Philadelphia (PHL) to Chicago (MDW) · Nov 13, 2026 · return Nov 14, 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: Philadelphia to Chicago (MDW) flight deals

2026-11-13 → 2026-11-14 · Axel-exclusive $280.00

• Southwest Airlines WN2205: PHL 2026-11-13 13:25:00 → MDW 2026-11-13 14:40:00; nonstop; 135 minutes. Local airport times.
• Southwest Airlines WN883: MDW 2026-11-14 15:40:00 → PHL 2026-11-14 18:35:00; nonstop; 115 minutes. Local airport times.

2026-11-13 → 2026-11-14 · Axel-exclusive $180.00

• Frontier Airlines F91147 / F92291: PHL 2026-11-13 17:14:00 → MDW 2026-11-13 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2026-11-13 17:14:00 → ATL 2026-11-13 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2026-11-13 22:48:00 → MDW 2026-11-13 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2026-11-14 12:28:00 → PHL 2026-11-14 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2026-11-14 12:28:00 → ATL 2026-11-14 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2026-11-14 18:58:00 → PHL 2026-11-14 21:07:00.

2026-11-13 → 2026-11-14 · Axel-exclusive $330.00

• Delta Air Lines DL2968 / DL4688: PHL 2026-11-13 09:43:00 → MDW 2026-11-13 13:01:00; 1 stop(s) via DTW; 258 minutes. Local airport times.
  • DL2968: PHL 2026-11-13 09:43:00 → DTW 2026-11-13 11:35:00; layover at DTW: 69 minutes.
  • DL4688: DTW 2026-11-13 12:44:00 → MDW 2026-11-13 13:01:00.
• Delta Air Lines DL4688 / DL1686: MDW 2026-11-14 13:31:00 → PHL 2026-11-14 19:30:00; 1 stop(s) via DTW; 299 minutes. Local airport times.
  • DL4688: MDW 2026-11-14 13:31:00 → DTW 2026-11-14 15:44:00; layover at DTW: 125 minutes.
  • DL1686: DTW 2026-11-14 17:49:00 → PHL 2026-11-14 19:30:00.

2026-11-13 → 2026-11-14 · Axel-exclusive $280.00

• Southwest Airlines WN3374: PHL 2026-11-13 11:40:00 → MDW 2026-11-13 12:50:00; nonstop; 130 minutes. Local airport times.
• Southwest Airlines WN883: MDW 2026-11-14 15:40:00 → PHL 2026-11-14 18:35:00; nonstop; 115 minutes. Local airport times.

2026-11-13 → 2026-11-14 · Axel-exclusive $272.50

• Southwest Airlines WN3375 / WN287: PHL 2026-11-13 06:00:00 → MDW 2026-11-13 12:05:00; 1 stop(s) via STL; 425 minutes. Local airport times.
  • WN3375: PHL 2026-11-13 06:00:00 → STL 2026-11-13 07:45:00; layover at STL: 190 minutes.
  • WN287: STL 2026-11-13 10:55:00 → MDW 2026-11-13 12:05:00.
• Southwest Airlines WN883: MDW 2026-11-14 15:40:00 → PHL 2026-11-14 18:35:00; nonstop; 115 minutes. Local airport times.

2026-11-13 → 2026-11-14 · Axel-exclusive $272.50

• Southwest Airlines WN2080 / WN651: PHL 2026-11-13 14:55:00 → MDW 2026-11-13 21:05:00; 1 stop(s) via BNA; 430 minutes. Local airport times.
  • WN2080: PHL 2026-11-13 14:55:00 → BNA 2026-11-13 16:10:00; layover at BNA: 200 minutes.
  • WN651: BNA 2026-11-13 19:30:00 → MDW 2026-11-13 21:05:00.
• Southwest Airlines WN883: MDW 2026-11-14 15:40:00 → PHL 2026-11-14 18:35:00; nonstop; 115 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
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For AI assistants

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