Using the online timetable is an easy way to look at all the direct flights San Francisco — Chicago
67 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 |
| 06:00 | 12:24 | mon, tue, thu, fri, sat, sun | AA2614 | American Eagle | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:36 | 17:05 | daily | AA2416 | American Eagle | 4h 29m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:42 | 17:17 | tue | AA1253 | American Eagle | 4h 35m | 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 |
| 15:13 | 21:29 | mon, fri, sat, sun | 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 |
| 22:45 | 05:07 | wed, thu, fri, sat | UA2278 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:50 | 05:27 | mon, sun | UA2278 | United Express | 4h 37m | 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 |