Austin (AUS) to Chicago (MDW), Dec 4–6, 2026: from $145 one way

Austin (AUS) to Chicago (MDW), Dec 4–6, 2026: from $145 one way on Axel, checked Oct 29, 2026. Lowest published fare: $145 one way, Axel-exclusive, Southwest Airlines, 1 stop, Dec 4, 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: Austin to Chicago (MDW) flight deals

2026-12-06 · one way · Axel-exclusive $155.00

• Southwest Airlines WN378: AUS 2026-12-06 06:40:00 → MDW 2026-12-06 09:10:00; nonstop; 150 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $155.00

• Southwest Airlines WN380: AUS 2026-12-04 15:15:00 → MDW 2026-12-04 17:45:00; nonstop; 150 minutes. Local airport times.

2026-12-05 · one way · Axel-exclusive $155.00

• Southwest Airlines WN379: AUS 2026-12-05 09:50:00 → MDW 2026-12-05 12:20:00; nonstop; 150 minutes. Local airport times.

2026-12-06 · one way · Axel-exclusive $155.00

• Southwest Airlines WN380: AUS 2026-12-06 15:15:00 → MDW 2026-12-06 17:45:00; nonstop; 150 minutes. Local airport times.

2026-12-05 · one way · Axel-exclusive $155.00

• Southwest Airlines WN1052: AUS 2026-12-05 15:00:00 → MDW 2026-12-05 17:30:00; nonstop; 150 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $155.00

• Southwest Airlines WN379: AUS 2026-12-04 09:50:00 → MDW 2026-12-04 12:20:00; nonstop; 150 minutes. Local airport times.

2026-12-05 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2360 / WN1433: AUS 2026-12-05 16:25:00 → MDW 2026-12-05 21:00:00; 1 stop(s) via DAL; 275 minutes. Local airport times.
  • WN2360: AUS 2026-12-05 16:25:00 → DAL 2026-12-05 17:25:00; layover at DAL: 85 minutes.
  • WN1433: DAL 2026-12-05 18:50:00 → MDW 2026-12-05 21:00:00.

2026-12-05 · one way · Axel-exclusive $145.00

• Southwest Airlines WN878 / WN878: AUS 2026-12-05 14:35:00 → MDW 2026-12-05 19:40:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
  • WN878: AUS 2026-12-05 14:35:00 → CVG 2026-12-05 18:00:00; layover at CVG: 90 minutes.
  • WN878: CVG 2026-12-05 19:30:00 → MDW 2026-12-05 19:40:00.

2026-12-06 · one way · Axel-exclusive $145.00

• Southwest Airlines WN391 / WN3175: AUS 2026-12-06 07:30:00 → MDW 2026-12-06 12:30:00; 1 stop(s) via MSY; 300 minutes. Local airport times.
  • WN391: AUS 2026-12-06 07:30:00 → MSY 2026-12-06 08:50:00; layover at MSY: 80 minutes.
  • WN3175: MSY 2026-12-06 10:10:00 → MDW 2026-12-06 12:30:00.

2026-12-04 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2360 / WN1433: AUS 2026-12-04 16:25:00 → MDW 2026-12-04 21:00:00; 1 stop(s) via DAL; 275 minutes. Local airport times.
  • WN2360: AUS 2026-12-04 16:25:00 → DAL 2026-12-04 17:25:00; layover at DAL: 85 minutes.
  • WN1433: DAL 2026-12-04 18:50:00 → MDW 2026-12-04 21:00:00.

2026-12-04 · one way · Axel-exclusive $145.00

• Southwest Airlines WN391 / WN3175: AUS 2026-12-04 07:30:00 → MDW 2026-12-04 12:30:00; 1 stop(s) via MSY; 300 minutes. Local airport times.
  • WN391: AUS 2026-12-04 07:30:00 → MSY 2026-12-04 08:50:00; layover at MSY: 80 minutes.
  • WN3175: MSY 2026-12-04 10:10:00 → MDW 2026-12-04 12:30:00.

2026-12-05 · one way · Axel-exclusive $145.00

• Southwest Airlines WN436 / WN287: AUS 2026-12-05 07:35:00 → MDW 2026-12-05 12:05:00; 1 stop(s) via STL; 270 minutes. Local airport times.
  • WN436: AUS 2026-12-05 07:35:00 → STL 2026-12-05 09:35:00; layover at STL: 80 minutes.
  • WN287: STL 2026-12-05 10:55:00 → MDW 2026-12-05 12:05:00.

2026-12-04 · one way · Axel-exclusive $145.00

• Southwest Airlines WN878 / WN878: AUS 2026-12-04 14:35:00 → MDW 2026-12-04 19:40:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
  • WN878: AUS 2026-12-04 14:35:00 → CVG 2026-12-04 18:00:00; layover at CVG: 90 minutes.
  • WN878: CVG 2026-12-04 19:30:00 → MDW 2026-12-04 19:40:00.

