Miami (MIA) to Chicago (MDW), Nov 15–17, 2026: from $295 round trip

Miami (MIA) to Chicago (MDW), Nov 15–17, 2026: from $295 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $295 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 15–17, 2026, 1 adult, economy, checked Oct 29, 2026. 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.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Nov 15–17, 2026 · 2 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago

All hotels in Chicago

Route overview: Miami or Fort Lauderdale to Chicago (MDW) flight deals

2026-11-15 → 2026-11-17 · Axel-exclusive $310.00

• Southwest Airlines WN3081: MIA 2026-11-15 06:50:00 → MDW 2026-11-15 09:00:00; nonstop; 190 minutes. Local airport times.
• Southwest Airlines WN1362: MDW 2026-11-17 13:25:00 → MIA 2026-11-17 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-15 → 2026-11-17 · Axel-exclusive $345.00

• Delta Air Lines DL3188 / DL1728: MIA 2026-11-15 11:40:00 → MDW 2026-11-15 16:18:00; 1 stop(s) via ATL; 338 minutes. Local airport times.
  • DL3188: MIA 2026-11-15 11:40:00 → ATL 2026-11-15 13:34:00; layover at ATL: 111 minutes.
  • DL1728: ATL 2026-11-15 15:25:00 → MDW 2026-11-15 16:18:00.
• Delta Air Lines DL4688 / DL2548: MDW 2026-11-17 13:31:00 → MIA 2026-11-17 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
  • DL4688: MDW 2026-11-17 13:31:00 → DTW 2026-11-17 15:44:00; layover at DTW: 150 minutes.
  • DL2548: DTW 2026-11-17 18:14:00 → MIA 2026-11-17 21:16:00.

2026-11-15 → 2026-11-17 · Axel-exclusive $310.00

• Southwest Airlines WN942: MIA 2026-11-15 12:40:00 → MDW 2026-11-15 14:55:00; nonstop; 195 minutes. Local airport times.
• Southwest Airlines WN1362: MDW 2026-11-17 13:25:00 → MIA 2026-11-17 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-15 → 2026-11-17 · Axel-exclusive $295.00

• Southwest Airlines WN1194 / WN1718: MIA 2026-11-15 14:40:00 → MDW 2026-11-15 19:40:00; 1 stop(s) via CMH; 360 minutes. Local airport times.
  • WN1194: MIA 2026-11-15 14:40:00 → CMH 2026-11-15 17:20:00; layover at CMH: 130 minutes.
  • WN1718: CMH 2026-11-15 19:30:00 → MDW 2026-11-15 19:40:00.
• Southwest Airlines WN1362: MDW 2026-11-17 13:25:00 → MIA 2026-11-17 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-15 → 2026-11-17 · Axel-exclusive $295.00

• Southwest Airlines WN1425 / WN1070: MIA 2026-11-15 06:30:00 → MDW 2026-11-15 12:15:00; 1 stop(s) via BWI; 405 minutes. Local airport times.
  • WN1425: MIA 2026-11-15 06:30:00 → BWI 2026-11-15 09:05:00; layover at BWI: 120 minutes.
  • WN1070: BWI 2026-11-15 11:05:00 → MDW 2026-11-15 12:15:00.
• Southwest Airlines WN1362: MDW 2026-11-17 13:25:00 → MIA 2026-11-17 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-15 → 2026-11-17 · Axel-exclusive $295.00

• Southwest Airlines WN4483 / WN2803: MIA 2026-11-15 06:50:00 → MDW 2026-11-15 12:05:00; 1 stop(s) via MCO; 375 minutes. Local airport times.
  • WN4483: MIA 2026-11-15 06:50:00 → MCO 2026-11-15 08:00:00; layover at MCO: 130 minutes.
  • WN2803: MCO 2026-11-15 10:10:00 → MDW 2026-11-15 12:05:00.
• Southwest Airlines WN1362: MDW 2026-11-17 13:25:00 → MIA 2026-11-17 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-15 → 2026-11-17 · Axel-exclusive $295.00

• Southwest Airlines WN3046 / WN3556: MIA 2026-11-15 15:05:00 → MDW 2026-11-15 20:10:00; 1 stop(s) via PIT; 365 minutes. Local airport times.
  • WN3046: MIA 2026-11-15 15:05:00 → PIT 2026-11-15 17:45:00; layover at PIT: 115 minutes.
  • WN3556: PIT 2026-11-15 19:40:00 → MDW 2026-11-15 20:10:00.
• Southwest Airlines WN1362: MDW 2026-11-17 13:25:00 → MIA 2026-11-17 17:25:00; nonstop; 180 minutes. Local airport times.

2026-11-15 → 2026-11-17 · Axel-exclusive $345.00

• Delta Air Lines DL2638 / DL4688: MIA 2026-11-15 08:05:00 → MDW 2026-11-15 13:01:00; 1 stop(s) via DTW; 356 minutes. Local airport times.
  • DL2638: MIA 2026-11-15 08:05:00 → DTW 2026-11-15 11:10:00; layover at DTW: 94 minutes.
  • DL4688: DTW 2026-11-15 12:44:00 → MDW 2026-11-15 13:01:00.
• Delta Air Lines DL4688 / DL2548: MDW 2026-11-17 13:31:00 → MIA 2026-11-17 21:16:00; 1 stop(s) via DTW; 405 minutes. Local airport times.
  • DL4688: MDW 2026-11-17 13:31:00 → DTW 2026-11-17 15:44:00; layover at DTW: 150 minutes.
  • DL2548: DTW 2026-11-17 18:14:00 → MIA 2026-11-17 21:16:00.

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
• Nov 14, 2026 · Return options
• Nov 16, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Miami (MIA) to Chicago (MDW) · Nov 15, 2026 · return Nov 17, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
• Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
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