Travel with Axel,
get the best price.

Chicago → New Orleans

Aug 21, 2027 · return Aug 28, 2027

MDW → MSY1 adulteconomyRound trip

7 flight options · 2 airlines

Nonstop flights

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Sat, Aug 21 – Sat, Aug 28

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

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
2:30 pmMDW
5h 10m
DAL · 1h 25m
7:40 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
8:40 pmMDW
2h 20m
Nonstop
11:00 pmMSY
Southwest Airlines
1:15 pmMSY
4h 30m
MCI · 1h 5m
5:45 pmMDW

Round-trip total · 1 adult · Taxes included

Sat, Aug 21 – Sat, Aug 28

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 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.

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

More dates

All dates for this routeNov 5, 2026 → Nov 8, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Dec 5, 2026 → Dec 12, 2026Dec 17, 2026 → Dec 20, 2026Dec 26, 2026 → Jan 2, 2027Jan 5, 2027 · One wayJan 16, 2027 → Jan 23, 2027Feb 5, 2027 → Feb 8, 2027Apr 3, 2027 → Apr 10, 2027Jun 26, 2027 → Jul 3, 2027Sep 17, 2027 → Sep 20, 2027
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)
2027-08-21 → 2027-08-28Southwest AirlinesWN4747 / WN1899$266.002026-10-29T01:29:10Z
2027-08-21 → 2027-08-28Delta Air LinesDL4711 + DL1652 / DL1322 + DL1728$342.002026-10-29T01:29:10Z
2027-08-21 → 2027-08-28Southwest AirlinesWN2897 + WN669 / WN1899$275.502026-10-29T01:29:10Z
2027-08-21 → 2027-08-28Southwest AirlinesWN2886 + WN240 / WN1899$275.502026-10-29T01:29:10Z
2027-08-21 → 2027-08-28Southwest AirlinesWN2092 + WN1580 / WN1899$275.502026-10-29T01:29:10Z
2027-08-21 → 2027-08-28Southwest AirlinesWN4747 / WN3121 + WN2694$275.502026-10-29T01:29:10Z
2027-08-21 → 2027-08-28Southwest AirlinesWN2891 + WN393 / WN1899$275.502026-10-29T01:29:10Z

2027-08-21 → 2027-08-28 · $266.00

  • Southwest Airlines WN4747: MDW 2027-08-21 22:25:00 → MSY 2027-08-22 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN1899: MSY 2027-08-28 14:35:00 → MDW 2027-08-28 16:55:00; nonstop; 140 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $342.00

  • Delta Air Lines DL4711 / DL1652: MDW 2027-08-21 09:30:00 → MSY 2027-08-21 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2027-08-21 09:30:00 → DTW 2027-08-21 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2027-08-21 14:35:00 → MSY 2027-08-21 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-08-28 10:10:00 → MDW 2027-08-28 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-08-28 10:10:00 → ATL 2027-08-28 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-08-28 15:25:00 → MDW 2027-08-28 16:18:00.

2027-08-21 → 2027-08-28 · $275.50

  • Southwest Airlines WN2897 / WN669: MDW 2027-08-21 17:25:00 → MSY 2027-08-21 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2027-08-21 17:25:00 → BNA 2027-08-21 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2027-08-21 20:45:00 → MSY 2027-08-21 22:25:00.
  • Southwest Airlines WN1899: MSY 2027-08-28 14:35:00 → MDW 2027-08-28 16:55:00; nonstop; 140 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $275.50

  • Southwest Airlines WN2886 / WN240: MDW 2027-08-21 13:20:00 → MSY 2027-08-21 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2027-08-21 13:20:00 → ATL 2027-08-21 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2027-08-21 17:30:00 → MSY 2027-08-21 18:05:00.
  • Southwest Airlines WN1899: MSY 2027-08-28 14:35:00 → MDW 2027-08-28 16:55:00; nonstop; 140 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $275.50

  • Southwest Airlines WN2092 / WN1580: MDW 2027-08-21 14:30:00 → MSY 2027-08-21 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2027-08-21 14:30:00 → DAL 2027-08-21 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2027-08-21 18:20:00 → MSY 2027-08-21 19:40:00.
  • Southwest Airlines WN1899: MSY 2027-08-28 14:35:00 → MDW 2027-08-28 16:55:00; nonstop; 140 minutes. Local airport times.

2027-08-21 → 2027-08-28 · $275.50

  • Southwest Airlines WN4747: MDW 2027-08-21 20:40:00 → MSY 2027-08-21 23:00:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN3121 / WN2694: MSY 2027-08-28 13:15:00 → MDW 2027-08-28 17:45:00; 1 stop(s) via MCI; 270 minutes. Local airport times.
    • WN3121: MSY 2027-08-28 13:15:00 → MCI 2027-08-28 15:15:00; layover at MCI: 65 minutes.
    • WN2694: MCI 2027-08-28 16:20:00 → MDW 2027-08-28 17:45:00.

2027-08-21 → 2027-08-28 · $275.50

  • Southwest Airlines WN2891 / WN393: MDW 2027-08-21 13:55:00 → MSY 2027-08-21 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2027-08-21 13:55:00 → AUS 2027-08-21 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2027-08-21 17:40:00 → MSY 2027-08-21 19:00:00.
  • Southwest Airlines WN1899: MSY 2027-08-28 14:35:00 → MDW 2027-08-28 16:55:00; nonstop; 140 minutes. Local airport times.

More dates for this route