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Charleston → Chicago

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CHS → MDW1 adulteconomy

17 flight options · 2 airlines

Round-trip flights

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
7:00 pmCHS
2h 20m
Nonstop
8:20 pmMDW
Southwest Airlines
12:45 pmMDW
2h 5m
Nonstop
3:50 pmCHS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
8:00 amCHS
2h 15m
Nonstop
9:15 amMDW
Southwest Airlines
5:25 pmMDW
5h 50m
BNA · 2h 55m
12:15 am+1CHS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
8:00 amCHS
2h 15m
Nonstop
9:15 amMDW
Southwest Airlines
12:45 pmMDW
2h 5m
Nonstop
3:50 pmCHS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
11:00 amCHS
6h 15m
BNA · 3h
4:15 pmMDW
Southwest Airlines
12:45 pmMDW
2h 5m
Nonstop
3:50 pmCHS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
7:20 amCHS
5h 55m
BWI · 2h 15m
12:15 pmMDW
Southwest Airlines
12:45 pmMDW
2h 5m
Nonstop
3:50 pmCHS

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

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

Fri, Nov 27 – Fri, Dec 4

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

Show 3 more flights

Fri, Nov 27 – Fri, Dec 4

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

Fri, Nov 27 – Fri, Dec 4

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

Fri, Nov 27 – Fri, Dec 4

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

One-way flights

Fri, Nov 20 · One way

Southwest Airlines
7:00 pmCHS
2h 20m
Nonstop
8:20 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
1:06 pmCHS
5h 55m
DTW · 2h 20m
6:01 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
8:00 amCHS
2h 15m
Nonstop
9:15 amMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
7:20 amCHS
5h 55m
BWI · 2h 15m
12:15 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
11:00 amCHS
6h 15m
BNA · 3h
4:15 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
12:55 pmCHS
4h 23m
ATL · 1h 16m
4:18 pmMDW

One-way 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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  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
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Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

More dates

Nov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
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.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-11-20 · one waySouthwest AirlinesWN1178$140.002026-10-29T00:55:53Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1178 / WN4336$270.002026-10-29T00:55:53Z
2026-11-20 · one wayDelta Air LinesDL5017 + DL4677$175.002026-10-29T00:55:53Z
2026-11-20 → 2026-11-23Delta Air LinesDL5017 + DL4677 / DL1063 + DL3179$330.002026-10-29T00:55:53Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1063 / WN2897 + WN746$329.752026-10-29T00:55:53Z
2026-11-20 · one waySouthwest AirlinesWN1063$140.002026-10-29T00:55:53Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1063 / WN4336$270.002026-10-29T00:55:53Z
2026-11-20 · one waySouthwest AirlinesWN4375 + WN1070$155.002026-10-29T00:55:53Z
2026-11-20 · one waySouthwest AirlinesWN1959 + WN2062$155.002026-10-29T00:55:53Z
2026-11-20 · one wayDelta Air LinesDL1437 + DL1728$175.002026-10-29T00:55:53Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1959 + WN2062 / WN4336$282.502026-10-29T00:55:53Z
2026-11-20 → 2026-11-23Southwest AirlinesWN4375 + WN1070 / WN4336$282.502026-10-29T00:55:53Z
2026-11-20 → 2026-11-23Delta Air LinesDL1437 + DL1728 / DL1063 + DL3179$330.002026-10-29T00:55:53Z
2026-11-27 → 2026-12-04Southwest AirlinesWN4375 + WN1070 / WN2897 + WN746$346.632026-10-29T00:55:53Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1959 + WN2062 / WN2897 + WN746$346.632026-10-29T00:55:53Z
2026-11-27 → 2026-12-04Delta Air LinesDL5017 + DL4677 / DL1063 + DL3179$387.752026-10-29T00:55:53Z
2026-11-27 → 2026-12-04Delta Air LinesDL1437 + DL1728 / DL1063 + DL3179$387.752026-10-29T00:55:53Z

2026-11-20 · one way · $140.00

  • Southwest Airlines WN1178: CHS 2026-11-20 19:00:00 → MDW 2026-11-20 20:20:00; nonstop; 140 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $270.00

  • Southwest Airlines WN1178: CHS 2026-11-20 19:00:00 → MDW 2026-11-20 20:20:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4336: MDW 2026-11-23 12:45:00 → CHS 2026-11-23 15:50:00; nonstop; 125 minutes. Local airport times.

2026-11-20 · one way · $175.00

  • Delta Air Lines DL5017 / DL4677: CHS 2026-11-20 13:06:00 → MDW 2026-11-20 18:01:00; 1 stop(s) via DTW; 355 minutes. Local airport times.
    • DL5017: CHS 2026-11-20 13:06:00 → DTW 2026-11-20 15:20:00; layover at DTW: 140 minutes.
    • DL4677: DTW 2026-11-20 17:40:00 → MDW 2026-11-20 18:01:00.

2026-11-20 → 2026-11-23 · $330.00

  • Delta Air Lines DL5017 / DL4677: CHS 2026-11-20 13:06:00 → MDW 2026-11-20 18:01:00; 1 stop(s) via DTW; 355 minutes. Local airport times.
    • DL5017: CHS 2026-11-20 13:06:00 → DTW 2026-11-20 15:20:00; layover at DTW: 140 minutes.
    • DL4677: DTW 2026-11-20 17:40:00 → MDW 2026-11-20 18:01:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2026-11-23 11:28:00 → CHS 2026-11-23 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2026-11-23 11:28:00 → ATL 2026-11-23 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2026-11-23 16:42:00 → CHS 2026-11-23 17:54:00.

2026-11-27 → 2026-12-04 · $329.75

  • Southwest Airlines WN1063: CHS 2026-11-27 08:00:00 → MDW 2026-11-27 09:15:00; nonstop; 135 minutes. Local airport times.
  • Southwest Airlines WN2897 / WN746: MDW 2026-12-04 17:25:00 → CHS 2026-12-05 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 175 minutes.
    • WN746: BNA 2026-12-04 21:45:00 → CHS 2026-12-05 00:15:00.

2026-11-20 · one way · $140.00

  • Southwest Airlines WN1063: CHS 2026-11-20 08:00:00 → MDW 2026-11-20 09:15:00; nonstop; 135 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $270.00

  • Southwest Airlines WN1063: CHS 2026-11-20 08:00:00 → MDW 2026-11-20 09:15:00; nonstop; 135 minutes. Local airport times.
  • Southwest Airlines WN4336: MDW 2026-11-23 12:45:00 → CHS 2026-11-23 15:50:00; nonstop; 125 minutes. Local airport times.

2026-11-20 · one way · $155.00

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

2026-11-20 · one way · $155.00

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

2026-11-20 · one way · $175.00

  • Delta Air Lines DL1437 / DL1728: CHS 2026-11-20 12:55:00 → MDW 2026-11-20 16:18:00; 1 stop(s) via ATL; 263 minutes. Local airport times.
    • DL1437: CHS 2026-11-20 12:55:00 → ATL 2026-11-20 14:09:00; layover at ATL: 76 minutes.
    • DL1728: ATL 2026-11-20 15:25:00 → MDW 2026-11-20 16:18:00.

2026-11-20 → 2026-11-23 · $282.50

  • Southwest Airlines WN1959 / WN2062: CHS 2026-11-20 11:00:00 → MDW 2026-11-20 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1959: CHS 2026-11-20 11:00:00 → BNA 2026-11-20 11:45:00; layover at BNA: 180 minutes.
    • WN2062: BNA 2026-11-20 14:45:00 → MDW 2026-11-20 16:15:00.
  • Southwest Airlines WN4336: MDW 2026-11-23 12:45:00 → CHS 2026-11-23 15:50:00; nonstop; 125 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $282.50

  • Southwest Airlines WN4375 / WN1070: CHS 2026-11-20 07:20:00 → MDW 2026-11-20 12:15:00; 1 stop(s) via BWI; 355 minutes. Local airport times.
    • WN4375: CHS 2026-11-20 07:20:00 → BWI 2026-11-20 08:50:00; layover at BWI: 135 minutes.
    • WN1070: BWI 2026-11-20 11:05:00 → MDW 2026-11-20 12:15:00.
  • Southwest Airlines WN4336: MDW 2026-11-23 12:45:00 → CHS 2026-11-23 15:50:00; nonstop; 125 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $330.00

  • Delta Air Lines DL1437 / DL1728: CHS 2026-11-20 12:55:00 → MDW 2026-11-20 16:18:00; 1 stop(s) via ATL; 263 minutes. Local airport times.
    • DL1437: CHS 2026-11-20 12:55:00 → ATL 2026-11-20 14:09:00; layover at ATL: 76 minutes.
    • DL1728: ATL 2026-11-20 15:25:00 → MDW 2026-11-20 16:18:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2026-11-23 11:28:00 → CHS 2026-11-23 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2026-11-23 11:28:00 → ATL 2026-11-23 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2026-11-23 16:42:00 → CHS 2026-11-23 17:54:00.

2026-11-27 → 2026-12-04 · $346.63

  • Southwest Airlines WN4375 / WN1070: CHS 2026-11-27 07:20:00 → MDW 2026-11-27 12:15:00; 1 stop(s) via BWI; 355 minutes. Local airport times.
    • WN4375: CHS 2026-11-27 07:20:00 → BWI 2026-11-27 08:50:00; layover at BWI: 135 minutes.
    • WN1070: BWI 2026-11-27 11:05:00 → MDW 2026-11-27 12:15:00.
  • Southwest Airlines WN2897 / WN746: MDW 2026-12-04 17:25:00 → CHS 2026-12-05 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 175 minutes.
    • WN746: BNA 2026-12-04 21:45:00 → CHS 2026-12-05 00:15:00.

2026-11-27 → 2026-12-04 · $346.63

  • Southwest Airlines WN1959 / WN2062: CHS 2026-11-27 11:00:00 → MDW 2026-11-27 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1959: CHS 2026-11-27 11:00:00 → BNA 2026-11-27 11:45:00; layover at BNA: 180 minutes.
    • WN2062: BNA 2026-11-27 14:45:00 → MDW 2026-11-27 16:15:00.
  • Southwest Airlines WN2897 / WN746: MDW 2026-12-04 17:25:00 → CHS 2026-12-05 00:15:00; 1 stop(s) via BNA; 350 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 175 minutes.
    • WN746: BNA 2026-12-04 21:45:00 → CHS 2026-12-05 00:15:00.

2026-11-27 → 2026-12-04 · $387.75

  • Delta Air Lines DL5017 / DL4677: CHS 2026-11-27 13:06:00 → MDW 2026-11-27 18:01:00; 1 stop(s) via DTW; 355 minutes. Local airport times.
    • DL5017: CHS 2026-11-27 13:06:00 → DTW 2026-11-27 15:20:00; layover at DTW: 140 minutes.
    • DL4677: DTW 2026-11-27 17:40:00 → MDW 2026-11-27 18:01:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2026-12-04 11:28:00 → CHS 2026-12-04 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2026-12-04 11:28:00 → ATL 2026-12-04 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2026-12-04 16:42:00 → CHS 2026-12-04 17:54:00.

2026-11-27 → 2026-12-04 · $387.75

  • Delta Air Lines DL1437 / DL1728: CHS 2026-11-27 12:55:00 → MDW 2026-11-27 16:18:00; 1 stop(s) via ATL; 263 minutes. Local airport times.
    • DL1437: CHS 2026-11-27 12:55:00 → ATL 2026-11-27 14:09:00; layover at ATL: 76 minutes.
    • DL1728: ATL 2026-11-27 15:25:00 → MDW 2026-11-27 16:18:00.
  • Delta Air Lines DL1063 / DL3179: MDW 2026-12-04 11:28:00 → CHS 2026-12-04 17:54:00; 1 stop(s) via ATL; 326 minutes. Local airport times.
    • DL1063: MDW 2026-12-04 11:28:00 → ATL 2026-12-04 14:22:00; layover at ATL: 140 minutes.
    • DL3179: ATL 2026-12-04 16:42:00 → CHS 2026-12-04 17:54:00.

More dates for this route