Using the online timetable is an easy way to look at all the direct flights San Francisco — Chicago
278 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 Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 00:47 | 06:56 | wed | AA1009 | American Eagle | 4h 9m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 05:00 | 11:27 | mon, tue, thu, sat | UA1448 | United Express | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 05:05 | 11:32 | mon, tue, thu, fri, sat | UA1448 | United Express | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 05:15 | 11:46 | mon, tue, wed, thu, fri, sat | UA1448 | United Express | 4h 31m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:00 | 12:18 | daily | AA2614 | American Eagle | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:00 | 12:05 | mon, sun | WN3834 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:05 | 12:10 | mon, thu, fri | WN3831 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:10 | 12:31 | sat | AA2614 | American Eagle | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:30 | 13:01 | mon, tue, wed, thu, fri, sun | UA587 | United Express | 4h 31m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:30 | 13:02 | sat | UA587 | United Express | 4h 32m | 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 |
| 07:05 | 13:10 | fri | WN2301 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 07:15 | 13:20 | fri | WN2301 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 07:40 | 13:45 | sat | WN3831 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 14:15 | sat, sun | AA3250 | American Eagle | 4h 15m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:00 | 14:21 | daily | AA3250 | American Eagle | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:10 | 14:10 | sun | WN3831 | Southwest Airlines | 4h 0m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 08:25 | 14:55 | daily | UA1508 | United Express | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 09:10 | 15:15 | tue, wed | WN3831 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 09:23 | 15:06 | mon | UA8108 | United Express | 3h 42m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:09 | 16:31 | sat | AA3130 | American Eagle | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:14 | 16:31 | mon, sun | AA3130 | American Eagle | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:16 | 16:33 | tue, wed, fri, sun | AA3130 | American Eagle | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:16 | 16:37 | tue, wed, thu | AA3130 | American Eagle | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:16 | 16:43 | daily | AA1308 | American Eagle | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:20 | 16:25 | mon, thu, fri, sat | WN2301 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 10:35 | 17:02 | mon, thu, fri | UA714 | United Express | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:35 | 17:08 | daily | UA2363 | United Express | 4h 33m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:37 | 17:04 | sat, sun | UA714 | United Express | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:37 | 17:10 | mon, fri | UA2147 | United Express | 4h 33m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:37 | 17:08 | tue | UA2147 | United Express | 4h 31m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:40 | 16:45 | sat | WN698 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 11:55 | 18:18 | tue, thu, sat | AS598 | Alaska Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:00 | 18:16 | sun | UA3914 | United Express | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 12:00 | 18:33 | sun | UA3914 | United Express | 4h 33m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:11 | 19:34 | wed | AA2418 | American Eagle | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:15 | 19:20 | sun | WN2301 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 13:19 | 19:45 | tue, sat | AA2418 | American Eagle | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:20 | 19:41 | mon, sun | AA2418 | American Eagle | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:21 | 19:45 | mon, sat, sun | AA2418 | American Eagle | 4h 24m | 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 |
| 13:40 | 20:07 | tue, sat | UA1470 | United Express | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:50 | 20:17 | mon, tue | UA1470 | United Express | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:55 | 20:11 | mon, wed, thu, fri, sat, sun | UA1470 | United Express | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:55 | 20:23 | tue, wed, fri, sat | UA1470 | United Express | 4h 28m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:55 | 20:22 | mon, sat | UA1470 | United Express | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:10 | 20:40 | tue | AA2634 | American Eagle | 4h 30m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:15 | 20:20 | thu | UA3872 | United Express | 4h 5m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:21 | 20:04 | thu | UA8170 | United Express | 3h 43m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:22 | 20:40 | mon, wed, sat, sun | AA2742 | American Eagle | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:26 | 20:48 | daily | AA991 | American Eagle | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:37 | 21:00 | daily | AA2556 | American Eagle | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 15:00 | 21:24 | daily | UA1225 | United Express | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:50 | 23:10 | sun | UA1482 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:52 | 23:15 | tue | UA1482 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:55 | 23:12 | daily | UA1482 | United Express | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:55 | 23:13 | mon, sat | UA1482 | United Express | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 17:00 | 23:05 | tue | UA3028 | United Express | 4h 5m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 17:05 | 23:27 | daily | UA1482 | United Express | 4h 22m | 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 | mon, tue, thu, fri, sat, sun | UA2117 | United Express | 4h 19m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:35 | 00:29 | fri | UA8118 | United Express | 3h 54m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:35 | 05:00 | sun | UA3753 | United Express | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:35 | 04:52 | wed | UA2046 | United Express | 4h 17m | 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 |
| 22:55 | 05:08 | tue, fri | UA1288 | United Express | 4h 13m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:00 | 05:05 | mon, thu, fri, sun | AA2113 | American Eagle | 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 | 05:23 | daily | UA1288 | 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 |
| 23:25 | 05:39 | daily | UA494 | United Express | 4h 14m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:51 | tue | UA494 | United Express | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:42 | sat | AA2113 | American Eagle | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:31 | daily | AA2113 | American Eagle | 4h 6m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:34 | tue, wed, thu, fri, sat | AA2761 | American Eagle | 4h 9m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:33 | 05:58 | fri, sun | UA2046 | United Express | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:33 | 05:55 | mon, tue, wed, thu, fri, sun | UA2046 | United Express | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:33 | 05:56 | sat | UA2046 | United Express | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:48 | 06:08 | sun | UA2046 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:48 | 06:04 | thu | UA2046 | United Express | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:55 | 06:15 | daily | UA2046 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:19 | mon, tue, wed, thu, fri, sat | UA2046 | United Express | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:15 | wed, thu, fri, sun | UA2046 | United Express | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:24 | mon, tue, fri, sat | UA2046 | United Express | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |