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Route overview: Chicago to San Francisco (SFO) flight deals

Chicago → San Francisco

Dec 18, 2026 · choose your return date

MDW → SFO1 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 18, 2026 · One waySouthwest AirlinesNonstop$170.00 Dec 18, 2026 · One wayDelta Air LinesUp to 1 stop each way$185.00 Dec 18, 2026 – Dec 19, 2026 · 1 nightSouthwest AirlinesUp to 1 stop each way$367.50 Dec 18, 2026 – Dec 19, 2026 · 1 nightDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 20, 2026 · 2 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 20, 2026 · 2 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 21, 2026 · 3 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 21, 2026 · 3 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 22, 2026 · 4 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 22, 2026 · 4 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 23, 2026 · 5 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 23, 2026 · 5 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 24, 2026 · 6 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 24, 2026 · 6 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 25, 2026 · 7 nightsSouthwest AirlinesUp to 1 stop each way$367.50 Dec 18, 2026 – Dec 25, 2026 · 7 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 26, 2026 · 8 nightsSouthwest AirlinesUp to 1 stop each way$367.50 Dec 18, 2026 – Dec 26, 2026 · 8 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 27, 2026 · 9 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 27, 2026 · 9 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 28, 2026 · 10 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 28, 2026 · 10 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 29, 2026 · 11 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 29, 2026 · 11 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 30, 2026 · 12 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 30, 2026 · 12 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Dec 31, 2026 · 13 nightsSouthwest AirlinesNonstop$387.75 Dec 18, 2026 – Dec 31, 2026 · 13 nightsDelta Air LinesUp to 1 stop each way$411.25 Dec 18, 2026 – Jan 1, 2027 · 14 nightsSouthwest AirlinesUp to 1 stop each way$367.50 Dec 18, 2026 – Jan 1, 2027 · 14 nightsDelta Air LinesUp to 1 stop each way$411.25

Flights for your trip

  1. Fri, Dec 18 · One way

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO

    One-way total · 1 adult · Taxes included

  2. Fri, Dec 18 · One way

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO

    One-way total · 1 adult · Taxes included

  3. Fri, Dec 18 – Sat, Dec 19

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    8:20 pmSFO
    7h 25m
    PHX · 2h
    5:45 am+1MDW

    Round-trip total · 1 adult · Taxes included

  4. Fri, Dec 18 – Sat, Dec 19

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  5. Fri, Dec 18 – Sun, Dec 20

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    6:00 amSFO
    4h 15m
    Nonstop
    12:15 pmMDW

    Round-trip total · 1 adult · Taxes included

  6. Fri, Dec 18 – Sun, Dec 20

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  7. Fri, Dec 18 – Mon, Dec 21

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    6:00 amSFO
    4h 15m
    Nonstop
    12:15 pmMDW

    Round-trip total · 1 adult · Taxes included

  8. Fri, Dec 18 – Mon, Dec 21

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  9. Fri, Dec 18 – Tue, Dec 22

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    6:00 amSFO
    4h 15m
    Nonstop
    12:15 pmMDW

    Round-trip total · 1 adult · Taxes included

  10. Fri, Dec 18 – Tue, Dec 22

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  11. Fri, Dec 18 – Thu, Dec 24

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    11:35 pmSFO
    4h 25m
    Nonstop
    6:00 am+1MDW

    Round-trip total · 1 adult · Taxes included

  12. Fri, Dec 18 – Thu, Dec 24

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  13. Fri, Dec 18 – Fri, Dec 25

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    8:20 amSFO
    6h 55m
    LAX · 1h 25m
    5:15 pmMDW

    Round-trip total · 1 adult · Taxes included

  14. Fri, Dec 18 – Fri, Dec 25

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  15. Fri, Dec 18 – Sat, Dec 26

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    8:20 pmSFO
    7h 25m
    PHX · 2h
    5:45 am+1MDW

    Round-trip total · 1 adult · Taxes included

  16. Fri, Dec 18 – Sat, Dec 26

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  17. Fri, Dec 18 – Mon, Dec 28

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    6:00 amSFO
    4h 15m
    Nonstop
    12:15 pmMDW

    Round-trip total · 1 adult · Taxes included

  18. Fri, Dec 18 – Mon, Dec 28

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  19. Fri, Dec 18 – Tue, Dec 29

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    6:00 amSFO
    4h 15m
    Nonstop
    12:15 pmMDW

