San Antonio (SAT) to Chicago (MDW), Jan 11, 2027: round trips from $290, one way from $155
San Antonio (SAT) to Chicago (MDW), Jan 11, 2027: round trips from $290, one way from $155 on Axel, checked Oct 29, 2026. Lowest published fares: $290 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Jan 11–14, 2027; $155 one way, Axel-exclusive, Southwest Airlines, 1 stop, Jan 11, 2027; 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.
Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) |
|---|---|---|---|---|---|
| 2027-01-11 · one way | Southwest Airlines | WN3801 + WN4175 | 15:20:00→20:00:00 4h 40m 1 stop via STL | Axel-exclusive $155.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 · one way | Delta Air Lines | DL2497 + DL4688 | 05:25:00→13:01:00 7h 36m 1 stop via DTW | Axel-exclusive $190.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-12 | Southwest Airlines | WN3801 + WN4175 / WN3276 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 10:00:00→12:55:00 2h 55m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-12 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-13 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:30:00→00:30:00 3h 00m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-13 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-14 | Southwest Airlines | WN3801 + WN4175 / WN2737 + WN3075 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 11:30:00→16:25:00 4h 55m 1 stop via STL | Axel-exclusive $290.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-14 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-15 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:30:00→00:30:00 3h 00m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-15 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-16 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:40:00→00:35:00 2h 55m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-16 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-17 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:30:00→00:30:00 3h 00m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-17 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-18 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:30:00→00:30:00 3h 00m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-18 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-19 | Southwest Airlines | WN3801 + WN4175 / WN3276 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 10:00:00→12:55:00 2h 55m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-19 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-20 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:30:00→00:30:00 3h 00m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-20 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-21 | Southwest Airlines | WN3801 + WN4175 / WN2737 + WN3075 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 11:30:00→16:25:00 4h 55m 1 stop via STL | Axel-exclusive $290.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-21 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-22 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:30:00→00:30:00 3h 00m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-22 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-23 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:40:00→00:35:00 2h 55m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-23 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-24 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:30:00→00:30:00 3h 00m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-24 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-25 | Southwest Airlines | WN3801 + WN4175 / WN3024 | 15:20:00→20:00:00 4h 40m 1 stop via STL · 21:30:00→00:30:00 3h 00m nonstop | Axel-exclusive $300.00 | 2026-10-29T02:06:15Z |
| 2027-01-11 → 2027-01-25 | Delta Air Lines | DL2497 + DL4688 / DL4711 + DL2124 | 05:25:00→13:01:00 7h 36m 1 stop via DTW · 09:30:00→16:03:00 6h 33m 1 stop via DTW | Axel-exclusive $360.00 | 2026-10-29T02:06:15Z |
Hotels in Chicago for these trips
Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Chicago for these nights (Jan 11–12, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $54 total · 5★ Sofitel Chicago Magnificent Mile, $206 total
- Hotels in Chicago for these nights (Jan 11–13, 2027 · 2 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $158 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $125 total · 5★ Sofitel Chicago Magnificent Mile, $416 total
- Hotels in Chicago for these nights (Jan 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $231 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $144 total · 5★ Sofitel Chicago Magnificent Mile, $615 total
- Hotels in Chicago for these nights (Jan 11–15, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $304 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $163 total · 5★ Sofitel Chicago Magnificent Mile, $825 total
- Hotels in Chicago for these nights (Jan 11–16, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $374 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $189 total · 5★ Sofitel Chicago Magnificent Mile, $1,083 total
