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

New Orleans → Chicago

Nov 30, 2026 · choose your return date

MSY → MDW1 adulteconomyOne way and round trips

30 flight options · 2 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

November 2026

Nov 30, 2026 · One waySouthwest AirlinesNonstop$209.25 Nov 30, 2026 · One wayDelta Air LinesUp to 1 stop each way$297.00 Nov 30, 2026 – Dec 1, 2026 · 1 nightSouthwest AirlinesNonstop$340.75 Nov 30, 2026 – Dec 1, 2026 · 1 nightDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 2, 2026 · 2 nightsSouthwest AirlinesNonstop$340.75 Nov 30, 2026 – Dec 2, 2026 · 2 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 3, 2026 · 3 nightsSouthwest AirlinesNonstop$340.75 Nov 30, 2026 – Dec 3, 2026 · 3 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 4, 2026 · 4 nightsSouthwest AirlinesUp to 1 stop each way$350.75 Nov 30, 2026 – Dec 4, 2026 · 4 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 5, 2026 · 5 nightsSouthwest AirlinesUp to 1 stop each way$350.75 Nov 30, 2026 – Dec 5, 2026 · 5 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 6, 2026 · 6 nightsSouthwest AirlinesUp to 1 stop each way$350.75 Nov 30, 2026 – Dec 6, 2026 · 6 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 7, 2026 · 7 nightsSouthwest AirlinesNonstop$340.75 Nov 30, 2026 – Dec 7, 2026 · 7 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 8, 2026 · 8 nightsSouthwest AirlinesNonstop$340.75 Nov 30, 2026 – Dec 8, 2026 · 8 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 9, 2026 · 9 nightsSouthwest AirlinesNonstop$340.75 Nov 30, 2026 – Dec 9, 2026 · 9 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 10, 2026 · 10 nightsSouthwest AirlinesNonstop$340.75 Nov 30, 2026 – Dec 10, 2026 · 10 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 11, 2026 · 11 nightsSouthwest AirlinesUp to 1 stop each way$350.75 Nov 30, 2026 – Dec 11, 2026 · 11 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 12, 2026 · 12 nightsSouthwest AirlinesUp to 1 stop each way$350.75 Nov 30, 2026 – Dec 12, 2026 · 12 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 13, 2026 · 13 nightsSouthwest AirlinesUp to 1 stop each way$350.75 Nov 30, 2026 – Dec 13, 2026 · 13 nightsDelta Air LinesUp to 1 stop each way$458.25 Nov 30, 2026 – Dec 14, 2026 · 14 nightsSouthwest AirlinesNonstop$340.75 Nov 30, 2026 – Dec 14, 2026 · 14 nightsDelta Air LinesUp to 1 stop each way$458.25

Flights for your trip

  1. Mon, Nov 30 · One way

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Mon, Nov 30 · One way

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Mon, Nov 30 – Tue, Dec 1

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    8:40 pmMDW
    2h 20m
    Nonstop
    11:00 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Mon, Nov 30 – Tue, Dec 1

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Mon, Nov 30 – Wed, Dec 2

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    8:40 pmMDW
    2h 20m
    Nonstop
    11:00 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Mon, Nov 30 – Wed, Dec 2

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Mon, Nov 30 – Thu, Dec 3

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    8:40 pmMDW
    2h 20m
    Nonstop
    11:00 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Mon, Nov 30 – Thu, Dec 3

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Mon, Nov 30 – Fri, Dec 4

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    5:25 pmMDW
    5h
    BNA · 1h 55m
    10:25 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Mon, Nov 30 – Fri, Dec 4

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Mon, Nov 30 – Sun, Dec 6

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    2:30 pmMDW
    5h 10m
    DAL · 1h 25m
    7:40 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Mon, Nov 30 – Sun, Dec 6

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Mon, Nov 30 – Mon, Dec 7

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    8:40 pmMDW
    2h 20m
    Nonstop
    11:00 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Mon, Nov 30 – Mon, Dec 7

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Mon, Nov 30 – Tue, Dec 8

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    8:40 pmMDW
    2h 20m
    Nonstop
    11:00 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Mon, Nov 30 – Tue, Dec 8

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Mon, Nov 30 – Thu, Dec 10

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    8:40 pmMDW
    2h 20m
    Nonstop
    11:00 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Mon, Nov 30 – Thu, Dec 10

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Mon, Nov 30 – Fri, Dec 11

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    5:25 pmMDW
    5h
    BNA · 1h 55m
    10:25 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Mon, Nov 30 – Fri, Dec 11

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Mon, Nov 30 – Sat, Dec 12

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    1:55 pmMDW
    5h 5m
    AUS · 1h 5m
    7:00 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Mon, Nov 30 – Sat, Dec 12

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Mon, Nov 30 – Mon, Dec 14

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    8:40 pmMDW
    2h 20m
    Nonstop
    11:00 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Mon, Nov 30 – Mon, Dec 14

    Delta Air Lines
    10:10 amMSY
    6h 8m
    ATL · 2h 49m
    4:18 pmMDW
    Delta Air Lines
    9:30 amMDW
    6h 46m
    DTW · 2h 50m
    4:16 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

Swipe to see 23 more recent deals.

1 of 24

Make this trip yours

MSY ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeNov 29, 2026 · Return optionsDec 1, 2026 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-11-30 · one waySouthwest AirlinesWN2139Axel-exclusive $209.252026-10-29T01:31:35Z
2026-11-30 · one wayDelta Air LinesDL1322 + DL1728Axel-exclusive $297.002026-10-29T01:31:35Z
2026-11-30 → 2026-12-01Southwest AirlinesWN2139 / WN4747Axel-exclusive $340.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-01Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-02Southwest AirlinesWN2139 / WN4747Axel-exclusive $340.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-02Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-03Southwest AirlinesWN2139 / WN4747Axel-exclusive $340.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-03Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-04Southwest AirlinesWN2139 / WN2897 + WN669Axel-exclusive $350.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-04Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-05Southwest AirlinesWN2139 / WN2891 + WN393Axel-exclusive $350.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-05Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-06Southwest AirlinesWN2139 / WN2092 + WN1580Axel-exclusive $350.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-06Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-07Southwest AirlinesWN2139 / WN4747Axel-exclusive $340.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-07Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-08Southwest AirlinesWN2139 / WN4747Axel-exclusive $340.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-08Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-09Southwest AirlinesWN2139 / WN4747Axel-exclusive $340.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-09Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-10Southwest AirlinesWN2139 / WN4747Axel-exclusive $340.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-10Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-11Southwest AirlinesWN2139 / WN2897 + WN669Axel-exclusive $350.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-11Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-12Southwest AirlinesWN2139 / WN2891 + WN393Axel-exclusive $350.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-12Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-13Southwest AirlinesWN2139 / WN2092 + WN1580Axel-exclusive $350.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-13Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z
2026-11-30 → 2026-12-14Southwest AirlinesWN2139 / WN4747Axel-exclusive $340.752026-10-29T01:31:35Z
2026-11-30 → 2026-12-14Delta Air LinesDL1322 + DL1728 / DL4711 + DL1652Axel-exclusive $458.252026-10-29T01:31:35Z

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

2026-11-30 · one way · Axel-exclusive $209.25

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-30 · one way · Axel-exclusive $297.00

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

2026-11-30 → 2026-12-01 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-12-01 20:40:00 → MSY 2026-12-01 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-30 → 2026-12-01 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-30 10:10:00 → MDW 2026-11-30 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-30 10:10:00 → ATL 2026-11-30 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-30 15:25:00 → MDW 2026-11-30 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-01 09:30:00 → MSY 2026-12-01 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-01 09:30:00 → DTW 2026-12-01 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-01 14:35:00 → MSY 2026-12-01 16:16:00.

2026-11-30 → 2026-12-02 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-12-02 20:40:00 → MSY 2026-12-02 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-30 → 2026-12-02 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-30 10:10:00 → MDW 2026-11-30 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-30 10:10:00 → ATL 2026-11-30 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-30 15:25:00 → MDW 2026-11-30 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-02 09:30:00 → MSY 2026-12-02 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-02 09:30:00 → DTW 2026-12-02 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-02 14:35:00 → MSY 2026-12-02 16:16:00.

