Using the online timetable is an easy way to look at all the direct flights San Francisco — Chicago
206 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 |
| 05:45 | 11:45 | sat | WN2120 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 12:05 | thu | WN3834 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 12:24 | daily | UA2091 | United Express | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:00 | 12:23 | daily | AA2614 | American Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:00 | 12:19 | mon | UA2091 | United Express | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:00 | 12:24 | mon, sun | AA2614 | American Airlines | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:10 | 12:31 | thu, fri, sat | AA2614 | American Airlines | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:10 | 12:15 | mon, tue, wed, thu, fri, sun | WN3443 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 13:05 | daily | UA2091 | United Express | 4h 35m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 07:00 | 13:28 | sat | UA1437 | United Express | 4h 28m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 07:00 | 13:32 | daily | UA1437 | United Express | 4h 32m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 07:00 | 13:23 | mon, tue, wed, thu, sun | UA2231 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 07:00 | 13:26 | thu | UA1284 | United Express | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:00 | 14:15 | sat, sun | AA3250 | American Airlines | 4h 15m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:00 | 14:21 | daily | AA3250 | American Airlines | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:25 | 14:55 | thu | UA1568 | United Express | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:30 | 14:50 | mon, tue, wed, thu, fri | UA2243 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:30 | 14:48 | tue | UA2243 | United Express | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:10 | 16:10 | sat | WN3443 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 10:35 | 16:36 | wed | UA3049 | United Express | 4h 1m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:37 | 17:10 | mon, thu, fri | UA2147 | United Express | 4h 33m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:37 | 17:08 | wed, sat | UA2147 | United Express | 4h 31m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:37 | 17:07 | tue, wed, sat, sun | UA2147 | United Express | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:40 | 17:00 | daily | UA1557 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:40 | 16:58 | tue | UA1557 | United Express | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:00 | 18:01 | fri | AA9789 | American Airlines | 4h 1m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:11 | 19:45 | mon, tue, wed, thu, sun | AA2282 | American Airlines | 4h 34m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:28 | 19:40 | mon, tue, wed, thu, sun | UA2619 | United Express | 4h 12m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:30 | 19:54 | sun | UA2619 | United Express | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:10 | 20:40 | daily | AA2634 | American Airlines | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:45 | 21:02 | daily | UA626 | United Express | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:45 | 21:05 | sat | UA626 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:45 | 21:14 | tue, wed | AA2634 | American Airlines | 4h 29m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:50 | 21:07 | fri, sun | UA626 | United Express | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:50 | 23:10 | daily | UA1763 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:28 | 00:45 | mon, tue, thu, fri, sat, sun | UA2117 | United Express | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:35 | 00:54 | daily | UA2117 | United Express | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:42 | 00:59 | mon, tue, thu, fri, sat, sun | UA1482 | United Express | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:42 | 00:57 | sat | UA1482 | United Express | 4h 15m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:40 | 05:00 | daily | UA1184 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:40 | 04:00 | sun | UA2097 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:49 | 05:07 | thu | AA2761 | American Airlines | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:55 | 05:18 | daily | UA2097 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:00 | 05:05 | mon, thu, fri, sun | AA2113 | American Airlines | 4h 5m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:00 | 05:13 | daily | UA2097 | United Express | 4h 13m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:10 | 05:33 | sat | UA2097 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:15 | 05:20 | mon, tue, wed, thu, fri, sat | AA1353 | American Airlines | 4h 5m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:42 | sat | AA2113 | American Airlines | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:31 | daily | AA2113 | American Airlines | 4h 6m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:33 | 05:55 | daily | UA2046 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:33 | 05:56 | fri | UA2046 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:44 | 06:02 | daily | UA2097 | United Express | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |