Using the online timetable is an easy way to look at all the direct flights Chicago — San Diego
93 flights in a week
Departure and arrival times are local (Chicago and San Diego)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:45 | 08:10 | tue, wed | WN3994 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 06:05 | 08:35 | mon, thu, fri | WN3994 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 07:05 | 09:47 | mon, tue, fri, sat, sun | UA2428 | United Express | 4h 42m | O'Hare International Airport — San Diego International Airport | Select dates |
| 07:40 | 10:29 | mon, tue, sun | AS1470 | Alaska Airlines | 4h 49m | O'Hare International Airport — San Diego International Airport | Select dates |
| 08:20 | 11:02 | daily | AS1470 | Alaska Airlines | 4h 42m | O'Hare International Airport — San Diego International Airport | Select dates |
| 08:47 | 11:38 | daily | UA660 | United Express | 4h 51m | O'Hare International Airport — San Diego International Airport | Select dates |
| 10:00 | 12:30 | sat | WN2126 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 10:05 | 12:41 | mon, tue, wed, sat, sun | AA2131 | American Eagle | 4h 36m | O'Hare International Airport — San Diego International Airport | Select dates |
| 10:05 | 12:35 | mon, tue, wed, thu, fri | WN2126 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 10:10 | 12:40 | sun | WN2126 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 11:47 | 14:23 | mon, tue, wed, thu, fri, sun | AA2784 | American Eagle | 4h 36m | O'Hare International Airport — San Diego International Airport | Select dates |
| 13:01 | 15:41 | sat, sun | UA2683 | United Express | 4h 40m | O'Hare International Airport — San Diego International Airport | Select dates |
| 13:01 | 15:39 | mon, tue, wed, thu, fri | UA2683 | United Express | 4h 38m | O'Hare International Airport — San Diego International Airport | Select dates |
| 14:05 | 16:35 | sat | WN3994 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 15:07 | 17:52 | tue | AS1447 | Alaska Airlines | 4h 45m | O'Hare International Airport — San Diego International Airport | Select dates |
| 16:05 | 18:35 | mon, thu, fri | WN3996 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 16:10 | 18:55 | daily | AS1447 | Alaska Airlines | 4h 45m | O'Hare International Airport — San Diego International Airport | Select dates |
| 16:20 | 19:00 | daily | UA745 | United Express | 4h 40m | O'Hare International Airport — San Diego International Airport | Select dates |
| 17:10 | 19:40 | tue, wed | WN3996 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 17:50 | 19:59 | sat | UA745 | United Express | 4h 9m | O'Hare International Airport — San Diego International Airport | Select dates |
| 18:25 | 20:55 | sun | WN3996 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 19:10 | 21:44 | thu | AA1621 | American Eagle | 4h 34m | O'Hare International Airport — San Diego International Airport | Select dates |
| 19:55 | 22:40 | wed, thu, fri, sat, sun | UA249 | United Express | 4h 45m | O'Hare International Airport — San Diego International Airport | Select dates |
| 19:59 | 22:41 | thu, sun | AS1466 | Alaska Airlines | 4h 42m | O'Hare International Airport — San Diego International Airport | Select dates |
| 20:00 | 22:34 | sat | AA2816 | American Eagle | 4h 34m | O'Hare International Airport — San Diego International Airport | Select dates |
| 20:06 | 22:40 | mon, tue, wed, sat | AA884 | American Eagle | 4h 34m | O'Hare International Airport — San Diego International Airport | Select dates |
| 20:50 | 23:20 | sun | WN2972 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 20:55 | 23:25 | mon, thu, fri, sat | WN2815 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |