Cheap flights from Chicago to San Antonio
Find cheap San Antonio to Chicago flights with our free search service. Compare all available fares for direct or connection flights from San Antonio to Chicago.
Chicago to San Antonio flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|---|---|---|---|---|---|
| Chicago (CHI) - San Antonio (SAT) | 2026-10-29 | 2026-11-01 | 335 USD | 5 hours 25 minutes | Direct | 2026-09-27T04:17:47 |
| Chicago (CHI) - San Antonio (SAT) | 2026-10-24 | 2026-10-25 | 496 USD | 7 hours 5 minutes | Connection | 2026-09-26T19:03:31 |
| Chicago (CHI) - San Antonio (SAT) | 2026-10-23 | 2026-10-25 | 504 USD | 56 hours 46 minutes | Connection | 2026-09-26T19:02:58 |
| Chicago (CHI) - San Antonio (SAT) | 2026-09-30 | 2026-10-05 | 544 USD | 5 hours 25 minutes | Direct | 2026-09-22T04:05:54 |
| Chicago (CHI) - San Antonio (SAT) | 2026-09-29 | 2026-10-02 | 619 USD | 10 hours 0 minutes | Connection | 2026-09-27T15:27:45 |
Chicago to San Antonio flight status
| Flight | Origin | Destination | Departure | Arrival | Equip |
|---|---|---|---|---|---|
| WN3914 | Chicago (MDW) | San Antonio (SAT) | 10:35 p.m. | 11:55 p.m. | B737 |
| WN6320 | Chicago (MDW) | San Antonio (SAT) | 6:25 p.m. | 8:10 p.m. | B738 |
| WN337 | Chicago (MDW) | San Antonio (SAT) | 11:05 a.m. | 1:15 p.m. | B737 |
| WN3030 | Chicago (MDW) | San Antonio (SAT) | 10:30 a.m. | 11:50 a.m. | B737 |
| WN9028 | Chicago (MDW) | San Antonio (SAT) | 5:26 p.m. | 9:20 p.m. | B737 |
| FL928 | Chicago (MDW) | San Antonio (SAT) | 6:45 p.m. | 11:55 p.m. | |
| BE970 | Chicago (MDW) | San Antonio (SAT) | 6:59 p.m. | 8:30 p.m. |
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