Los Angeles (LAX) to Chicago (MDW), Nov 14–20, 2026: from $300 round trip

Los Angeles (LAX) to Chicago (MDW), Nov 14–20, 2026: from $300 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $300 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 14–20, 2026, 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.

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.

Route overview: Los Angeles to Chicago (MDW) flight deals

2026-11-14 → 2026-11-20 · Axel-exclusive $310.00

• Southwest Airlines WN1488: LAX 2026-11-14 06:30:00 → MDW 2026-11-14 12:25:00; nonstop; 235 minutes. Local airport times.
• Southwest Airlines WN2950: MDW 2026-11-20 07:25:00 → LAX 2026-11-20 09:55:00; nonstop; 270 minutes. Local airport times.

2026-11-14 → 2026-11-20 · Axel-exclusive $390.00

• Delta Air Lines DL430 / DL4712: LAX 2026-11-14 23:59:00 → MDW 2026-11-15 08:50:00; 1 stop(s) via MSP; 411 minutes. Local airport times.
  • DL430: LAX 2026-11-14 23:59:00 → MSP 2026-11-15 05:32:00; layover at MSP: 88 minutes.
  • DL4712: MSP 2026-11-15 07:00:00 → MDW 2026-11-15 08:50:00.
• Delta Air Lines DL4688 / DL883: MDW 2026-11-20 13:31:00 → LAX 2026-11-20 19:00:00; 1 stop(s) via DTW; 449 minutes. Local airport times.
  • DL4688: MDW 2026-11-20 13:31:00 → DTW 2026-11-20 15:44:00; layover at DTW: 75 minutes.
  • DL883: DTW 2026-11-20 16:59:00 → LAX 2026-11-20 19:00:00.

2026-11-14 → 2026-11-20 · Axel-exclusive $310.00

• Southwest Airlines WN2518: LAX 2026-11-14 23:55:00 → MDW 2026-11-15 05:55:00; nonstop; 240 minutes. Local airport times.
• Southwest Airlines WN2950: MDW 2026-11-20 07:25:00 → LAX 2026-11-20 09:55:00; nonstop; 270 minutes. Local airport times.

2026-11-14 → 2026-11-20 · Axel-exclusive $300.00

• Southwest Airlines WN655 / WN1932: LAX 2026-11-14 16:35:00 → MDW 2026-11-15 00:15:00; 1 stop(s) via LAS; 340 minutes. Local airport times.
  • WN655: LAX 2026-11-14 16:35:00 → LAS 2026-11-14 17:45:00; layover at LAS: 65 minutes.
  • WN1932: LAS 2026-11-14 18:50:00 → MDW 2026-11-15 00:15:00.
• Southwest Airlines WN2950: MDW 2026-11-20 07:25:00 → LAX 2026-11-20 09:55:00; nonstop; 270 minutes. Local airport times.

2026-11-14 → 2026-11-20 · Axel-exclusive $300.00

• Southwest Airlines WN2527 / WN2674: LAX 2026-11-14 16:35:00 → MDW 2026-11-15 01:35:00; 1 stop(s) via PHX; 420 minutes. Local airport times.
  • WN2527: LAX 2026-11-14 16:35:00 → PHX 2026-11-14 18:55:00; layover at PHX: 150 minutes.
  • WN2674: PHX 2026-11-14 21:25:00 → MDW 2026-11-15 01:35:00.
• Southwest Airlines WN2950: MDW 2026-11-20 07:25:00 → LAX 2026-11-20 09:55:00; nonstop; 270 minutes. Local airport times.

2026-11-14 → 2026-11-20 · Axel-exclusive $300.00

• Southwest Airlines WN3423 / WN1679: LAX 2026-11-14 05:30:00 → MDW 2026-11-14 14:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
  • WN3423: LAX 2026-11-14 05:30:00 → STL 2026-11-14 11:00:00; layover at STL: 125 minutes.
  • WN1679: STL 2026-11-14 13:05:00 → MDW 2026-11-14 14:10:00.
• Southwest Airlines WN2950: MDW 2026-11-20 07:25:00 → LAX 2026-11-20 09:55:00; nonstop; 270 minutes. Local airport times.

2026-11-14 → 2026-11-20 · Axel-exclusive $300.00

• Southwest Airlines WN869 / WN1433: LAX 2026-11-14 12:40:00 → MDW 2026-11-14 21:00:00; 1 stop(s) via DAL; 380 minutes. Local airport times.
  • WN869: LAX 2026-11-14 12:40:00 → DAL 2026-11-14 17:35:00; layover at DAL: 75 minutes.
  • WN1433: DAL 2026-11-14 18:50:00 → MDW 2026-11-14 21:00:00.
• Southwest Airlines WN2950: MDW 2026-11-20 07:25:00 → LAX 2026-11-20 09:55:00; nonstop; 270 minutes. Local airport times.

2026-11-14 → 2026-11-20 · Axel-exclusive $300.00

• Southwest Airlines WN256 / WN156: LAX 2026-11-14 08:55:00 → MDW 2026-11-14 17:55:00; 1 stop(s) via ABQ; 420 minutes. Local airport times.
  • WN256: LAX 2026-11-14 08:55:00 → ABQ 2026-11-14 11:55:00; layover at ABQ: 145 minutes.
  • WN156: ABQ 2026-11-14 14:20:00 → MDW 2026-11-14 17:55:00.
• Southwest Airlines WN2950: MDW 2026-11-20 07:25:00 → LAX 2026-11-20 09:55:00; nonstop; 270 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

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