Chicago (MDW) to Miami (MIA) · Dec 29, 2026 · return Jan 12, 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) |
|---|---|---|---|---|
| 2026-12-29 → 2027-01-12 | Southwest Airlines | WN2973 / WN942 | Axel-exclusive $355.25 | 2026-10-29T01:29:10Z |
| 2026-12-29 → 2027-01-12 | Delta Air Lines | DL4688 + DL2548 / DL3188 + DL1728 | Axel-exclusive $404.25 | 2026-10-29T01:29:10Z |
| 2026-12-29 → 2027-01-12 | Southwest Airlines | WN1362 / WN942 | Axel-exclusive $355.25 | 2026-10-29T01:29:10Z |
| 2026-12-29 → 2027-01-12 | Southwest Airlines | WN2737 + WN4943 / WN942 | Axel-exclusive $344.38 | 2026-10-29T01:29:10Z |
| 2026-12-29 → 2027-01-12 | Southwest Airlines | WN2959 + WN833 / WN942 | Axel-exclusive $344.38 | 2026-10-29T01:29:10Z |
| 2026-12-29 → 2027-01-12 | Southwest Airlines | WN2897 + WN4284 / WN942 | Axel-exclusive $344.38 | 2026-10-29T01:29:10Z |
| 2026-12-29 → 2027-01-12 | Southwest Airlines | WN3002 + WN301 / WN942 | Axel-exclusive $344.38 | 2026-10-29T01:29:10Z |
| 2026-12-29 → 2027-01-12 | Southwest Airlines | WN1908 + WN2643 / WN942 | Axel-exclusive $344.38 | 2026-10-29T01:29:10Z |
Route overview: Chicago to Miami (MIA) flight deals
2026-12-29 → 2027-01-12 · Axel-exclusive $355.25
- Southwest Airlines WN2973: MDW 2026-12-29 19:20:00 → MIA 2026-12-29 23:30:00; nonstop; 190 minutes. Local airport times.
- Southwest Airlines WN942: MIA 2027-01-12 12:35:00 → MDW 2027-01-12 14:50:00; nonstop; 195 minutes. Local airport times.
2026-12-29 → 2027-01-12 · Axel-exclusive $404.25
- Delta Air Lines DL4688 / DL2548: MDW 2026-12-29 13:31:00 → MIA 2026-12-29 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
- DL4688: MDW 2026-12-29 13:31:00 → DTW 2026-12-29 15:44:00; layover at DTW: 150 minutes.
- DL2548: DTW 2026-12-29 18:14:00 → MIA 2026-12-29 21:16:00.
- Delta Air Lines DL3188 / DL1728: MIA 2027-01-12 11:40:00 → MDW 2027-01-12 16:18:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
- DL3188: MIA 2027-01-12 11:40:00 → ATL 2027-01-12 13:34:00; layover at ATL: 111 minutes.
- DL1728: ATL 2027-01-12 15:25:00 → MDW 2027-01-12 16:18:00.
2026-12-29 → 2027-01-12 · Axel-exclusive $355.25
- Southwest Airlines WN1362: MDW 2026-12-29 13:25:00 → MIA 2026-12-29 17:25:00; nonstop; 180 minutes. Local airport times.
- Southwest Airlines WN942: MIA 2027-01-12 12:35:00 → MDW 2027-01-12 14:50:00; nonstop; 195 minutes. Local airport times.
2026-12-29 → 2027-01-12 · Axel-exclusive $344.38
- Southwest Airlines WN2737 / WN4943: MDW 2026-12-29 11:30:00 → MIA 2026-12-29 19:00:00; 1 stop(s) via STL; 390 minutes. Local airport times.
- WN2737: MDW 2026-12-29 11:30:00 → STL 2026-12-29 12:40:00; layover at STL: 165 minutes.
- WN4943: STL 2026-12-29 15:25:00 → MIA 2026-12-29 19:00:00.
- Southwest Airlines WN942: MIA 2027-01-12 12:35:00 → MDW 2027-01-12 14:50:00; nonstop; 195 minutes. Local airport times.
2026-12-29 → 2027-01-12 · Axel-exclusive $344.38
- Southwest Airlines WN2959 / WN833: MDW 2026-12-29 07:35:00 → MIA 2026-12-29 14:35:00; 1 stop(s) via MCI; 360 minutes. Local airport times.
- WN2959: MDW 2026-12-29 07:35:00 → MCI 2026-12-29 09:05:00; layover at MCI: 90 minutes.
- WN833: MCI 2026-12-29 10:35:00 → MIA 2026-12-29 14:35:00.
- Southwest Airlines WN942: MIA 2027-01-12 12:35:00 → MDW 2027-01-12 14:50:00; nonstop; 195 minutes. Local airport times.
2026-12-29 → 2027-01-12 · Axel-exclusive $344.38
- Southwest Airlines WN2897 / WN4284: MDW 2026-12-29 17:25:00 → MIA 2026-12-29 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
- WN2897: MDW 2026-12-29 17:25:00 → BNA 2026-12-29 18:50:00; layover at BNA: 100 minutes.
- WN4284: BNA 2026-12-29 20:30:00 → MIA 2026-12-29 23:50:00.
- Southwest Airlines WN942: MIA 2027-01-12 12:35:00 → MDW 2027-01-12 14:50:00; nonstop; 195 minutes. Local airport times.
2026-12-29 → 2027-01-12 · Axel-exclusive $344.38
- Southwest Airlines WN3002 / WN301: MDW 2026-12-29 07:40:00 → MIA 2026-12-29 15:05:00; 1 stop(s) via PIT; 385 minutes. Local airport times.
- WN3002: MDW 2026-12-29 07:40:00 → PIT 2026-12-29 10:00:00; layover at PIT: 145 minutes.
- WN301: PIT 2026-12-29 12:25:00 → MIA 2026-12-29 15:05:00.
- Southwest Airlines WN942: MIA 2027-01-12 12:35:00 → MDW 2027-01-12 14:50:00; nonstop; 195 minutes. Local airport times.
2026-12-29 → 2027-01-12 · Axel-exclusive $344.38
- Southwest Airlines WN1908 / WN2643: MDW 2026-12-29 16:25:00 → MIA 2026-12-29 22:15:00; 1 stop(s) via MCO; 290 minutes. Local airport times.
- WN1908: MDW 2026-12-29 16:25:00 → MCO 2026-12-29 20:00:00; layover at MCO: 60 minutes.
- WN2643: MCO 2026-12-29 21:00:00 → MIA 2026-12-29 22:15:00.
- Southwest Airlines WN942: MIA 2027-01-12 12:35:00 → MDW 2027-01-12 14:50:00; nonstop; 195 minutes. Local airport times.
Explore this route
- All dates for this route
- Dec 28, 2026 · Return options
- Dec 30, 2026 · Return options
- Hotels in Miami with Axel
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