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

Chicago → New Orleans

Jan 21, 2027 · return Jan 22, 2027

MDW → MSY1 adulteconomyRound trip

7 flight options · 3 airlines

Nonstop flights

Thu, Jan 21 – Fri, Jan 22

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Fri, Jan 22

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Fri, Jan 22

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 – Fri, Jan 22

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Fri, Jan 22

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Fri, Jan 22

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Fri, Jan 22

Southwest Airlines
2:30 pmMDW
5h 10m
DAL · 1h 25m
7:40 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

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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Explore this route

All dates for this routeJan 20, 2027 → Jan 21, 2027Jan 22, 2027 → Jan 23, 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.

Live price for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

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

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-01-21 → 2027-01-22Southwest AirlinesWN4747 / WN3174$285.002026-10-29T01:29:10Z
2027-01-21 → 2027-01-22Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN3174$235.132026-10-29T01:29:10Z
2027-01-21 → 2027-01-22Delta Air LinesDL4711 + DL1652 / DL1322 + DL1728$370.502026-10-29T01:29:10Z
2027-01-21 → 2027-01-22Southwest AirlinesWN2891 + WN393 / WN3174$299.252026-10-29T01:29:10Z
2027-01-21 → 2027-01-22Southwest AirlinesWN2886 + WN240 / WN3174$299.252026-10-29T01:29:10Z
2027-01-21 → 2027-01-22Southwest AirlinesWN2897 + WN669 / WN3174$299.252026-10-29T01:29:10Z
2027-01-21 → 2027-01-22Southwest AirlinesWN2092 + WN1580 / WN3174$299.252026-10-29T01:29:10Z

2027-01-21 → 2027-01-22 · $285.00

  • 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 WN3174: MSY 2027-01-22 06:30:00 → MDW 2027-01-22 08:50:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-22 · $235.13

  • Frontier Airlines F92999 / F94994: MDW 2027-01-21 12:30:00 → MSY 2027-01-21 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2027-01-21 12:30:00 → DFW 2027-01-21 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2027-01-21 17:45:00 → MSY 2027-01-21 19:18:00.
  • Southwest Airlines WN3174: MSY 2027-01-22 06:30:00 → MDW 2027-01-22 08:50:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-22 · $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 2027-01-22 10:10:00 → MDW 2027-01-22 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-22 10:10:00 → ATL 2027-01-22 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-22 15:25:00 → MDW 2027-01-22 16:18:00.

2027-01-21 → 2027-01-22 · $299.25

  • 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 WN3174: MSY 2027-01-22 06:30:00 → MDW 2027-01-22 08:50:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-22 · $299.25

  • 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 WN3174: MSY 2027-01-22 06:30:00 → MDW 2027-01-22 08:50:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-22 · $299.25

  • 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 WN3174: MSY 2027-01-22 06:30:00 → MDW 2027-01-22 08:50:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-22 · $299.25

  • 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 WN3174: MSY 2027-01-22 06:30:00 → MDW 2027-01-22 08:50:00; nonstop; 140 minutes. Local airport times.

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For AI assistants

  • This page: Chicago (MDW) to New Orleans (MSY) · Jan 21, 2027 · return Jan 22, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • 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 Chicago to New Orleans (MSY) 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. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. 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.