Direct flights from Chicago to Westchester County
All flights from ORD to HPN non-stop. There are direct flights from Chicago O Hare International (ORD), Illinois, USA to Westchester Co (HPN), New York, USA with American Airlines. 35 weekly departures are currently scheduled on this route. Departure times range from 07:17 to 19:39 depending on the schedule period. The flight distance is 740 miles (1191 km). Flight time ranges from 2 hours and 13 minutes to 2 hours and 34 minutes.
Chicago
, USA
Flight schedule from Chicago to Westchester County with American Airlines
This is a weekly direct flight schedule for American Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-09-21
Chicago to Westchester County scheduled departures
Select a date to see every published non-stop departure between ORD and HPN.
ORD - HPN route facts
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Distance740 miles (1191 km)
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Flight time2 hours and 13 minutes to 2 hours and 34 minutes
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Airline American Airlines
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Airline alliancesoneworld
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CabinsEconomy First
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Hub airportsORD
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Departure terminalsTerminal 3
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AircraftEmbraer 170, Embraer 175 and Canadair (Bombardier) Regional Jet 700 and Challenger 870
Route FAQ
Direct flights from Chicago to NY, USA
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JFK John F Kennedy International
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ALB Albany International
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SYR Syracuse Hancock International
From Chicago to Rochester
ROC Greater Rochester International
From Chicago to Buffalo
BUF Buffalo Niagara International
