Chicago (MDW) to San Antonio (SAT) · Jan 9, 2027 · return Jan 16, 2027
Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2027-01-09 → 2027-01-16 | Southwest Airlines | WN120 + WN2160 / WN1506 + WN1433 | Axel-exclusive $315.00 | 2026-10-29T01:29:13Z |
| 2027-01-09 → 2027-01-16 | Delta Air Lines | DL4711 + DL2124 / DL1676 + DL1728 | Axel-exclusive $365.00 | 2026-10-29T01:29:13Z |
| 2027-01-09 → 2027-01-16 | Southwest Airlines | WN3269 + WN987 / WN1506 + WN1433 | Axel-exclusive $315.00 | 2026-10-29T01:29:13Z |
| 2027-01-09 → 2027-01-16 | Southwest Airlines | WN2737 + WN3075 / WN1506 + WN1433 | Axel-exclusive $315.00 | 2026-10-29T01:29:13Z |
| 2027-01-09 → 2027-01-16 | Southwest Airlines | WN4395 + WN239 / WN1506 + WN1433 | Axel-exclusive $315.00 | 2026-10-29T01:29:13Z |
| 2027-01-09 → 2027-01-16 | Southwest Airlines | WN3024 / WN1506 + WN1433 | Axel-exclusive $322.50 | 2026-10-29T01:29:13Z |
Route overview: Chicago to San Antonio (SAT) flight deals
2027-01-09 → 2027-01-16 · Axel-exclusive $315.00
- Southwest Airlines WN120 / WN2160: MDW 2027-01-09 10:50:00 → SAT 2027-01-09 17:40:00; 1 stop(s) via DEN; 410 minutes. Local airport times.
- WN120: MDW 2027-01-09 10:50:00 → DEN 2027-01-09 12:30:00; layover at DEN: 125 minutes.
- WN2160: DEN 2027-01-09 14:35:00 → SAT 2027-01-09 17:40:00.
- Southwest Airlines WN1506 / WN1433: SAT 2027-01-16 14:35:00 → MDW 2027-01-16 21:00:00; 1 stop(s) via DAL; 385 minutes. Local airport times.
- WN1506: SAT 2027-01-16 14:35:00 → DAL 2027-01-16 15:40:00; layover at DAL: 190 minutes.
- WN1433: DAL 2027-01-16 18:50:00 → MDW 2027-01-16 21:00:00.
2027-01-09 → 2027-01-16 · Axel-exclusive $365.00
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-09 09:30:00 → SAT 2027-01-09 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-09 09:30:00 → DTW 2027-01-09 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-09 13:42:00 → SAT 2027-01-09 16:03:00.
- Delta Air Lines DL1676 / DL1728: SAT 2027-01-16 11:00:00 → MDW 2027-01-16 16:18:00; 1 stop(s) via ATL; 318 minutes. Local airport times.
- DL1676: SAT 2027-01-16 11:00:00 → ATL 2027-01-16 14:17:00; layover at ATL: 68 minutes.
- DL1728: ATL 2027-01-16 15:25:00 → MDW 2027-01-16 16:18:00.
2027-01-09 → 2027-01-16 · Axel-exclusive $315.00
- Southwest Airlines WN3269 / WN987: MDW 2027-01-09 08:10:00 → SAT 2027-01-09 14:10:00; 1 stop(s) via ATL; 360 minutes. Local airport times.
- WN3269: MDW 2027-01-09 08:10:00 → ATL 2027-01-09 11:05:00; layover at ATL: 85 minutes.
- WN987: ATL 2027-01-09 12:30:00 → SAT 2027-01-09 14:10:00.
- Southwest Airlines WN1506 / WN1433: SAT 2027-01-16 14:35:00 → MDW 2027-01-16 21:00:00; 1 stop(s) via DAL; 385 minutes. Local airport times.
- WN1506: SAT 2027-01-16 14:35:00 → DAL 2027-01-16 15:40:00; layover at DAL: 190 minutes.
- WN1433: DAL 2027-01-16 18:50:00 → MDW 2027-01-16 21:00:00.
2027-01-09 → 2027-01-16 · Axel-exclusive $315.00
- Southwest Airlines WN2737 / WN3075: MDW 2027-01-09 11:30:00 → SAT 2027-01-09 16:25:00; 1 stop(s) via STL; 295 minutes. Local airport times.
- WN2737: MDW 2027-01-09 11:30:00 → STL 2027-01-09 12:40:00; layover at STL: 85 minutes.
- WN3075: STL 2027-01-09 14:05:00 → SAT 2027-01-09 16:25:00.
- Southwest Airlines WN1506 / WN1433: SAT 2027-01-16 14:35:00 → MDW 2027-01-16 21:00:00; 1 stop(s) via DAL; 385 minutes. Local airport times.
- WN1506: SAT 2027-01-16 14:35:00 → DAL 2027-01-16 15:40:00; layover at DAL: 190 minutes.
- WN1433: DAL 2027-01-16 18:50:00 → MDW 2027-01-16 21:00:00.
2027-01-09 → 2027-01-16 · Axel-exclusive $315.00
- Southwest Airlines WN4395 / WN239: MDW 2027-01-09 10:15:00 → SAT 2027-01-09 15:45:00; 1 stop(s) via HOU; 330 minutes. Local airport times.
- WN4395: MDW 2027-01-09 10:15:00 → HOU 2027-01-09 12:50:00; layover at HOU: 115 minutes.
- WN239: HOU 2027-01-09 14:45:00 → SAT 2027-01-09 15:45:00.
- Southwest Airlines WN1506 / WN1433: SAT 2027-01-16 14:35:00 → MDW 2027-01-16 21:00:00; 1 stop(s) via DAL; 385 minutes. Local airport times.
- WN1506: SAT 2027-01-16 14:35:00 → DAL 2027-01-16 15:40:00; layover at DAL: 190 minutes.
- WN1433: DAL 2027-01-16 18:50:00 → MDW 2027-01-16 21:00:00.
2027-01-09 → 2027-01-16 · Axel-exclusive $322.50
- Southwest Airlines WN3024: MDW 2027-01-09 21:40:00 → SAT 2027-01-10 00:35:00; nonstop; 175 minutes. Local airport times.
- Southwest Airlines WN1506 / WN1433: SAT 2027-01-16 14:35:00 → MDW 2027-01-16 21:00:00; 1 stop(s) via DAL; 385 minutes. Local airport times.
- WN1506: SAT 2027-01-16 14:35:00 → DAL 2027-01-16 15:40:00; layover at DAL: 190 minutes.
- WN1433: DAL 2027-01-16 18:50:00 → MDW 2027-01-16 21:00:00.
Explore this route
- All dates for this route
- Jan 8, 2027 · Return options
- Jan 10, 2027 · Return options
- Hotels in San Antonio with Axel
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