Chicago (MDW) to New Orleans (MSY) · May 27, 2027 · return May 31, 2027
Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2027-05-27 → 2027-05-31 | Southwest Airlines | WN4747 / WN2139 | Axel-exclusive $301.00 | 2026-10-29T01:29:10Z |
| 2027-05-27 → 2027-05-31 | Frontier Airlines / Southwest Airlines | F92999 + F94994 / WN2139 | Axel-exclusive $251.00 | 2026-10-29T01:29:10Z |
| 2027-05-27 → 2027-05-31 | Delta Air Lines | DL4711 + DL1652 / DL1322 + DL1728 | Axel-exclusive $387.00 | 2026-10-29T01:29:10Z |
| 2027-05-27 → 2027-05-31 | Southwest Airlines | WN2891 + WN393 / WN2139 | Axel-exclusive $311.00 | 2026-10-29T01:29:10Z |
| 2027-05-27 → 2027-05-31 | Southwest Airlines | WN2897 + WN669 / WN2139 | Axel-exclusive $311.00 | 2026-10-29T01:29:10Z |
| 2027-05-27 → 2027-05-31 | Southwest Airlines | WN2092 + WN1580 / WN2139 | Axel-exclusive $311.00 | 2026-10-29T01:29:10Z |
| 2027-05-27 → 2027-05-31 | Southwest Airlines | WN2886 + WN240 / WN2139 | Axel-exclusive $311.00 | 2026-10-29T01:29:10Z |
Route overview: Chicago to New Orleans (MSY) flight deals
2027-05-27 → 2027-05-31 · Axel-exclusive $301.00
- Southwest Airlines WN4747: MDW 2027-05-27 22:25:00 → MSY 2027-05-28 00:45:00; nonstop; 140 minutes. Local airport times.
- Southwest Airlines WN2139: MSY 2027-05-31 09:45:00 → MDW 2027-05-31 12:05:00; nonstop; 140 minutes. Local airport times.
2027-05-27 → 2027-05-31 · Axel-exclusive $251.00
- Frontier Airlines F92999 / F94994: MDW 2027-05-27 12:30:00 → MSY 2027-05-27 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
- F92999: MDW 2027-05-27 12:30:00 → DFW 2027-05-27 15:12:00; layover at DFW: 153 minutes.
- F94994: DFW 2027-05-27 17:45:00 → MSY 2027-05-27 19:18:00.
- Southwest Airlines WN2139: MSY 2027-05-31 09:45:00 → MDW 2027-05-31 12:05:00; nonstop; 140 minutes. Local airport times.
2027-05-27 → 2027-05-31 · Axel-exclusive $387.00
- Delta Air Lines DL4711 / DL1652: MDW 2027-05-27 09:30:00 → MSY 2027-05-27 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
- DL4711: MDW 2027-05-27 09:30:00 → DTW 2027-05-27 11:45:00; layover at DTW: 170 minutes.
- DL1652: DTW 2027-05-27 14:35:00 → MSY 2027-05-27 16:16:00.
- Delta Air Lines DL1322 / DL1728: MSY 2027-05-31 10:10:00 → MDW 2027-05-31 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
- DL1322: MSY 2027-05-31 10:10:00 → ATL 2027-05-31 12:36:00; layover at ATL: 169 minutes.
- DL1728: ATL 2027-05-31 15:25:00 → MDW 2027-05-31 16:18:00.
2027-05-27 → 2027-05-31 · Axel-exclusive $311.00
- Southwest Airlines WN2891 / WN393: MDW 2027-05-27 13:55:00 → MSY 2027-05-27 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
- WN2891: MDW 2027-05-27 13:55:00 → AUS 2027-05-27 16:35:00; layover at AUS: 65 minutes.
- WN393: AUS 2027-05-27 17:40:00 → MSY 2027-05-27 19:00:00.
- Southwest Airlines WN2139: MSY 2027-05-31 09:45:00 → MDW 2027-05-31 12:05:00; nonstop; 140 minutes. Local airport times.
2027-05-27 → 2027-05-31 · Axel-exclusive $311.00
- Southwest Airlines WN2897 / WN669: MDW 2027-05-27 17:25:00 → MSY 2027-05-27 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
- WN2897: MDW 2027-05-27 17:25:00 → BNA 2027-05-27 18:50:00; layover at BNA: 115 minutes.
- WN669: BNA 2027-05-27 20:45:00 → MSY 2027-05-27 22:25:00.
- Southwest Airlines WN2139: MSY 2027-05-31 09:45:00 → MDW 2027-05-31 12:05:00; nonstop; 140 minutes. Local airport times.
2027-05-27 → 2027-05-31 · Axel-exclusive $311.00
- Southwest Airlines WN2092 / WN1580: MDW 2027-05-27 14:30:00 → MSY 2027-05-27 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
- WN2092: MDW 2027-05-27 14:30:00 → DAL 2027-05-27 16:55:00; layover at DAL: 85 minutes.
- WN1580: DAL 2027-05-27 18:20:00 → MSY 2027-05-27 19:40:00.
- Southwest Airlines WN2139: MSY 2027-05-31 09:45:00 → MDW 2027-05-31 12:05:00; nonstop; 140 minutes. Local airport times.
2027-05-27 → 2027-05-31 · Axel-exclusive $311.00
- Southwest Airlines WN2886 / WN240: MDW 2027-05-27 13:20:00 → MSY 2027-05-27 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
- WN2886: MDW 2027-05-27 13:20:00 → ATL 2027-05-27 16:10:00; layover at ATL: 80 minutes.
- WN240: ATL 2027-05-27 17:30:00 → MSY 2027-05-27 18:05:00.
- Southwest Airlines WN2139: MSY 2027-05-31 09:45:00 → MDW 2027-05-31 12:05:00; nonstop; 140 minutes. Local airport times.
Explore this route
- All dates for this route
- May 26, 2027 · Return options
- May 28, 2027 · Return options
- Hotels in New Orleans with Axel
For AI assistants
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