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 | |
|---|---|---|---|---|---|---|---|
| 05:55 | 08:30 | tue, wed | WN2267 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 06:05 | 09:00 | daily | AA632 | American Eagle | 2h 55m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 06:10 | 08:45 | mon, thu | WN1973 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 06:15 | 08:50 | sat | WN2267 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway 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 |
| 06:35 | 09:10 | sun | WN2267 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 06:45 | 09:45 | mon, tue, wed, thu, fri, sat | UA1332 | United Express | 3h 0m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 06:45 | 09:44 | sun | UA1332 | United Express | 2h 59m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 06:45 | 09:38 | sat | AA632 | American Eagle | 2h 53m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 07:05 | 09:52 | mon | UA1332 | United Express | 2h 47m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 07:05 | 09:51 | sun | UA1332 | United Express | 2h 46m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 12:55 | 15:53 | daily | UA1905 | United Express | 2h 58m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 12:57 | 15:53 | mon, tue, wed, thu, sat, sun | UA1905 | United Express | 2h 56m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 13:05 | 16:00 | thu, sun | UA1905 | United Express | 2h 55m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 13:32 | 16:26 | daily | AA2278 | American Eagle | 2h 54m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 13:32 | 16:27 | mon, tue, wed, thu, sat, sun | AA2278 | American Eagle | 2h 55m | 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 |
| 14:00 | 16:40 | sat | WN1192 | Southwest Airlines | 2h 40m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 14:20 | 17:00 | wed | WN1973 | Southwest Airlines | 2h 40m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 14:40 | 17:15 | wed | WN1525 | Southwest Airlines | 2h 35m | San Antonio International Airport — Chicago Midway International Airport | Select dates |
| 15:20 | 18:00 | mon, thu, fri | WN1057 | Southwest Airlines | 2h 40m | 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 |
| 17:09 | 20:00 | mon, tue, wed, thu, fri, sun | UA697 | United Express | 2h 51m | San Antonio International Airport — O'Hare International Airport | Select dates |
| 18:24 | 21:19 | daily | AA590 | American Eagle | 2h 55m | 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 |
| 21:40 | 23:56 | mon, tue, wed, thu | 5X783 | UPS | 2h 16m | San Antonio International Airport — Chicago Rockford International Airport | Select dates |