New Orleans (MSY) to Chicago (MDW), Nov 12–14, 2026: from $300 round trip

New Orleans (MSY) to Chicago (MDW), Nov 12–14, 2026: from $300 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $300 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 12–14, 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 12–14, 2026 · 2 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: New Orleans to Chicago (MDW) flight deals

2026-11-12 → 2026-11-14 · Axel-exclusive $300.00

• Southwest Airlines WN3175: MSY 2026-11-12 10:10:00 → MDW 2026-11-12 12:30:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN2891 / WN393: MDW 2026-11-14 13:55:00 → MSY 2026-11-14 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
  • WN2891: MDW 2026-11-14 13:55:00 → AUS 2026-11-14 16:35:00; layover at AUS: 65 minutes.
  • WN393: AUS 2026-11-14 17:40:00 → MSY 2026-11-14 19:00:00.

2026-11-12 → 2026-11-14 · Axel-exclusive $390.00

• Delta Air Lines DL1322 / DL1728: MSY 2026-11-12 10:10:00 → MDW 2026-11-12 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
  • DL1322: MSY 2026-11-12 10:10:00 → ATL 2026-11-12 12:36:00; layover at ATL: 169 minutes.
  • DL1728: ATL 2026-11-12 15:25:00 → MDW 2026-11-12 16:18:00.
• Delta Air Lines DL4711 / DL1652: MDW 2026-11-14 09:30:00 → MSY 2026-11-14 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
  • DL4711: MDW 2026-11-14 09:30:00 → DTW 2026-11-14 11:45:00; layover at DTW: 170 minutes.
  • DL1652: DTW 2026-11-14 14:35:00 → MSY 2026-11-14 16:16:00.

2026-11-12 → 2026-11-14 · Axel-exclusive $310.00

• Southwest Airlines WN103 / WN1536: MSY 2026-11-12 16:00:00 → MDW 2026-11-12 20:25:00; 1 stop(s) via ATL; 265 minutes. Local airport times.
  • WN103: MSY 2026-11-12 16:00:00 → ATL 2026-11-12 18:25:00; layover at ATL: 70 minutes.
  • WN1536: ATL 2026-11-12 19:35:00 → MDW 2026-11-12 20:25:00.
• Southwest Airlines WN2891 / WN393: MDW 2026-11-14 13:55:00 → MSY 2026-11-14 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
  • WN2891: MDW 2026-11-14 13:55:00 → AUS 2026-11-14 16:35:00; layover at AUS: 65 minutes.
  • WN393: AUS 2026-11-14 17:40:00 → MSY 2026-11-14 19:00:00.

2026-11-12 → 2026-11-14 · Axel-exclusive $310.00

• Southwest Airlines WN4792 / WN287: MSY 2026-11-12 07:25:00 → MDW 2026-11-12 12:05:00; 1 stop(s) via STL; 280 minutes. Local airport times.
  • WN4792: MSY 2026-11-12 07:25:00 → STL 2026-11-12 09:10:00; layover at STL: 105 minutes.
  • WN287: STL 2026-11-12 10:55:00 → MDW 2026-11-12 12:05:00.
• Southwest Airlines WN2891 / WN393: MDW 2026-11-14 13:55:00 → MSY 2026-11-14 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
  • WN2891: MDW 2026-11-14 13:55:00 → AUS 2026-11-14 16:35:00; layover at AUS: 65 minutes.
  • WN393: AUS 2026-11-14 17:40:00 → MSY 2026-11-14 19:00:00.

2026-11-12 → 2026-11-14 · Axel-exclusive $310.00

• Southwest Airlines WN4879 / WN651: MSY 2026-11-12 17:00:00 → MDW 2026-11-12 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
  • WN4879: MSY 2026-11-12 17:00:00 → BNA 2026-11-12 18:30:00; layover at BNA: 60 minutes.
  • WN651: BNA 2026-11-12 19:30:00 → MDW 2026-11-12 21:05:00.
• Southwest Airlines WN2891 / WN393: MDW 2026-11-14 13:55:00 → MSY 2026-11-14 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
  • WN2891: MDW 2026-11-14 13:55:00 → AUS 2026-11-14 16:35:00; layover at AUS: 65 minutes.
  • WN393: AUS 2026-11-14 17:40:00 → MSY 2026-11-14 19:00:00.

2026-11-12 → 2026-11-14 · Axel-exclusive $310.00

• Southwest Airlines WN3347 / WN2321: MSY 2026-11-12 15:15:00 → MDW 2026-11-12 20:35:00; 1 stop(s) via RDU; 320 minutes. Local airport times.
  • WN3347: MSY 2026-11-12 15:15:00 → RDU 2026-11-12 18:20:00; layover at RDU: 75 minutes.
  • WN2321: RDU 2026-11-12 19:35:00 → MDW 2026-11-12 20:35:00.
• Southwest Airlines WN2891 / WN393: MDW 2026-11-14 13:55:00 → MSY 2026-11-14 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
  • WN2891: MDW 2026-11-14 13:55:00 → AUS 2026-11-14 16:35:00; layover at AUS: 65 minutes.
  • WN393: AUS 2026-11-14 17:40:00 → MSY 2026-11-14 19:00:00.

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 11, 2026 · Return options
• Nov 13, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: New Orleans (MSY) to Chicago (MDW) · Nov 12, 2026 · return Nov 14, 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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