What are the cheapest airlines flying from Chicago to White Plains round-trip?

According to our current data, Delta ($275), and American Airlines ($349) offers the cheapest pricing from Chicago to White Plains. Delta is 37% cheaper than the average price of flights available within the next 90 days to this destination.

What is the cheapest day to fly from Chicago to White Plains?

Travelers seeking maximum savings on their Chicago to White Plains flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

What are the cheapest flights from Chicago to White Plains?

On average you can expect to pay $534 for a flight from Chicago to White Plains. The cheapest flight overall is $200 while the most popular route, (Chicago O'Hare Intl - White Plains Westchester County) is currently priced at $275.

What are the most reliable airlines from Chicago to White Plains?

Before booking your flight to White Plains from Chicago, check out the most reliable airlines to get you to your destination on time: Alaska Airlines (89%), Qatar Airways (80%), American Airlines( 77%).

What is the cheapest day to fly round-trip from Chicago to White Plains?

It’s generally more expensive to depart on a Friday, if you have to leave on this day you can still search on Cheapflights to find great options that meet your needs.

How far in advance should I book a flight from Chicago to White Plains?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 28 days in advance, which can save you up to 87% on flights from Chicago to White Plains compared to booking the week you need them. Waiting 28 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $173. For sooner than that we have options available in the next 3 days from $328.

What is the cheapest month to fly from Chicago to White Plains?

September can be a great time to fly to White Plains from Chicago with a flight ticket averaging about $193. Cheapflights users have found deals in the month of September for as cheap as $67. The most expensive prices can be found in the month of December.

Most accurate provider : When it comes to deals on Chicago-White Plains flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-White Plains flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-White Plains flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago-White Plains flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-White Plains flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly into for flights to White Plains from Chicago?

Located just 3.7 mi from the city center, White Plains Westchester County is the airport most travelers will use when flying to White Plains from Chicago. Booking flights from Chicago to Westchester County (HPN) should be relatively easy as there are 6 daily inbound flights from Chicago from 2 different airlines.

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

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

How can I find direct flights from Chicago to White Plains?

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

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

Yes. Cheapflights offers flight deals from Chicago to White Plains by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$143+ Save on Flights from Chicago to White Plains

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Find cheap flights from Chicago to White Plains 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.

The best prices from Chicago to White Plains Westchester County are usually found in September or January, booked 33 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to White Plains

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$275 (Delta)
One-way from	$143 (Delta)
Popular in	May
Cheapest in	September
Average price	$461
Good round-trip deal	$375 or less
Good one-way deal	$279 or less

Provider with most accurate pricing for Chicago (CHI)-White Plains Westchester County flight deals.

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Provider most trusted by Cheapflights users for Chicago (CHI)-White Plains Westchester County flights.

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From Chicago (CHI) to White Plains Westchester County

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One-way flight from Chicago (CHI) to White Plains Westchester County

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Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).

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Average for round-trip flights in March 2025

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Price to beat on a round-trip flight from Chicago (CHI) to White Plains Westchester County.

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Price to beat on a one-way flight from Chicago (CHI) to White Plains Westchester County.

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Find flight deals from Chicago to White Plains

Cheapest flights from Chicago to White Plains
Explore the most affordable flight options available from Chicago to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2025.

Mon 3/316:45 amORD - HPN

1 stop8h 55mDelta

Wed 4/212:35 pmHPN - ORD

1 stop9h 09mDelta

Deal found 3/9

$275

Sat 4/128:13 amORD - HPN

Nonstop2h 14mAmerican Airlines

Sat 4/194:30 pmHPN - ORD

Nonstop2h 35mAmerican Airlines

Deal found 3/10

$349

Sat 4/124:00 pmMDW - HPN

1 stop5h 18mDelta

Sat 4/194:29 pmHPN - MDW

1 stop6h 53mDelta

Deal found 3/10

$369

Mon 5/56:36 pmORD - HPN

2 stops24h 54mMultiple Airlines

Wed 5/78:10 amHPN - ORD

2 stops36h 57mMultiple Airlines

Deal found 3/10

$529

Best flights from Chicago to White Plains
Discover carefully curated flight deals from Chicago to White Plains that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2025.

