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Route overview: Chicago to San Antonio (SAT) flight deals

Chicago → San Antonio

Dec 6, 2026 · choose your return date

MDW → SAT1 adulteconomyOne way and round trips

30 flight options · 2 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

December 2026

Dec 6, 2026 · One waySouthwest AirlinesNonstop$175.00 Dec 6, 2026 · One wayDelta Air LinesUp to 1 stop each way$195.00 Dec 6, 2026 – Dec 7, 2026 · 1 nightSouthwest AirlinesUp to 1 stop each way$322.50 Dec 6, 2026 – Dec 7, 2026 · 1 nightDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 8, 2026 · 2 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 8, 2026 · 2 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 9, 2026 · 3 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 9, 2026 · 3 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 10, 2026 · 4 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 10, 2026 · 4 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 11, 2026 · 5 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 11, 2026 · 5 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 12, 2026 · 6 nightsSouthwest AirlinesUp to 1 stop each way$322.50 Dec 6, 2026 – Dec 12, 2026 · 6 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 13, 2026 · 7 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 13, 2026 · 7 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 14, 2026 · 8 nightsSouthwest AirlinesUp to 1 stop each way$322.50 Dec 6, 2026 – Dec 14, 2026 · 8 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 15, 2026 · 9 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 15, 2026 · 9 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 16, 2026 · 10 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 16, 2026 · 10 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 17, 2026 · 11 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 17, 2026 · 11 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 18, 2026 · 12 nightsSouthwest AirlinesNonstop$330.00 Dec 6, 2026 – Dec 18, 2026 · 12 nightsDelta Air LinesUp to 1 stop each way$365.00 Dec 6, 2026 – Dec 19, 2026 · 13 nightsSouthwest AirlinesUp to 1 stop each way$369.75 Dec 6, 2026 – Dec 19, 2026 · 13 nightsDelta Air LinesUp to 1 stop each way$419.75 Dec 6, 2026 – Dec 20, 2026 · 14 nightsSouthwest AirlinesNonstop$379.50 Dec 6, 2026 – Dec 20, 2026 · 14 nightsDelta Air LinesUp to 1 stop each way$419.75

Flights for your trip

  1. Sun, Dec 6 · One way

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT

    One-way total · 1 adult · Taxes included

  2. Sun, Dec 6 · One way

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT

    One-way total · 1 adult · Taxes included

  3. Sun, Dec 6 – Mon, Dec 7

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    3:20 pmSAT
    4h 40m
    STL · 1h 35m
    8:00 pmMDW

    Round-trip total · 1 adult · Taxes included

  4. Sun, Dec 6 – Mon, Dec 7

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    5:25 amSAT
    7h 36m
    DTW · 3h 16m
    1:01 pmMDW

    Round-trip total · 1 adult · Taxes included

  5. Sun, Dec 6 – Tue, Dec 8

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    9:50 amSAT
    2h 30m
    Nonstop
    12:20 pmMDW

    Round-trip total · 1 adult · Taxes included

  6. Sun, Dec 6 – Tue, Dec 8

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    5:25 amSAT
    7h 36m
    DTW · 3h 16m
    1:01 pmMDW

    Round-trip total · 1 adult · Taxes included

  7. Sun, Dec 6 – Wed, Dec 9

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    6:25 amSAT
    2h 30m
    Nonstop
    8:55 amMDW

    Round-trip total · 1 adult · Taxes included

  8. Sun, Dec 6 – Wed, Dec 9

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    11:00 amSAT
    5h 18m
    ATL · 1h 8m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  9. Sun, Dec 6 – Thu, Dec 10

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    6:25 amSAT
    2h 30m
    Nonstop
    8:55 amMDW

    Round-trip total · 1 adult · Taxes included

  10. Sun, Dec 6 – Thu, Dec 10

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    5:25 amSAT
    7h 36m
    DTW · 3h 16m
    1:01 pmMDW

    Round-trip total · 1 adult · Taxes included

  11. Sun, Dec 6 – Sat, Dec 12

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    2:35 pmSAT
    6h 25m
    DAL · 3h 10m
    9:00 pmMDW

    Round-trip total · 1 adult · Taxes included

  12. Sun, Dec 6 – Sat, Dec 12

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    11:00 amSAT
    5h 18m
    ATL · 1h 8m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  13. Sun, Dec 6 – Sun, Dec 13

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    2:50 pmSAT
    2h 35m
    Nonstop
    5:25 pmMDW

    Round-trip total · 1 adult · Taxes included

  14. Sun, Dec 6 – Sun, Dec 13

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    11:00 amSAT
    5h 18m
    ATL · 1h 8m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  15. Sun, Dec 6 – Mon, Dec 14

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    3:20 pmSAT
    4h 40m
    STL · 1h 35m
    8:00 pmMDW

    Round-trip total · 1 adult · Taxes included

  16. Sun, Dec 6 – Mon, Dec 14

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    5:25 amSAT
    7h 36m
    DTW · 3h 16m
    1:01 pmMDW

    Round-trip total · 1 adult · Taxes included

  17. Sun, Dec 6 – Wed, Dec 16

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    6:25 amSAT
    2h 30m
    Nonstop
    8:55 amMDW

    Round-trip total · 1 adult · Taxes included

  18. Sun, Dec 6 – Wed, Dec 16

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    11:00 amSAT
    5h 18m
    ATL · 1h 8m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  19. Sun, Dec 6 – Thu, Dec 17

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    6:25 amSAT
    2h 30m
    Nonstop
    8:55 amMDW

    Round-trip total · 1 adult · Taxes included

  20. Sun, Dec 6 – Thu, Dec 17

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    5:25 amSAT
    7h 36m
    DTW · 3h 16m
    1:01 pmMDW

    Round-trip total · 1 adult · Taxes included

  21. Sun, Dec 6 – Fri, Dec 18

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    6:25 amSAT
    2h 30m
    Nonstop
    8:55 amMDW

    Round-trip total · 1 adult · Taxes included

  22. Sun, Dec 6 – Fri, Dec 18

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    5:25 amSAT
    7h 36m
    DTW · 3h 16m
    1:01 pmMDW

    Round-trip total · 1 adult · Taxes included

  23. Sun, Dec 6 – Sun, Dec 20

    Southwest Airlines
    8:50 pmMDW
    2h 55m
    Nonstop
    11:45 pmSAT
    Southwest Airlines
    2:50 pmSAT
    2h 35m
    Nonstop
    5:25 pmMDW

    Round-trip total · 1 adult · Taxes included

  24. Sun, Dec 6 – Sun, Dec 20

    Delta Air Lines
    9:30 amMDW
    6h 33m
    DTW · 1h 57m
    4:03 pmSAT
    Delta Air Lines
    11:00 amSAT
    5h 18m
    ATL · 1h 8m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

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MDW ⇄ SAT

Economy

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Explore this route

All dates for this routeDec 5, 2026 · Return optionsDec 7, 2026 · Return optionsHotels in San Antonio with Axel
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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. To book or select flights, follow that row's price link; it keeps the exact dates and travelers.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-06 · one waySouthwest AirlinesWN1505Axel-exclusive $175.002026-10-29T01:29:13Z
2026-12-06 · one wayDelta Air LinesDL4711 + DL2124Axel-exclusive $195.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-07Southwest AirlinesWN1505 / WN3801 + WN4175Axel-exclusive $322.502026-10-29T01:29:13Z
2026-12-06 → 2026-12-07Delta Air LinesDL4711 + DL2124 / DL2497 + DL4688Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-08Southwest AirlinesWN1505 / WN2348Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-08Delta Air LinesDL4711 + DL2124 / DL2497 + DL4688Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-09Southwest AirlinesWN1505 / WN2348Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-09Delta Air LinesDL4711 + DL2124 / DL1676 + DL1728Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-10Southwest AirlinesWN1505 / WN2348Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-10Delta Air LinesDL4711 + DL2124 / DL2497 + DL4688Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-11Southwest AirlinesWN1505 / WN2348Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-11Delta Air LinesDL4711 + DL2124 / DL2497 + DL4688Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-12Southwest AirlinesWN1505 / WN1506 + WN1433Axel-exclusive $322.502026-10-29T01:29:13Z
2026-12-06 → 2026-12-12Delta Air LinesDL4711 + DL2124 / DL1676 + DL1728Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-13Southwest AirlinesWN1505 / WN3791Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-13Delta Air LinesDL4711 + DL2124 / DL1676 + DL1728Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-14Southwest AirlinesWN1505 / WN3801 + WN4175Axel-exclusive $322.502026-10-29T01:29:13Z
2026-12-06 → 2026-12-14Delta Air LinesDL4711 + DL2124 / DL2497 + DL4688Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-15Southwest AirlinesWN1505 / WN2348Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-15Delta Air LinesDL4711 + DL2124 / DL2497 + DL4688Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-16Southwest AirlinesWN1505 / WN2348Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-16Delta Air LinesDL4711 + DL2124 / DL1676 + DL1728Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-17Southwest AirlinesWN1505 / WN2348Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-17Delta Air LinesDL4711 + DL2124 / DL2497 + DL4688Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-18Southwest AirlinesWN1505 / WN2348Axel-exclusive $330.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-18Delta Air LinesDL4711 + DL2124 / DL2497 + DL4688Axel-exclusive $365.002026-10-29T01:29:13Z
2026-12-06 → 2026-12-19Southwest AirlinesWN1505 / WN1506 + WN1433Axel-exclusive $369.752026-10-29T01:29:13Z
2026-12-06 → 2026-12-19Delta Air LinesDL4711 + DL2124 / DL1676 + DL1728Axel-exclusive $419.752026-10-29T01:29:13Z
2026-12-06 → 2026-12-20Southwest AirlinesWN1505 / WN3791Axel-exclusive $379.502026-10-29T01:29:13Z
2026-12-06 → 2026-12-20Delta Air LinesDL4711 + DL2124 / DL1676 + DL1728Axel-exclusive $419.752026-10-29T01:29:13Z

Route overview: Chicago to San Antonio (SAT) flight deals

2026-12-06 · one way · Axel-exclusive $175.00

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.

