Using the online timetable is an easy way to look at all the direct flights San Francisco — Chicago
104 flights in a week
Departure and arrival times are local (San Francisco and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:10 | 11:30 | daily | UA1448 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:00 | 12:25 | daily | AA2614 | American Airlines | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:10 | 12:15 | mon, wed, thu | WN1939 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 12:25 | thu, fri, sun | WN2080 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:45 | 12:45 | mon, tue, fri, sun | WN1475 | 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 |
| 08:25 | 14:55 | daily | UA1954 | United Express | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:25 | 14:53 | mon, tue, sat, sun | UA1954 | United Express | 4h 28m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:25 | 16:20 | sat | WN2080 | Southwest Airlines | 3h 55m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 10:35 | 16:57 | daily | UA1557 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:25 | 18:48 | mon, tue, wed, thu, fri, sat | UA2131 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:25 | 19:16 | tue, wed | AA2174 | American Airlines | 4h 51m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:32 | 18:55 | sun | UA2131 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:28 | 19:58 | mon | UA2378 | United Express | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:35 | 20:05 | mon, tue, wed, thu, fri, sun | UA729 | United Express | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:35 | 19:50 | sat | UA729 | United Express | 4h 15m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 15:15 | 21:32 | mon, thu, fri, sat, sun | UA2090 | United Express | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:55 | 23:14 | mon, tue, wed, thu, fri, sun | UA1482 | United Express | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 17:00 | 22:49 | tue | UA3908 | United Express | 3h 49m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 17:30 | 23:47 | fri | UA2702 | United Express | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 19:00 | 02:21 | tue | UA3903 | United Express | 5h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:35 | 04:54 | wed | UA1288 | United Express | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:05 | 05:27 | daily | UA2097 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:10 | 05:39 | tue, wed | UA1184 | United Express | 4h 29m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:15 | 05:44 | mon, wed, thu, fri, sat, sun | UA1184 | United Express | 4h 29m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:56 | 06:25 | daily | UA1288 | United Express | 4h 29m | San Francisco International Airport — O'Hare International Airport | Select dates |