Mon 3/316:45 amORD - HPN

1 stop8h 55mDelta

Wed 4/212:35 pmHPN - ORD

1 stop9h 09mDelta

Deal found 3/9

$275

Sat 4/128:13 amORD - HPN

Nonstop2h 14mAmerican Airlines

Sat 4/194:30 pmHPN - ORD

Nonstop2h 35mAmerican Airlines

Deal found 3/10

$349

Wed 3/264:05 pmORD - HPN

2 stops23h 47mMultiple Airlines

Mon 3/315:20 pmHPN - ORD

2 stops20h 25mMultiple Airlines

Deal found 3/9

$589

Sat 4/124:00 pmMDW - HPN

1 stop5h 18mDelta

Sat 4/194:29 pmHPN - MDW

1 stop6h 53mDelta

Deal found 3/10

$369

Last-minute flights from Chicago to White Plains
Discover last-minute flight deals from Chicago to White Plains. Data last updated March 10, 2025 and is based on user searches.

Wed 3/1912:50 pmORD - HPN

Nonstop2h 09mAmerican Airlines

Sat 3/224:30 pmHPN - ORD

Nonstop2h 34mAmerican Airlines

Deal found 3/10

$419

Wed 3/1910:25 amORD - HPN

1 stop5h 15mDelta

Sat 3/2212:35 pmHPN - ORD

1 stop4h 40mDelta

Deal found 3/10

$439

Wed 3/199:25 amMDW - HPN

1 stop6h 15mDelta

Sun 3/236:00 amHPN - MDW

1 stop7h 06mDelta

Deal found 3/9

$503

Wed 3/1911:15 amORD - HPN

2 stops20h 37mMultiple Airlines

Sun 3/239:20 amHPN - ORD

2 stops23h 44mMultiple Airlines

Deal found 3/9

$635

Fri 3/286:45 amORD - HPN

3 stops33h 07mMultiple Airlines

Tue 4/11:29 pmHPN - ORD

3 stops46h 40mMultiple Airlines

Deal found 3/10

$549

Mon 3/316:45 amORD - HPN

1 stop8h 55mDelta

Wed 4/212:35 pmHPN - ORD

1 stop9h 09mDelta

Deal found 3/9

$275

Sat 4/128:13 amORD - HPN

Nonstop2h 14mAmerican Airlines

Sat 4/194:30 pmHPN - ORD

Nonstop2h 35mAmerican Airlines

Deal found 3/10

$349

Sat 4/124:00 pmMDW - HPN

1 stop5h 18mDelta

Sat 4/194:29 pmHPN - MDW

1 stop6h 53mDelta

Deal found 3/10

$369

One-way flights from Chicago to White Plains
Search for one-way flight options from Chicago to White Plains. Find affordable one-way fares based on user searches. Data last updated March 10, 2025.

Mon 4/76:45 amORD - HPN

1 stop8h 55mDelta

Deal found 3/10

$143

Tue 5/65:59 pmMDW - HPN

1 stop16h 59mDelta

Deal found 3/9

$143

Thu 4/108:00 amORD - HPN

2 stops11h 23mAmerican Airlines

Deal found 3/10

$183

Mon 5/191:22 pmORD - HPN

1 stop21h 07mMultiple Airlines

Deal found 3/9

$204

Sun 4/202:19 pmMDW - HPN

3 stops41h 33mMultiple Airlines

Deal found 3/10

$361

Find flights from Chicago to White Plains within your budget

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Mon 3/31

6:45 am-4:40 pm

1 stop8h 55m

White Plains Westchester County

Wed 4/2

12:35 pm-8:44 pm

1 stop9h 09m

$275

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 4/12

8:13 am-11:27 am

Nonstop2h 14m

White Plains Westchester County

Sat 4/19

4:30 pm-6:05 pm

Nonstop2h 35m

$349

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Sat 4/12

4:00 pm-10:18 pm

1 stop5h 18m

White Plains Westchester County

Sat 4/19

4:29 pm-10:22 pm

1 stop6h 53m

$369

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Mon 5/5

6:36 pm-8:30 pm

2 stops24h 54m

White Plains Westchester County

Wed 5/7

8:10 am-8:07 pm

2 stops36h 57m

$529

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Mon 4/7

6:45 am-4:40 pm

1 stop8h 55m

$143

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Tue 5/6

5:59 pm-11:58 am

1 stop16h 59m

$143

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 4/10

8:00 am-8:23 pm

2 stops11h 23m

$183

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Mon 5/19

1:22 pm-11:29 am

1 stop21h 07m

$204

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Thu 6/5

6:56 pm-8:59 pm

2 stops25h 03m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Compare providers for flights from Chicago to White Plains

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to White Plains in March.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago-White Plains flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-White Plains flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-White Plains flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago-White Plains flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-White Plains flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to White Plains

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

Get recent, data-driven insights about flights from Chicago to White Plains including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to White Plains?