2026-12-06 · one way · Axel-exclusive $195.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.

2026-12-06 → 2026-12-07 · Axel-exclusive $322.50

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN3801 / WN4175: SAT 2026-12-07 15:20:00 → MDW 2026-12-07 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
    • WN3801: SAT 2026-12-07 15:20:00 → STL 2026-12-07 17:20:00; layover at STL: 95 minutes.
    • WN4175: STL 2026-12-07 18:55:00 → MDW 2026-12-07 20:00:00.

2026-12-06 → 2026-12-07 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL2497 / DL4688: SAT 2026-12-07 05:25:00 → MDW 2026-12-07 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
    • DL2497: SAT 2026-12-07 05:25:00 → DTW 2026-12-07 09:28:00; layover at DTW: 196 minutes.
    • DL4688: DTW 2026-12-07 12:44:00 → MDW 2026-12-07 13:01:00.

2026-12-06 → 2026-12-08 · Axel-exclusive $330.00

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN2348: SAT 2026-12-08 09:50:00 → MDW 2026-12-08 12:20:00; nonstop; 150 minutes. Local airport times.

2026-12-06 → 2026-12-08 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL2497 / DL4688: SAT 2026-12-08 05:25:00 → MDW 2026-12-08 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
    • DL2497: SAT 2026-12-08 05:25:00 → DTW 2026-12-08 09:28:00; layover at DTW: 196 minutes.
    • DL4688: DTW 2026-12-08 12:44:00 → MDW 2026-12-08 13:01:00.

2026-12-06 → 2026-12-09 · Axel-exclusive $330.00

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN2348: SAT 2026-12-09 06:25:00 → MDW 2026-12-09 08:55:00; nonstop; 150 minutes. Local airport times.

2026-12-06 → 2026-12-09 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL1676 / DL1728: SAT 2026-12-09 11:00:00 → MDW 2026-12-09 16:18:00; 1 stop(s) via ATL; 318 minutes. Local airport times.
    • DL1676: SAT 2026-12-09 11:00:00 → ATL 2026-12-09 14:17:00; layover at ATL: 68 minutes.
    • DL1728: ATL 2026-12-09 15:25:00 → MDW 2026-12-09 16:18:00.

2026-12-06 → 2026-12-10 · Axel-exclusive $330.00

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN2348: SAT 2026-12-10 06:25:00 → MDW 2026-12-10 08:55:00; nonstop; 150 minutes. Local airport times.

2026-12-06 → 2026-12-10 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL2497 / DL4688: SAT 2026-12-10 05:25:00 → MDW 2026-12-10 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
    • DL2497: SAT 2026-12-10 05:25:00 → DTW 2026-12-10 09:28:00; layover at DTW: 196 minutes.
    • DL4688: DTW 2026-12-10 12:44:00 → MDW 2026-12-10 13:01:00.

2026-12-06 → 2026-12-12 · Axel-exclusive $322.50

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN1506 / WN1433: SAT 2026-12-12 14:35:00 → MDW 2026-12-12 21:00:00; 1 stop(s) via DAL; 385 minutes. Local airport times.
    • WN1506: SAT 2026-12-12 14:35:00 → DAL 2026-12-12 15:40:00; layover at DAL: 190 minutes.
    • WN1433: DAL 2026-12-12 18:50:00 → MDW 2026-12-12 21:00:00.

2026-12-06 → 2026-12-12 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL1676 / DL1728: SAT 2026-12-12 11:00:00 → MDW 2026-12-12 16:18:00; 1 stop(s) via ATL; 318 minutes. Local airport times.
    • DL1676: SAT 2026-12-12 11:00:00 → ATL 2026-12-12 14:17:00; layover at ATL: 68 minutes.
    • DL1728: ATL 2026-12-12 15:25:00 → MDW 2026-12-12 16:18:00.

2026-12-06 → 2026-12-13 · Axel-exclusive $330.00

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN3791: SAT 2026-12-13 14:50:00 → MDW 2026-12-13 17:25:00; nonstop; 155 minutes. Local airport times.

