Using the online timetable is an easy way to look at all the direct flights San Francisco — Chicago
219 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 |
| 05:00 | 11:27 | mon, tue, thu, sat | UA1448 | United Airlines | 4h 27m | 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 |
| 05:15 | 11:46 | mon, tue | UA1448 | United Airlines | 4h 31m | San Francisco International Airport — O'Hare 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 | 12:20 | mon, thu, fri, sat | WN928 | Southwest Airlines | 4h 10m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 06:10 | 12:37 | sat, sun | UA587 | United Airlines | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 06:10 | 12:30 | daily | AA2614 | American Airlines | 4h 20m | 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 |
| 07:00 | 13:05 | tue, wed | WN928 | Southwest Airlines | 4h 5m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 13:32 | sun | UA2145 | United Airlines | 4h 32m | San Francisco International Airport — O'Hare 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 | 14:20 | tue, fri, sat | AA3250 | American Airlines | 4h 20m | 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 | 14:52 | daily | UA793 | United Airlines | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 08:32 | 14:55 | thu, sat | UA793 | United Airlines | 4h 23m | 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 |
| 10:09 | 16:31 | sat | AA3130 | American Airlines | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:14 | 16:31 | sun | AA3130 | American Airlines | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:16 | 16:33 | tue, wed, fri, sun | AA3130 | American Airlines | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:16 | 16:37 | tue, wed, thu | AA3130 | American Airlines | 4h 21m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:18 | 16:43 | tue, fri | AA1135 | American Airlines | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:18 | 16:37 | mon, wed, thu, sun | AA1135 | American Airlines | 4h 19m | San Francisco International Airport — O'Hare 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 |
| 10:35 | 17:02 | mon, thu, fri | UA714 | United Airlines | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:35 | 17:08 | daily | UA2363 | United Airlines | 4h 33m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:37 | 17:04 | sat, sun | UA714 | United Airlines | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 10:40 | 17:08 | daily | UA1612 | United Airlines | 4h 28m | San Francisco International Airport — O'Hare 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 |
| 13:11 | 19:34 | wed | AA2418 | American Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:20 | 19:41 | mon, sun | AA2418 | American Airlines | 4h 21m | 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 |
| 13:50 | 20:17 | mon | UA1470 | United Airlines | 4h 27m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:55 | 20:11 | mon, wed, thu, fri, sat, sun | UA1470 | United Airlines | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 13:55 | 20:23 | tue, wed, fri, sat | UA1470 | United Airlines | 4h 28m | 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 |
| 14:21 | 20:04 | thu | UA8170 | United Airlines | 3h 43m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:26 | 20:48 | daily | AA991 | American Airlines | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:37 | 21:00 | daily | AA2556 | American Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 14:55 | 21:18 | daily | UA1791 | United Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 15:00 | 21:24 | daily | UA1225 | United Airlines | 4h 24m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:50 | 23:13 | daily | UA1970 | United Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:50 | 23:10 | sun | UA1482 | United Airlines | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:52 | 23:15 | tue | UA1482 | United Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 16:55 | 23:12 | wed, thu | UA1482 | United Airlines | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 17:00 | 22:56 | thu | DL8888 | Delta Air Lines (100 Years Livery) | 3h 56m | San Francisco International Airport — Chicago Midway International Airport | Select dates |
| 17:05 | 23:27 | daily | UA1482 | United Airlines | 4h 22m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:28 | 00:46 | fri | UA2117 | United Airlines | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:28 | 00:45 | tue | UA2117 | United Airlines | 4h 17m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:43 | 00:59 | mon, tue, thu, sun | UA2429 | United Airlines | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 18:43 | 01:03 | wed | UA2117 | United Airlines | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:55 | 05:18 | daily | UA2097 | United Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 22:55 | 05:08 | tue | UA2097 | United Airlines | 4h 13m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:08 | 05:24 | daily | AA2113 | American Airlines | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:10 | 05:23 | wed, thu, fri | UA2097 | United Airlines | 4h 13m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:10 | 05:33 | sat | UA2097 | United Airlines | 4h 23m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:39 | daily | UA494 | United Airlines | 4h 14m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:25 | 05:51 | tue | UA494 | United Airlines | 4h 26m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:47 | 06:05 | daily | AA2113 | American Airlines | 4h 18m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:48 | 06:08 | sun | UA2046 | United Airlines | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:55 | 06:15 | daily | UA2046 | United Airlines | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:19 | mon, tue, wed, thu, fri, sat | UA2046 | United Airlines | 4h 20m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:15 | wed, thu | UA2046 | United Airlines | 4h 16m | San Francisco International Airport — O'Hare International Airport | Select dates |
| 23:59 | 06:24 | tue, fri, sat | UA2046 | United Airlines | 4h 25m | San Francisco International Airport — O'Hare International Airport | Select dates |