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Route overview: Charleston to Chicago (MDW) flight deals

Charleston → Chicago

Dec 6, 2026 · return Dec 11, 2026

CHS → MDW1 adulteconomyRound trip

5 flight options · 2 airlines

One-stop flights

Sun, Dec 6 – Fri, Dec 11

Southwest Airlines
6:40 amCHS
2h 15m
Nonstop
7:55 amMDW
Southwest Airlines
5:25 pmMDW
5h 50m
BNA · 2h 55m
12:15 am+1CHS

Round-trip total · 1 adult · Taxes included

Sun, Dec 6 – Fri, Dec 11

Delta Air Lines
12:55 pmCHS
4h 23m
ATL · 1h 16m
4:18 pmMDW
Delta Air Lines
11:28 amMDW
5h 26m
ATL · 2h 20m
5:54 pmCHS

Round-trip total · 1 adult · Taxes included

Sun, Dec 6 – Fri, Dec 11

Southwest Airlines
7:20 amCHS
5h 55m
BWI · 2h 15m
12:15 pmMDW
Southwest Airlines
5:25 pmMDW
5h 50m
BNA · 2h 55m
12:15 am+1CHS

Round-trip total · 1 adult · Taxes included

Sun, Dec 6 – Fri, Dec 11

Southwest Airlines
11:00 amCHS
6h 15m
BNA · 3h
4:15 pmMDW
Southwest Airlines
5:25 pmMDW
5h 50m
BNA · 2h 55m
12:15 am+1CHS

Round-trip total · 1 adult · Taxes included

Sun, Dec 6 – Fri, Dec 11

Delta Air Lines
1:06 pmCHS
5h 55m
DTW · 2h 20m
6:01 pmMDW
Delta Air Lines
11:28 amMDW
5h 26m
ATL · 2h 20m
5:54 pmCHS

Round-trip total · 1 adult · Taxes included

Make this trip yours

CHS ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeDec 5, 2026 → Dec 10, 2026Dec 7, 2026 → Dec 12, 2026
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Live price for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

Route overview: Charleston to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-06 → 2026-12-11Southwest AirlinesWN1306 / WN2897 + WN746$282.502026-10-29T00:55:53Z
2026-12-06 → 2026-12-11Delta Air LinesDL1437 + DL1728 / DL1063 + DL3179$330.002026-10-29T00:55:53Z
2026-12-06 → 2026-12-11Southwest AirlinesWN4375 + WN1070 / WN2897 + WN746$295.002026-10-29T00:55:53Z
2026-12-06 → 2026-12-11Southwest AirlinesWN1959 + WN2062 / WN2897 + WN746$295.002026-10-29T00:55:53Z
2026-12-06 → 2026-12-11Delta Air LinesDL5017 + DL4677 / DL1063 + DL3179$330.002026-10-29T00:55:53Z

2026-12-06 → 2026-12-11 · $282.50

  • Southwest Airlines WN1306: CHS 2026-12-06 06:40:00 → MDW 2026-12-06 07:55:00; nonstop; 135 minutes. Local airport times.
  • Southwest Airlines WN2897 / WN746: MDW 2026-12-11 17:25:00 → CHS 2026-12-12 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
    • WN2897: MDW 2026-12-11 17:25:00 → BNA 2026-12-11 18:50:00; layover at BNA: 175 minutes.
    • WN746: BNA 2026-12-11 21:45:00 → CHS 2026-12-12 00:15:00.

2026-12-06 → 2026-12-11 · $330.00

  • Delta Air Lines DL1437 / DL1728: CHS 2026-12-06 12:55:00 → MDW 2026-12-06 16:18:00; 1 stop(s) via ATL; 263 minutes. Local airport times.
    • DL1437: CHS 2026-12-06 12:55:00 → ATL 2026-12-06 14:09:00; layover at ATL: 76 minutes.
    • DL1728: ATL 2026-12-06 15:25:00 → MDW 2026-12-06 16:18:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2026-12-11 11:28:00 → CHS 2026-12-11 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2026-12-11 11:28:00 → ATL 2026-12-11 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2026-12-11 16:42:00 → CHS 2026-12-11 17:54:00.

2026-12-06 → 2026-12-11 · $295.00

  • Southwest Airlines WN4375 / WN1070: CHS 2026-12-06 07:20:00 → MDW 2026-12-06 12:15:00; 1 stop(s) via BWI; 355 minutes. Local airport times.
    • WN4375: CHS 2026-12-06 07:20:00 → BWI 2026-12-06 08:50:00; layover at BWI: 135 minutes.
    • WN1070: BWI 2026-12-06 11:05:00 → MDW 2026-12-06 12:15:00.
  • Southwest Airlines WN2897 / WN746: MDW 2026-12-11 17:25:00 → CHS 2026-12-12 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
    • WN2897: MDW 2026-12-11 17:25:00 → BNA 2026-12-11 18:50:00; layover at BNA: 175 minutes.
    • WN746: BNA 2026-12-11 21:45:00 → CHS 2026-12-12 00:15:00.

2026-12-06 → 2026-12-11 · $295.00

  • Southwest Airlines WN1959 / WN2062: CHS 2026-12-06 11:00:00 → MDW 2026-12-06 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1959: CHS 2026-12-06 11:00:00 → BNA 2026-12-06 11:45:00; layover at BNA: 180 minutes.
    • WN2062: BNA 2026-12-06 14:45:00 → MDW 2026-12-06 16:15:00.
  • Southwest Airlines WN2897 / WN746: MDW 2026-12-11 17:25:00 → CHS 2026-12-12 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
    • WN2897: MDW 2026-12-11 17:25:00 → BNA 2026-12-11 18:50:00; layover at BNA: 175 minutes.
    • WN746: BNA 2026-12-11 21:45:00 → CHS 2026-12-12 00:15:00.

2026-12-06 → 2026-12-11 · $330.00

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

Explore this route

For AI assistants

  • This page: Charleston (CHS) to Chicago (MDW) · Dec 6, 2026 · return Dec 11, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Charleston to Chicago (MDW) flight deals · Flight search guide.
  • 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. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. 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.