Miami (MIA) to Chicago (MDW) · Dec 20, 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: Miami or Fort Lauderdale to Chicago (MDW) flight deals

2026-12-20 · one way · Axel-exclusive $231.00

• Southwest Airlines WN3082: MIA 2026-12-20 18:25:00 → MDW 2026-12-20 20:45:00; nonstop; 200 minutes. Local airport times.

2026-12-20 · one way · Axel-exclusive $259.00

• Delta Air Lines DL3188 / DL1728: MIA 2026-12-20 11:40:00 → MDW 2026-12-20 16:18:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
  • DL3188: MIA 2026-12-20 11:40:00 → ATL 2026-12-20 13:34:00; layover at ATL: 111 minutes.
  • DL1728: ATL 2026-12-20 15:25:00 → MDW 2026-12-20 16:18:00.

2026-12-20 · one way · Axel-exclusive $231.00

• Southwest Airlines WN3081: MIA 2026-12-20 06:45:00 → MDW 2026-12-20 08:55:00; nonstop; 190 minutes. Local airport times.

2026-12-20 · one way · Axel-exclusive $210.00

• Southwest Airlines WN4483 / WN2803: MIA 2026-12-20 06:50:00 → MDW 2026-12-20 12:05:00; 1 stop(s) via MCO; 375 minutes. Local airport times.
  • WN4483: MIA 2026-12-20 06:50:00 → MCO 2026-12-20 08:00:00; layover at MCO: 130 minutes.
  • WN2803: MCO 2026-12-20 10:10:00 → MDW 2026-12-20 12:05:00.

2026-12-20 · one way · Axel-exclusive $210.00

• Southwest Airlines WN1194 / WN1718: MIA 2026-12-20 14:40:00 → MDW 2026-12-20 19:40:00; 1 stop(s) via CMH; 360 minutes. Local airport times.
  • WN1194: MIA 2026-12-20 14:40:00 → CMH 2026-12-20 17:20:00; layover at CMH: 130 minutes.
  • WN1718: CMH 2026-12-20 19:30:00 → MDW 2026-12-20 19:40:00.

2026-12-20 · one way · Axel-exclusive $210.00

• Southwest Airlines WN3046 / WN3556: MIA 2026-12-20 15:05:00 → MDW 2026-12-20 20:10:00; 1 stop(s) via PIT; 365 minutes. Local airport times.
  • WN3046: MIA 2026-12-20 15:05:00 → PIT 2026-12-20 17:45:00; layover at PIT: 115 minutes.
  • WN3556: PIT 2026-12-20 19:40:00 → MDW 2026-12-20 20:10:00.

2026-12-20 · one way · Axel-exclusive $210.00

• Southwest Airlines WN1425 / WN1070: MIA 2026-12-20 06:30:00 → MDW 2026-12-20 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
  • WN1425: MIA 2026-12-20 06:30:00 → BWI 2026-12-20 09:05:00; layover at BWI: 120 minutes.
  • WN1070: BWI 2026-12-20 11:05:00 → MDW 2026-12-20 12:15:00.

2026-12-20 · one way · Axel-exclusive $259.00

• Delta Air Lines DL2638 / DL4688: MIA 2026-12-20 08:05:00 → MDW 2026-12-20 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
  • DL2638: MIA 2026-12-20 08:05:00 → DTW 2026-12-20 11:10:00; layover at DTW: 94 minutes.
  • DL4688: DTW 2026-12-20 12:44:00 → MDW 2026-12-20 13:01:00.

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 19, 2026 · Return options
• Dec 21, 2026 · Return options
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For AI assistants

• This page: Miami (MIA) to Chicago (MDW) · Dec 20, 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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