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Route overview: Charleston to Chicago (MDW) flight deals

Charleston → Chicago

Dec 15, 2026 · return Dec 19, 2026

CHS → MDW1 adulteconomyRound trip

6 flight options · 2 airlines

Nonstop flights

Tue, Dec 15 – Sat, Dec 19

Southwest Airlines
7:00 pmCHS
2h 20m
Nonstop
8:20 pmMDW
Southwest Airlines
1:00 pmMDW
2h 5m
Nonstop
4:05 pmCHS

Round-trip total · 1 adult · Taxes included

Tue, Dec 15 – Sat, Dec 19

Southwest Airlines
8:00 amCHS
2h 15m
Nonstop
9:15 amMDW
Southwest Airlines
1:00 pmMDW
2h 5m
Nonstop
4:05 pmCHS

Round-trip total · 1 adult · Taxes included

One-stop flights

Tue, Dec 15 – Sat, Dec 19

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

Tue, Dec 15 – Sat, Dec 19

Southwest Airlines
11:00 amCHS
6h 15m
BNA · 3h
4:15 pmMDW
Southwest Airlines
1:00 pmMDW
2h 5m
Nonstop
4:05 pmCHS

Round-trip total · 1 adult · Taxes included

Tue, Dec 15 – Sat, Dec 19

Southwest Airlines
7:20 amCHS
5h 55m
BWI · 2h 15m
12:15 pmMDW
Southwest Airlines
1:00 pmMDW
2h 5m
Nonstop
4:05 pmCHS

Round-trip total · 1 adult · Taxes included

Tue, Dec 15 – Sat, Dec 19

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

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 14, 2026 → Dec 18, 2026Dec 16, 2026 → Dec 20, 2026
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Route overview: Charleston to Chicago (MDW) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-15 → 2026-12-19Southwest AirlinesWN1178 / WN988$270.002026-10-29T00:55:53Z
2026-12-15 → 2026-12-19Delta Air LinesDL5017 + DL4677 / DL1063 + DL3179$330.002026-10-29T00:55:53Z
2026-12-15 → 2026-12-19Southwest AirlinesWN1063 / WN988$270.002026-10-29T00:55:53Z
2026-12-15 → 2026-12-19Southwest AirlinesWN1959 + WN2062 / WN988$282.502026-10-29T00:55:53Z
2026-12-15 → 2026-12-19Southwest AirlinesWN4375 + WN1070 / WN988$282.502026-10-29T00:55:53Z
2026-12-15 → 2026-12-19Delta Air LinesDL1437 + DL1728 / DL1063 + DL3179$330.002026-10-29T00:55:53Z

2026-12-15 → 2026-12-19 · $270.00

  • Southwest Airlines WN1178: CHS 2026-12-15 19:00:00 → MDW 2026-12-15 20:20:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN988: MDW 2026-12-19 13:00:00 → CHS 2026-12-19 16:05:00; nonstop; 125 minutes. Local airport times.

2026-12-15 → 2026-12-19 · $330.00

  • Delta Air Lines DL5017 / DL4677: CHS 2026-12-15 13:06:00 → MDW 2026-12-15 18:01:00; 1 stop(s) via DTW; 355 minutes. Local airport times.
    • DL5017: CHS 2026-12-15 13:06:00 → DTW 2026-12-15 15:20:00; layover at DTW: 140 minutes.
    • DL4677: DTW 2026-12-15 17:40:00 → MDW 2026-12-15 18:01:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2026-12-19 11:28:00 → CHS 2026-12-19 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2026-12-19 11:28:00 → ATL 2026-12-19 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2026-12-19 16:42:00 → CHS 2026-12-19 17:54:00.

2026-12-15 → 2026-12-19 · $270.00

  • Southwest Airlines WN1063: CHS 2026-12-15 08:00:00 → MDW 2026-12-15 09:15:00; nonstop; 135 minutes. Local airport times.
  • Southwest Airlines WN988: MDW 2026-12-19 13:00:00 → CHS 2026-12-19 16:05:00; nonstop; 125 minutes. Local airport times.

2026-12-15 → 2026-12-19 · $282.50

  • Southwest Airlines WN1959 / WN2062: CHS 2026-12-15 11:00:00 → MDW 2026-12-15 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1959: CHS 2026-12-15 11:00:00 → BNA 2026-12-15 11:45:00; layover at BNA: 180 minutes.
    • WN2062: BNA 2026-12-15 14:45:00 → MDW 2026-12-15 16:15:00.
  • Southwest Airlines WN988: MDW 2026-12-19 13:00:00 → CHS 2026-12-19 16:05:00; nonstop; 125 minutes. Local airport times.

2026-12-15 → 2026-12-19 · $282.50

  • Southwest Airlines WN4375 / WN1070: CHS 2026-12-15 07:20:00 → MDW 2026-12-15 12:15:00; 1 stop(s) via BWI; 355 minutes. Local airport times.
    • WN4375: CHS 2026-12-15 07:20:00 → BWI 2026-12-15 08:50:00; layover at BWI: 135 minutes.
    • WN1070: BWI 2026-12-15 11:05:00 → MDW 2026-12-15 12:15:00.
  • Southwest Airlines WN988: MDW 2026-12-19 13:00:00 → CHS 2026-12-19 16:05:00; nonstop; 125 minutes. Local airport times.

2026-12-15 → 2026-12-19 · $330.00

  • Delta Air Lines DL1437 / DL1728: CHS 2026-12-15 12:55:00 → MDW 2026-12-15 16:18:00; 1 stop(s) via ATL; 263 minutes. Local airport times.
    • DL1437: CHS 2026-12-15 12:55:00 → ATL 2026-12-15 14:09:00; layover at ATL: 76 minutes.
    • DL1728: ATL 2026-12-15 15:25:00 → MDW 2026-12-15 16:18:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2026-12-19 11:28:00 → CHS 2026-12-19 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2026-12-19 11:28:00 → ATL 2026-12-19 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2026-12-19 16:42:00 → CHS 2026-12-19 17:54:00.

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