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RSW → MDW1 adulteconomy

22 flight options · 2 airlines

Round-trip flights

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
1:05 pmRSW
2h 55m
Nonstop
3:00 pmMDW
Southwest Airlines
3:05 pmMDW
2h 45m
Nonstop
6:50 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Delta Air Lines
8:00 amRSW
6h 1m
DTW · 1h 50m
1:01 pmMDW
Delta Air Lines
1:02 pmMDW
4h 52m
ATL · 1h 16m
6:54 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
7:20 amRSW
2h 55m
Nonstop
9:15 amMDW
Southwest Airlines
3:05 pmMDW
2h 45m
Nonstop
6:50 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
7:10 amRSW
5h 55m
MCO · 2h 5m
12:05 pmMDW
Southwest Airlines
7:40 amMDW
5h 50m
BUF · 1h 20m
2:30 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
10:35 amRSW
6h 40m
BNA · 3h
4:15 pmMDW
Southwest Airlines
7:40 amMDW
5h 50m
BUF · 1h 20m
2:30 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
10:05 amRSW
5h 45m
BUF · 1h
2:50 pmMDW
Southwest Airlines
7:40 amMDW
5h 50m
BUF · 1h 20m
2:30 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
11:10 amRSW
4h 50m
CMH · 1h 5m
3:00 pmMDW
Southwest Airlines
7:40 amMDW
5h 50m
BUF · 1h 20m
2:30 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
7:20 amRSW
2h 55m
Nonstop
9:15 amMDW
Southwest Airlines
7:40 amMDW
5h 50m
BUF · 1h 20m
2:30 pmRSW

Round-trip total · 1 adult · Taxes included

Show 6 more flights

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
11:50 amRSW
6h 20m
MCI · 1h 50m
5:10 pmMDW
Southwest Airlines
3:05 pmMDW
2h 45m
Nonstop
6:50 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
11:10 amRSW
4h 50m
CMH · 1h 5m
3:00 pmMDW
Southwest Airlines
3:05 pmMDW
2h 45m
Nonstop
6:50 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
7:10 amRSW
5h 55m
MCO · 2h 5m
12:05 pmMDW
Southwest Airlines
3:05 pmMDW
2h 45m
Nonstop
6:50 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
10:35 amRSW
6h 40m
BNA · 3h
4:15 pmMDW
Southwest Airlines
3:05 pmMDW
2h 45m
Nonstop
6:50 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
10:05 amRSW
5h 45m
BUF · 1h
2:50 pmMDW
Southwest Airlines
3:05 pmMDW
2h 45m
Nonstop
6:50 pmRSW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Delta Air Lines
8:00 amRSW
6h 1m
DTW · 1h 50m
1:01 pmMDW
Delta Air Lines
1:02 pmMDW
4h 52m
ATL · 1h 16m
6:54 pmRSW

Round-trip total · 1 adult · Taxes included

One-way flights

Fri, Nov 20 · One way

Southwest Airlines
1:05 pmRSW
2h 55m
Nonstop
3:00 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Delta Air Lines
8:00 amRSW
6h 1m
DTW · 1h 50m
1:01 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
7:20 amRSW
2h 55m
Nonstop
9:15 amMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
10:35 amRSW
6h 40m
BNA · 3h
4:15 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
11:50 amRSW
6h 20m
MCI · 1h 50m
5:10 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
7:10 amRSW
5h 55m
MCO · 2h 5m
12:05 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
11:10 amRSW
4h 50m
CMH · 1h 5m
3:00 pmMDW

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
10:05 amRSW
5h 45m
BUF · 1h
2:50 pmMDW

One-way total · 1 adult · Taxes included

Make this trip yours

RSW ⇄ MDW

Economy

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

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  • 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 AirlinesWN2106$180.002026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Southwest AirlinesWN2106 / WN3018$382.502026-10-29T01:07:18Z
2026-11-20 · one wayDelta Air LinesDL2277 + DL4688$205.002026-10-29T01:07:18Z
2026-11-20 → 2026-11-23Delta Air LinesDL2277 + DL4688 / DL2417 + DL1124$438.752026-10-29T01:07:18Z
2026-11-20 · one waySouthwest AirlinesWN1590$180.002026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1590 / WN3018$382.502026-10-29T01:07:18Z
2026-11-20 · one waySouthwest AirlinesWN1388 + WN2062$165.002026-10-29T01:07:18Z
2026-11-20 · one waySouthwest AirlinesWN3648 + WN2694$165.002026-10-29T01:07:18Z
2026-11-20 · one waySouthwest AirlinesWN4492 + WN2803$165.002026-10-29T01:07:18Z
2026-11-20 · one waySouthwest AirlinesWN1254 + WN2988$165.002026-10-29T01:07:18Z
2026-11-20 · one waySouthwest AirlinesWN3207 + WN726$165.002026-10-29T01:07:18Z
2026-11-20 → 2026-11-23Southwest AirlinesWN4492 + WN2803 / WN1051 + WN1331$354.382026-10-29T01:07:18Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1388 + WN2062 / WN1051 + WN1331$354.382026-10-29T01:07:18Z
2026-11-20 → 2026-11-23Southwest AirlinesWN3207 + WN726 / WN1051 + WN1331$354.382026-10-29T01:07:18Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1254 + WN2988 / WN1051 + WN1331$354.382026-10-29T01:07:18Z
2026-11-20 → 2026-11-23Southwest AirlinesWN1590 / WN1051 + WN1331$366.882026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3648 + WN2694 / WN3018$366.882026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1254 + WN2988 / WN3018$366.882026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Southwest AirlinesWN4492 + WN2803 / WN3018$366.882026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Southwest AirlinesWN1388 + WN2062 / WN3018$366.882026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3207 + WN726 / WN3018$366.882026-10-29T01:07:18Z
2026-11-27 → 2026-12-04Delta Air LinesDL2277 + DL4688 / DL2417 + DL1124$438.752026-10-29T01:07:18Z

2026-11-20 · one way · $180.00

  • Southwest Airlines WN2106: RSW 2026-11-20 13:05:00 → MDW 2026-11-20 15:00:00; nonstop; 175 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $382.50

  • Southwest Airlines WN2106: RSW 2026-11-27 13:05:00 → MDW 2026-11-27 15:00:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN3018: MDW 2026-12-04 15:05:00 → RSW 2026-12-04 18:50:00; nonstop; 165 minutes. Local airport times.

2026-11-20 · one way · $205.00

  • Delta Air Lines DL2277 / DL4688: RSW 2026-11-20 08:00:00 → MDW 2026-11-20 13:01:00; 1 stop(s) via DTW; 361 minutes. Local airport times.
    • DL2277: RSW 2026-11-20 08:00:00 → DTW 2026-11-20 10:54:00; layover at DTW: 110 minutes.
    • DL4688: DTW 2026-11-20 12:44:00 → MDW 2026-11-20 13:01:00.

2026-11-20 → 2026-11-23 · $438.75

  • Delta Air Lines DL2277 / DL4688: RSW 2026-11-20 08:00:00 → MDW 2026-11-20 13:01:00; 1 stop(s) via DTW; 361 minutes. Local airport times.
    • DL2277: RSW 2026-11-20 08:00:00 → DTW 2026-11-20 10:54:00; layover at DTW: 110 minutes.
    • DL4688: DTW 2026-11-20 12:44:00 → MDW 2026-11-20 13:01:00.
  • Delta Air Lines DL2417 / DL1124: MDW 2026-11-23 13:02:00 → RSW 2026-11-23 18:54:00; 1 stop(s) via ATL; 292 minutes. Local airport times.
    • DL2417: MDW 2026-11-23 13:02:00 → ATL 2026-11-23 16:01:00; layover at ATL: 76 minutes.
    • DL1124: ATL 2026-11-23 17:17:00 → RSW 2026-11-23 18:54:00.

2026-11-20 · one way · $180.00

  • Southwest Airlines WN1590: RSW 2026-11-20 07:20:00 → MDW 2026-11-20 09:15:00; nonstop; 175 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $382.50

  • Southwest Airlines WN1590: RSW 2026-11-27 07:20:00 → MDW 2026-11-27 09:15:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN3018: MDW 2026-12-04 15:05:00 → RSW 2026-12-04 18:50:00; nonstop; 165 minutes. Local airport times.

2026-11-20 · one way · $165.00

  • Southwest Airlines WN1388 / WN2062: RSW 2026-11-20 10:35:00 → MDW 2026-11-20 16:15:00; 1 stop(s) via BNA; 400 minutes. Local airport times.
    • WN1388: RSW 2026-11-20 10:35:00 → 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 · $165.00

  • Southwest Airlines WN3648 / WN2694: RSW 2026-11-20 11:50:00 → MDW 2026-11-20 17:10:00; 1 stop(s) via MCI; 380 minutes. Local airport times.
    • WN3648: RSW 2026-11-20 11:50:00 → MCI 2026-11-20 14:00:00; layover at MCI: 110 minutes.
    • WN2694: MCI 2026-11-20 15:50:00 → MDW 2026-11-20 17:10:00.

2026-11-20 · one way · $165.00

  • Southwest Airlines WN4492 / WN2803: RSW 2026-11-20 07:10:00 → MDW 2026-11-20 12:05:00; 1 stop(s) via MCO; 355 minutes. Local airport times.
    • WN4492: RSW 2026-11-20 07:10:00 → MCO 2026-11-20 08:05:00; layover at MCO: 125 minutes.
    • WN2803: MCO 2026-11-20 10:10:00 → MDW 2026-11-20 12:05:00.

