New Orleans (MSY) to Chicago (MDW), Nov 11–12, 2026: from $290 round trip

New Orleans (MSY) to Chicago (MDW), Nov 11–12, 2026: from $290 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $290 round trip, Axel-exclusive, Southwest Airlines, nonstop, Nov 11–12, 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.

Exact travel dates Airline Flights Times, duration, stops Total price Price issued (UTC)
2026-11-11 → 2026-11-12 Southwest Airlines WN1899 / WN4747 14:35:00→16:55:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstop Axel-exclusive $290.00 2026-10-29T01:31:35Z
2026-11-11 → 2026-11-12 Delta Air Lines DL1322 + DL1728 / DL4711 + DL1652 10:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTW Axel-exclusive $390.00 2026-10-29T01:31:35Z
2026-11-11 → 2026-11-12 Southwest Airlines WN2139 / WN4747 09:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstop Axel-exclusive $290.00 2026-10-29T01:31:35Z
2026-11-11 → 2026-11-12 Southwest Airlines WN4879 + WN651 / WN4747 17:00:00→21:05:00 4h 05m 1 stop via BNA · 20:40:00→23:00:00 2h 20m nonstop Axel-exclusive $300.00 2026-10-29T01:31:35Z
2026-11-11 → 2026-11-12 Southwest Airlines WN3347 + WN2321 / WN4747 15:15:00→20:35:00 5h 20m 1 stop via RDU · 20:40:00→23:00:00 2h 20m nonstop Axel-exclusive $300.00 2026-10-29T01:31:35Z
2026-11-11 → 2026-11-12 Southwest Airlines WN4792 + WN287 / WN4747 07:25:00→12:05:00 4h 40m 1 stop via STL · 20:40:00→23:00:00 2h 20m nonstop Axel-exclusive $300.00 2026-10-29T01:31:35Z
2026-11-11 → 2026-11-12 Southwest Airlines WN103 + WN1536 / WN4747 16:00:00→20:25:00 4h 25m 1 stop via ATL · 20:40:00→23:00:00 2h 20m nonstop Axel-exclusive $300.00 2026-10-29T01:31:35Z
2026-11-11 → 2026-11-12 Southwest Airlines WN3121 + WN2694 / WN4747 13:15:00→17:45:00 4h 30m 1 stop via MCI · 20:40:00→23:00:00 2h 20m nonstop Axel-exclusive $300.00 2026-10-29T01:31:35Z

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.

All hotels in Chicago

Route overview: New Orleans to Chicago (MDW) flight deals

2026-11-11 → 2026-11-12 · Axel-exclusive $290.00

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

2026-11-11 → 2026-11-12 · Axel-exclusive $290.00

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

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

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

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

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

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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