 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 12/26:00 amHPN - STL
1 stop5h 45mDelta
Sun 12/76:39 amSTL - HPN
1 stop4h 20mDelta
Deal found 10/15$314
This Delta deal was found by Cheapflights users on 10/14. 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 10/156:00 amHPN - STL
1 stop7h 35mDelta
Sat 10/183:59 pmSTL - HPN
1 stop5h 10mDelta
Deal found 10/14$315
This Delta deal was found by Cheapflights users on 10/14. 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 11/246:00 amHPN - STL
1 stop8h 00mDelta
Tue 12/22:11 pmSTL - HPN
1 stop6h 58mDelta
Deal found 10/14$317
This Delta deal was found by Cheapflights users on 10/15. 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 12/26:00 amHPN - STL
1 stop5h 45mDelta
Wed 12/36:00 amSTL - HPN
1 stop5h 00mDelta
Deal found 10/15$337
This Delta deal was found by Cheapflights users on 10/14. 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 11/246:00 amHPN - STL
1 stop8h 00mDelta
Thu 12/46:00 amSTL - HPN
1 stop5h 00mDelta
Deal found 10/14$343
This Delta deal was found by Cheapflights users on 10/14. 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 10/165:20 pmHPN - STL
1 stop4h 03mDelta
Sat 10/186:00 amSTL - HPN
1 stop5h 00mDelta
Deal found 10/14$353
This American Airlines deal was found by Cheapflights users on 10/15. 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 12/64:30 pmHPN - SPI
1 stop7h 53mAmerican Airlines
Wed 12/103:32 pmSPI - HPN
1 stop6h 57mAmerican Airlines
Deal found 10/15$371
This Delta deal was found by Cheapflights users on 10/16. 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.
Thu 11/66:00 amHPN - STL
1 stop5h 26mDelta
Sun 11/96:40 amSTL - HPN
1 stop4h 19mDelta
Deal found 10/16$375

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to Illinois 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 October 16, 2025.
Use the filters below to find and compare flights from White Plains to Illinois that are best for you.

Fly from

White Plains

Fly to

Illinois

Route

Depart

Return

Price

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Wed 11/19

12:00 pm-4:47 pm

1 stop5h 47m

Lambert-St Louis

Sat 11/22

4:32 pm-11:29 pm

1 stop5h 57m

$261

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Wed 12/3

4:29 pm-9:57 pm

1 stop6h 28m

Lambert-St Louis

Sat 12/6

1:35 pm-10:09 pm

1 stop7h 34m

$261

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Thu 12/4

10:27 am-4:06 pm

1 stop6h 39m

Lambert-St Louis

Sat 12/6

6:39 am-11:59 am

1 stop4h 20m

$287

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Wed 12/3

6:00 am-10:45 am

1 stop5h 45m

Lambert-St Louis

Sun 12/7

6:39 am-11:59 am

1 stop4h 20m

$287

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Sat 12/6

6:00 am-12:40 pm

1 stop7h 40m

Lambert-St Louis

Sun 12/7

6:00 am-12:00 pm

1 stop5h 00m

$287

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Sun 11/23

6:00 am-10:43 am

1 stop5h 43m

Lambert-St Louis

Tue 12/2

6:00 am-12:00 pm

1 stop5h 00m

$287

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Thu 12/4

6:00 am-10:45 am

1 stop5h 45m

Lambert-St Louis

Tue 12/9

6:00 am-12:00 pm

1 stop5h 00m

$287

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Tue 12/2

6:00 am-10:45 am

1 stop5h 45m

Lambert-St Louis

Tue 12/9

10:45 am-3:49 pm

1 stop4h 04m

$288

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Sun 11/23

6:00 am-10:43 am

1 stop5h 43m

Lambert-St Louis

Thu 12/4

6:00 am-12:00 pm

1 stop5h 00m

$313

White PlainsSt. Louis

HPN - STL

HPNSTL

White Plains Westchester County

Thu 12/4

12:45 pm-5:56 pm

1 stop6h 11m

Lambert-St Louis

Mon 12/8

6:00 am-2:28 pm

1 stop7h 28m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 56 results
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Best time to book a flight from White Plains to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from White Plains 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 White Plains to Illinois

What is the cheapest month to book a flight from White Plains to Illinois?

Currently, May is the cheapest month in which you can book a flight from White Plains to Illinois (average of $55). Flying from White Plains to Illinois in July is currently the most expensive (average of $126). 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 HPN to IL?

Find hourly flight availability from White Plains to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 16, 2025.

When flying from White Plains to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 64% versus a flight in the morning.

Weekly flight availability from White Plains to Illinois

Explore weekly flight availability from White Plains to Illinois. 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 October 16, 2025.

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

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated October 16, 2025.
Read reviews from past customers who have flown Delta and American Airlines from White Plains to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,984 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,984 reviews
Delta
8.0
Very good
7,984 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,043 reviews
Delta
8.0
Very good
7,984 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from White Plains to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from White Plains to Illinois?

    White Plains Westchester County (HPN), located 3.7 mi from the city center, is the airport you fly out of when you book flights from White Plains to Illinois.

  • How long is the flight from White Plains to Illinois?

    Departing from White Plains to Illinois will take you 5h 47m. White Plains and Illinois are separated by a distance of 895 mi. This flight may include one or multiple stops.

  • What are the most popular routes from White Plains to Illinois?

    The most popular flight routes from White Plains to Illinois are White Plains Westchester County - Chicago O'Hare Intl, White Plains Westchester County - Chicago Midway and White Plains Westchester County - Lambert-St Louis.

  • What are the most reliable airlines from White Plains to Illinois?

    The top 3 most reliable airlines when flying from White Plains to Illinois are Sun Country Air (100%), Alaska Airlines (83%) and American Airlines (82%).

  • What are the cheapest flights from White Plains to Illinois?

    The cheapest flight price from White Plains to Illinois is $128. On average you can expect to pay $738. The most popular route, (White Plains Westchester County - Chicago O'Hare Intl), can usually be booked for $244.

  • Can I find deals for flights from White Plains to Illinois that include hotel bookings?

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

  • How can I find direct flights from White Plains to Illinois?

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

  • Can I find deals for business class flights from White Plains to Illinois?

    Yes. Cheapflights offers flight deals from White Plains to Illinois 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 White Plains to Illinois?

    Currently, May is the cheapest month in which you can book a flight from White Plains to Illinois (average of $55). Flying from White Plains to Illinois in July is currently the most expensive (average of $126). 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 White Plains to Illinois

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Top airline flying from White Plains to Illinois

Discover the top airline that operate flights from White Plains to Illinois. 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$349Average$475FlexibilityNo cancel feeOn-time71%

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