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Chicago → New Orleans

Jan 21, 2027 · return Jan 27, 2027

MDW → MSY1 adulteconomyRound trip

7 flight options · 2 airlines

Nonstop flights

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
8:40 pmMDW
2h 20m
Nonstop
11:00 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Wed, Jan 27

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

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
5:00 pmMSY
4h 5m
BNA · 1h
9:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
5:00 pmMSY
4h 5m
BNA · 1h
9:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
2:30 pmMDW
5h 10m
DAL · 1h 25m
7:40 pmMSY
Southwest Airlines
5:00 pmMSY
4h 5m
BNA · 1h
9:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
5:00 pmMSY
4h 5m
BNA · 1h
9:05 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
5:00 pmMSY
4h 5m
BNA · 1h
9:05 pmMDW

Round-trip total · 1 adult · Taxes included

Make this trip yours

MDW ⇄ MSY

Economy

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

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More dates

All dates for this routeOct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 13, 2026 → Nov 16, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 11, 2026 → Dec 14, 2026Dec 12, 2026 → Dec 19, 2026Dec 22, 2026 → Dec 27, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Dec 30, 2026 → Jan 2, 2027Jan 8, 2027 → Jan 11, 2027Jan 9, 2027 → Jan 16, 2027Jan 15, 2027 → Jan 18, 2027Jan 22, 2027 → Jan 25, 2027Jan 23, 2027 → Jan 30, 2027Feb 5, 2027 → Feb 8, 2027Feb 6, 2027 → Feb 13, 2027Feb 12, 2027 → Feb 15, 2027Mar 5, 2027 → Mar 8, 2027Mar 6, 2027 → Mar 13, 2027Mar 25, 2027 → Mar 29, 2027Apr 2, 2027 → Apr 5, 2027Apr 3, 2027 → Apr 10, 2027Apr 30, 2027 → May 3, 2027May 1, 2027 → May 8, 2027May 28, 2027 → May 31, 2027May 29, 2027 → Jun 5, 2027Jun 25, 2027 → Jun 28, 2027Jun 26, 2027 → Jul 3, 2027Jul 2, 2027 → Jul 6, 2027Jul 23, 2027 → Jul 26, 2027Jul 24, 2027 → Jul 31, 2027Aug 20, 2027 → Aug 23, 2027Aug 21, 2027 → Aug 28, 2027Sep 3, 2027 → Sep 6, 2027Sep 17, 2027 → Sep 20, 2027Oct 30, 2026 · One way
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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-01-21 → 2027-01-27Southwest AirlinesWN4747 / WN3174$285.002026-10-29T01:29:10Z
2027-01-21 → 2027-01-27Delta Air LinesDL4711 + DL1652 / DL1322 + DL1728$370.502026-10-29T01:29:10Z
2027-01-21 → 2027-01-27Southwest AirlinesWN4747 / WN4879 + WN651$299.252026-10-29T01:29:10Z
2027-01-21 → 2027-01-27Southwest AirlinesWN2886 + WN240 / WN4879 + WN651$313.502026-10-29T01:29:10Z
2027-01-21 → 2027-01-27Southwest AirlinesWN2092 + WN1580 / WN4879 + WN651$313.502026-10-29T01:29:10Z
2027-01-21 → 2027-01-27Southwest AirlinesWN2891 + WN393 / WN4879 + WN651$313.502026-10-29T01:29:10Z
2027-01-21 → 2027-01-27Southwest AirlinesWN2897 + WN669 / WN4879 + WN651$313.502026-10-29T01:29:10Z

2027-01-21 → 2027-01-27 · $285.00

  • Southwest Airlines WN4747: MDW 2027-01-21 20:40:00 → MSY 2027-01-21 23:00:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN3174: MSY 2027-01-27 06:30:00 → MDW 2027-01-27 08:50:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $370.50

  • Delta Air Lines DL4711 / DL1652: MDW 2027-01-21 09:30:00 → MSY 2027-01-21 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2027-01-21 09:30:00 → DTW 2027-01-21 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2027-01-21 14:35:00 → MSY 2027-01-21 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-01-27 10:10:00 → MDW 2027-01-27 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-27 10:10:00 → ATL 2027-01-27 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-27 15:25:00 → MDW 2027-01-27 16:18:00.

2027-01-21 → 2027-01-27 · $299.25

  • Southwest Airlines WN4747: MDW 2027-01-21 22:25:00 → MSY 2027-01-22 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4879 / WN651: MSY 2027-01-27 17:00:00 → MDW 2027-01-27 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
    • WN4879: MSY 2027-01-27 17:00:00 → BNA 2027-01-27 18:30:00; layover at BNA: 60 minutes.
    • WN651: BNA 2027-01-27 19:30:00 → MDW 2027-01-27 21:05:00.

2027-01-21 → 2027-01-27 · $313.50

  • Southwest Airlines WN2886 / WN240: MDW 2027-01-21 13:20:00 → MSY 2027-01-21 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2027-01-21 13:20:00 → ATL 2027-01-21 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2027-01-21 17:30:00 → MSY 2027-01-21 18:05:00.
  • Southwest Airlines WN4879 / WN651: MSY 2027-01-27 17:00:00 → MDW 2027-01-27 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
    • WN4879: MSY 2027-01-27 17:00:00 → BNA 2027-01-27 18:30:00; layover at BNA: 60 minutes.
    • WN651: BNA 2027-01-27 19:30:00 → MDW 2027-01-27 21:05:00.

2027-01-21 → 2027-01-27 · $313.50

  • Southwest Airlines WN2092 / WN1580: MDW 2027-01-21 14:30:00 → MSY 2027-01-21 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2027-01-21 14:30:00 → DAL 2027-01-21 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2027-01-21 18:20:00 → MSY 2027-01-21 19:40:00.
  • Southwest Airlines WN4879 / WN651: MSY 2027-01-27 17:00:00 → MDW 2027-01-27 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
    • WN4879: MSY 2027-01-27 17:00:00 → BNA 2027-01-27 18:30:00; layover at BNA: 60 minutes.
    • WN651: BNA 2027-01-27 19:30:00 → MDW 2027-01-27 21:05:00.

2027-01-21 → 2027-01-27 · $313.50

  • Southwest Airlines WN2891 / WN393: MDW 2027-01-21 13:55:00 → MSY 2027-01-21 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2027-01-21 13:55:00 → AUS 2027-01-21 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2027-01-21 17:40:00 → MSY 2027-01-21 19:00:00.
  • Southwest Airlines WN4879 / WN651: MSY 2027-01-27 17:00:00 → MDW 2027-01-27 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
    • WN4879: MSY 2027-01-27 17:00:00 → BNA 2027-01-27 18:30:00; layover at BNA: 60 minutes.
    • WN651: BNA 2027-01-27 19:30:00 → MDW 2027-01-27 21:05:00.

2027-01-21 → 2027-01-27 · $313.50

  • Southwest Airlines WN2897 / WN669: MDW 2027-01-21 17:25:00 → MSY 2027-01-21 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2027-01-21 17:25:00 → BNA 2027-01-21 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2027-01-21 20:45:00 → MSY 2027-01-21 22:25:00.
  • Southwest Airlines WN4879 / WN651: MSY 2027-01-27 17:00:00 → MDW 2027-01-27 21:05:00; 1 stop(s) via BNA; 245 minutes. Local airport times.
    • WN4879: MSY 2027-01-27 17:00:00 → BNA 2027-01-27 18:30:00; layover at BNA: 60 minutes.
    • WN651: BNA 2027-01-27 19:30:00 → MDW 2027-01-27 21:05:00.

More dates for this route