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Chicago → Charlotte

Jan 21, 2027 · return Jan 23, 2027

MDW → CLT1 adulteconomyRound trip

7 flight options · 2 airlines

Nonstop flights

Thu, Jan 21 – Sat, Jan 23

Southwest Airlines
1:35 pmMDW
1h 55m
Nonstop
4:30 pmCLT
Southwest Airlines
7:10 pmCLT
2h
Nonstop
8:10 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Sat, Jan 23

Southwest Airlines
6:25 pmMDW
2h
Nonstop
9:25 pmCLT
Southwest Airlines
7:10 pmCLT
2h
Nonstop
8:10 pmMDW

Round-trip total · 1 adult · Taxes included

One-stop flights

Thu, Jan 21 – Sat, Jan 23

Delta Air Lines
11:28 amMDW
5h 43m
ATL · 2h 37m
6:11 pmCLT
Delta Air Lines
6:30 amCLT
4h 30m
ATL · 1h
10:00 amMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Sat, Jan 23

Southwest Airlines
5:25 pmMDW
4h 40m
BNA · 1h 50m
11:05 pmCLT
Southwest Airlines
7:10 pmCLT
2h
Nonstop
8:10 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Sat, Jan 23

Southwest Airlines
2:30 pmMDW
4h 35m
BWI · 1h 5m
8:05 pmCLT
Southwest Airlines
7:10 pmCLT
2h
Nonstop
8:10 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Sat, Jan 23

Southwest Airlines
11:30 amMDW
5h 10m
STL · 2h 20m
5:40 pmCLT
Southwest Airlines
7:10 pmCLT
2h
Nonstop
8:10 pmMDW

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Sat, Jan 23

Delta Air Lines
9:30 amMDW
5h 42m
DTW · 2h 31m
4:12 pmCLT
Delta Air Lines
6:30 amCLT
4h 30m
ATL · 1h
10:00 amMDW

Round-trip total · 1 adult · Taxes included

Make this trip yours

MDW ⇄ CLT

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 → 2027-01-23Southwest AirlinesWN422 / WN2583$280.002026-10-29T01:29:05Z
2027-01-21 → 2027-01-23Delta Air LinesDL1063 + DL3158 / DL1656 + DL1063$340.002026-10-29T01:29:05Z
2027-01-21 → 2027-01-23Southwest AirlinesWN4120 / WN2583$280.002026-10-29T01:29:05Z
2027-01-21 → 2027-01-23Southwest AirlinesWN2897 + WN4582 / WN2583$287.502026-10-29T01:29:05Z
2027-01-21 → 2027-01-23Southwest AirlinesWN14 + WN4030 / WN2583$287.502026-10-29T01:29:05Z
2027-01-21 → 2027-01-23Southwest AirlinesWN2737 + WN3673 / WN2583$287.502026-10-29T01:29:05Z
2027-01-21 → 2027-01-23Delta Air LinesDL4711 + DL1429 / DL1656 + DL1063$340.002026-10-29T01:29:05Z

2027-01-21 → 2027-01-23 · $280.00

  • Southwest Airlines WN422: MDW 2027-01-21 13:35:00 → CLT 2027-01-21 16:30:00; nonstop; 115 minutes. Local airport times.
  • Southwest Airlines WN2583: CLT 2027-01-23 19:10:00 → MDW 2027-01-23 20:10:00; nonstop; 120 minutes. Local airport times.

2027-01-21 → 2027-01-23 · $340.00

  • Delta Air Lines DL1063 / DL3158: MDW 2027-01-21 11:28:00 → CLT 2027-01-21 18:11:00; 1 stop(s) via ATL; 343 minutes. Local airport times.
    • DL1063: MDW 2027-01-21 11:28:00 → ATL 2027-01-21 14:22:00; layover at ATL: 157 minutes.
    • DL3158: ATL 2027-01-21 16:59:00 → CLT 2027-01-21 18:11:00.
  • Delta Air Lines DL1656 / DL1063: CLT 2027-01-23 06:30:00 → MDW 2027-01-23 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
    • DL1656: CLT 2027-01-23 06:30:00 → ATL 2027-01-23 07:55:00; layover at ATL: 60 minutes.
    • DL1063: ATL 2027-01-23 08:55:00 → MDW 2027-01-23 10:00:00.

2027-01-21 → 2027-01-23 · $280.00

  • Southwest Airlines WN4120: MDW 2027-01-21 18:25:00 → CLT 2027-01-21 21:25:00; nonstop; 120 minutes. Local airport times.
  • Southwest Airlines WN2583: CLT 2027-01-23 19:10:00 → MDW 2027-01-23 20:10:00; nonstop; 120 minutes. Local airport times.

2027-01-21 → 2027-01-23 · $287.50

  • Southwest Airlines WN2897 / WN4582: MDW 2027-01-21 17:25:00 → CLT 2027-01-21 23:05:00; 1 stop(s) via BNA; 280 minutes. Local airport times.
    • WN2897: MDW 2027-01-21 17:25:00 → BNA 2027-01-21 18:50:00; layover at BNA: 110 minutes.
    • WN4582: BNA 2027-01-21 20:40:00 → CLT 2027-01-21 23:05:00.
  • Southwest Airlines WN2583: CLT 2027-01-23 19:10:00 → MDW 2027-01-23 20:10:00; nonstop; 120 minutes. Local airport times.

2027-01-21 → 2027-01-23 · $287.50

  • Southwest Airlines WN14 / WN4030: MDW 2027-01-21 14:30:00 → CLT 2027-01-21 20:05:00; 1 stop(s) via BWI; 275 minutes. Local airport times.
    • WN14: MDW 2027-01-21 14:30:00 → BWI 2027-01-21 17:15:00; layover at BWI: 65 minutes.
    • WN4030: BWI 2027-01-21 18:20:00 → CLT 2027-01-21 20:05:00.
  • Southwest Airlines WN2583: CLT 2027-01-23 19:10:00 → MDW 2027-01-23 20:10:00; nonstop; 120 minutes. Local airport times.

2027-01-21 → 2027-01-23 · $287.50

  • Southwest Airlines WN2737 / WN3673: MDW 2027-01-21 11:30:00 → CLT 2027-01-21 17:40:00; 1 stop(s) via STL; 310 minutes. Local airport times.
    • WN2737: MDW 2027-01-21 11:30:00 → STL 2027-01-21 12:40:00; layover at STL: 140 minutes.
    • WN3673: STL 2027-01-21 15:00:00 → CLT 2027-01-21 17:40:00.
  • Southwest Airlines WN2583: CLT 2027-01-23 19:10:00 → MDW 2027-01-23 20:10:00; nonstop; 120 minutes. Local airport times.

2027-01-21 → 2027-01-23 · $340.00

  • Delta Air Lines DL4711 / DL1429: MDW 2027-01-21 09:30:00 → CLT 2027-01-21 16:12:00; 1 stop(s) via DTW; 342 minutes. Local airport times.
    • DL4711: MDW 2027-01-21 09:30:00 → DTW 2027-01-21 11:45:00; layover at DTW: 151 minutes.
    • DL1429: DTW 2027-01-21 14:16:00 → CLT 2027-01-21 16:12:00.
  • Delta Air Lines DL1656 / DL1063: CLT 2027-01-23 06:30:00 → MDW 2027-01-23 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
    • DL1656: CLT 2027-01-23 06:30:00 → ATL 2027-01-23 07:55:00; layover at ATL: 60 minutes.
    • DL1063: ATL 2027-01-23 08:55:00 → MDW 2027-01-23 10:00:00.

More dates for this route