Using the online timetable is an easy way to look at all the direct flights San Francisco — Chicago
147 flights in a week
Departure and arrival times are local (San Francisco and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:05 | 11:05 | sun | WN3938 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 05:10 | 11:10 | mon, thu, fri | WN3938 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 05:15 | 11:10 | sat | WN3938 | Southwest Airlines | 3h 55m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 05:40 | 11:40 | tue, wed | WN3938 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 05:50 | 11:50 | fri | WN2080 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 05:55 | 11:55 | mon, thu, fri, sun | WN2080 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 12:24 | daily | AA2614 | American Eagle | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:05 | 12:05 | thu, fri, sun | WN2080 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 12:25 | mon, tue, thu, sun | WN2080 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:45 | 13:10 | daily | UA2091 | United Express | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:45 | 13:06 | daily | UA2091 | United Express | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:55 | 12:55 | sat | WN2080 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 08:30 | 14:52 | daily | UA1568 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:36 | 17:05 | mon, tue, wed, fri, sat, sun | AA2416 | American Eagle | 4h 29m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:40 | 17:02 | tue, thu, sat | UA1954 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:42 | 17:02 | mon, tue, wed | UA1557 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:42 | 17:04 | sun | UA1557 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:30 | 18:52 | tue, wed | UA488 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:30 | 18:24 | thu | UA3914 | United Express | 3h 54m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:30 | 18:46 | wed | AA1684 | American Eagle | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:40 | 18:52 | daily | UA488 | United Express | 4h 12m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:40 | 19:52 | sat | UA1053 | United Express | 4h 12m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:50 | 20:15 | mon, tue, wed, thu, fri, sun | UA1053 | United Express | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:10 | 20:30 | mon, thu, fri, sun | UA2480 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 15:13 | 21:29 | daily | AA1253 | American Eagle | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 15:15 | 21:37 | wed | UA2855 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 15:15 | 21:36 | mon, thu, fri, sat, sun | UA2855 | United Express | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:00 | 21:42 | sat | UA3889 | United Express | 3h 42m | San Francisco International Airport — Chicago Rockford International Airport | Select dates |
| 17:15 | 23:38 | daily | UA1482 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 17:34 | 23:49 | daily | AA2969 | American Eagle | 4h 15m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:44 | 00:59 | mon, tue, thu, fri, sat, sun | UA2262 | United Express | 4h 15m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:45 | 05:07 | daily | UA2278 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:30 | daily | WN1945 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 23:29 | 05:37 | daily | AA2113 | American Eagle | 4h 8m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:19 | mon, wed, thu, fri, sat, sun | UA2056 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:17 | mon, tue, wed | UA2056 | United Express | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |