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Charleston → Chicago

Jan 21, 2027 · return Jan 27, 2027

CHS → MDW1 adulteconomyRound trip

6 flight options · 2 airlines

Nonstop flights

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
7:00 pmCHS
2h 20m
Nonstop
8:20 pmMDW
Southwest Airlines
1:25 pmMDW
2h 5m
Nonstop
4:30 pmCHS

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
6:40 amCHS
2h 15m
Nonstop
7:55 amMDW
Southwest Airlines
1:25 pmMDW
2h 5m
Nonstop
4:30 pmCHS

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Wed, Jan 27

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

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
11:00 amCHS
6h 15m
BNA · 3h
4:15 pmMDW
Southwest Airlines
1:25 pmMDW
2h 5m
Nonstop
4:30 pmCHS

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

Southwest Airlines
7:20 amCHS
5h 55m
BWI · 2h 15m
12:15 pmMDW
Southwest Airlines
1:25 pmMDW
2h 5m
Nonstop
4:30 pmCHS

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

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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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
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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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-01-21 → 2027-01-27Southwest AirlinesWN1178 / WN4336$256.502026-10-29T00:55:53Z
2027-01-21 → 2027-01-27Delta Air LinesDL1437 + DL1728 / DL1063 + DL3179$313.502026-10-29T00:55:53Z
2027-01-21 → 2027-01-27Southwest AirlinesWN1306 / WN4336$256.502026-10-29T00:55:53Z
2027-01-21 → 2027-01-27Southwest AirlinesWN1959 + WN2062 / WN4336$268.382026-10-29T00:55:53Z
2027-01-21 → 2027-01-27Southwest AirlinesWN4375 + WN1070 / WN4336$268.382026-10-29T00:55:53Z
2027-01-21 → 2027-01-27Delta Air LinesDL5017 + DL4677 / DL1063 + DL3179$313.502026-10-29T00:55:53Z

2027-01-21 → 2027-01-27 · $256.50

  • Southwest Airlines WN1178: CHS 2027-01-21 19:00:00 → MDW 2027-01-21 20:20:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4336: MDW 2027-01-27 13:25:00 → CHS 2027-01-27 16:30:00; nonstop; 125 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $313.50

  • Delta Air Lines DL1437 / DL1728: CHS 2027-01-21 12:55:00 → MDW 2027-01-21 16:18:00; 1 stop(s) via ATL; 263 minutes. Local airport times.
    • DL1437: CHS 2027-01-21 12:55:00 → ATL 2027-01-21 14:09:00; layover at ATL: 76 minutes.
    • DL1728: ATL 2027-01-21 15:25:00 → MDW 2027-01-21 16:18:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2027-01-27 11:28:00 → CHS 2027-01-27 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2027-01-27 11:28:00 → ATL 2027-01-27 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2027-01-27 16:42:00 → CHS 2027-01-27 17:54:00.

2027-01-21 → 2027-01-27 · $256.50

  • Southwest Airlines WN1306: CHS 2027-01-21 06:40:00 → MDW 2027-01-21 07:55:00; nonstop; 135 minutes. Local airport times.
  • Southwest Airlines WN4336: MDW 2027-01-27 13:25:00 → CHS 2027-01-27 16:30:00; nonstop; 125 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $268.38

  • Southwest Airlines WN1959 / WN2062: CHS 2027-01-21 11:00:00 → MDW 2027-01-21 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1959: CHS 2027-01-21 11:00:00 → BNA 2027-01-21 11:45:00; layover at BNA: 180 minutes.
    • WN2062: BNA 2027-01-21 14:45:00 → MDW 2027-01-21 16:15:00.
  • Southwest Airlines WN4336: MDW 2027-01-27 13:25:00 → CHS 2027-01-27 16:30:00; nonstop; 125 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $268.38

  • Southwest Airlines WN4375 / WN1070: CHS 2027-01-21 07:20:00 → MDW 2027-01-21 12:15:00; 1 stop(s) via BWI; 355 minutes. Local airport times.
    • WN4375: CHS 2027-01-21 07:20:00 → BWI 2027-01-21 08:50:00; layover at BWI: 135 minutes.
    • WN1070: BWI 2027-01-21 11:05:00 → MDW 2027-01-21 12:15:00.
  • Southwest Airlines WN4336: MDW 2027-01-27 13:25:00 → CHS 2027-01-27 16:30:00; nonstop; 125 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $313.50

  • Delta Air Lines DL5017 / DL4677: CHS 2027-01-21 13:06:00 → MDW 2027-01-21 18:01:00; 1 stop(s) via DTW; 355 minutes. Local airport times.
    • DL5017: CHS 2027-01-21 13:06:00 → DTW 2027-01-21 15:20:00; layover at DTW: 140 minutes.
    • DL4677: DTW 2027-01-21 17:40:00 → MDW 2027-01-21 18:01:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2027-01-27 11:28:00 → CHS 2027-01-27 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2027-01-27 11:28:00 → ATL 2027-01-27 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2027-01-27 16:42:00 → CHS 2027-01-27 17:54:00.

More dates for this route