Chicago (MDW) to Miami (MIA) · Jan 2, 2027 · return Jan 3, 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) |
|---|---|---|---|---|
| 2027-01-02 → 2027-01-03 | Southwest Airlines | WN2383 / WN3081 | Axel-exclusive $420.50 | 2026-10-29T01:29:10Z |
| 2027-01-02 → 2027-01-03 | Delta Air Lines | DL4688 + DL2548 / DL2638 + DL4688 | Axel-exclusive $478.50 | 2026-10-29T01:29:10Z |
| 2027-01-02 → 2027-01-03 | Southwest Airlines | WN2973 / WN3081 | Axel-exclusive $420.50 | 2026-10-29T01:29:10Z |
| 2027-01-02 → 2027-01-03 | Southwest Airlines | WN2897 + WN4284 / WN3081 | Axel-exclusive $409.63 | 2026-10-29T01:29:10Z |
| 2027-01-02 → 2027-01-03 | Southwest Airlines | WN3002 + WN301 / WN3081 | Axel-exclusive $409.63 | 2026-10-29T01:29:10Z |
| 2027-01-02 → 2027-01-03 | Southwest Airlines | WN2737 + WN4943 / WN3081 | Axel-exclusive $409.63 | 2026-10-29T01:29:10Z |
| 2027-01-02 → 2027-01-03 | Southwest Airlines | WN2959 + WN833 / WN3081 | Axel-exclusive $409.63 | 2026-10-29T01:29:10Z |
| 2027-01-02 → 2027-01-03 | Southwest Airlines | WN1908 + WN2643 / WN3081 | Axel-exclusive $409.63 | 2026-10-29T01:29:10Z |
Route overview: Chicago to Miami (MIA) flight deals
2027-01-02 → 2027-01-03 · Axel-exclusive $420.50
- Southwest Airlines WN2383: MDW 2027-01-02 07:40:00 → MIA 2027-01-02 11:40:00; nonstop; 180 minutes. Local airport times.
- Southwest Airlines WN3081: MIA 2027-01-03 06:45:00 → MDW 2027-01-03 08:55:00; nonstop; 190 minutes. Local airport times.
2027-01-02 → 2027-01-03 · Axel-exclusive $478.50
- Delta Air Lines DL4688 / DL2548: MDW 2027-01-02 13:31:00 → MIA 2027-01-02 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
- DL4688: MDW 2027-01-02 13:31:00 → DTW 2027-01-02 15:44:00; layover at DTW: 150 minutes.
- DL2548: DTW 2027-01-02 18:14:00 → MIA 2027-01-02 21:16:00.
- Delta Air Lines DL2638 / DL4688: MIA 2027-01-03 08:05:00 → MDW 2027-01-03 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
- DL2638: MIA 2027-01-03 08:05:00 → DTW 2027-01-03 11:10:00; layover at DTW: 94 minutes.
- DL4688: DTW 2027-01-03 12:44:00 → MDW 2027-01-03 13:01:00.
2027-01-02 → 2027-01-03 · Axel-exclusive $420.50
- Southwest Airlines WN2973: MDW 2027-01-02 19:20:00 → MIA 2027-01-02 23:30:00; nonstop; 190 minutes. Local airport times.
- Southwest Airlines WN3081: MIA 2027-01-03 06:45:00 → MDW 2027-01-03 08:55:00; nonstop; 190 minutes. Local airport times.
2027-01-02 → 2027-01-03 · Axel-exclusive $409.63
- Southwest Airlines WN2897 / WN4284: MDW 2027-01-02 17:25:00 → MIA 2027-01-02 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
- WN2897: MDW 2027-01-02 17:25:00 → BNA 2027-01-02 18:50:00; layover at BNA: 100 minutes.
- WN4284: BNA 2027-01-02 20:30:00 → MIA 2027-01-02 23:50:00.
- Southwest Airlines WN3081: MIA 2027-01-03 06:45:00 → MDW 2027-01-03 08:55:00; nonstop; 190 minutes. Local airport times.
2027-01-02 → 2027-01-03 · Axel-exclusive $409.63
- Southwest Airlines WN3002 / WN301: MDW 2027-01-02 07:40:00 → MIA 2027-01-02 15:05:00; 1 stop(s) via PIT; 385 minutes. Local airport times.
- WN3002: MDW 2027-01-02 07:40:00 → PIT 2027-01-02 10:00:00; layover at PIT: 145 minutes.
- WN301: PIT 2027-01-02 12:25:00 → MIA 2027-01-02 15:05:00.
- Southwest Airlines WN3081: MIA 2027-01-03 06:45:00 → MDW 2027-01-03 08:55:00; nonstop; 190 minutes. Local airport times.
2027-01-02 → 2027-01-03 · Axel-exclusive $409.63
- Southwest Airlines WN2737 / WN4943: MDW 2027-01-02 11:30:00 → MIA 2027-01-02 19:00:00; 1 stop(s) via STL; 390 minutes. Local airport times.
- WN2737: MDW 2027-01-02 11:30:00 → STL 2027-01-02 12:40:00; layover at STL: 165 minutes.
- WN4943: STL 2027-01-02 15:25:00 → MIA 2027-01-02 19:00:00.
- Southwest Airlines WN3081: MIA 2027-01-03 06:45:00 → MDW 2027-01-03 08:55:00; nonstop; 190 minutes. Local airport times.
2027-01-02 → 2027-01-03 · Axel-exclusive $409.63
- Southwest Airlines WN2959 / WN833: MDW 2027-01-02 07:35:00 → MIA 2027-01-02 14:35:00; 1 stop(s) via MCI; 360 minutes. Local airport times.
- WN2959: MDW 2027-01-02 07:35:00 → MCI 2027-01-02 09:05:00; layover at MCI: 90 minutes.
- WN833: MCI 2027-01-02 10:35:00 → MIA 2027-01-02 14:35:00.
- Southwest Airlines WN3081: MIA 2027-01-03 06:45:00 → MDW 2027-01-03 08:55:00; nonstop; 190 minutes. Local airport times.
2027-01-02 → 2027-01-03 · Axel-exclusive $409.63
- Southwest Airlines WN1908 / WN2643: MDW 2027-01-02 16:25:00 → MIA 2027-01-02 22:15:00; 1 stop(s) via MCO; 290 minutes. Local airport times.
- WN1908: MDW 2027-01-02 16:25:00 → MCO 2027-01-02 20:00:00; layover at MCO: 60 minutes.
- WN2643: MCO 2027-01-02 21:00:00 → MIA 2027-01-02 22:15:00.
- Southwest Airlines WN3081: MIA 2027-01-03 06:45:00 → MDW 2027-01-03 08:55:00; nonstop; 190 minutes. Local airport times.
Explore this route
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- Jan 1, 2027 · Return options
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