To ensure you get the cheapest price possible for a flight from Chicago to White Plains, you should look to book at least 33 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to White Plains (average of $276). Flying from Chicago to White Plains 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 CHI to HPN?

It’s typically best to fly out from Chicago to White Plains in the afternoon. Doing so could potentially save you 48% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from Chicago to White Plains

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

Reviews of airlines servicing White Plains

Peruse reviews from past customers who have flown with Delta and American Airlines from Chicago to White Plains to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,973 reviews

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

7,973 reviews

Delta

8.0

Very good

7,973 reviews

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

7,973 reviews

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

What airport do you fly into for flights to White Plains from Chicago?
Located just 3.7 mi from the city center, White Plains Westchester County is the airport most travelers will use when flying to White Plains from Chicago. Booking flights from Chicago to Westchester County (HPN) should be relatively easy as there are 6 daily inbound flights from Chicago from 2 different airlines.
What are the cheapest airlines flying from Chicago to White Plains round-trip?
According to our current data, Delta ($275), and American Airlines ($349) offers the cheapest pricing from Chicago to White Plains. Delta is 37% cheaper than the average price of flights available within the next 90 days to this destination.
What are the most reliable airlines from Chicago to White Plains?
Before booking your flight to White Plains from Chicago, check out the most reliable airlines to get you to your destination on time: Alaska Airlines (89%), Qatar Airways (80%), American Airlines( 77%).
What are the cheapest flights from Chicago to White Plains?
On average you can expect to pay $534 for a flight from Chicago to White Plains. The cheapest flight overall is $200 while the most popular route, (Chicago O'Hare Intl - White Plains Westchester County) is currently priced at $275.
Can I find deals for flights from Chicago to White Plains that include hotel bookings?
Yes. In addition to deals on Chicago to White Plains flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to White Plains?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to White Plains.
Can I find deals for business class flights from Chicago to White Plains?
Yes. Cheapflights offers flight deals from Chicago to White Plains 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 Chicago to White Plains?
Currently, January is the cheapest month in which you can book a flight from Chicago to White Plains (average of $276). Flying from Chicago to White Plains 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

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Chicago to White Plains

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$159	Average$454	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$302	Average$443	FlexibilityNo cancel fee	On-time71%

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$143+ Cheap flights from Chicago (CHI) to White Plains (HPN)

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to White Plains with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

The best prices from Chicago to White Plains Westchester County are usually found in September or January, booked 33 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to White Plains

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Chicago to White Plains

Cheapest flights from Chicago to White PlainsExplore the most affordable flight options available from Chicago to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2025.

Explore the most affordable flight options available from Chicago to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2025.

Find flights from Chicago to White Plains within your budget

Compare providers for flights from Chicago to White Plains

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to White Plains in March.

Best time to book a flight from Chicago to White Plains

Have a flexible travel schedule? Discover the best time to fly to White Plains from Chicago with our price prediction graph.

Travel insights for flights from Chicago to White Plains

Get recent, data-driven insights about flights from Chicago to White Plains including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to White Plains?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to White Plains. Price data was last updated on March 7, 2025.

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

What is the cheapest time of day to fly from CHI to HPN?

Find hourly flight availability from Chicago to White Plains. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 10, 2025.

Weekly flight availability from Chicago to White Plains

Explore weekly flight availability from Chicago to White Plains. 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 March 10, 2025.

Reviews of airlines servicing White Plains

Peruse reviews from past customers who have flown with Delta and American Airlines from Chicago to White Plains to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to White Plains. 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 into for flights to White Plains from Chicago?

What are the cheapest airlines flying from Chicago to White Plains round-trip?

What are the most reliable airlines from Chicago to White Plains?

What are the cheapest flights from Chicago to White Plains?

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

How can I find direct flights from Chicago to White Plains?

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

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

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 Chicago to White Plains

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Chicago to White Plains

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Book with Flexibility

Travel Smart

Cheapest flights from Chicago to White Plains
Explore the most affordable flight options available from Chicago to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2025.