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Charlotte → Chicago

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CLT → MDW1 adulteconomy

22 flight options · 2 airlines

Round-trip flights

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
6:45 pmCLT
2h
Nonstop
7:45 pmMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

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

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
6:45 pmCLT
2h
Nonstop
7:45 pmMDW
Southwest Airlines
7:40 amMDW
1h 55m
Nonstop
10:35 amCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
7:40 amCLT
2h 5m
Nonstop
8:45 amMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
7:40 amCLT
2h 5m
Nonstop
8:45 amMDW
Southwest Airlines
7:40 amMDW
1h 55m
Nonstop
10:35 amCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
8:05 amCLT
5h 10m
BWI · 1h 30m
12:15 pmMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
11:00 amCLT
6h 15m
BNA · 3h 15m
4:15 pmMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
6:20 pmCLT
5h 40m
STL · 2h 20m
11:00 pmMDW
Southwest Airlines
12:50 pmMDW
1h 55m
Nonstop
3:45 pmCLT

Round-trip total · 1 adult · Taxes included

Show 7 more flights

Fri, Nov 27 – Fri, Dec 4

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

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
6:20 pmCLT
5h 40m
STL · 2h 20m
11:00 pmMDW
Southwest Airlines
7:40 amMDW
1h 55m
Nonstop
10:35 amCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
8:05 amCLT
5h 10m
BWI · 1h 30m
12:15 pmMDW
Southwest Airlines
7:40 amMDW
1h 55m
Nonstop
10:35 amCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
11:00 amCLT
6h 15m
BNA · 3h 15m
4:15 pmMDW
Southwest Airlines
7:40 amMDW
1h 55m
Nonstop
10:35 amCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Delta Air Lines
1:22 pmCLT
5h 39m
DTW · 2h 30m
6:01 pmMDW
Delta Air Lines
9:30 amMDW
5h 42m
DTW · 2h 31m
4:12 pmCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Delta Air Lines
1:22 pmCLT
5h 39m
DTW · 2h 30m
6:01 pmMDW
Delta Air Lines
9:30 amMDW
5h 42m
DTW · 2h 31m
4:12 pmCLT

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

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

Round-trip total · 1 adult · Taxes included

One-way flights

Fri, Nov 20 · One way

Southwest Airlines
7:40 amCLT
2h 5m
Nonstop
8:45 amMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
1:22 pmCLT
5h 39m
DTW · 2h 30m
6:01 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
6:45 pmCLT
2h
Nonstop
7:45 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
8:05 amCLT
5h 10m
BWI · 1h 30m
12:15 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
6:20 pmCLT
5h 40m
STL · 2h 20m
11:00 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

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

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
6:30 amCLT
4h 30m
ATL · 1h
10:00 amMDW

One-way total · 1 adult · Taxes included

Make this trip yours

CLT ⇄ MDW

Economy

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

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Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Southwest Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • 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
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

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 AirlinesWN1230$181.252026-10-29T00:58:16Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1231 / WN294$315.002026-10-29T00:58:16Z
2026-11-20 · one wayDelta Air LinesDL2684 + DL4677$218.752026-10-29T00:58:16Z
2026-11-27 → 2026-12-04Delta Air LinesDL1656 + DL1063 / DL4711 + DL1429$371.252026-10-29T00:58:16Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1231 / WN2912$350.002026-10-29T00:58:16Z
2026-11-20 · one waySouthwest AirlinesWN1231$181.252026-10-29T00:58:16Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1230 / WN294$315.002026-10-29T00:58:16Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1230 / WN2912$350.002026-10-29T00:58:16Z
2026-11-20 · one waySouthwest AirlinesWN1228 + WN1070$175.002026-10-29T00:58:16Z
2026-11-20 · one waySouthwest AirlinesWN1090 + WN4770$175.002026-10-29T00:58:16Z
2026-11-20 · one waySouthwest AirlinesWN1295 + WN2062$175.002026-10-29T00:58:16Z
2026-11-20 · one wayDelta Air LinesDL1656 + DL1063$218.752026-10-29T00:58:16Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1228 + WN1070 / WN294$308.752026-10-29T00:58:16Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1295 + WN2062 / WN294$308.752026-10-29T00:58:16Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1090 + WN4770 / WN294$308.752026-10-29T00:58:16Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1230 / WN2897 + WN4582$310.002026-10-29T00:58:16Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1090 + WN4770 / WN2912$343.752026-10-29T00:58:16Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1228 + WN1070 / WN2912$343.752026-10-29T00:58:16Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1295 + WN2062 / WN2912$343.752026-10-29T00:58:16Z
2026-11-27 → 2026-12-04Delta Air LinesDL2684 + DL4677 / DL4711 + DL1429$371.252026-10-29T00:58:16Z
2026-11-20 → 2026-11-23Delta Air LinesDL2684 + DL4677 / DL4711 + DL1429$412.502026-10-29T00:58:16Z
2026-11-20 → 2026-11-23Delta Air LinesDL1656 + DL1063 / DL4711 + DL1429$412.502026-10-29T00:58:16Z