2026-12-06 → 2026-12-13 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL1676 / DL1728: SAT 2026-12-13 11:00:00 → MDW 2026-12-13 16:18:00; 1 stop(s) via ATL; 318 minutes. Local airport times.
    • DL1676: SAT 2026-12-13 11:00:00 → ATL 2026-12-13 14:17:00; layover at ATL: 68 minutes.
    • DL1728: ATL 2026-12-13 15:25:00 → MDW 2026-12-13 16:18:00.

2026-12-06 → 2026-12-14 · Axel-exclusive $322.50

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN3801 / WN4175: SAT 2026-12-14 15:20:00 → MDW 2026-12-14 20:00:00; 1 stop(s) via STL; 280 minutes. Local airport times.
    • WN3801: SAT 2026-12-14 15:20:00 → STL 2026-12-14 17:20:00; layover at STL: 95 minutes.
    • WN4175: STL 2026-12-14 18:55:00 → MDW 2026-12-14 20:00:00.

2026-12-06 → 2026-12-14 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL2497 / DL4688: SAT 2026-12-14 05:25:00 → MDW 2026-12-14 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
    • DL2497: SAT 2026-12-14 05:25:00 → DTW 2026-12-14 09:28:00; layover at DTW: 196 minutes.
    • DL4688: DTW 2026-12-14 12:44:00 → MDW 2026-12-14 13:01:00.

2026-12-06 → 2026-12-16 · Axel-exclusive $330.00

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN2348: SAT 2026-12-16 06:25:00 → MDW 2026-12-16 08:55:00; nonstop; 150 minutes. Local airport times.

2026-12-06 → 2026-12-16 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL1676 / DL1728: SAT 2026-12-16 11:00:00 → MDW 2026-12-16 16:18:00; 1 stop(s) via ATL; 318 minutes. Local airport times.
    • DL1676: SAT 2026-12-16 11:00:00 → ATL 2026-12-16 14:17:00; layover at ATL: 68 minutes.
    • DL1728: ATL 2026-12-16 15:25:00 → MDW 2026-12-16 16:18:00.

2026-12-06 → 2026-12-17 · Axel-exclusive $330.00

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN2348: SAT 2026-12-17 06:25:00 → MDW 2026-12-17 08:55:00; nonstop; 150 minutes. Local airport times.

2026-12-06 → 2026-12-17 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL2497 / DL4688: SAT 2026-12-17 05:25:00 → MDW 2026-12-17 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
    • DL2497: SAT 2026-12-17 05:25:00 → DTW 2026-12-17 09:28:00; layover at DTW: 196 minutes.
    • DL4688: DTW 2026-12-17 12:44:00 → MDW 2026-12-17 13:01:00.

2026-12-06 → 2026-12-18 · Axel-exclusive $330.00

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN2348: SAT 2026-12-18 06:25:00 → MDW 2026-12-18 08:55:00; nonstop; 150 minutes. Local airport times.

2026-12-06 → 2026-12-18 · Axel-exclusive $365.00

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL2497 / DL4688: SAT 2026-12-18 05:25:00 → MDW 2026-12-18 13:01:00; 1 stop(s) via DTW; 456 minutes. Local airport times.
    • DL2497: SAT 2026-12-18 05:25:00 → DTW 2026-12-18 09:28:00; layover at DTW: 196 minutes.
    • DL4688: DTW 2026-12-18 12:44:00 → MDW 2026-12-18 13:01:00.

2026-12-06 → 2026-12-20 · Axel-exclusive $379.50

  • Southwest Airlines WN1505: MDW 2026-12-06 20:50:00 → SAT 2026-12-06 23:45:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN3791: SAT 2026-12-20 14:50:00 → MDW 2026-12-20 17:25:00; nonstop; 155 minutes. Local airport times.

2026-12-06 → 2026-12-20 · Axel-exclusive $419.75

  • Delta Air Lines DL4711 / DL2124: MDW 2026-12-06 09:30:00 → SAT 2026-12-06 16:03:00; 1 stop(s) via DTW; 393 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 117 minutes.
    • DL2124: DTW 2026-12-06 13:42:00 → SAT 2026-12-06 16:03:00.
  • Delta Air Lines DL1676 / DL1728: SAT 2026-12-20 11:00:00 → MDW 2026-12-20 16:18:00; 1 stop(s) via ATL; 318 minutes. Local airport times.
    • DL1676: SAT 2026-12-20 11:00:00 → ATL 2026-12-20 14:17:00; layover at ATL: 68 minutes.
    • DL1728: ATL 2026-12-20 15:25:00 → MDW 2026-12-20 16:18:00.

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For AI assistants

  • This page: Chicago (MDW) to San Antonio (SAT) · Dec 6, 2026 · 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.
  • Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
  • 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 Chicago to San Antonio (SAT) 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. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. 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_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /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.