Using the online timetable is an easy way to look at all the direct flights San Francisco — Chicago
261 flights in a week
Departure and arrival times are local (San Francisco and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 00:08 | 06:30 | daily | UA2046 | United Airlines | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 00:10 | 06:30 | daily | UA494 | United Airlines | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 00:15 | 06:33 | daily | AA2761 | American Eagle | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 05:00 | 11:23 | mon, tue, thu, fri, sun | AA2614 | American Eagle | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 05:02 | 11:23 | sun | AA2614 | American Eagle | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 05:04 | 11:26 | mon, thu, fri, sun | UA1448 | United Airlines | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 05:05 | 11:32 | mon, tue, thu, fri, sat | UA1448 | United Airlines | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:00 | 12:26 | mon | AA2614 | American Eagle | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:04 | 12:30 | fri | UA587 | United Airlines | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:10 | 12:20 | mon, thu, fri, sat | WN928 | Southwest Airlines | 4h 10m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:10 | 12:40 | mon, thu, sat, sun | UA587 | United Airlines | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:45 | 12:55 | sat | WN2502 | Southwest Airlines | 4h 10m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:45 | 13:03 | daily | UA587 | United Airlines | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 07:00 | 13:05 | tue, wed | WN928 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 14:22 | mon, wed, sun | AA2738 | American Eagle | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:26 | 14:55 | daily | UA793 | United Airlines | 4h 29m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:30 | 14:49 | wed, fri, sun | UA793 | United Airlines | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:10 | 16:15 | tue, wed | WN662 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 10:20 | 16:30 | sun | WN4099 | Southwest Airlines | 4h 10m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 10:20 | 16:25 | mon, thu, fri | WN2502 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 10:40 | 17:08 | daily | UA1612 | United Airlines | 4h 28m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:46 | 16:58 | mon, tue, fri, sun | AS598 | Alaska Airlines | 4h 12m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:48 | 17:00 | sat | AS598 | Alaska Airlines | 4h 12m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 11:10 | 17:36 | daily | AA1188 | American Eagle | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 11:48 | 18:20 | tue, wed | AS598 | Alaska Airlines | 4h 32m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 11:52 | 18:16 | daily | AS598 | Alaska Airlines | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:00 | 18:05 | sat | UA3042 | United Airlines | 4h 5m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:33 | 18:59 | tue, thu, fri, sun | AS598 | Alaska Airlines | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:43 | 19:10 | sat | AS590 | Alaska Airlines | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:06 | 19:26 | sun | AA2418 | American Eagle | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:07 | 19:27 | mon, tue, thu, fri, sat | AA2418 | American Eagle | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:20 | 19:41 | mon, tue, wed, thu, fri, sun | AA2418 | American Eagle | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:20 | 19:39 | mon, tue, thu, fri, sat, sun | UA354 | United Airlines | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:25 | 19:35 | sun | WN2502 | Southwest Airlines | 4h 10m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 13:27 | 19:36 | sat | AA2418 | American Eagle | 4h 9m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:33 | 19:45 | wed, thu | AA2418 | American Eagle | 4h 12m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:40 | 19:53 | fri | AA2418 | American Eagle | 4h 13m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:45 | 20:01 | thu | UA1470 | United Airlines | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:50 | 20:07 | mon, tue, wed, thu, fri, sun | UA2466 | United Airlines | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:50 | 20:19 | sat | UA2466 | United Airlines | 4h 29m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:15 | 20:20 | thu | UA3872 | United Airlines | 4h 5m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:45 | 21:04 | tue, thu, fri, sun | AA1837 | American Eagle | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:45 | 21:08 | thu, sat | UA1225 | United Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:46 | 21:05 | sat | AA1837 | American Eagle | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:50 | 21:16 | daily | UA335 | United Airlines | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:50 | 21:23 | wed, thu, sat, sun | AA1837 | American Eagle | 4h 33m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 15:00 | 21:11 | sun | UA3041 | United Airlines | 4h 11m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:50 | 23:13 | thu, sat | UA1482 | United Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 17:05 | 23:27 | daily | UA1482 | United Airlines | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:40 | 00:59 | fri, sun | UA2117 | United Airlines | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:42 | 01:00 | mon, thu, fri, sat, sun | UA2117 | United Airlines | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:42 | 00:57 | fri | UA2117 | United Airlines | 4h 15m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:55 | 01:16 | mon, tue, thu, fri, sat | UA2117 | United Airlines | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:35 | 04:53 | mon, tue, wed, fri, sat, sun | UA2097 | United Airlines | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:35 | 05:53 | sun | UA2097 | United Airlines | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:36 | 04:54 | mon, tue, wed, thu | UA2097 | United Airlines | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:36 | 04:51 | mon, fri, sat | UA2097 | United Airlines | 4h 15m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:45 | 05:04 | fri | UA2097 | United Airlines | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:46 | 05:08 | daily | UA2097 | United Airlines | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:46 | 05:12 | tue, fri | UA2097 | United Airlines | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:50 | 05:11 | tue, wed, thu, fri, sat, sun | UA2097 | United Airlines | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:15 | 05:29 | fri, sun | UA1048 | United Airlines | 4h 14m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:20 | 05:44 | daily | UA1722 | United Airlines | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:20 | 05:45 | daily | UA2241 | United Airlines | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:27 | 05:46 | daily | AA2477 | American Eagle | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:35 | 05:54 | daily | UA2097 | United Airlines | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:35 | 05:42 | mon, tue, fri, sat | AA2761 | American Eagle | 4h 7m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:49 | 06:13 | thu, sun | AA2761 | American Eagle | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:49 | 06:07 | mon, tue, wed, fri, sat | AA2761 | American Eagle | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:18 | mon, tue, wed, thu, fri, sat | UA2097 | United Airlines | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:30 | sun | UA2097 | United Airlines | 4h 31m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:19 | fri | UA2046 | United Airlines | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |