Chicago (MDW) to Orlando (MCO) · Nov 30, 2026 · return Dec 1, 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.

Route overview: Chicago to Orlando (MCO) flight deals

2026-11-30 → 2026-12-01 · Axel-exclusive $270.00

• Southwest Airlines WN2964: MDW 2026-11-30 05:25:00 → MCO 2026-11-30 09:00:00; nonstop; 155 minutes. Local airport times.
• Southwest Airlines WN2595: MCO 2026-12-01 19:20:00 → MDW 2026-12-01 21:20:00; nonstop; 180 minutes. Local airport times.

2026-11-30 → 2026-12-01 · Axel-exclusive $170.00

• Frontier Airlines F91536: MDW 2026-11-30 18:11:00 → MCO 2026-11-30 22:00:00; nonstop; 169 minutes. Local airport times.
• Frontier Airlines F91563 / F92779: MCO 2026-12-01 07:10:00 → MDW 2026-12-01 11:33:00; 1 stop(s) via ATL; 323 minutes. Local airport times.
  • F91563: MCO 2026-12-01 07:10:00 → ATL 2026-12-01 09:14:00; layover at ATL: 73 minutes.
  • F92779: ATL 2026-12-01 10:27:00 → MDW 2026-12-01 11:33:00.

2026-11-30 → 2026-12-01 · Axel-exclusive $350.00

• Delta Air Lines DL4688 / DL1274: MDW 2026-11-30 13:31:00 → MCO 2026-11-30 19:34:00; 1 stop(s) via DTW; 303 minutes. Local airport times.
  • DL4688: MDW 2026-11-30 13:31:00 → DTW 2026-11-30 15:44:00; layover at DTW: 66 minutes.
  • DL1274: DTW 2026-11-30 16:50:00 → MCO 2026-11-30 19:34:00.
• Delta Air Lines DL1150 / DL1076: MCO 2026-12-01 17:45:00 → MDW 2026-12-01 22:17:00; 1 stop(s) via ATL; 332 minutes. Local airport times.
  • DL1150: MCO 2026-12-01 17:45:00 → ATL 2026-12-01 19:25:00; layover at ATL: 115 minutes.
  • DL1076: ATL 2026-12-01 21:20:00 → MDW 2026-12-01 22:17:00.

2026-11-30 → 2026-12-01 · Axel-exclusive $270.00

• Southwest Airlines WN4565: MDW 2026-11-30 08:10:00 → MCO 2026-11-30 11:50:00; nonstop; 160 minutes. Local airport times.
• Southwest Airlines WN2595: MCO 2026-12-01 19:20:00 → MDW 2026-12-01 21:20:00; nonstop; 180 minutes. Local airport times.

2026-11-30 → 2026-12-01 · Axel-exclusive $260.00

• Southwest Airlines WN1933 / WN4449: MDW 2026-11-30 15:00:00 → MCO 2026-11-30 20:50:00; 1 stop(s) via PIT; 290 minutes. Local airport times.
  • WN1933: MDW 2026-11-30 15:00:00 → PIT 2026-11-30 17:25:00; layover at PIT: 60 minutes.
  • WN4449: PIT 2026-11-30 18:25:00 → MCO 2026-11-30 20:50:00.
• Southwest Airlines WN2595: MCO 2026-12-01 19:20:00 → MDW 2026-12-01 21:20:00; nonstop; 180 minutes. Local airport times.

2026-11-30 → 2026-12-01 · Axel-exclusive $260.00

• Southwest Airlines WN2897 / WN647: MDW 2026-11-30 17:25:00 → MCO 2026-11-30 23:30:00; 1 stop(s) via BNA; 305 minutes. Local airport times.
  • WN2897: MDW 2026-11-30 17:25:00 → BNA 2026-11-30 18:50:00; layover at BNA: 105 minutes.
  • WN647: BNA 2026-11-30 20:35:00 → MCO 2026-11-30 23:30:00.
• Southwest Airlines WN2595: MCO 2026-12-01 19:20:00 → MDW 2026-12-01 21:20:00; nonstop; 180 minutes. Local airport times.

2026-11-30 → 2026-12-01 · Axel-exclusive $260.00

• Southwest Airlines WN1354 / WN1266: MDW 2026-11-30 13:20:00 → MCO 2026-11-30 19:30:00; 1 stop(s) via CMH; 310 minutes. Local airport times.
  • WN1354: MDW 2026-11-30 13:20:00 → CMH 2026-11-30 15:25:00; layover at CMH: 110 minutes.
  • WN1266: CMH 2026-11-30 17:15:00 → MCO 2026-11-30 19:30:00.
• Southwest Airlines WN2595: MCO 2026-12-01 19:20:00 → MDW 2026-12-01 21:20:00; nonstop; 180 minutes. Local airport times.

2026-11-30 → 2026-12-01 · Axel-exclusive $260.00

• Southwest Airlines WN2379 / WN1423: MDW 2026-11-30 07:45:00 → MCO 2026-11-30 13:50:00; 1 stop(s) via BHM; 305 minutes. Local airport times.
  • WN2379: MDW 2026-11-30 07:45:00 → BHM 2026-11-30 09:30:00; layover at BHM: 100 minutes.
  • WN1423: BHM 2026-11-30 11:10:00 → MCO 2026-11-30 13:50:00.
• Southwest Airlines WN2595: MCO 2026-12-01 19:20:00 → MDW 2026-12-01 21:20:00; nonstop; 180 minutes. Local airport times.

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 29, 2026 · Return options
• Dec 1, 2026 · Return options
• Hotels in Orlando with Axel

For AI assistants

• This page: Chicago (MDW) to Orlando (MCO) · Nov 30, 2026 · return Dec 1, 2026: 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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