Philadelphia (PHL) to Chicago (MDW) · Nov 26, 2026 · return Dec 10, 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

2026-11-26 → 2026-12-10 · Axel-exclusive $329.00

• Southwest Airlines WN3372: PHL 2026-11-26 07:30:00 → MDW 2026-11-26 08:50:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN883: MDW 2026-12-10 15:40:00 → PHL 2026-12-10 18:35:00; nonstop; 115 minutes. Local airport times.

2026-11-26 → 2026-12-10 · Axel-exclusive $211.50

• Frontier Airlines F91147 / F92291: PHL 2026-11-26 17:14:00 → MDW 2026-11-26 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
  • F91147: PHL 2026-11-26 17:14:00 → ATL 2026-11-26 19:54:00; layover at ATL: 174 minutes.
  • F92291: ATL 2026-11-26 22:48:00 → MDW 2026-11-26 23:47:00.
• Frontier Airlines F92144 / F92552: MDW 2026-12-10 12:28:00 → PHL 2026-12-10 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
  • F92144: MDW 2026-12-10 12:28:00 → ATL 2026-12-10 15:41:00; layover at ATL: 197 minutes.
  • F92552: ATL 2026-12-10 18:58:00 → PHL 2026-12-10 21:07:00.

2026-11-26 → 2026-12-10 · Axel-exclusive $387.75

• Delta Air Lines DL2968 / DL4688: PHL 2026-11-26 09:43:00 → MDW 2026-11-26 13:01:00; 1 stop(s) via DTW; 258 minutes. Local airport times.
  • DL2968: PHL 2026-11-26 09:43:00 → DTW 2026-11-26 11:35:00; layover at DTW: 69 minutes.
  • DL4688: DTW 2026-11-26 12:44:00 → MDW 2026-11-26 13:01:00.
• Delta Air Lines DL4688 / DL1686: MDW 2026-12-10 13:31:00 → PHL 2026-12-10 19:30:00; 1 stop(s) via DTW; 299 minutes. Local airport times.
  • DL4688: MDW 2026-12-10 13:31:00 → DTW 2026-12-10 15:44:00; layover at DTW: 125 minutes.
  • DL1686: DTW 2026-12-10 17:49:00 → PHL 2026-12-10 19:30:00.

2026-11-26 → 2026-12-10 · Axel-exclusive $329.00

• Southwest Airlines WN2108: PHL 2026-11-26 18:20:00 → MDW 2026-11-26 19:35:00; nonstop; 135 minutes. Local airport times.
• Southwest Airlines WN883: MDW 2026-12-10 15:40:00 → PHL 2026-12-10 18:35:00; nonstop; 115 minutes. Local airport times.

2026-11-26 → 2026-12-10 · Axel-exclusive $318.88

• Southwest Airlines WN2080 / WN651: PHL 2026-11-26 14:55:00 → MDW 2026-11-26 21:05:00; 1 stop(s) via BNA; 430 minutes. Local airport times.
  • WN2080: PHL 2026-11-26 14:55:00 → BNA 2026-11-26 16:10:00; layover at BNA: 200 minutes.
  • WN651: BNA 2026-11-26 19:30:00 → MDW 2026-11-26 21:05:00.
• Southwest Airlines WN883: MDW 2026-12-10 15:40:00 → PHL 2026-12-10 18:35:00; nonstop; 115 minutes. Local airport times.

2026-11-26 → 2026-12-10 · Axel-exclusive $318.88

• Southwest Airlines WN3375 / WN287: PHL 2026-11-26 06:00:00 → MDW 2026-11-26 12:05:00; 1 stop(s) via STL; 425 minutes. Local airport times.
  • WN3375: PHL 2026-11-26 06:00:00 → STL 2026-11-26 07:45:00; layover at STL: 190 minutes.
  • WN287: STL 2026-11-26 10:55:00 → MDW 2026-11-26 12:05:00.
• Southwest Airlines WN883: MDW 2026-12-10 15:40:00 → PHL 2026-12-10 18:35:00; nonstop; 115 minutes. Local airport times.

Explore this route

• All dates for this route
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• Nov 27, 2026 · Return options
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For AI assistants

• This page: Philadelphia (PHL) to Chicago (MDW) · Nov 26, 2026 · return Dec 10, 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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• 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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