2026-11-20 · one way · $165.00

  • Southwest Airlines WN1254 / WN2988: RSW 2026-11-20 11:10:00 → MDW 2026-11-20 15:00:00; 1 stop(s) via CMH; 290 minutes. Local airport times.
    • WN1254: RSW 2026-11-20 11:10:00 → CMH 2026-11-20 13:40:00; layover at CMH: 65 minutes.
    • WN2988: CMH 2026-11-20 14:45:00 → MDW 2026-11-20 15:00:00.

2026-11-20 · one way · $165.00

  • Southwest Airlines WN3207 / WN726: RSW 2026-11-20 10:05:00 → MDW 2026-11-20 14:50:00; 1 stop(s) via BUF; 345 minutes. Local airport times.
    • WN3207: RSW 2026-11-20 10:05:00 → BUF 2026-11-20 13:00:00; layover at BUF: 60 minutes.
    • WN726: BUF 2026-11-20 14:00:00 → MDW 2026-11-20 14:50:00.

2026-11-20 → 2026-11-23 · $354.38

  • Southwest Airlines WN4492 / WN2803: RSW 2026-11-20 07:10:00 → MDW 2026-11-20 12:05:00; 1 stop(s) via MCO; 355 minutes. Local airport times.
    • WN4492: RSW 2026-11-20 07:10:00 → MCO 2026-11-20 08:05:00; layover at MCO: 125 minutes.
    • WN2803: MCO 2026-11-20 10:10:00 → MDW 2026-11-20 12:05:00.
  • Southwest Airlines WN1051 / WN1331: MDW 2026-11-23 07:40:00 → RSW 2026-11-23 14:30:00; 1 stop(s) via BUF; 350 minutes. Local airport times.
    • WN1051: MDW 2026-11-23 07:40:00 → BUF 2026-11-23 10:05:00; layover at BUF: 80 minutes.
    • WN1331: BUF 2026-11-23 11:25:00 → RSW 2026-11-23 14:30:00.

2026-11-20 → 2026-11-23 · $354.38

  • Southwest Airlines WN1388 / WN2062: RSW 2026-11-20 10:35:00 → MDW 2026-11-20 16:15:00; 1 stop(s) via BNA; 400 minutes. Local airport times.
    • WN1388: RSW 2026-11-20 10:35:00 → 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 WN1051 / WN1331: MDW 2026-11-23 07:40:00 → RSW 2026-11-23 14:30:00; 1 stop(s) via BUF; 350 minutes. Local airport times.
    • WN1051: MDW 2026-11-23 07:40:00 → BUF 2026-11-23 10:05:00; layover at BUF: 80 minutes.
    • WN1331: BUF 2026-11-23 11:25:00 → RSW 2026-11-23 14:30:00.

2026-11-20 → 2026-11-23 · $354.38

  • Southwest Airlines WN3207 / WN726: RSW 2026-11-20 10:05:00 → MDW 2026-11-20 14:50:00; 1 stop(s) via BUF; 345 minutes. Local airport times.
    • WN3207: RSW 2026-11-20 10:05:00 → BUF 2026-11-20 13:00:00; layover at BUF: 60 minutes.
    • WN726: BUF 2026-11-20 14:00:00 → MDW 2026-11-20 14:50:00.
  • Southwest Airlines WN1051 / WN1331: MDW 2026-11-23 07:40:00 → RSW 2026-11-23 14:30:00; 1 stop(s) via BUF; 350 minutes. Local airport times.
    • WN1051: MDW 2026-11-23 07:40:00 → BUF 2026-11-23 10:05:00; layover at BUF: 80 minutes.
    • WN1331: BUF 2026-11-23 11:25:00 → RSW 2026-11-23 14:30:00.

2026-11-20 → 2026-11-23 · $354.38

  • Southwest Airlines WN1254 / WN2988: RSW 2026-11-20 11:10:00 → MDW 2026-11-20 15:00:00; 1 stop(s) via CMH; 290 minutes. Local airport times.
    • WN1254: RSW 2026-11-20 11:10:00 → CMH 2026-11-20 13:40:00; layover at CMH: 65 minutes.
    • WN2988: CMH 2026-11-20 14:45:00 → MDW 2026-11-20 15:00:00.
  • Southwest Airlines WN1051 / WN1331: MDW 2026-11-23 07:40:00 → RSW 2026-11-23 14:30:00; 1 stop(s) via BUF; 350 minutes. Local airport times.
    • WN1051: MDW 2026-11-23 07:40:00 → BUF 2026-11-23 10:05:00; layover at BUF: 80 minutes.
    • WN1331: BUF 2026-11-23 11:25:00 → RSW 2026-11-23 14:30:00.

