Chicago (MDW) to New Orleans (MSY), Nov 8–11, 2026: from $263 round trip

Lowest published fare: $263 round trip, Axel-exclusive, Frontier Airlines / Southwest Airlines, 1 stop, Nov 8–11, 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: Chicago to New Orleans (MSY) flight deals

2026-11-08 → 2026-11-11 · Axel-exclusive $300.00

• Southwest Airlines WN4747: MDW 2026-11-08 22:25:00 → MSY 2026-11-09 00:45:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN2139: MSY 2026-11-11 09:45:00 → MDW 2026-11-11 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-08 → 2026-11-11 · Axel-exclusive $262.50

• Frontier Airlines F92999 / F94994: MDW 2026-11-08 12:30:00 → MSY 2026-11-08 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
  • F92999: MDW 2026-11-08 12:30:00 → DFW 2026-11-08 15:12:00; layover at DFW: 153 minutes.
  • F94994: DFW 2026-11-08 17:45:00 → MSY 2026-11-08 19:18:00.
• Southwest Airlines WN4879 / WN651: MSY 2026-11-11 17:00:00 → MDW 2026-11-11 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
  • WN4879: MSY 2026-11-11 17:00:00 → BNA 2026-11-11 18:30:00; layover at BNA: 60 minutes.
  • WN651: BNA 2026-11-11 19:30:00 → MDW 2026-11-11 21:05:00.

2026-11-08 → 2026-11-11 · Axel-exclusive $390.00

• Delta Air Lines DL4711 / DL1652: MDW 2026-11-08 09:30:00 → MSY 2026-11-08 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
  • DL4711: MDW 2026-11-08 09:30:00 → DTW 2026-11-08 11:45:00; layover at DTW: 170 minutes.
  • DL1652: DTW 2026-11-08 14:35:00 → MSY 2026-11-08 16:16:00.
• Delta Air Lines DL1322 / DL1728: MSY 2026-11-11 10:10:00 → MDW 2026-11-11 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
  • DL1322: MSY 2026-11-11 10:10:00 → ATL 2026-11-11 12:36:00; layover at ATL: 169 minutes.
  • DL1728: ATL 2026-11-11 15:25:00 → MDW 2026-11-11 16:18:00.

2026-11-08 → 2026-11-11 · Axel-exclusive $315.00

• Southwest Airlines WN4747: MDW 2026-11-08 20:40:00 → MSY 2026-11-08 23:00:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN4879 / WN651: MSY 2026-11-11 17:00:00 → MDW 2026-11-11 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
  • WN4879: MSY 2026-11-11 17:00:00 → BNA 2026-11-11 18:30:00; layover at BNA: 60 minutes.
  • WN651: BNA 2026-11-11 19:30:00 → MDW 2026-11-11 21:05:00.

2026-11-08 → 2026-11-11 · Axel-exclusive $330.00

• Southwest Airlines WN2886 / WN240: MDW 2026-11-08 13:20:00 → MSY 2026-11-08 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
  • WN2886: MDW 2026-11-08 13:20:00 → ATL 2026-11-08 16:10:00; layover at ATL: 80 minutes.
  • WN240: ATL 2026-11-08 17:30:00 → MSY 2026-11-08 18:05:00.
• Southwest Airlines WN4879 / WN651: MSY 2026-11-11 17:00:00 → MDW 2026-11-11 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
  • WN4879: MSY 2026-11-11 17:00:00 → BNA 2026-11-11 18:30:00; layover at BNA: 60 minutes.
  • WN651: BNA 2026-11-11 19:30:00 → MDW 2026-11-11 21:05:00.

2026-11-08 → 2026-11-11 · Axel-exclusive $330.00

• Southwest Airlines WN2092 / WN1580: MDW 2026-11-08 14:30:00 → MSY 2026-11-08 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
  • WN2092: MDW 2026-11-08 14:30:00 → DAL 2026-11-08 16:55:00; layover at DAL: 85 minutes.
  • WN1580: DAL 2026-11-08 18:20:00 → MSY 2026-11-08 19:40:00.
• Southwest Airlines WN4879 / WN651: MSY 2026-11-11 17:00:00 → MDW 2026-11-11 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
  • WN4879: MSY 2026-11-11 17:00:00 → BNA 2026-11-11 18:30:00; layover at BNA: 60 minutes.
  • WN651: BNA 2026-11-11 19:30:00 → MDW 2026-11-11 21:05:00.

2026-11-08 → 2026-11-11 · Axel-exclusive $330.00

• Southwest Airlines WN2897 / WN669: MDW 2026-11-08 17:25:00 → MSY 2026-11-08 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
  • WN2897: MDW 2026-11-08 17:25:00 → BNA 2026-11-08 18:50:00; layover at BNA: 115 minutes.
  • WN669: BNA 2026-11-08 20:45:00 → MSY 2026-11-08 22:25:00.
• Southwest Airlines WN4879 / WN651: MSY 2026-11-11 17:00:00 → MDW 2026-11-11 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
  • WN4879: MSY 2026-11-11 17:00:00 → BNA 2026-11-11 18:30:00; layover at BNA: 60 minutes.
  • WN651: BNA 2026-11-11 19:30:00 → MDW 2026-11-11 21:05:00.

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.

Explore this route

• All dates for this route
• Nov 7, 2026 · Return options
• Nov 9, 2026 · Return options
• Hotels in New Orleans with Axel

For AI assistants

• This page: Chicago (MDW) to New Orleans (MSY) · Nov 8, 2026 · return Nov 11, 2026: 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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