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Any day
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: WN 1384 at 07:45 is the safest bet, 6% chance of being 15+ min late; the others run 23%.

Nonstops that day

All 2 nonstops →
WN 1384 Southwest Flight history → JAX 07:45 MDW 09:05 6% 2% 0.8% 95%
WN 2164 Southwest Flight history → JAX 19:15 MDW 20:45 23% 7% 2.0% 62%

Best connections that day, one ticket

Ranked by chance you reach Chicago on time, from each leg’s forecast for the day. Total trip = scheduled departure to arrival (Chicago is 1 h behind Jacksonville). Layovers up to 4 hours. Pick a connection for its 12-month details.

SouthwestDetails → JAX 06:20 → BNA 06:50WN 2155 3h 55m Nashville BNA 10:45 → MDW 12:20WN 575 7h 00m 100% 90%
DeltaDetails → JAX 05:30 → ATL 06:42DL 2722 2h 27m Atlanta ATL 09:09 → MDW 10:05DL 1063 5h 35m 99% 87%
DeltaDetails → JAX 07:00 → ATL 08:15DL 2450 2h 45m Atlanta ATL 11:00 → MDW 11:56DL 2417 5h 56m 99% 87%
SouthwestDetails → JAX 05:35 → HOU 06:50WN 2162 1h 20m Houston HOU 08:10 → MDW 10:40WN 1294 6h 05m 100% 87%
SouthwestDetails → JAX 06:55 → BWI 08:50WN 1181 3h 40m Baltimore BWI 12:30 → MDW 13:30WN 435 7h 35m 100% 83%
DeltaDetails → JAX 11:48 → ATL 13:04DL 2356 2h 11m Atlanta ATL 15:15 → MDW 16:15DL 1728 5h 27m 100% 82%
SouthwestDetails → JAX 11:00 → BWI 12:55WN 979 3h 10m Baltimore BWI 16:05 → MDW 17:10WN 997 7h 10m 100% 79%
DeltaDetails → JAX 16:14 → ATL 17:32DL 2990 3h 43m Atlanta ATL 21:15 → MDW 22:15DL 1076 7h 01m 98% 78%
Tight connection: often missed
SouthwestDetails → JAX 13:15 → AUS 14:45WN 4860 50m Austin AUS 15:35 → MDW 18:05WN 360 5h 50m 66% 48%
FrontierDetails → JAX 18:29 → ATL 20:12F9 3083 47m Atlanta ATL 20:59 → MDW 22:03F9 2291 4h 34m 53% 36%
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 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