Los Angeles (LAX) to Chicago (MDW) · Jan 25, 2027 · return Jan 27, 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.

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

2027-01-25 → 2027-01-27 · Axel-exclusive $310.00

• Southwest Airlines WN1772: LAX 2027-01-25 06:00:00 → MDW 2027-01-25 12:00:00; nonstop; 240 minutes. Local airport times.
• Southwest Airlines WN2953: MDW 2027-01-27 21:45:00 → LAX 2027-01-28 00:15:00; nonstop; 270 minutes. Local airport times.

2027-01-25 → 2027-01-27 · Axel-exclusive $390.00

• Delta Air Lines DL430 / DL4712: LAX 2027-01-25 23:59:00 → MDW 2027-01-26 08:50:00; 1 stop(s) via MSP; 411 minutes. Local airport times.
  • DL430: LAX 2027-01-25 23:59:00 → MSP 2027-01-26 05:32:00; layover at MSP: 88 minutes.
  • DL4712: MSP 2027-01-26 07:00:00 → MDW 2027-01-26 08:50:00.
• Delta Air Lines DL4688 / DL883: MDW 2027-01-27 13:31:00 → LAX 2027-01-27 19:00:00; 1 stop(s) via DTW; 449 minutes. Local airport times.
  • DL4688: MDW 2027-01-27 13:31:00 → DTW 2027-01-27 15:44:00; layover at DTW: 75 minutes.
  • DL883: DTW 2027-01-27 16:59:00 → LAX 2027-01-27 19:00:00.

2027-01-25 → 2027-01-27 · Axel-exclusive $310.00

• Southwest Airlines WN2518: LAX 2027-01-25 23:55:00 → MDW 2027-01-26 05:55:00; nonstop; 240 minutes. Local airport times.
• Southwest Airlines WN2953: MDW 2027-01-27 21:45:00 → LAX 2027-01-28 00:15:00; nonstop; 270 minutes. Local airport times.

2027-01-25 → 2027-01-27 · Axel-exclusive $300.00

• Southwest Airlines WN256 / WN156: LAX 2027-01-25 08:55:00 → MDW 2027-01-25 17:55:00; 1 stop(s) via ABQ; 420 minutes. Local airport times.
  • WN256: LAX 2027-01-25 08:55:00 → ABQ 2027-01-25 11:55:00; layover at ABQ: 145 minutes.
  • WN156: ABQ 2027-01-25 14:20:00 → MDW 2027-01-25 17:55:00.
• Southwest Airlines WN2953: MDW 2027-01-27 21:45:00 → LAX 2027-01-28 00:15:00; nonstop; 270 minutes. Local airport times.

2027-01-25 → 2027-01-27 · Axel-exclusive $300.00

• Southwest Airlines WN3423 / WN1679: LAX 2027-01-25 05:30:00 → MDW 2027-01-25 14:10:00; 1 stop(s) via STL; 400 minutes. Local airport times.
  • WN3423: LAX 2027-01-25 05:30:00 → STL 2027-01-25 11:00:00; layover at STL: 125 minutes.
  • WN1679: STL 2027-01-25 13:05:00 → MDW 2027-01-25 14:10:00.
• Southwest Airlines WN2953: MDW 2027-01-27 21:45:00 → LAX 2027-01-28 00:15:00; nonstop; 270 minutes. Local airport times.

2027-01-25 → 2027-01-27 · Axel-exclusive $300.00

• Southwest Airlines WN2527 / WN2674: LAX 2027-01-25 16:35:00 → MDW 2027-01-26 01:35:00; 1 stop(s) via PHX; 420 minutes. Local airport times.
  • WN2527: LAX 2027-01-25 16:35:00 → PHX 2027-01-25 18:55:00; layover at PHX: 150 minutes.
  • WN2674: PHX 2027-01-25 21:25:00 → MDW 2027-01-26 01:35:00.
• Southwest Airlines WN2953: MDW 2027-01-27 21:45:00 → LAX 2027-01-28 00:15:00; nonstop; 270 minutes. Local airport times.

2027-01-25 → 2027-01-27 · Axel-exclusive $300.00

• Southwest Airlines WN655 / WN1932: LAX 2027-01-25 16:35:00 → MDW 2027-01-26 00:15:00; 1 stop(s) via LAS; 340 minutes. Local airport times.
  • WN655: LAX 2027-01-25 16:35:00 → LAS 2027-01-25 17:45:00; layover at LAS: 65 minutes.
  • WN1932: LAS 2027-01-25 18:50:00 → MDW 2027-01-26 00:15:00.
• Southwest Airlines WN2953: MDW 2027-01-27 21:45:00 → LAX 2027-01-28 00:15:00; nonstop; 270 minutes. Local airport times.

2027-01-25 → 2027-01-27 · Axel-exclusive $300.00

• Southwest Airlines WN869 / WN1433: LAX 2027-01-25 12:40:00 → MDW 2027-01-25 21:00:00; 1 stop(s) via DAL; 380 minutes. Local airport times.
  • WN869: LAX 2027-01-25 12:40:00 → DAL 2027-01-25 17:35:00; layover at DAL: 75 minutes.
  • WN1433: DAL 2027-01-25 18:50:00 → MDW 2027-01-25 21:00:00.
• Southwest Airlines WN2953: MDW 2027-01-27 21:45:00 → LAX 2027-01-28 00:15:00; 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.

Explore this route

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For AI assistants

• This page: Los Angeles (LAX) to Chicago (MDW) · Jan 25, 2027 · return Jan 27, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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