Travel with Axel, get the best price.

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

New Orleans (MSY) to Chicago (MDW), Nov 16, 2026: round trips from $290, one way from $155

New Orleans (MSY) to Chicago (MDW), Nov 16, 2026: round trips from $290, one way from $155 on Axel, checked Oct 29, 2026. Lowest published fares: $290 round trip, Axel-exclusive, Southwest Airlines, nonstop, Nov 16–17, 2026; $155 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 16, 2026; 1 adult, economy, checked Oct 29, 2026.

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

Flights for your trip

  1. Mon, Nov 16 · 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 16 · 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 16 – Tue, Nov 17

    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 16 – Tue, Nov 17

    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 16 – Wed, Nov 18

    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 16 – Wed, Nov 18

    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 16 – Thu, Nov 19

    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 16 – Thu, Nov 19

    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 16 – Fri, Nov 20

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    1:20 pmMDW
    4h 45m
    ATL · 1h 20m
    6:05 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Mon, Nov 16 – Fri, Nov 20

    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 16 – Sun, Nov 22

    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 16 – Sun, Nov 22

    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 16 – Mon, Nov 23

    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 16 – Mon, Nov 23

    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 16 – Tue, Nov 24

    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 16 – Tue, Nov 24

    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 16 – Thu, Nov 26

    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 16 – Thu, Nov 26

    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 16 – Fri, Nov 27

    Southwest Airlines
    9:45 amMSY
    2h 20m
    Nonstop
    12:05 pmMDW
    Southwest Airlines
    1:20 pmMDW
    4h 45m
    ATL · 1h 20m
    6:05 pmMSY

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Mon, Nov 16 – Fri, Nov 27

    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 16 – Sat, Nov 28

    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 16 – Sat, Nov 28

    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 16 – Mon, Nov 30

    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 16 – Mon, Nov 30

    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.

No account needed to see prices.

Already have an account? Log in

Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Southwest Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

Explore this route

All dates for this routeNov 15, 2026 · Return optionsNov 17, 2026 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

New Orleans (MSY) to Chicago (MDW), Nov 16, 2026: round trips from $290, one way from $155 on Axel, checked Oct 29, 2026. Lowest published fares: $290 round trip, Axel-exclusive, Southwest Airlines, nonstop, Nov 16–17, 2026; $155 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 16, 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.

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 datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-11-16 · one waySouthwest AirlinesWN213909:45:00→12:05:00 2h 20m nonstopAxel-exclusive $155.002026-10-29T01:31:35Z
2026-11-16 · one wayDelta Air LinesDL1322 + DL172810:10:00→16:18:00 6h 08m 1 stop via ATLAxel-exclusive $220.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-17Southwest AirlinesWN2139 / WN474709:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstopAxel-exclusive $290.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-17Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $390.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-18Southwest AirlinesWN2139 / WN474709:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstopAxel-exclusive $290.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-18Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $390.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-19Southwest AirlinesWN2139 / WN474709:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstopAxel-exclusive $290.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-19Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $390.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-20Southwest AirlinesWN2139 / WN2886 + WN24009:45:00→12:05:00 2h 20m nonstop · 13:20:00→18:05:00 4h 45m 1 stop via ATLAxel-exclusive $300.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-20Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $390.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-21Southwest AirlinesWN2139 / WN2891 + WN39309:45:00→12:05:00 2h 20m nonstop · 13:55:00→19:00:00 5h 05m 1 stop via AUSAxel-exclusive $300.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-21Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $390.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-22Southwest AirlinesWN2139 / WN2092 + WN158009:45:00→12:05:00 2h 20m nonstop · 14:30:00→19:40:00 5h 10m 1 stop via DALAxel-exclusive $300.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-22Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $390.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-23Southwest AirlinesWN2139 / WN474709:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstopAxel-exclusive $290.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-23Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $390.002026-10-29T01:31:35Z
2026-11-16 → 2026-11-24Southwest AirlinesWN2139 / WN474709:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstopAxel-exclusive $340.752026-10-29T01:31:35Z
2026-11-16 → 2026-11-24Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $458.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-25Southwest AirlinesWN2139 / WN474709:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstopAxel-exclusive $340.752026-10-29T01:31:35Z
2026-11-16 → 2026-11-25Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $458.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-26Southwest AirlinesWN2139 / WN474709:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstopAxel-exclusive $340.752026-10-29T01:31:35Z
2026-11-16 → 2026-11-26Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $458.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-27Southwest AirlinesWN2139 / WN2886 + WN24009:45:00→12:05:00 2h 20m nonstop · 13:20:00→18:05:00 4h 45m 1 stop via ATLAxel-exclusive $354.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-27Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $458.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-28Southwest AirlinesWN2139 / WN2891 + WN39309:45:00→12:05:00 2h 20m nonstop · 13:55:00→19:00:00 5h 05m 1 stop via AUSAxel-exclusive $354.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-28Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $458.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-29Southwest AirlinesWN2139 / WN2092 + WN158009:45:00→12:05:00 2h 20m nonstop · 14:30:00→19:40:00 5h 10m 1 stop via DALAxel-exclusive $354.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-29Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $458.252026-10-29T01:31:35Z
2026-11-16 → 2026-11-30Southwest AirlinesWN2139 / WN474709:45:00→12:05:00 2h 20m nonstop · 20:40:00→23:00:00 2h 20m nonstopAxel-exclusive $340.752026-10-29T01:31:35Z
2026-11-16 → 2026-11-30Delta Air LinesDL1322 + DL1728 / DL4711 + DL165210:10:00→16:18:00 6h 08m 1 stop via ATL · 09:30:00→16:16:00 6h 46m 1 stop via DTWAxel-exclusive $458.252026-10-29T01:31:35Z

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

2026-11-16 · one way · Axel-exclusive $155.00

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.

2026-11-16 · one way · Axel-exclusive $220.00

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

2026-11-16 → 2026-11-17 · Axel-exclusive $290.00

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-11-17 20:40:00 → MSY 2026-11-17 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-16 → 2026-11-17 · Axel-exclusive $390.00

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-17 09:30:00 → MSY 2026-11-17 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-17 09:30:00 → DTW 2026-11-17 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-17 14:35:00 → MSY 2026-11-17 16:16:00.

2026-11-16 → 2026-11-18 · Axel-exclusive $290.00

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-11-18 20:40:00 → MSY 2026-11-18 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-16 → 2026-11-18 · Axel-exclusive $390.00

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

2026-11-16 → 2026-11-19 · Axel-exclusive $290.00

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-11-19 20:40:00 → MSY 2026-11-19 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-16 → 2026-11-19 · Axel-exclusive $390.00

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-19 09:30:00 → MSY 2026-11-19 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-19 09:30:00 → DTW 2026-11-19 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-19 14:35:00 → MSY 2026-11-19 16:16:00.

2026-11-16 → 2026-11-20 · Axel-exclusive $300.00

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN2886 / WN240: MDW 2026-11-20 13:20:00 → MSY 2026-11-20 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-11-20 13:20:00 → ATL 2026-11-20 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-11-20 17:30:00 → MSY 2026-11-20 18:05:00.

2026-11-16 → 2026-11-20 · Axel-exclusive $390.00

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-20 09:30:00 → MSY 2026-11-20 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-20 09:30:00 → DTW 2026-11-20 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-20 14:35:00 → MSY 2026-11-20 16:16:00.

2026-11-16 → 2026-11-22 · Axel-exclusive $300.00

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN2092 / WN1580: MDW 2026-11-22 14:30:00 → MSY 2026-11-22 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2026-11-22 14:30:00 → DAL 2026-11-22 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2026-11-22 18:20:00 → MSY 2026-11-22 19:40:00.

2026-11-16 → 2026-11-22 · Axel-exclusive $390.00

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-22 09:30:00 → MSY 2026-11-22 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-22 09:30:00 → DTW 2026-11-22 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-22 14:35:00 → MSY 2026-11-22 16:16:00.

2026-11-16 → 2026-11-23 · Axel-exclusive $290.00

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-11-23 20:40:00 → MSY 2026-11-23 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-16 → 2026-11-23 · Axel-exclusive $390.00

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-23 09:30:00 → MSY 2026-11-23 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-23 09:30:00 → DTW 2026-11-23 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-23 14:35:00 → MSY 2026-11-23 16:16:00.

2026-11-16 → 2026-11-24 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-11-24 20:40:00 → MSY 2026-11-24 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-16 → 2026-11-24 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-24 09:30:00 → MSY 2026-11-24 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-24 09:30:00 → DTW 2026-11-24 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-24 14:35:00 → MSY 2026-11-24 16:16:00.

2026-11-16 → 2026-11-26 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-11-26 20:40:00 → MSY 2026-11-26 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-16 → 2026-11-26 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-26 09:30:00 → MSY 2026-11-26 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-26 09:30:00 → DTW 2026-11-26 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-26 14:35:00 → MSY 2026-11-26 16:16:00.

2026-11-16 → 2026-11-27 · Axel-exclusive $354.25

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN2886 / WN240: MDW 2026-11-27 13:20:00 → MSY 2026-11-27 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-11-27 13:20:00 → ATL 2026-11-27 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-11-27 17:30:00 → MSY 2026-11-27 18:05:00.

2026-11-16 → 2026-11-27 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-27 09:30:00 → MSY 2026-11-27 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-27 09:30:00 → DTW 2026-11-27 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-27 14:35:00 → MSY 2026-11-27 16:16:00.

2026-11-16 → 2026-11-28 · Axel-exclusive $354.25

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN2891 / WN393: MDW 2026-11-28 13:55:00 → MSY 2026-11-28 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-11-28 13:55:00 → AUS 2026-11-28 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-11-28 17:40:00 → MSY 2026-11-28 19:00:00.

2026-11-16 → 2026-11-28 · Axel-exclusive $458.25

  • Delta Air Lines DL1322 / DL1728: MSY 2026-11-16 10:10:00 → MDW 2026-11-16 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2026-11-16 10:10:00 → ATL 2026-11-16 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2026-11-16 15:25:00 → MDW 2026-11-16 16:18:00.
  • Delta Air Lines DL4711 / DL1652: MDW 2026-11-28 09:30:00 → MSY 2026-11-28 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-11-28 09:30:00 → DTW 2026-11-28 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-11-28 14:35:00 → MSY 2026-11-28 16:16:00.

2026-11-16 → 2026-11-30 · Axel-exclusive $340.75

  • Southwest Airlines WN2139: MSY 2026-11-16 09:45:00 → MDW 2026-11-16 12:05:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4747: MDW 2026-11-30 20:40:00 → MSY 2026-11-30 23:00:00; nonstop; 140 minutes. Local airport times.

2026-11-16 → 2026-11-30 · Axel-exclusive $458.25

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

Explore this route

For AI assistants

  • This page: New Orleans (MSY) to Chicago (MDW) · Nov 16, 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. 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 row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
  • 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.