White Plains (HPN) to Chicago (ORD) flights
Envoy Air flies nonstop from Westchester County Airport to Chicago O'Hare International Airport, with about 32 flights a week in July 2026. The 738-mile flight takes about 2h 38m gate to gate.
- Distance
- 738 mi · 1,188 km
- Flight time
- 2h 38m
- Airlines
- 1
- Seats filled
- 74%
Airlines flying HPN to ORD
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Envoy Air | 32 | Embraer E170, Embraer E175 | 74,964 | 2h 38m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
HPN to ORD flight schedule
6 flight numbers flew this route in August 2026, 5 of them almost daily. The first usually leaves at 6:00am and the last at 5:45pm. Times are local and can change; check with the airline before you book.
| Flight | Departs | Arrives | Days flown in August 2026 | On time (12 months) |
|---|---|---|---|---|
| AA 3751American Airlines · operated by Envoy Air | 6:00am | 7:40am | 31 | 92% |
| AA 3496American Airlines · operated by Envoy Air | 7:12am | 8:52am | 31 | 87% |
| AA 3812American Airlines · operated by Envoy Air | 12:22pm | 1:58pm | 31 | 78% |
| AA 3808American Airlines · operated by Envoy Air | 4:30pm | 6:19pm | 31 | 69% |
| AA 3964American Airlines · operated by Envoy Air | 5:45pm | 7:38pm | 27 | 58% |
| AA 4112American Airlines · operated by Envoy Air | 5:45pm | 7:40pm | 4 | 67% |
Is HPN to ORD on time?
From September 2025 to August 2026, 78% of 1,561 flights arrived within 15 minutes of schedule and 4.1% were cancelled. Flights leaving around 6am were the most punctual (89%), those around 5pm the least (67%). Most delay time was caused by late-arriving aircraft (40%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| American Airlines | 1,561 | 78% | 21 min | 4.1% |
Airlines as sold: flights operated by regional partners count under the airline on the ticket. Average delay is across all completed flights, early arrivals counted as zero.
On-time arrivals by departure time
| Scheduled departure | Flights | On time, relative | On time |
|---|---|---|---|
| 6am to 7am | 315 | 89% | |
| 7am to 8am | 252 | 88% | |
| 12pm to 1pm | 358 | 78% | |
| 4pm to 5pm | 353 | 69% | |
| 5pm to 6pm | 256 | 67% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 121 | 7,174 | |
| September 2025 | 116 | 6,250 | |
| October 2025 | 148 | 8,004 | |
| November 2025 | 137 | 6,302 | |
| December 2025 | 132 | 6,416 | |
| January 2026 | 89 | 3,673 | |
| February 2026 | 95 | 4,005 | |
| March 2026 | 116 | 5,594 | |
| April 2026 | 114 | 5,940 | |
| May 2026 | 118 | 5,839 | |
| June 2026 | 134 | 7,344 | |
| July 2026 | 143 | 8,423 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.