Chicago (ORD) to Key West (EYW) flights
Envoy Air, Republic Airline fly nonstop from Chicago O'Hare International Airport to Key West International Airport, with about 14 flights a week in July 2026. The 1,251-mile flight takes about 3h 17m gate to gate.
- Distance
- 1,251 mi · 2,013 km
- Flight time
- 3h 17m
- Airlines
- 2
- Seats filled
- 82%
Airlines flying ORD to EYW
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Envoy Air | 7 | Embraer E170, Embraer E175 | 22,911 | 3h 14m |
| Republic Airline | 7 | Embraer E175, Embraer E170 | 11,585 | 3h 21m |
| United AirlinesSeasonal or ended | n/a | Boeing 737-700 / MAX 7 | 14,563 | 3h 19m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
ORD to EYW flight schedule
3 flight numbers flew this route in August 2026, 1 of them almost daily. The first usually leaves at 10:55am and the last at 11:59am. 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) |
|---|---|---|---|---|
| UA 3690United Airlines · operated by Republic Airline | 10:55am | 3:19pm | 10 | 81% |
| AA 3996American Airlines · operated by Envoy Air | 11:22am | 3:43pm | 4 | 78% |
| AA 3954American Airlines · operated by Envoy Air | 11:59am | 4:18pm | 27 | 85% |
Is ORD to EYW on time?
From September 2025 to August 2026, 80% of 815 flights arrived within 15 minutes of schedule and 1.3% were cancelled. Flights leaving around 8am were the most punctual (84%), those around 11am the least (73%). Most delay time was caused by late-arriving aircraft (38%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| American Airlines | 465 | 82% | 12 min | 1.3% |
| United Airlines | 350 | 78% | 15 min | 1.4% |
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 |
|---|---|---|---|
| 7am to 8am | 28 | 82% | |
| 8am to 9am | 196 | 84% | |
| 10am to 11am | 283 | 80% | |
| 11am to 12pm | 138 | 73% | |
| 12pm to 1pm | 19 | 88% | |
| 1pm to 2pm | 114 | 81% | |
| 5pm to 6pm | 33 | 81% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 1 | 64 | |
| October 2025 | 6 | 334 | |
| November 2025 | 66 | 3,685 | |
| December 2025 | 88 | 5,915 | |
| January 2026 | 100 | 6,902 | |
| February 2026 | 96 | 6,970 | |
| March 2026 | 109 | 7,975 | |
| April 2026 | 94 | 6,025 | |
| May 2026 | 82 | 4,313 | |
| June 2026 | 58 | 3,486 | |
| July 2026 | 60 | 3,390 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.