    Round-trip total · 1 adult · Taxes included

  20. Fri, Dec 18 – Tue, Dec 29

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  21. Fri, Dec 18 – Wed, Dec 30

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    6:00 amSFO
    4h 15m
    Nonstop
    12:15 pmMDW

    Round-trip total · 1 adult · Taxes included

  22. Fri, Dec 18 – Wed, Dec 30

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

  23. Fri, Dec 18 – Fri, Jan 1

    Southwest Airlines
    9:55 amMDW
    4h 50m
    Nonstop
    12:45 pmSFO
    Southwest Airlines
    8:20 amSFO
    6h 55m
    LAX · 1h 25m
    5:15 pmMDW

    Round-trip total · 1 adult · Taxes included

  24. Fri, Dec 18 – Fri, Jan 1

    Delta Air Lines
    1:31 pmMDW
    7h 45m
    DTW · 1h 15m
    7:16 pmSFO
    Delta Air Lines
    6:00 amSFO
    8h 18m
    ATL · 1h 56m
    4:18 pmMDW

    Round-trip total · 1 adult · Taxes included

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MDW ⇄ SFO

Economy

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Explore this route

All dates for this routeDec 17, 2026 · Return optionsDec 19, 2026 · Return optionsHotels in San Francisco 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)
2026-12-18 · one waySouthwest AirlinesWN786Axel-exclusive $170.002026-10-29T01:29:13Z
2026-12-18 · one wayDelta Air LinesDL4688 + DL442Axel-exclusive $185.002026-10-29T01:29:13Z
2026-12-18 → 2026-12-19Southwest AirlinesWN786 / WN2749 + WN4963Axel-exclusive $367.502026-10-29T01:29:13Z
2026-12-18 → 2026-12-19Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-20Southwest AirlinesWN786 / WN2331Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-20Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-21Southwest AirlinesWN786 / WN2331Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-21Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-22Southwest AirlinesWN786 / WN2331Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-22Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-23Southwest AirlinesWN786 / WN2331Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-23Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-24Southwest AirlinesWN786 / WN3849Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-24Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-25Southwest AirlinesWN786 / WN3847 + WN2515Axel-exclusive $367.502026-10-29T01:29:13Z
2026-12-18 → 2026-12-25Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-26Southwest AirlinesWN786 / WN2749 + WN4963Axel-exclusive $367.502026-10-29T01:29:13Z
2026-12-18 → 2026-12-26Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-27Southwest AirlinesWN786 / WN2331Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-27Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-28Southwest AirlinesWN786 / WN2331Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-28Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-29Southwest AirlinesWN786 / WN2331Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-29Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-30Southwest AirlinesWN786 / WN2331Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-30Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2026-12-31Southwest AirlinesWN786 / WN3849Axel-exclusive $387.752026-10-29T01:29:13Z
2026-12-18 → 2026-12-31Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z
2026-12-18 → 2027-01-01Southwest AirlinesWN786 / WN3847 + WN2515Axel-exclusive $367.502026-10-29T01:29:13Z
2026-12-18 → 2027-01-01Delta Air LinesDL4688 + DL442 / DL570 + DL1728Axel-exclusive $411.252026-10-29T01:29:13Z

Route overview: Chicago to San Francisco (SFO) flight deals

2026-12-18 · one way · Axel-exclusive $170.00

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.

2026-12-18 · one way · Axel-exclusive $185.00

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.

2026-12-18 → 2026-12-19 · Axel-exclusive $367.50

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-18 → 2026-12-19 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-19 06:00:00 → MDW 2026-12-19 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-19 06:00:00 → ATL 2026-12-19 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-19 15:25:00 → MDW 2026-12-19 16:18:00.

2026-12-18 → 2026-12-20 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2331: SFO 2026-12-20 06:00:00 → MDW 2026-12-20 12:15:00; nonstop; 255 minutes. Local airport times.

2026-12-18 → 2026-12-20 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-20 06:00:00 → MDW 2026-12-20 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-20 06:00:00 → ATL 2026-12-20 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-20 15:25:00 → MDW 2026-12-20 16:18:00.

2026-12-18 → 2026-12-21 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2331: SFO 2026-12-21 06:00:00 → MDW 2026-12-21 12:15:00; nonstop; 255 minutes. Local airport times.

2026-12-18 → 2026-12-21 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-21 06:00:00 → MDW 2026-12-21 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-21 06:00:00 → ATL 2026-12-21 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-21 15:25:00 → MDW 2026-12-21 16:18:00.

