Charleston (CHS) to Chicago (MDW) · Nov 29, 2026 · return Dec 13, 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: Charleston to Chicago (MDW) flight deals

2026-11-29 → 2026-12-13 · Axel-exclusive $317.25

• Southwest Airlines WN1178: CHS 2026-11-29 19:00:00 → MDW 2026-11-29 20:20:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN4116: MDW 2026-12-13 20:35:00 → CHS 2026-12-13 23:40:00; nonstop; 125 minutes. Local airport times.

2026-11-29 → 2026-12-13 · Axel-exclusive $387.75

• Delta Air Lines DL5017 / DL4677: CHS 2026-11-29 13:06:00 → MDW 2026-11-29 18:01:00; 1 stop(s) via DTW; 355 minutes. Local airport times.
  • DL5017: CHS 2026-11-29 13:06:00 → DTW 2026-11-29 15:20:00; layover at DTW: 140 minutes.
  • DL4677: DTW 2026-11-29 17:40:00 → MDW 2026-11-29 18:01:00.
• Delta Air Lines DL1063 / DL3179: MDW 2026-12-13 11:28:00 → CHS 2026-12-13 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
  • DL1063: MDW 2026-12-13 11:28:00 → ATL 2026-12-13 14:22:00; layover at ATL: 140 minutes.
  • DL3179: ATL 2026-12-13 16:42:00 → CHS 2026-12-13 17:54:00.

2026-11-29 → 2026-12-13 · Axel-exclusive $317.25

• Southwest Airlines WN1306: CHS 2026-11-29 06:40:00 → MDW 2026-11-29 07:55:00; nonstop; 135 minutes. Local airport times.
• Southwest Airlines WN4116: MDW 2026-12-13 20:35:00 → CHS 2026-12-13 23:40:00; nonstop; 125 minutes. Local airport times.

2026-11-29 → 2026-12-13 · Axel-exclusive $334.13

• Southwest Airlines WN4375 / WN1070: CHS 2026-11-29 07:20:00 → MDW 2026-11-29 12:15:00; 1 stop(s) via BWI; 355 minutes. Local airport times.
  • WN4375: CHS 2026-11-29 07:20:00 → BWI 2026-11-29 08:50:00; layover at BWI: 135 minutes.
  • WN1070: BWI 2026-11-29 11:05:00 → MDW 2026-11-29 12:15:00.
• Southwest Airlines WN4116: MDW 2026-12-13 20:35:00 → CHS 2026-12-13 23:40:00; nonstop; 125 minutes. Local airport times.

2026-11-29 → 2026-12-13 · Axel-exclusive $334.13

• Southwest Airlines WN1959 / WN2062: CHS 2026-11-29 11:00:00 → MDW 2026-11-29 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
  • WN1959: CHS 2026-11-29 11:00:00 → BNA 2026-11-29 11:45:00; layover at BNA: 180 minutes.
  • WN2062: BNA 2026-11-29 14:45:00 → MDW 2026-11-29 16:15:00.
• Southwest Airlines WN4116: MDW 2026-12-13 20:35:00 → CHS 2026-12-13 23:40:00; nonstop; 125 minutes. Local airport times.

2026-11-29 → 2026-12-13 · Axel-exclusive $387.75

• Delta Air Lines DL1437 / DL1728: CHS 2026-11-29 12:55:00 → MDW 2026-11-29 16:18:00; 1 stop(s) via ATL; 263 minutes. Local airport times.
  • DL1437: CHS 2026-11-29 12:55:00 → ATL 2026-11-29 14:09:00; layover at ATL: 76 minutes.
  • DL1728: ATL 2026-11-29 15:25:00 → MDW 2026-11-29 16:18:00.
• Delta Air Lines DL1063 / DL3179: MDW 2026-12-13 11:28:00 → CHS 2026-12-13 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
  • DL1063: MDW 2026-12-13 11:28:00 → ATL 2026-12-13 14:22:00; layover at ATL: 140 minutes.
  • DL3179: ATL 2026-12-13 16:42:00 → CHS 2026-12-13 17:54:00.

Explore this route

• All dates for this route
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For AI assistants

• This page: Charleston (CHS) to Chicago (MDW) · Nov 29, 2026 · return Dec 13, 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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