Flights from White Plains (HPN) to Chicago (ORD)

Plan your journey from White Plains to Chicago with the latest deals, travel tips, and flight information.

White Plains

HPN

→

Chicago

ORD

From

09/21/2025 – 09/28/2025

Travelers & Class

Include hotels in search

Cheap flight deals from White Plains to Chicago

Average price start from:

$279

White Plains to Chicago

One-way from:

$152

White Plains to Chicago

Cheapest day:

Wednesday

Cheapest flights to Chicago on this day

Cheapest In:

April

Cheapest prices for flights to Chicago this month

Find flight deals from White Plains to Chicago

Cheapest flights from White Plains to Chicago

ONEWAY FLIGHTS

LAST MINUTE

CHEAP FLIGHTS

BEST FLIGHTS

Explore the cheapest oneway flights from White Plains to Chicago spotted daily.

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

ORD

Chicago

$152

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

MKE

$155

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

ORD

Chicago

$179

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

ATW

$201

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

MSP

$244

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

GRB

$250

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

MKE

$260

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

MSN

$279

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

MSP

$280

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

MSN

$295

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

ORD

Chicago

$303

Non-stop • 60 min

HPN

HPN - White Plains • 2025-09-21 • 09:00

Unknown

60 min

MSN

$309

Non-stop • 60 min

Price Trends & Analysis

Weekly Price Trends

Track weekly price fluctuations for flights from White Plains to Chicago. Prices typically vary by day of the week, with mid-week flights often offering better deals.

Monthly Price Trends

Monitor monthly price patterns to identify the best time to book your flight from White Plains to Chicago. Seasonal variations and holiday periods significantly impact pricing.

Weather & Climate Information

Temperature

Plan your visit to Chicago with current temperature data. Chicago experiences varied weather throughout the year, with temperatures ranging from mild to warm depending on the season.

Rainfall

Stay prepared for your trip to Chicago with rainfall information. Understanding precipitation patterns helps you pack appropriately and plan outdoor activities during your visit.

Flights from White Plains (HPN) to Chicago (ORD)

Plan your journey from White Plains to Chicago with the latest deals, travel tips, and flight information.

White Plains

→

Chicago

Cheap flight deals from White Plains to Chicago

Average price start from:

$279

One-way from:

$152

Cheapest day:

Wednesday

Cheapest In:

April

Find flight deals from White Plains to Chicago

Cheapest flights from White Plains to Chicago

HPN

ORD

$152

HPN

MKE

$155

HPN

ORD

$179

HPN

ATW

$201

HPN

MSP

$244

HPN

GRB

$250

HPN

MKE

$260

HPN

MSN

$279

HPN

MSP

$280

HPN

MSN

$295

HPN

ORD

$303

HPN

MSN

$309

Price Trends & Analysis

Weekly Price Trends

Monthly Price Trends

Weather & Climate Information

Temperature

Rainfall

flight

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