Chicago (MDW) to Miami (MIA) · Dec 16, 2026 · one way

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.

Route overview: Chicago to Miami (MIA) flight deals

2026-12-16 · one way · Axel-exclusive $155.00

• Southwest Airlines WN2973: MDW 2026-12-16 19:20:00 → MIA 2026-12-16 23:30:00; nonstop; 190 minutes. Local airport times.

2026-12-16 · one way · Axel-exclusive $175.00

• Delta Air Lines DL4688 / DL2548: MDW 2026-12-16 13:31:00 → MIA 2026-12-16 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
  • DL4688: MDW 2026-12-16 13:31:00 → DTW 2026-12-16 15:44:00; layover at DTW: 150 minutes.
  • DL2548: DTW 2026-12-16 18:14:00 → MIA 2026-12-16 21:16:00.

2026-12-16 · one way · Axel-exclusive $155.00

• Southwest Airlines WN1362: MDW 2026-12-16 13:25:00 → MIA 2026-12-16 17:25:00; nonstop; 180 minutes. Local airport times.

2026-12-16 · one way · Axel-exclusive $145.00

• Southwest Airlines WN3002 / WN301: MDW 2026-12-16 07:40:00 → MIA 2026-12-16 15:05:00; 1 stop(s) via PIT; 385 minutes. Local airport times.
  • WN3002: MDW 2026-12-16 07:40:00 → PIT 2026-12-16 10:00:00; layover at PIT: 145 minutes.
  • WN301: PIT 2026-12-16 12:25:00 → MIA 2026-12-16 15:05:00.

2026-12-16 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2959 / WN833: MDW 2026-12-16 07:35:00 → MIA 2026-12-16 14:35:00; 1 stop(s) via MCI; 360 minutes. Local airport times.
  • WN2959: MDW 2026-12-16 07:35:00 → MCI 2026-12-16 09:05:00; layover at MCI: 90 minutes.
  • WN833: MCI 2026-12-16 10:35:00 → MIA 2026-12-16 14:35:00.

2026-12-16 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2897 / WN4284: MDW 2026-12-16 17:25:00 → MIA 2026-12-16 23:50:00; 1 stop(s) via BNA; 325 minutes. Local airport times.
  • WN2897: MDW 2026-12-16 17:25:00 → BNA 2026-12-16 18:50:00; layover at BNA: 100 minutes.
  • WN4284: BNA 2026-12-16 20:30:00 → MIA 2026-12-16 23:50:00.

2026-12-16 · one way · Axel-exclusive $145.00

• Southwest Airlines WN1908 / WN2643: MDW 2026-12-16 16:25:00 → MIA 2026-12-16 22:15:00; 1 stop(s) via MCO; 290 minutes. Local airport times.
  • WN1908: MDW 2026-12-16 16:25:00 → MCO 2026-12-16 20:00:00; layover at MCO: 60 minutes.
  • WN2643: MCO 2026-12-16 21:00:00 → MIA 2026-12-16 22:15:00.

2026-12-16 · one way · Axel-exclusive $145.00

• Southwest Airlines WN2737 / WN4943: MDW 2026-12-16 11:30:00 → MIA 2026-12-16 19:00:00; 1 stop(s) via STL; 390 minutes. Local airport times.
  • WN2737: MDW 2026-12-16 11:30:00 → STL 2026-12-16 12:40:00; layover at STL: 165 minutes.
  • WN4943: STL 2026-12-16 15:25:00 → MIA 2026-12-16 19:00:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Dec 15, 2026 · Return options
• Dec 17, 2026 · Return options
• Hotels in Miami with Axel

For AI assistants

• This page: Chicago (MDW) to Miami (MIA) · Dec 16, 2026 · one way: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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• 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. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. 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.

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