Friday, October 9 · typical odds for a Friday (too early for a weather forecast) · issued Sun 4:00 PM ET · connections flying that day
Fri, Oct 9: Southwest via Denver, leaving 05:10, is the safest bet: 84% chance of reaching Chicago on time; the tightest one-ticket connections make it only 61% of the time.
Nonstops that day
All 2 nonstops →| WN 1779 Southwest Flight history → | SFO 05:50 | MDW 12:00 | 6% | 1% | 0.7% | 83% |
| WN 3649 Southwest Flight history → | SFO 23:40 | MDW 05:55 | 36% | 6% | 0.6% | 41% |
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 2 h ahead of San Francisco). Layovers up to 4 hours. Pick a connection for its 12-month details.
| SouthwestDetails → | SFO 05:00 → LAS 06:35WN 4231 | 1h 45m Las Vegas | LAS 08:20 → MDW 13:55WN 2271 | 6h 55m | 100% | 90% |
| SouthwestDetails → | SFO 05:10 → DEN 08:40WN 1424 | 1h 20m Denver | DEN 10:00 → MDW 13:25WN 755 | 6h 15m | 96% | 84% |
| SouthwestDetails → | SFO 05:30 → PHX 07:30WN 4145 | 2h 30m Phoenix | PHX 10:00 → MDW 15:15WN 4066 | 7h 45m | 100% | 80% |
| SouthwestDetails → | SFO 18:10 → SAN 19:45WN 4681 | 2h 55m San Diego | SAN 22:40 → MDW 04:40 +1WN 257 | 8h 30m | 97% | 80% |
| DeltaDetails → | SFO 06:00 → ATL 13:44DL 570 | 1h 31m Atlanta | ATL 15:15 → MDW 16:15DL 1728 | 8h 15m | 96% | 80% |
| DeltaDetails → | SFO 11:38 → ATL 19:27DL 693 | 1h 48m Atlanta | ATL 21:15 → MDW 22:15DL 1076 | 8h 37m | 94% | 75% |
| DeltaDetails → | SFO 00:35 → MSP 06:09DL 2789 | 46m Minneapolis | MSP 06:55 → MDW 08:37DL 4712 · flown by Endeavor | 6h 02m | 89% | 74% |
| SouthwestDetails → | SFO 14:35 → DEN 18:10WN 3641 | 2h 40m Denver | DEN 20:50 → MDW 00:15 +1WN 1615 | 7h 40m | 95% | 72% |
| Tight connection: often missed | ||||||
| SouthwestDetails → | SFO 21:05 → LAX 22:40WN 3648 | 1h 15m Los Angeles | LAX 23:55 → MDW 05:55 +1WN 2413 | 6h 50m | 65% | 49% |
| SouthwestDetails → | SFO 14:00 → SAN 15:40WN 4242 | 1h 50m San Diego | SAN 17:30 → MDW 23:30WN 3448 | 7h 30m | 67% | 44% |
| SouthwestDetails → | SFO 13:20 → LAS 15:00WN 3644 | 1h 05m Las Vegas | LAS 16:05 → MDW 21:45WN 2274 | 6h 25m | 61% | 42% |
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