2026-12-05 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2365 / WN2133: AUS 2026-12-05 12:30:00 → MDW 2026-12-05 17:00:00; 1 stop(s) via HOU; 270 minutes. Local airport times.
  • WN2365: AUS 2026-12-05 12:30:00 → HOU 2026-12-05 13:30:00; layover at HOU: 65 minutes.
  • WN2133: HOU 2026-12-05 14:35:00 → MDW 2026-12-05 17:00:00.

2026-12-06 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2360 / WN1433: AUS 2026-12-06 16:25:00 → MDW 2026-12-06 21:00:00; 1 stop(s) via DAL; 275 minutes. Local airport times.
  • WN2360: AUS 2026-12-06 16:25:00 → DAL 2026-12-06 17:25:00; layover at DAL: 85 minutes.
  • WN1433: DAL 2026-12-06 18:50:00 → MDW 2026-12-06 21:00:00.

2026-12-05 · one way · Axel-exclusive $145.00

• Southwest Airlines WN399 / WN1407: AUS 2026-12-05 15:05:00 → MDW 2026-12-05 19:45:00; 1 stop(s) via OMA; 280 minutes. Local airport times.
  • WN399: AUS 2026-12-05 15:05:00 → OMA 2026-12-05 17:15:00; layover at OMA: 65 minutes.
  • WN1407: OMA 2026-12-05 18:20:00 → MDW 2026-12-05 19:45:00.

2026-12-04 · one way · Axel-exclusive $145.00

• Southwest Airlines WN436 / WN287: AUS 2026-12-04 07:35:00 → MDW 2026-12-04 12:05:00; 1 stop(s) via STL; 270 minutes. Local airport times.
  • WN436: AUS 2026-12-04 07:35:00 → STL 2026-12-04 09:35:00; layover at STL: 80 minutes.
  • WN287: STL 2026-12-04 10:55:00 → MDW 2026-12-04 12:05:00.

2026-12-06 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2365 / WN2133: AUS 2026-12-06 12:30:00 → MDW 2026-12-06 17:00:00; 1 stop(s) via HOU; 270 minutes. Local airport times.
  • WN2365: AUS 2026-12-06 12:30:00 → HOU 2026-12-06 13:30:00; layover at HOU: 65 minutes.
  • WN2133: HOU 2026-12-06 14:35:00 → MDW 2026-12-06 17:00:00.

2026-12-06 · one way · Axel-exclusive $145.00

• Southwest Airlines WN878 / WN878: AUS 2026-12-06 14:35:00 → MDW 2026-12-06 19:40:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
  • WN878: AUS 2026-12-06 14:35:00 → CVG 2026-12-06 18:00:00; layover at CVG: 90 minutes.
  • WN878: CVG 2026-12-06 19:30:00 → MDW 2026-12-06 19:40:00.

2026-12-05 · one way · Axel-exclusive $145.00

• Southwest Airlines WN391 / WN3175: AUS 2026-12-05 07:30:00 → MDW 2026-12-05 12:30:00; 1 stop(s) via MSY; 300 minutes. Local airport times.
  • WN391: AUS 2026-12-05 07:30:00 → MSY 2026-12-05 08:50:00; layover at MSY: 80 minutes.
  • WN3175: MSY 2026-12-05 10:10:00 → MDW 2026-12-05 12:30:00.

2026-12-06 · one way · Axel-exclusive $145.00

• Southwest Airlines WN399 / WN1407: AUS 2026-12-06 15:05:00 → MDW 2026-12-06 19:45:00; 1 stop(s) via OMA; 280 minutes. Local airport times.
  • WN399: AUS 2026-12-06 15:05:00 → OMA 2026-12-06 17:15:00; layover at OMA: 65 minutes.
  • WN1407: OMA 2026-12-06 18:20:00 → MDW 2026-12-06 19:45:00.

2026-12-04 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2365 / WN2133: AUS 2026-12-04 12:30:00 → MDW 2026-12-04 17:00:00; 1 stop(s) via HOU; 270 minutes. Local airport times.
  • WN2365: AUS 2026-12-04 12:30:00 → HOU 2026-12-04 13:30:00; layover at HOU: 65 minutes.
  • WN2133: HOU 2026-12-04 14:35:00 → MDW 2026-12-04 17:00:00.

2026-12-04 · one way · Axel-exclusive $145.00

• Southwest Airlines WN399 / WN1407: AUS 2026-12-04 15:05:00 → MDW 2026-12-04 19:45:00; 1 stop(s) via OMA; 280 minutes. Local airport times.
  • WN399: AUS 2026-12-04 15:05:00 → OMA 2026-12-04 17:15:00; layover at OMA: 65 minutes.
  • WN1407: OMA 2026-12-04 18:20:00 → MDW 2026-12-04 19:45:00.

2026-12-06 · one way · Axel-exclusive $145.00

• Southwest Airlines WN436 / WN287: AUS 2026-12-06 07:35:00 → MDW 2026-12-06 12:05:00; 1 stop(s) via STL; 270 minutes. Local airport times.
  • WN436: AUS 2026-12-06 07:35:00 → STL 2026-12-06 09:35:00; layover at STL: 80 minutes.
  • WN287: STL 2026-12-06 10:55:00 → MDW 2026-12-06 12:05:00.

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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