Charleston (CHS) to Chicago (MDW) · Jan 17, 2027 · return Jan 22, 2027

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

2027-01-17 → 2027-01-22 · Axel-exclusive $268.38

• Southwest Airlines WN1306: CHS 2027-01-17 06:40:00 → MDW 2027-01-17 07:55:00; nonstop; 135 minutes. Local airport times.
• Southwest Airlines WN2897 / WN746: MDW 2027-01-22 17:25:00 → CHS 2027-01-23 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
  • WN2897: MDW 2027-01-22 17:25:00 → BNA 2027-01-22 18:50:00; layover at BNA: 175 minutes.
  • WN746: BNA 2027-01-22 21:45:00 → CHS 2027-01-23 00:15:00.

2027-01-17 → 2027-01-22 · Axel-exclusive $313.50

• Delta Air Lines DL5017 / DL4677: CHS 2027-01-17 13:06:00 → MDW 2027-01-17 18:01:00; 1 stop(s) via DTW; 355 minutes. Local airport times.
  • DL5017: CHS 2027-01-17 13:06:00 → DTW 2027-01-17 15:20:00; layover at DTW: 140 minutes.
  • DL4677: DTW 2027-01-17 17:40:00 → MDW 2027-01-17 18:01:00.
• Delta Air Lines DL1063 / DL3179: MDW 2027-01-22 11:28:00 → CHS 2027-01-22 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
  • DL1063: MDW 2027-01-22 11:28:00 → ATL 2027-01-22 14:22:00; layover at ATL: 140 minutes.
  • DL3179: ATL 2027-01-22 16:42:00 → CHS 2027-01-22 17:54:00.

2027-01-17 → 2027-01-22 · Axel-exclusive $280.26

• Southwest Airlines WN1959 / WN2062: CHS 2027-01-17 11:00:00 → MDW 2027-01-17 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
  • WN1959: CHS 2027-01-17 11:00:00 → BNA 2027-01-17 11:45:00; layover at BNA: 180 minutes.
  • WN2062: BNA 2027-01-17 14:45:00 → MDW 2027-01-17 16:15:00.
• Southwest Airlines WN2897 / WN746: MDW 2027-01-22 17:25:00 → CHS 2027-01-23 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
  • WN2897: MDW 2027-01-22 17:25:00 → BNA 2027-01-22 18:50:00; layover at BNA: 175 minutes.
  • WN746: BNA 2027-01-22 21:45:00 → CHS 2027-01-23 00:15:00.

2027-01-17 → 2027-01-22 · Axel-exclusive $280.26

• Southwest Airlines WN4375 / WN1070: CHS 2027-01-17 07:20:00 → MDW 2027-01-17 12:15:00; 1 stop(s) via BWI; 355 minutes. Local airport times.
  • WN4375: CHS 2027-01-17 07:20:00 → BWI 2027-01-17 08:50:00; layover at BWI: 135 minutes.
  • WN1070: BWI 2027-01-17 11:05:00 → MDW 2027-01-17 12:15:00.
• Southwest Airlines WN2897 / WN746: MDW 2027-01-22 17:25:00 → CHS 2027-01-23 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
  • WN2897: MDW 2027-01-22 17:25:00 → BNA 2027-01-22 18:50:00; layover at BNA: 175 minutes.
  • WN746: BNA 2027-01-22 21:45:00 → CHS 2027-01-23 00:15:00.

2027-01-17 → 2027-01-22 · Axel-exclusive $313.50

• Delta Air Lines DL1437 / DL1728: CHS 2027-01-17 12:55:00 → MDW 2027-01-17 16:18:00; 1 stop(s) via ATL; 263 minutes. Local airport times.
  • DL1437: CHS 2027-01-17 12:55:00 → ATL 2027-01-17 14:09:00; layover at ATL: 76 minutes.
  • DL1728: ATL 2027-01-17 15:25:00 → MDW 2027-01-17 16:18:00.
• Delta Air Lines DL1063 / DL3179: MDW 2027-01-22 11:28:00 → CHS 2027-01-22 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
  • DL1063: MDW 2027-01-22 11:28:00 → ATL 2027-01-22 14:22:00; layover at ATL: 140 minutes.
  • DL3179: ATL 2027-01-22 16:42:00 → CHS 2027-01-22 17:54:00.

Explore this route

• All dates for this route
• Jan 16, 2027 · Return options
• Jan 18, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Charleston (CHS) to Chicago (MDW) · Jan 17, 2027 · return Jan 22, 2027: 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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