Friday, October 9 · typical odds for a Friday (too early for a weather forecast) · issued Mon 12:00 PM ET · connections flying that day
Fri, Oct 9: American via Miami, leaving 05:00, is the safest bet: 68% chance of reaching Key West on time.
Nonstops that day
All 2 nonstops →| UA 3690 United flown by Republic Flight history → | ORD 10:55 | EYW 15:19 | 22% | 5% | 4.8% | 89%worse than usual |
| AA 3996 American flown by Envoy Flight history → | ORD 11:29 | EYW 15:50 | 23% | 5% | 7.4% | 81% |
Best connections that day, one ticket
Ranked by chance you reach Key West on time, from each leg’s forecast for the day. Total trip = scheduled departure to arrival (Key West is 1 h ahead of Chicago). Layovers up to 4 hours. Pick a connection for its 12-month details.
| DeltaDetails → | ORD 05:30 → ATL 08:29DL 1264 | 3h 01m Atlanta | ATL 11:30 → EYW 13:23DL 1472 | 6h 53m | 99% | 81% |
| AmericanDetails → | ORD 05:00 → PHL 08:05AA 2970 | 2h 25m Philadelphia | PHL 10:30 → EYW 13:40AA 1898 | 7h 40m | 96% | 80% |
| AmericanDetails → | ORD 05:07 → CLT 08:10AA 2842 | 1h 50m Charlotte | CLT 10:00 → EYW 12:14AA 1826 | 6h 07m | 97% | 77% |
| DeltaDetails → | ORD 11:20 → ATL 14:25DL 1147 | 3h 33m Atlanta | ATL 17:58 → EYW 19:56DL 2815 | 7h 36m | 99% | 76% |
| AmericanDetails → | ORD 05:00 → MIA 09:09AA 2984 | 3h 01m Miami | MIA 12:10 → EYW 13:14AA 3518 · flown by Envoy | 7h 14m | 100% | 74% |
| DeltaDetails → | ORD 09:45 → ATL 12:51DL 1178 | 2h 34m Atlanta | ATL 15:25 → EYW 17:23DL 2168 | 6h 38m | 99% | 73% |
| UnitedDetails → | ORD 06:00 → EWR 09:12UA 2295 | 1h 06m Newark | EWR 10:18 → EYW 13:30UA 1418 | 6h 30m | 96% | 72% |
| AmericanDetails → | ORD 10:05 → MIA 14:18AA 1474 | 3h 47m Miami | MIA 18:05 → EYW 19:06AA 3517 · flown by Envoy | 8h 01m | 100% | 70% |
About this data: forecast odds from our model for Fri, Oct 9 (newest published update); 12-month records from US DOT on-time data, Aug 2025 – Jul 2026, all US airlines; regional flights count under the airline that sells them. JSON