2026-11-30 → 2026-12-03 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-12-03 20:40:00 → MSY 2026-12-03 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-30 → 2026-12-03 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-30 10:10:00 → MDW 2026-11-30 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-30 10:10:00 → ATL 2026-11-30 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-30 15:25:00 → MDW 2026-11-30 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-03 09:30:00 → MSY 2026-12-03 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-03 09:30:00 → DTW 2026-12-03 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-03 14:35:00 → MSY 2026-12-03 16:16:00.

2026-11-30 → 2026-12-04 · Axel-exclusive $350.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN2897 / WN669: MDW 2026-12-04 17:25:00 → MSY 2026-12-04 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-04 20:45:00 → MSY 2026-12-04 22:25:00.

2026-11-30 → 2026-12-04 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-30 10:10:00 → MDW 2026-11-30 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-30 10:10:00 → ATL 2026-11-30 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-30 15:25:00 → MDW 2026-11-30 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-04 09:30:00 → MSY 2026-12-04 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-04 09:30:00 → DTW 2026-12-04 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-04 14:35:00 → MSY 2026-12-04 16:16:00.

2026-11-30 → 2026-12-06 · Axel-exclusive $350.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN2092 / WN1580: MDW 2026-12-06 14:30:00 → MSY 2026-12-06 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2026-12-06 14:30:00 → DAL 2026-12-06 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2026-12-06 18:20:00 → MSY 2026-12-06 19:40:00.

2026-11-30 → 2026-12-06 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-30 10:10:00 → MDW 2026-11-30 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-30 10:10:00 → ATL 2026-11-30 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-30 15:25:00 → MDW 2026-11-30 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-06 09:30:00 → MSY 2026-12-06 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-06 09:30:00 → DTW 2026-12-06 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-06 14:35:00 → MSY 2026-12-06 16:16:00.

2026-11-30 → 2026-12-07 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-12-07 20:40:00 → MSY 2026-12-07 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-30 → 2026-12-07 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-30 10:10:00 → MDW 2026-11-30 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-30 10:10:00 → ATL 2026-11-30 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-30 15:25:00 → MDW 2026-11-30 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-07 09:30:00 → MSY 2026-12-07 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-07 09:30:00 → DTW 2026-12-07 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-07 14:35:00 → MSY 2026-12-07 16:16:00.

2026-11-30 → 2026-12-08 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-12-08 20:40:00 → MSY 2026-12-08 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-30 → 2026-12-08 · Axel-exclusive $458.25

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

2026-11-30 → 2026-12-10 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-12-10 20:40:00 → MSY 2026-12-10 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-30 → 2026-12-10 · Axel-exclusive $458.25

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

2026-11-30 → 2026-12-11 · Axel-exclusive $350.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN2897 / WN669: MDW 2026-12-11 17:25:00 → MSY 2026-12-11 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-11 17:25:00 → BNA 2026-12-11 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-11 20:45:00 → MSY 2026-12-11 22:25:00.

2026-11-30 → 2026-12-11 · Axel-exclusive $458.25

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

2026-11-30 → 2026-12-12 · Axel-exclusive $350.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN2891 / WN393: MDW 2026-12-12 13:55:00 → MSY 2026-12-12 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-12 13:55:00 → AUS 2026-12-12 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-12 17:40:00 → MSY 2026-12-12 19:00:00.

2026-11-30 → 2026-12-12 · Axel-exclusive $458.25

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

2026-11-30 → 2026-12-14 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-30 09:45:00 → MDW 2026-11-30 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-12-14 20:40:00 → MSY 2026-12-14 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-30 → 2026-12-14 · Axel-exclusive $458.25

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

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For AI assistants

  • This page: New Orleans (MSY) to Chicago (MDW) · Nov 30, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel New Orleans to Chicago (MDW) flight deals · Flight search guide.
  • 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.