Tickets
Any day
Saturday, October 10 · typical odds for a Saturday (too early for a weather forecast) · issued Mon 4:00 PM ET · connections flying that day

Sat, Oct 10: Delta via Atlanta, leaving 07:00, is the safest bet: 67% chance of reaching Key West on time.

Nonstops that day

All 1 nonstop →
UA 752 United ORD 11:10 EYW 15:31 28% 8% 2.0% no record

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 11:16 → ATL 14:21DL 1147 3h 32m Atlanta ATL 17:53 → EYW 19:51DL 2815 7h 35m 98% 80%
DeltaDetails → ORD 05:30 → ATL 08:29DL 1264 2h 32m Atlanta ATL 11:01 → EYW 13:00DL 1472 6h 30m 98% 75%
AmericanDetails → ORD 05:07 → CLT 08:10AA 2842 2h 43m Charlotte CLT 10:53 → EYW 13:10AA 1816 7h 03m 97% 73%
AmericanDetails → ORD 05:59 → MIA 10:19AA 2452 2h 06m Miami MIA 12:25 → EYW 13:30AA 3577 · flown by Envoy 6h 31m 100% 72%
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 Sat, Oct 10 (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