Austin (AUS) to Chicago (MDW), Nov 19–23, 2026: from $275 round trip

Austin (AUS) to Chicago (MDW), Nov 19–23, 2026: from $275 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $275 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 19–23, 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.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Nov 19–23, 2026 · 4 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago

All hotels in Chicago

Route overview: Austin to Chicago (MDW) flight deals

2026-11-19 → 2026-11-23 · Axel-exclusive $290.00

• Southwest Airlines WN378: AUS 2026-11-19 07:05:00 → MDW 2026-11-19 09:40:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN1596: MDW 2026-11-23 15:55:00 → AUS 2026-11-23 18:40:00; nonstop; 165 minutes. Local airport times.

2026-11-19 → 2026-11-23 · Axel-exclusive $275.00

• Southwest Airlines WN391 / WN3175: AUS 2026-11-19 07:30:00 → MDW 2026-11-19 12:30:00; 1 stop(s) via MSY; 300 minutes. Local airport times.
  • WN391: AUS 2026-11-19 07:30:00 → MSY 2026-11-19 08:50:00; layover at MSY: 80 minutes.
  • WN3175: MSY 2026-11-19 10:10:00 → MDW 2026-11-19 12:30:00.
• Southwest Airlines WN1712 / WN3116: MDW 2026-11-23 08:10:00 → AUS 2026-11-23 13:50:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
  • WN1712: MDW 2026-11-23 08:10:00 → MSP 2026-11-23 09:45:00; layover at MSP: 70 minutes.
  • WN3116: MSP 2026-11-23 10:55:00 → AUS 2026-11-23 13:50:00.

2026-11-19 → 2026-11-23 · Axel-exclusive $275.00

• Southwest Airlines WN2365 / WN2133: AUS 2026-11-19 12:30:00 → MDW 2026-11-19 17:00:00; 1 stop(s) via HOU; 270 minutes. Local airport times.
  • WN2365: AUS 2026-11-19 12:30:00 → HOU 2026-11-19 13:30:00; layover at HOU: 65 minutes.
  • WN2133: HOU 2026-11-19 14:35:00 → MDW 2026-11-19 17:00:00.
• Southwest Airlines WN1712 / WN3116: MDW 2026-11-23 08:10:00 → AUS 2026-11-23 13:50:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
  • WN1712: MDW 2026-11-23 08:10:00 → MSP 2026-11-23 09:45:00; layover at MSP: 70 minutes.
  • WN3116: MSP 2026-11-23 10:55:00 → AUS 2026-11-23 13:50:00.

2026-11-19 → 2026-11-23 · Axel-exclusive $275.00

• Southwest Airlines WN436 / WN287: AUS 2026-11-19 07:35:00 → MDW 2026-11-19 12:05:00; 1 stop(s) via STL; 270 minutes. Local airport times.
  • WN436: AUS 2026-11-19 07:35:00 → STL 2026-11-19 09:35:00; layover at STL: 80 minutes.
  • WN287: STL 2026-11-19 10:55:00 → MDW 2026-11-19 12:05:00.
• Southwest Airlines WN1712 / WN3116: MDW 2026-11-23 08:10:00 → AUS 2026-11-23 13:50:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
  • WN1712: MDW 2026-11-23 08:10:00 → MSP 2026-11-23 09:45:00; layover at MSP: 70 minutes.
  • WN3116: MSP 2026-11-23 10:55:00 → AUS 2026-11-23 13:50:00.

2026-11-19 → 2026-11-23 · Axel-exclusive $275.00

• Southwest Airlines WN2360 / WN1433: AUS 2026-11-19 16:25:00 → MDW 2026-11-19 21:00:00; 1 stop(s) via DAL; 275 minutes. Local airport times.
  • WN2360: AUS 2026-11-19 16:25:00 → DAL 2026-11-19 17:25:00; layover at DAL: 85 minutes.
  • WN1433: DAL 2026-11-19 18:50:00 → MDW 2026-11-19 21:00:00.
• Southwest Airlines WN1712 / WN3116: MDW 2026-11-23 08:10:00 → AUS 2026-11-23 13:50:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
  • WN1712: MDW 2026-11-23 08:10:00 → MSP 2026-11-23 09:45:00; layover at MSP: 70 minutes.
  • WN3116: MSP 2026-11-23 10:55:00 → AUS 2026-11-23 13:50:00.

2026-11-19 → 2026-11-23 · Axel-exclusive $275.00

• Southwest Airlines WN399 / WN1407: AUS 2026-11-19 15:05:00 → MDW 2026-11-19 19:45:00; 1 stop(s) via OMA; 280 minutes. Local airport times.
  • WN399: AUS 2026-11-19 15:05:00 → OMA 2026-11-19 17:15:00; layover at OMA: 65 minutes.
  • WN1407: OMA 2026-11-19 18:20:00 → MDW 2026-11-19 19:45:00.
• Southwest Airlines WN1712 / WN3116: MDW 2026-11-23 08:10:00 → AUS 2026-11-23 13:50:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
  • WN1712: MDW 2026-11-23 08:10:00 → MSP 2026-11-23 09:45:00; layover at MSP: 70 minutes.
  • WN3116: MSP 2026-11-23 10:55:00 → AUS 2026-11-23 13:50:00.

2026-11-19 → 2026-11-23 · Axel-exclusive $282.50

• Southwest Airlines WN378: AUS 2026-11-19 06:40:00 → MDW 2026-11-19 09:10:00; nonstop; 150 minutes. Local airport times.
• Southwest Airlines WN1712 / WN3116: MDW 2026-11-23 08:10:00 → AUS 2026-11-23 13:50:00; 1 stop(s) via MSP; 340 minutes. Local airport times.
  • WN1712: MDW 2026-11-23 08:10:00 → MSP 2026-11-23 09:45:00; layover at MSP: 70 minutes.
  • WN3116: MSP 2026-11-23 10:55:00 → AUS 2026-11-23 13:50:00.

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.

Explore this route

• All dates for this route
• Nov 18, 2026 · Return options
• Nov 20, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Austin (AUS) to Chicago (MDW) · Nov 19, 2026 · return Nov 23, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
• Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
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