2026-11-20 → 2026-11-23 · $366.88

  • Southwest Airlines WN1590: RSW 2026-11-20 07:20:00 → MDW 2026-11-20 09:15:00; nonstop; 175 minutes. Local airport times.
  • Southwest Airlines WN1051 / WN1331: MDW 2026-11-23 07:40:00 → RSW 2026-11-23 14:30:00; 1 stop(s) via BUF; 350 minutes. Local airport times.
    • WN1051: MDW 2026-11-23 07:40:00 → BUF 2026-11-23 10:05:00; layover at BUF: 80 minutes.
    • WN1331: BUF 2026-11-23 11:25:00 → RSW 2026-11-23 14:30:00.

2026-11-27 → 2026-12-04 · $366.88

  • Southwest Airlines WN3648 / WN2694: RSW 2026-11-27 11:50:00 → MDW 2026-11-27 17:10:00; 1 stop(s) via MCI; 380 minutes. Local airport times.
    • WN3648: RSW 2026-11-27 11:50:00 → MCI 2026-11-27 14:00:00; layover at MCI: 110 minutes.
    • WN2694: MCI 2026-11-27 15:50:00 → MDW 2026-11-27 17:10:00.
  • Southwest Airlines WN3018: MDW 2026-12-04 15:05:00 → RSW 2026-12-04 18:50:00; nonstop; 165 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $366.88

  • Southwest Airlines WN1254 / WN2988: RSW 2026-11-27 11:10:00 → MDW 2026-11-27 15:00:00; 1 stop(s) via CMH; 290 minutes. Local airport times.
    • WN1254: RSW 2026-11-27 11:10:00 → CMH 2026-11-27 13:40:00; layover at CMH: 65 minutes.
    • WN2988: CMH 2026-11-27 14:45:00 → MDW 2026-11-27 15:00:00.
  • Southwest Airlines WN3018: MDW 2026-12-04 15:05:00 → RSW 2026-12-04 18:50:00; nonstop; 165 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $366.88

  • Southwest Airlines WN4492 / WN2803: RSW 2026-11-27 07:10:00 → MDW 2026-11-27 12:05:00; 1 stop(s) via MCO; 355 minutes. Local airport times.
    • WN4492: RSW 2026-11-27 07:10:00 → MCO 2026-11-27 08:05:00; layover at MCO: 125 minutes.
    • WN2803: MCO 2026-11-27 10:10:00 → MDW 2026-11-27 12:05:00.
  • Southwest Airlines WN3018: MDW 2026-12-04 15:05:00 → RSW 2026-12-04 18:50:00; nonstop; 165 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $366.88

  • Southwest Airlines WN1388 / WN2062: RSW 2026-11-27 10:35:00 → MDW 2026-11-27 16:15:00; 1 stop(s) via BNA; 400 minutes. Local airport times.
    • WN1388: RSW 2026-11-27 10:35:00 → 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 WN3018: MDW 2026-12-04 15:05:00 → RSW 2026-12-04 18:50:00; nonstop; 165 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $366.88

  • Southwest Airlines WN3207 / WN726: RSW 2026-11-27 10:05:00 → MDW 2026-11-27 14:50:00; 1 stop(s) via BUF; 345 minutes. Local airport times.
    • WN3207: RSW 2026-11-27 10:05:00 → BUF 2026-11-27 13:00:00; layover at BUF: 60 minutes.
    • WN726: BUF 2026-11-27 14:00:00 → MDW 2026-11-27 14:50:00.
  • Southwest Airlines WN3018: MDW 2026-12-04 15:05:00 → RSW 2026-12-04 18:50:00; nonstop; 165 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $438.75

  • Delta Air Lines DL2277 / DL4688: RSW 2026-11-27 08:00:00 → MDW 2026-11-27 13:01:00; 1 stop(s) via DTW; 361 minutes. Local airport times.
    • DL2277: RSW 2026-11-27 08:00:00 → DTW 2026-11-27 10:54:00; layover at DTW: 110 minutes.
    • DL4688: DTW 2026-11-27 12:44:00 → MDW 2026-11-27 13:01:00.
  • Delta Air Lines DL2417 / DL1124: MDW 2026-12-04 13:02:00 → RSW 2026-12-04 18:54:00; 1 stop(s) via ATL; 292 minutes. Local airport times.
    • DL2417: MDW 2026-12-04 13:02:00 → ATL 2026-12-04 16:01:00; layover at ATL: 76 minutes.
    • DL1124: ATL 2026-12-04 17:17:00 → RSW 2026-12-04 18:54:00.

More dates for this route