2026-11-20 · one way · $181.25

  • Southwest Airlines WN1230: CLT 2026-11-20 07:40:00 → MDW 2026-11-20 08:45:00; nonstop; 125 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $315.00

  • Southwest Airlines WN1231: CLT 2026-11-27 18:45:00 → MDW 2026-11-27 19:45:00; nonstop; 120 minutes. Local airport times.
  • Southwest Airlines WN294: MDW 2026-12-04 12:50:00 → CLT 2026-12-04 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-20 · one way · $218.75

  • Delta Air Lines DL2684 / DL4677: CLT 2026-11-20 13:22:00 → MDW 2026-11-20 18:01:00; 1 stop(s) via DTW; 339 minutes. Local airport times.
    • DL2684: CLT 2026-11-20 13:22:00 → DTW 2026-11-20 15:10:00; layover at DTW: 150 minutes.
    • DL4677: DTW 2026-11-20 17:40:00 → MDW 2026-11-20 18:01:00.

2026-11-27 → 2026-12-04 · $371.25

  • Delta Air Lines DL1656 / DL1063: CLT 2026-11-27 06:30:00 → MDW 2026-11-27 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
    • DL1656: CLT 2026-11-27 06:30:00 → ATL 2026-11-27 07:55:00; layover at ATL: 60 minutes.
    • DL1063: ATL 2026-11-27 08:55:00 → MDW 2026-11-27 10:00:00.
  • Delta Air Lines DL4711 / DL1429: MDW 2026-12-04 09:30:00 → CLT 2026-12-04 16:12:00; 1 stop(s) via DTW; 342 minutes. Local airport times.
    • DL4711: MDW 2026-12-04 09:30:00 → DTW 2026-12-04 11:45:00; layover at DTW: 151 minutes.
    • DL1429: DTW 2026-12-04 14:16:00 → CLT 2026-12-04 16:12:00.

2026-11-20 → 2026-11-23 · $350.00

  • Southwest Airlines WN1231: CLT 2026-11-20 18:45:00 → MDW 2026-11-20 19:45:00; nonstop; 120 minutes. Local airport times.
  • Southwest Airlines WN2912: MDW 2026-11-23 07:40:00 → CLT 2026-11-23 10:35:00; nonstop; 115 minutes. Local airport times.

2026-11-20 · one way · $181.25

  • Southwest Airlines WN1231: CLT 2026-11-20 18:45:00 → MDW 2026-11-20 19:45:00; nonstop; 120 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $315.00

  • Southwest Airlines WN1230: CLT 2026-11-27 07:40:00 → MDW 2026-11-27 08:45:00; nonstop; 125 minutes. Local airport times.
  • Southwest Airlines WN294: MDW 2026-12-04 12:50:00 → CLT 2026-12-04 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $350.00

  • Southwest Airlines WN1230: CLT 2026-11-20 07:40:00 → MDW 2026-11-20 08:45:00; nonstop; 125 minutes. Local airport times.
  • Southwest Airlines WN2912: MDW 2026-11-23 07:40:00 → CLT 2026-11-23 10:35:00; nonstop; 115 minutes. Local airport times.

2026-11-20 · one way · $175.00

  • Southwest Airlines WN1228 / WN1070: CLT 2026-11-20 08:05:00 → MDW 2026-11-20 12:15:00; 1 stop(s) via BWI; 310 minutes. Local airport times.
    • WN1228: CLT 2026-11-20 08:05:00 → BWI 2026-11-20 09:35:00; layover at BWI: 90 minutes.
    • WN1070: BWI 2026-11-20 11:05:00 → MDW 2026-11-20 12:15:00.

