Tickets
Any day
Thursday, October 8 · typical odds for a Thursday (too early for a weather forecast) · issued Sun 12:00 PM ET · connections flying that day

Thu, Oct 8: Delta via Atlanta, leaving 09:45, is the safest bet: 86% chance of reaching Key West on time.

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 09:45 → ATL 12:51DL 1178 2h 34m Atlanta ATL 15:25 → EYW 17:23DL 2168 6h 38m 99% 86%
DeltaDetails → ORD 11:20 → ATL 14:25DL 1147 3h 33m Atlanta ATL 17:58 → EYW 19:56DL 2815 7h 36m 99% 86%
DeltaDetails → ORD 05:30 → ATL 08:29DL 1264 3h 01m Atlanta ATL 11:30 → EYW 13:23DL 1472 6h 53m 99% 85%
AmericanDetails → ORD 06:00 → MIA 10:04AA 2452 2h 27m Miami MIA 12:31 → EYW 13:39AA 3577 · flown by Envoy 6h 39m 100% 84%
AmericanDetails → ORD 05:07 → CLT 08:10AA 2842 2h 56m Charlotte CLT 11:06 → EYW 13:36AA 1816 7h 29m 98% 84%
How these are worked out. Each flight’s odds are our forecast for that day (typical odds until the weather forecast covers it); flights of airlines we don’t forecast yet use their 12-month record and are marked. Makes the connection: the first flight’s 12-month lateness curve, scaled so its chance of arriving 15+ min late matches the day’s forecast, at the layover minus the 45-minute minimum (90 on separate tickets). Arrives on time: first flight not cancelled × connection made × second flight not cancelled × second flight within 15 minutes, each from the day’s forecast.

About this data: forecast odds from our model for Thu, Oct 8 (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