2026-12-18 → 2026-12-22 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2331: SFO 2026-12-22 06:00:00 → MDW 2026-12-22 12:15:00; nonstop; 255 minutes. Local airport times.

2026-12-18 → 2026-12-22 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-22 06:00:00 → MDW 2026-12-22 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-22 06:00:00 → ATL 2026-12-22 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-22 15:25:00 → MDW 2026-12-22 16:18:00.

2026-12-18 → 2026-12-24 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-24 23:35:00 → MDW 2026-12-25 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-18 → 2026-12-24 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-24 06:00:00 → MDW 2026-12-24 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-24 06:00:00 → ATL 2026-12-24 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-24 15:25:00 → MDW 2026-12-24 16:18:00.

2026-12-18 → 2026-12-25 · Axel-exclusive $367.50

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN3847 / WN2515: SFO 2026-12-25 08:20:00 → MDW 2026-12-25 17:15:00; 1 stop(s) via LAX; 415 minutes. Local airport times.
    • WN3847: SFO 2026-12-25 08:20:00 → LAX 2026-12-25 09:50:00; layover at LAX: 85 minutes.
    • WN2515: LAX 2026-12-25 11:15:00 → MDW 2026-12-25 17:15:00.

2026-12-18 → 2026-12-25 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-25 06:00:00 → MDW 2026-12-25 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-25 06:00:00 → ATL 2026-12-25 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-25 15:25:00 → MDW 2026-12-25 16:18:00.

2026-12-18 → 2026-12-26 · Axel-exclusive $367.50

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-26 20:20:00 → MDW 2026-12-27 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-26 20:20:00 → PHX 2026-12-26 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-27 01:35:00 → MDW 2026-12-27 05:45:00.

2026-12-18 → 2026-12-26 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-26 06:00:00 → MDW 2026-12-26 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-26 06:00:00 → ATL 2026-12-26 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-26 15:25:00 → MDW 2026-12-26 16:18:00.

2026-12-18 → 2026-12-28 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2331: SFO 2026-12-28 06:00:00 → MDW 2026-12-28 12:15:00; nonstop; 255 minutes. Local airport times.

2026-12-18 → 2026-12-28 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-28 06:00:00 → MDW 2026-12-28 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-28 06:00:00 → ATL 2026-12-28 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-28 15:25:00 → MDW 2026-12-28 16:18:00.

2026-12-18 → 2026-12-29 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2331: SFO 2026-12-29 06:00:00 → MDW 2026-12-29 12:15:00; nonstop; 255 minutes. Local airport times.

2026-12-18 → 2026-12-29 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-29 06:00:00 → MDW 2026-12-29 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-29 06:00:00 → ATL 2026-12-29 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-29 15:25:00 → MDW 2026-12-29 16:18:00.

2026-12-18 → 2026-12-30 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2331: SFO 2026-12-30 06:00:00 → MDW 2026-12-30 12:15:00; nonstop; 255 minutes. Local airport times.

2026-12-18 → 2026-12-30 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-30 06:00:00 → MDW 2026-12-30 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-30 06:00:00 → ATL 2026-12-30 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-30 15:25:00 → MDW 2026-12-30 16:18:00.

2026-12-18 → 2027-01-01 · Axel-exclusive $367.50

  • Southwest Airlines WN786: MDW 2026-12-18 09:55:00 → SFO 2026-12-18 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN3847 / WN2515: SFO 2027-01-01 08:20:00 → MDW 2027-01-01 17:15:00; 1 stop(s) via LAX; 415 minutes. Local airport times.
    • WN3847: SFO 2027-01-01 08:20:00 → LAX 2027-01-01 09:50:00; layover at LAX: 85 minutes.
    • WN2515: LAX 2027-01-01 11:15:00 → MDW 2027-01-01 17:15:00.

2026-12-18 → 2027-01-01 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-18 13:31:00 → SFO 2026-12-18 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-18 13:31:00 → DTW 2026-12-18 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-18 16:59:00 → SFO 2026-12-18 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2027-01-01 06:00:00 → MDW 2027-01-01 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2027-01-01 06:00:00 → ATL 2027-01-01 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2027-01-01 15:25:00 → MDW 2027-01-01 16:18:00.

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For AI assistants

  • This page: Chicago (MDW) to San Francisco (SFO) · Dec 18, 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 Francisco (SFO) 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.