Austin (AUS) to Chicago (MDW), Nov 25–29, 2026: from $396 round trip

Austin (AUS) to Chicago (MDW), Nov 25–29, 2026: from $396 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $396 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 25–29, 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 25–29, 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

2026-11-25 → 2026-11-29 · Axel-exclusive $406.00

• Southwest Airlines WN295: AUS 2026-11-25 14:50:00 → MDW 2026-11-25 17:20:00; nonstop; 150 minutes. Local airport times.
• Southwest Airlines WN2892: MDW 2026-11-29 20:55:00 → AUS 2026-11-29 23:45:00; nonstop; 170 minutes. Local airport times.

2026-11-25 → 2026-11-29 · Axel-exclusive $406.00

• Southwest Airlines WN378: AUS 2026-11-25 07:05:00 → MDW 2026-11-25 09:40:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2892: MDW 2026-11-29 20:55:00 → AUS 2026-11-29 23:45:00; nonstop; 170 minutes. Local airport times.

2026-11-25 → 2026-11-29 · Axel-exclusive $395.50

• Southwest Airlines WN2360 / WN1433: AUS 2026-11-25 16:25:00 → MDW 2026-11-25 21:00:00; 1 stop(s) via DAL; 275 minutes. Local airport times.
  • WN2360: AUS 2026-11-25 16:25:00 → DAL 2026-11-25 17:25:00; layover at DAL: 85 minutes.
  • WN1433: DAL 2026-11-25 18:50:00 → MDW 2026-11-25 21:00:00.
• Southwest Airlines WN2892: MDW 2026-11-29 20:55:00 → AUS 2026-11-29 23:45:00; nonstop; 170 minutes. Local airport times.

2026-11-25 → 2026-11-29 · Axel-exclusive $395.50

• Southwest Airlines WN391 / WN3175: AUS 2026-11-25 07:30:00 → MDW 2026-11-25 12:30:00; 1 stop(s) via MSY; 300 minutes. Local airport times.
  • WN391: AUS 2026-11-25 07:30:00 → MSY 2026-11-25 08:50:00; layover at MSY: 80 minutes.
  • WN3175: MSY 2026-11-25 10:10:00 → MDW 2026-11-25 12:30:00.
• Southwest Airlines WN2892: MDW 2026-11-29 20:55:00 → AUS 2026-11-29 23:45:00; nonstop; 170 minutes. Local airport times.

2026-11-25 → 2026-11-29 · Axel-exclusive $395.50

• Southwest Airlines WN436 / WN287: AUS 2026-11-25 07:35:00 → MDW 2026-11-25 12:05:00; 1 stop(s) via STL; 270 minutes. Local airport times.
  • WN436: AUS 2026-11-25 07:35:00 → STL 2026-11-25 09:35:00; layover at STL: 80 minutes.
  • WN287: STL 2026-11-25 10:55:00 → MDW 2026-11-25 12:05:00.
• Southwest Airlines WN2892: MDW 2026-11-29 20:55:00 → AUS 2026-11-29 23:45:00; nonstop; 170 minutes. Local airport times.

2026-11-25 → 2026-11-29 · Axel-exclusive $395.50

• Southwest Airlines WN2365 / WN2133: AUS 2026-11-25 12:30:00 → MDW 2026-11-25 17:00:00; 1 stop(s) via HOU; 270 minutes. Local airport times.
  • WN2365: AUS 2026-11-25 12:30:00 → HOU 2026-11-25 13:30:00; layover at HOU: 65 minutes.
  • WN2133: HOU 2026-11-25 14:35:00 → MDW 2026-11-25 17:00:00.
• Southwest Airlines WN2892: MDW 2026-11-29 20:55:00 → AUS 2026-11-29 23:45:00; nonstop; 170 minutes. Local airport times.

2026-11-25 → 2026-11-29 · Axel-exclusive $395.50

• Southwest Airlines WN878 / WN878: AUS 2026-11-25 14:35:00 → MDW 2026-11-25 19:40:00; 1 stop(s) via CVG; 305 minutes. Local airport times.
  • WN878: AUS 2026-11-25 14:35:00 → CVG 2026-11-25 18:00:00; layover at CVG: 90 minutes.
  • WN878: CVG 2026-11-25 19:30:00 → MDW 2026-11-25 19:40:00.
• Southwest Airlines WN2892: MDW 2026-11-29 20:55:00 → AUS 2026-11-29 23:45:00; nonstop; 170 minutes. Local airport times.

2026-11-25 → 2026-11-29 · Axel-exclusive $395.50

• Southwest Airlines WN399 / WN1407: AUS 2026-11-25 15:05:00 → MDW 2026-11-25 19:45:00; 1 stop(s) via OMA; 280 minutes. Local airport times.
  • WN399: AUS 2026-11-25 15:05:00 → OMA 2026-11-25 17:15:00; layover at OMA: 65 minutes.
  • WN1407: OMA 2026-11-25 18:20:00 → MDW 2026-11-25 19:45:00.
• Southwest Airlines WN2892: MDW 2026-11-29 20:55:00 → AUS 2026-11-29 23:45:00; nonstop; 170 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

• All dates for this route
• Nov 24, 2026 · Return options
• Nov 26, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Austin (AUS) to Chicago (MDW) · Nov 25, 2026 · return Nov 29, 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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• 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. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. 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.

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