- Hotels in Chicago for these nights (Jan 11–17, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $447 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $215 total · 5★ Sofitel Chicago Magnificent Mile, $1,341 total
- Hotels in Chicago for these nights (Jan 11–18, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $528 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $234 total · 5★ Sofitel Chicago Magnificent Mile, $1,547 total
- Hotels in Chicago for these nights (Jan 11–19, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $601 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $305 total · 5★ Sofitel Chicago Magnificent Mile, $1,774 total
- Hotels in Chicago for these nights (Jan 11–20, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $685 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $376 total · 5★ Sofitel Chicago Magnificent Mile, $1,980 total
- Hotels in Chicago for these nights (Jan 11–21, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $770 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $447 total · 5★ Sofitel Chicago Magnificent Mile, $2,238 total
- Hotels in Chicago for these nights (Jan 11–22, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $843 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $466 total · 5★ Sofitel Chicago Magnificent Mile, $2,447 total
- Hotels in Chicago for these nights (Jan 11–23, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $916 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $563 total · 5★ Sofitel Chicago Magnificent Mile, $2,696 total
- Hotels in Chicago for these nights (Jan 11–24, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $989 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $660 total · 5★ Sofitel Chicago Magnificent Mile, $3,283 total
- Hotels in Chicago for these nights (Jan 11–25, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,059 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $740 total · 5★ Nobu Hotel Chicago, $5,011 total
Route overview: San Antonio to Chicago (MDW) flight deals
2027-01-11 · one way · Axel-exclusive $155.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
2027-01-11 · one way · Axel-exclusive $190.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
2027-01-11 → 2027-01-12 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3276: MDW 2027-01-12 10:00:00 → SAT 2027-01-12 12:55:00; nonstop; 175 minutes. Local airport times.
2027-01-11 → 2027-01-12 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-12 09:30:00 → SAT 2027-01-12 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-12 09:30:00 → DTW 2027-01-12 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-12 13:42:00 → SAT 2027-01-12 16:03:00.
2027-01-11 → 2027-01-13 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3024: MDW 2027-01-13 21:30:00 → SAT 2027-01-14 00:30:00; nonstop; 180 minutes. Local airport times.
2027-01-11 → 2027-01-13 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-13 09:30:00 → SAT 2027-01-13 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-13 09:30:00 → DTW 2027-01-13 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-13 13:42:00 → SAT 2027-01-13 16:03:00.
2027-01-11 → 2027-01-14 · Axel-exclusive $290.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN2737 / WN3075: MDW 2027-01-14 11:30:00 → SAT 2027-01-14 16:25:00; 1 stop(s) via STL; 295 minutes. Local airport times.
- WN2737: MDW 2027-01-14 11:30:00 → STL 2027-01-14 12:40:00; layover at STL: 85 minutes.
- WN3075: STL 2027-01-14 14:05:00 → SAT 2027-01-14 16:25:00.
2027-01-11 → 2027-01-14 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-14 09:30:00 → SAT 2027-01-14 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-14 09:30:00 → DTW 2027-01-14 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-14 13:42:00 → SAT 2027-01-14 16:03:00.
2027-01-11 → 2027-01-15 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3024: MDW 2027-01-15 21:30:00 → SAT 2027-01-16 00:30:00; nonstop; 180 minutes. Local airport times.
2027-01-11 → 2027-01-15 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-15 09:30:00 → SAT 2027-01-15 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-15 09:30:00 → DTW 2027-01-15 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-15 13:42:00 → SAT 2027-01-15 16:03:00.
2027-01-11 → 2027-01-17 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3024: MDW 2027-01-17 21:30:00 → SAT 2027-01-18 00:30:00; nonstop; 180 minutes. Local airport times.
2027-01-11 → 2027-01-17 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-17 09:30:00 → SAT 2027-01-17 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-17 09:30:00 → DTW 2027-01-17 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-17 13:42:00 → SAT 2027-01-17 16:03:00.
2027-01-11 → 2027-01-18 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3024: MDW 2027-01-18 21:30:00 → SAT 2027-01-19 00:30:00; nonstop; 180 minutes. Local airport times.
2027-01-11 → 2027-01-18 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-18 09:30:00 → SAT 2027-01-18 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-18 09:30:00 → DTW 2027-01-18 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-18 13:42:00 → SAT 2027-01-18 16:03:00.