2026-11-20 · one way · $175.00

  • Southwest Airlines WN1090 / WN4770: CLT 2026-11-20 18:20:00 → MDW 2026-11-20 23:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
    • WN1090: CLT 2026-11-20 18:20:00 → STL 2026-11-20 19:30:00; layover at STL: 140 minutes.
    • WN4770: STL 2026-11-20 21:50:00 → MDW 2026-11-20 23:00:00.

2026-11-20 · one way · $175.00

  • Southwest Airlines WN1295 / WN2062: CLT 2026-11-20 11:00:00 → MDW 2026-11-20 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1295: CLT 2026-11-20 11:00:00 → BNA 2026-11-20 11:30:00; layover at BNA: 195 minutes.
    • WN2062: BNA 2026-11-20 14:45:00 → MDW 2026-11-20 16:15:00.

2026-11-20 · one way · $218.75

  • Delta Air Lines DL1656 / DL1063: CLT 2026-11-20 06:30:00 → MDW 2026-11-20 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
    • DL1656: CLT 2026-11-20 06:30:00 → ATL 2026-11-20 07:55:00; layover at ATL: 60 minutes.
    • DL1063: ATL 2026-11-20 08:55:00 → MDW 2026-11-20 10:00:00.

2026-11-27 → 2026-12-04 · $308.75

  • Southwest Airlines WN1228 / WN1070: CLT 2026-11-27 08:05:00 → MDW 2026-11-27 12:15:00; 1 stop(s) via BWI; 310 minutes. Local airport times.
    • WN1228: CLT 2026-11-27 08:05:00 → BWI 2026-11-27 09:35:00; layover at BWI: 90 minutes.
    • WN1070: BWI 2026-11-27 11:05:00 → MDW 2026-11-27 12:15:00.
  • Southwest Airlines WN294: MDW 2026-12-04 12:50:00 → CLT 2026-12-04 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $308.75

  • Southwest Airlines WN1295 / WN2062: CLT 2026-11-27 11:00:00 → MDW 2026-11-27 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1295: CLT 2026-11-27 11:00:00 → BNA 2026-11-27 11:30:00; layover at BNA: 195 minutes.
    • WN2062: BNA 2026-11-27 14:45:00 → MDW 2026-11-27 16:15:00.
  • Southwest Airlines WN294: MDW 2026-12-04 12:50:00 → CLT 2026-12-04 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $308.75

  • Southwest Airlines WN1090 / WN4770: CLT 2026-11-27 18:20:00 → MDW 2026-11-27 23:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
    • WN1090: CLT 2026-11-27 18:20:00 → STL 2026-11-27 19:30:00; layover at STL: 140 minutes.
    • WN4770: STL 2026-11-27 21:50:00 → MDW 2026-11-27 23:00:00.
  • Southwest Airlines WN294: MDW 2026-12-04 12:50:00 → CLT 2026-12-04 15:45:00; nonstop; 115 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $310.00

  • Southwest Airlines WN1230: CLT 2026-11-27 07:05:00 → MDW 2026-11-27 08:05:00; nonstop; 120 minutes. Local airport times.
  • Southwest Airlines WN2897 / WN4582: MDW 2026-12-04 17:25:00 → CLT 2026-12-04 23:05:00; 1 stop(s) via BNA; 280 minutes. Local airport times.
    • WN2897: MDW 2026-12-04 17:25:00 → BNA 2026-12-04 18:50:00; layover at BNA: 110 minutes.
    • WN4582: BNA 2026-12-04 20:40:00 → CLT 2026-12-04 23:05:00.

