Direct (nonstop) flights from Westchester County to Chicago
1 airline flys nonstop from Westchester Co (HPN) to Chicago O Hare International (ORD). It's 738 miles (1,188 km), about 2h 47m in the air. Operated by American Airlines.
American Airlines
Route data last updated: May 28, 2026
Airlines with non-stop flights
AA
American Airlines
Alternative Routes
Other ways to fly from Westchester County to Chicago with one stop · direct emits 137 kg CO₂ per passenger
Looking for the return flight?
ORD → HPN: Flights from Chicago to Westchester CountyOther direct flights from Westchester County
Direct flights from Chicago (ORD)
Frequently Asked Questions
How long is the direct flight from Westchester County to Chicago?
A nonstop flight from Westchester County (HPN) to Chicago (ORD) takes approximately 2 hours and 47 minutes. The distance is 738 miles (1,188 km).
Which airlines fly nonstop from Westchester County to Chicago?
Just American Airlines.
Is there a nonstop flight from Westchester County to Chicago?
Yes. 1 airline: American Airlines.
How far is Westchester County from Chicago?
The flight distance from Westchester County to Chicago is 738 miles (1,188 km), measured as the great-circle (shortest air) distance. That's roughly the same distance as the length of Italy.
What type of aircraft flies from Westchester County to Chicago?
At 2h 47m, this route typically uses narrow-body or mid-range jets — Boeing 737 MAX or Airbus A320neo. Varies by airline.
What is the carbon footprint of a flight from Westchester County to Chicago?
Roughly 137 kg CO2 per passenger one-way. That's about the same as driving 685 km.
Is the return flight from Chicago to Westchester County also nonstop?
Yes — nonstop flights run both ways. Flight time may differ slightly due to wind patterns.
When is the cheapest time to fly from Westchester County to Chicago?
Midweek flights (Tue/Wed) outside holiday peaks are usually cheapest. 3-6 weeks ahead is a good window for this route. Use "Check Prices" above to compare.
How early should I arrive at Westchester Co for this flight?
1.5-2 hours for domestic. Add more time during holidays or busy travel weekends.