Using the online timetable is an easy way to look at all the direct flights Chicago — San Diego
151 flights in a week
Departure and arrival times are local (Chicago and San Diego)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:05 | 08:30 | mon, tue, fri, sun | WN203 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 07:10 | 09:44 | daily | UA1969 | United Express | 4h 34m | O'Hare International Airport — San Diego International Airport | Select dates |
| 07:10 | 09:40 | wed, thu | UA1571 | United Express | 4h 30m | O'Hare International Airport — San Diego International Airport | Select dates |
| 08:10 | 10:40 | sat | WN203 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 08:15 | 10:48 | tue, wed | AA1861 | American Airlines | 4h 33m | O'Hare International Airport — San Diego International Airport | Select dates |
| 08:15 | 10:50 | mon, tue, wed, thu, fri | WN1656 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 08:20 | 11:20 | wed | AS1205 | Alaska Airlines | 5h 0m | O'Hare International Airport — San Diego International Airport | Select dates |
| 08:20 | 10:50 | wed, thu | WN2714 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 08:39 | 11:27 | mon, tue, fri, sat, sun | AS1470 | Alaska Airlines | 4h 48m | O'Hare International Airport — San Diego International Airport | Select dates |
| 08:56 | 11:30 | thu | UA660 | United Express | 4h 34m | O'Hare International Airport — San Diego International Airport | Select dates |
| 09:00 | 11:43 | daily | AS1470 | Alaska Airlines | 4h 43m | O'Hare International Airport — San Diego International Airport | Select dates |
| 09:05 | 11:48 | wed | UA660 | United Express | 4h 43m | O'Hare International Airport — San Diego International Airport | Select dates |
| 09:50 | 12:23 | mon, fri | AA2131 | American Airlines | 4h 33m | O'Hare International Airport — San Diego International Airport | Select dates |
| 10:00 | 13:00 | sat | AS1205 | Alaska Airlines | 5h 0m | O'Hare International Airport — San Diego International Airport | Select dates |
| 10:29 | 13:08 | mon, tue, wed, thu, sun | AA2131 | American Airlines | 4h 39m | O'Hare International Airport — San Diego International Airport | Select dates |
| 10:35 | 13:11 | sat | AA2131 | American Airlines | 4h 36m | O'Hare International Airport — San Diego International Airport | Select dates |
| 11:33 | 14:12 | fri | AA2131 | American Airlines | 4h 39m | O'Hare International Airport — San Diego International Airport | Select dates |
| 11:35 | 13:55 | fri, sun | WN644 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 11:43 | 14:13 | mon, tue, thu, fri, sat, sun | AA2065 | American Airlines | 4h 30m | O'Hare International Airport — San Diego International Airport | Select dates |
| 11:45 | 14:16 | mon, thu, sat | AA1861 | American Airlines | 4h 31m | O'Hare International Airport — San Diego International Airport | Select dates |
| 11:45 | 14:13 | mon, tue, wed, fri, sat, sun | AA2065 | American Airlines | 4h 28m | O'Hare International Airport — San Diego International Airport | Select dates |
| 13:00 | 15:33 | daily | UA2683 | United Express | 4h 33m | O'Hare International Airport — San Diego International Airport | Select dates |
| 13:00 | 15:36 | tue, wed, sat | UA2683 | United Express | 4h 36m | O'Hare International Airport — San Diego International Airport | Select dates |
| 13:55 | 16:15 | mon, tue, thu | WN1021 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 14:54 | 17:19 | daily | AS1447 | Alaska Airlines | 4h 25m | O'Hare International Airport — San Diego International Airport | Select dates |
| 14:54 | 17:19 | sat | AS1447 | AlphaSky | 4h 25m | O'Hare International Airport — San Diego International Airport | Select dates |
| 15:00 | 17:25 | mon, fri | WN1021 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 15:05 | 17:33 | mon, tue, thu | AS1447 | Alaska Airlines | 4h 28m | O'Hare International Airport — San Diego International Airport | Select dates |
| 15:05 | 17:33 | thu | AS1447 | AlphaSky | 4h 28m | O'Hare International Airport — San Diego International Airport | Select dates |
| 15:37 | 18:19 | mon, fri | AS1447 | AlphaSky | 4h 42m | O'Hare International Airport — San Diego International Airport | Select dates |
| 15:37 | 18:19 | wed | AS1447 | Alaska Airlines | 4h 42m | O'Hare International Airport — San Diego International Airport | Select dates |
| 15:51 | 18:15 | mon, fri | AS1447 | Alaska Airlines | 4h 24m | O'Hare International Airport — San Diego International Airport | Select dates |
| 16:05 | 18:41 | wed | UA2417 | United Express | 4h 36m | O'Hare International Airport — San Diego International Airport | Select dates |
| 16:45 | 19:05 | mon, fri | WN1482 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 17:00 | 19:23 | wed | AA1543 | American Airlines | 4h 23m | O'Hare International Airport — San Diego International Airport | Select dates |
| 17:06 | 19:29 | thu, sat | AA1543 | American Airlines | 4h 23m | O'Hare International Airport — San Diego International Airport | Select dates |
| 17:32 | 19:59 | mon, fri | AA1543 | American Airlines | 4h 27m | O'Hare International Airport — San Diego International Airport | Select dates |
| 18:10 | 20:48 | daily | AA1543 | American Airlines | 4h 38m | O'Hare International Airport — San Diego International Airport | Select dates |
| 18:10 | 20:45 | mon, tue, thu, sat | AA1543 | American Airlines | 4h 35m | O'Hare International Airport — San Diego International Airport | Select dates |
| 18:27 | 21:06 | wed | AA1543 | American Airlines | 4h 39m | O'Hare International Airport — San Diego International Airport | Select dates |
| 19:14 | 21:51 | sat | AA1543 | American Airlines | 4h 37m | O'Hare International Airport — San Diego International Airport | Select dates |
| 19:40 | 22:10 | sat | WN1656 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 19:45 | 22:14 | daily | UA734 | United Express | 4h 29m | O'Hare International Airport — San Diego International Airport | Select dates |
| 19:50 | 22:20 | tue, wed | WN2755 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 19:50 | 22:26 | tue, wed | AA1543 | American Airlines | 4h 36m | O'Hare International Airport — San Diego International Airport | Select dates |
| 19:55 | 22:30 | mon, tue, wed, sat, sun | UA1495 | United Express | 4h 35m | O'Hare International Airport — San Diego International Airport | Select dates |
| 20:15 | 22:35 | sat | WN4670 | Southwest Airlines | 4h 20m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 20:15 | 22:51 | daily | UA1182 | United Express | 4h 36m | O'Hare International Airport — San Diego International Airport | Select dates |
| 20:35 | 23:00 | wed, thu | WN1859 | Southwest Airlines | 4h 25m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 20:35 | 23:05 | sun | WN1656 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — San Diego International Airport | Select dates |
| 20:58 | 23:44 | mon, tue, fri, sat, sun | AS1466 | Alaska Airlines | 4h 46m | O'Hare International Airport — San Diego International Airport | Select dates |