Using the online timetable is an easy way to look at all the direct flights San Antonio — Chicago
79 flights in a week
Departure and arrival times are local (San Antonio and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:10 | 07:45 | mon, tue, fri, sun | WN2827 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 05:50 | 08:25 | sun | WN2634 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 08:56 | sat | AA1710 | American Airlines | 2h 56m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 06:03 | 08:55 | sat | AA1710 | American Airlines | 2h 52m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 06:04 | 08:56 | mon, tue, wed, thu, fri, sun | AA1710 | American Airlines | 2h 52m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 06:05 | 08:40 | sat | WN2827 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 06:08 | 09:00 | thu | AA1710 | American Airlines | 2h 52m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 06:10 | 08:45 | fri, sun | WN2634 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 06:17 | 09:10 | tue | AA1710 | American Airlines | 2h 53m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 06:30 | 09:05 | tue, wed | WN3169 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 06:40 | 09:15 | mon, tue, wed, thu | WN3591 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 06:40 | 09:31 | daily | UA1332 | United Airlines | 2h 51m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 07:00 | 09:46 | tue, wed | UA1332 | United Airlines | 2h 46m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 09:00 | 12:01 | wed | AA4437 | American Airlines | 3h 1m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 10:00 | 12:51 | thu | UA1297 | United Airlines | 2h 51m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 13:32 | 16:26 | fri | AA2278 | American Airlines | 2h 54m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 13:32 | 16:27 | daily | AA2278 | American Airlines | 2h 55m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 13:34 | 16:31 | thu, sat | AA4704 | American Airlines | 2h 57m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 13:50 | 16:25 | sat | WN3169 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 14:05 | 16:40 | sat | WN3591 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 14:08 | 17:00 | sat | UA2243 | United Airlines | 2h 52m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 14:12 | 16:58 | mon, tue, wed, sun | UA2443 | United Airlines | 2h 46m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 14:30 | 17:05 | tue, wed, thu, fri | WN2634 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 14:45 | 17:20 | mon | WN2634 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 15:45 | 18:20 | thu, fri, sun | WN3591 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 16:40 | 19:20 | sun | WN974 | Southwest Airlines | 2h 40m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 17:15 | 19:50 | sat | WN3384 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 18:20 | 21:11 | mon, fri, sat, sun | AA857 | American Airlines | 2h 51m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 18:20 | 21:17 | mon, thu, fri, sun | AA857 | American Airlines | 2h 57m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 18:30 | 21:05 | sun | WN3169 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 18:31 | 21:24 | sat | AA857 | American Airlines | 2h 53m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 20:08 | 23:00 | fri | AA689 | American Airlines | 2h 52m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 21:32 | 23:54 | wed, thu | 5X783 | UPS | 2h 22m | San Antonio International Airport — Chicago Rockford International Airport | Select dates |
| 21:32 | 23:58 | tue | 5X783 | UPS | 2h 26m | San Antonio International Airport — Chicago Rockford International Airport | Select dates |
| 21:32 | 23:55 | mon, tue, thu | 5X783 | UPS | 2h 23m | San Antonio International Airport — Chicago Rockford International Airport | Select dates |