Cheap flights from San Antonio to Chicago
Find cheap Chicago to San Antonio flights with our free search service. Compare all available fares for direct or connection flights from Chicago to San Antonio.
San Antonio to Chicago flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|---|---|---|---|---|---|
| San Antonio (SAT) - Chicago (CHI) | 2026-11-12 | 2026-11-15 | 229 USD | 5 hours 30 minutes | Direct | 2026-09-21T10:37:25 |
| San Antonio (SAT) - Chicago (CHI) | 2026-09-27 | 2026-09-27 | 344 USD | 5 hours 20 minutes | Direct | 2026-09-17T21:55:28 |
| San Antonio (SAT) - Chicago (CHI) | 2026-10-12 | 2026-10-15 | 368 USD | 8 hours 5 minutes | Connection | 2026-09-22T05:51:41 |
| San Antonio (SAT) - Chicago (CHI) | 2026-10-15 | 2026-10-18 | 486 USD | 5 hours 30 minutes | Direct | 2026-09-22T05:51:31 |
| San Antonio (SAT) - Chicago (CHI) | 2026-10-02 | 2026-10-09 | 515 USD | 5 hours 30 minutes | Direct | 2026-09-18T21:16:51 |
San Antonio to Chicago flight status
| Flight | Origin | Destination | Departure | Arrival | Equip |
|---|---|---|---|---|---|
| WN3865 | San Antonio (SAT) | Chicago (MDW) | 7:35 p.m. | 9:05 p.m. | B738 |
| WN4056 | San Antonio (SAT) | Chicago (MDW) | 8:35 p.m. | 9:25 p.m. | B737 |
| WN27 | San Antonio (SAT) | Chicago (MDW) | 1:10 p.m. | 2:25 p.m. | B738 |
| AF1372 | San Antonio (SAT) | Chicago (MDW) | 6:55 a.m. | 9:30 a.m. | E70 |
| JT1387 | San Antonio (SAT) | Chicago (MDW) | 3:05 p.m. | 5:30 p.m. | AT7 |
| IE573 | San Antonio (SAT) | Chicago (MDW) | 7:05 a.m. | 8:40 a.m. | BNI |
| FL861 | San Antonio (SAT) | Chicago (MDW) | 5:15 p.m. | 6:20 p.m. |
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