2026-11-20 → 2026-11-23 · $343.75

  • Southwest Airlines WN1090 / WN4770: CLT 2026-11-20 18:20:00 → MDW 2026-11-20 23:00:00; 1 stop(s) via STL; 340 minutes. Local airport times.
    • WN1090: CLT 2026-11-20 18:20:00 → STL 2026-11-20 19:30:00; layover at STL: 140 minutes.
    • WN4770: STL 2026-11-20 21:50:00 → MDW 2026-11-20 23:00:00.
  • Southwest Airlines WN2912: MDW 2026-11-23 07:40:00 → CLT 2026-11-23 10:35:00; nonstop; 115 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $343.75

  • Southwest Airlines WN1228 / WN1070: CLT 2026-11-20 08:05:00 → MDW 2026-11-20 12:15:00; 1 stop(s) via BWI; 310 minutes. Local airport times.
    • WN1228: CLT 2026-11-20 08:05:00 → BWI 2026-11-20 09:35:00; layover at BWI: 90 minutes.
    • WN1070: BWI 2026-11-20 11:05:00 → MDW 2026-11-20 12:15:00.
  • Southwest Airlines WN2912: MDW 2026-11-23 07:40:00 → CLT 2026-11-23 10:35:00; nonstop; 115 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $343.75

  • Southwest Airlines WN1295 / WN2062: CLT 2026-11-20 11:00:00 → MDW 2026-11-20 16:15:00; 1 stop(s) via BNA; 375 minutes. Local airport times.
    • WN1295: CLT 2026-11-20 11:00:00 → BNA 2026-11-20 11:30:00; layover at BNA: 195 minutes.
    • WN2062: BNA 2026-11-20 14:45:00 → MDW 2026-11-20 16:15:00.
  • Southwest Airlines WN2912: MDW 2026-11-23 07:40:00 → CLT 2026-11-23 10:35:00; nonstop; 115 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $371.25

  • Delta Air Lines DL2684 / DL4677: CLT 2026-11-27 13:22:00 → MDW 2026-11-27 18:01:00; 1 stop(s) via DTW; 339 minutes. Local airport times.
    • DL2684: CLT 2026-11-27 13:22:00 → DTW 2026-11-27 15:10:00; layover at DTW: 150 minutes.
    • DL4677: DTW 2026-11-27 17:40:00 → MDW 2026-11-27 18:01:00.
  • Delta Air Lines DL4711 / DL1429: MDW 2026-12-04 09:30:00 → CLT 2026-12-04 16:12:00; 1 stop(s) via DTW; 342 minutes. Local airport times.
    • DL4711: MDW 2026-12-04 09:30:00 → DTW 2026-12-04 11:45:00; layover at DTW: 151 minutes.
    • DL1429: DTW 2026-12-04 14:16:00 → CLT 2026-12-04 16:12:00.

2026-11-20 → 2026-11-23 · $412.50

  • Delta Air Lines DL2684 / DL4677: CLT 2026-11-20 13:22:00 → MDW 2026-11-20 18:01:00; 1 stop(s) via DTW; 339 minutes. Local airport times.
    • DL2684: CLT 2026-11-20 13:22:00 → DTW 2026-11-20 15:10:00; layover at DTW: 150 minutes.
    • DL4677: DTW 2026-11-20 17:40:00 → MDW 2026-11-20 18:01:00.
  • Delta Air Lines DL4711 / DL1429: MDW 2026-11-23 09:30:00 → CLT 2026-11-23 16:12:00; 1 stop(s) via DTW; 342 minutes. Local airport times.
    • DL4711: MDW 2026-11-23 09:30:00 → DTW 2026-11-23 11:45:00; layover at DTW: 151 minutes.
    • DL1429: DTW 2026-11-23 14:16:00 → CLT 2026-11-23 16:12:00.

2026-11-20 → 2026-11-23 · $412.50

  • Delta Air Lines DL1656 / DL1063: CLT 2026-11-20 06:30:00 → MDW 2026-11-20 10:00:00; 1 stop(s) via ATL; 270 minutes. Local airport times.
    • DL1656: CLT 2026-11-20 06:30:00 → ATL 2026-11-20 07:55:00; layover at ATL: 60 minutes.
    • DL1063: ATL 2026-11-20 08:55:00 → MDW 2026-11-20 10:00:00.
  • Delta Air Lines DL4711 / DL1429: MDW 2026-11-23 09:30:00 → CLT 2026-11-23 16:12:00; 1 stop(s) via DTW; 342 minutes. Local airport times.
    • DL4711: MDW 2026-11-23 09:30:00 → DTW 2026-11-23 11:45:00; layover at DTW: 151 minutes.
    • DL1429: DTW 2026-11-23 14:16:00 → CLT 2026-11-23 16:12:00.

More dates for this route