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Direct (non-stop) flights from Westchester County (HPN) to Chicago (ORD)

Find comprehensive flight information, schedules, and booking details for direct flights from Westchester County (HPN) to Chicago (ORD). This popular route is operated by 1 airline, offering multiple daily departures.• Flight Duration: 2h 27m - 2h 55m (average flight time)• Distance: 740 miles (1191 km) (air miles between airports)• Daily Flights: 4-5 flights (scheduled departures per day)

HPN
Westchester County (HPN)
ORD
Chicago (ORD)

FLIGHT TIME

2h 27m - 2h 55m

FLIGHT DISTANCE

740 miles (1191 km)
Flight time
2h 41m - 2h 52m
Earliest flight
06:00
Last flight
17:59
Distance
740 miles (1191 km)
Cheapest month
March
Airlines
1 (Show)
Flights per week
34

Flight Schedule

December 2025
Sun
Mon
Tue
Wed
Thu
Fri
Sat

Airlines with direct flights from Westchester County (HPN) to Chicago (ORD)

American Airlines (AA)

Route Insights

Duration variability: Flight duration on this route can vary based on aircraft type, wind conditions, and airline scheduling. Average duration is 2h 27m - 2h 55m.

Pricing patterns: March typically offers lower prices due to reduced demand outside peak travel seasons.

Best departure times: Peak departure times are 6:00, 7:00, 12:00, offering more flight options and potentially better connections.

Westchester County (HPN) - Chicago (ORD) flight price statistics

$286

Approximate

The numbers are average prices found based on user searches for direct flights between the airports. It's calculated from the cheapest prices found per month for a round-trip with 1 adult and can vary depending on the amount of data we have for this particular route.

$255
Jan
$187
Feb
$148
Mar
$183
Apr
$588
May
$228
Jun
$273
Jul
$273
Aug
$248
Sep
$408
Oct
$428
Nov
$218
Dec
Approximate prices for one round-trip flight from Westchester County (HPN) to Chicago (ORD). Graph is not to scale.

Related Information

Airports: HPN • ORD Airport

Airlines operating this route: American Airlines (AA)

Frequently Asked Questions

How many flights operate from HPN to ORD?

There are 5 direct flights operating from HPN to ORD. Approximately 4-5 flights daily.

Which airlines operate flights from HPN to ORD?

1 airline operates on this route: American Airlines.

How long is the flight from HPN to ORD?

The flight duration from HPN to ORD is approximately 2h 27m - 2h 55m.

What is the distance from HPN to ORD?

The distance from HPN to ORD is 740 miles (1191 km).

What is the flight time range for this route?

Flight times on this route range from 2h 41m - 2h 52m.

What are the earliest and latest flight departure times?

The earliest flight departs at 06:00 and the latest flight departs at 17:59.

What is the cheapest month to fly from HPN to ORD?

March is typically the cheapest month to fly on this route.

How many flights operate per week on this route?

Approximately 34 flights operate per week from HPN to ORD.

What types of aircraft operate on this route?

This route is served by Embraer 175, Embraer 170.

What is the average flight price from HPN to ORD?

The average flight price for a round-trip ticket from HPN to ORD is approximately $286 USD. Prices can vary based on booking time, season, and airline.

When is the best time to book flights from HPN to ORD for the lowest prices?

March is typically the cheapest month to fly from HPN to ORD. Booking in advance and avoiding peak travel seasons can help you find better deals.

How far is ORD from HPN?

The distance from HPN to ORD is 740 miles (1191 km). This is a long-haul flight route.

How long does it take to fly from HPN to ORD?

The flight time from HPN to ORD is approximately 2h 27m - 2h 55m. Actual flight duration may vary based on weather conditions, aircraft type, and routing.