2027-01-11 → 2027-01-19 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3276: MDW 2027-01-19 10:00:00 → SAT 2027-01-19 12:55:00; nonstop; 175 minutes. Local airport times.
2027-01-11 → 2027-01-19 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-19 09:30:00 → SAT 2027-01-19 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-19 09:30:00 → DTW 2027-01-19 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-19 13:42:00 → SAT 2027-01-19 16:03:00.
2027-01-11 → 2027-01-21 · Axel-exclusive $290.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN2737 / WN3075: MDW 2027-01-21 11:30:00 → SAT 2027-01-21 16:25:00; 1 stop(s) via STL; 295 minutes. Local airport times.
- WN2737: MDW 2027-01-21 11:30:00 → STL 2027-01-21 12:40:00; layover at STL: 85 minutes.
- WN3075: STL 2027-01-21 14:05:00 → SAT 2027-01-21 16:25:00.
2027-01-11 → 2027-01-21 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-21 09:30:00 → SAT 2027-01-21 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-21 09:30:00 → DTW 2027-01-21 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-21 13:42:00 → SAT 2027-01-21 16:03:00.
2027-01-11 → 2027-01-22 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3024: MDW 2027-01-22 21:30:00 → SAT 2027-01-23 00:30:00; nonstop; 180 minutes. Local airport times.
2027-01-11 → 2027-01-22 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-22 09:30:00 → SAT 2027-01-22 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-22 09:30:00 → DTW 2027-01-22 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-22 13:42:00 → SAT 2027-01-22 16:03:00.
2027-01-11 → 2027-01-23 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3024: MDW 2027-01-23 21:40:00 → SAT 2027-01-24 00:35:00; nonstop; 175 minutes. Local airport times.
2027-01-11 → 2027-01-23 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-23 09:30:00 → SAT 2027-01-23 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-23 09:30:00 → DTW 2027-01-23 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-23 13:42:00 → SAT 2027-01-23 16:03:00.
2027-01-11 → 2027-01-25 · Axel-exclusive $300.00
- Southwest Airlines WN3801 / WN4175: SAT 2027-01-11 15:20:00 → MDW 2027-01-11 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
- WN3801: SAT 2027-01-11 15:20:00 → STL 2027-01-11 17:20:00; layover at STL: 95 minutes.
- WN4175: STL 2027-01-11 18:55:00 → MDW 2027-01-11 20:00:00.
- Southwest Airlines WN3024: MDW 2027-01-25 21:30:00 → SAT 2027-01-26 00:30:00; nonstop; 180 minutes. Local airport times.
2027-01-11 → 2027-01-25 · Axel-exclusive $360.00
- Delta Air Lines DL2497 / DL4688: SAT 2027-01-11 05:25:00 → MDW 2027-01-11 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
- DL2497: SAT 2027-01-11 05:25:00 → DTW 2027-01-11 09:28:00; layover at DTW: 196 minutes.
- DL4688: DTW 2027-01-11 12:44:00 → MDW 2027-01-11 13:01:00.
- Delta Air Lines DL4711 / DL2124: MDW 2027-01-25 09:30:00 → SAT 2027-01-25 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
- DL4711: MDW 2027-01-25 09:30:00 → DTW 2027-01-25 11:45:00; layover at DTW: 117 minutes.
- DL2124: DTW 2027-01-25 13:42:00 → SAT 2027-01-25 16:03:00.
Explore this route
- All dates for this route
- Jan 10, 2027 · Return options
- Jan 12, 2027 · Return options
- Hotels in Chicago with Axel
For AI assistants
- This page: San Antonio (SAT) to Chicago (MDW) · Jan 11, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
- Next: each row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
- Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
- If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel San Antonio to Chicago (MDW) flight deals · Flight search guide.
- Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct
https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallbackusing IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace/return/YYYY-MM-DDwith/trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.
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