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Chicago → Louisville

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MDW → SDF1 adulteconomy

8 flight options · 1 airline

Round-trip flights

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
11:25 amMDW
1h 10m
Nonstop
1:35 pmSDF
Southwest Airlines
7:35 pmSDF
1h 15m
Nonstop
7:50 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
11:25 amMDW
1h 10m
Nonstop
1:35 pmSDF
Southwest Airlines
5:35 pmSDF
4h 30m
BNA · 1h 50m
9:05 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
1:20 pmMDW
1h 15m
Nonstop
3:35 pmSDF
Southwest Airlines
7:35 pmSDF
1h 15m
Nonstop
7:50 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 20 – Mon, Nov 23

Southwest Airlines
5:25 pmMDW
4h 20m
BNA · 1h 50m
10:45 pmSDF
Southwest Airlines
7:35 pmSDF
1h 15m
Nonstop
7:50 pmMDW

Round-trip total · 1 adult · Taxes included

Fri, Nov 27 – Fri, Dec 4

Southwest Airlines
5:25 pmMDW
4h 20m
BNA · 1h 50m
10:45 pmSDF
Southwest Airlines
5:35 pmSDF
4h 30m
BNA · 1h 50m
9:05 pmMDW

Round-trip total · 1 adult · Taxes included

One-way flights

Fri, Nov 20 · One way

Southwest Airlines
11:25 amMDW
1h 10m
Nonstop
1:35 pmSDF

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
1:20 pmMDW
1h 15m
Nonstop
3:35 pmSDF

One-way total · 1 adult · Taxes included

Fri, Nov 20 · One way

Southwest Airlines
5:25 pmMDW
4h 20m
BNA · 1h 50m
10:45 pmSDF

One-way total · 1 adult · Taxes included

Make this trip yours

MDW ⇄ SDF

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 AirlinesWN3027$125.002026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Southwest AirlinesWN3027 / WN282$240.002026-10-29T01:29:13Z
2026-11-27 → 2026-12-04Southwest AirlinesWN3027 / WN1162 + WN651$308.502026-10-29T01:29:13Z
2026-11-20 · one waySouthwest AirlinesWN349$125.002026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Southwest AirlinesWN349 / WN282$240.002026-10-29T01:29:13Z
2026-11-20 · one waySouthwest AirlinesWN2897 + WN4368$160.002026-10-29T01:29:13Z
2026-11-20 → 2026-11-23Southwest AirlinesWN2897 + WN4368 / WN282$272.502026-10-29T01:29:13Z
2026-11-27 → 2026-12-04Southwest AirlinesWN2897 + WN4368 / WN1162 + WN651$350.752026-10-29T01:29:13Z

2026-11-20 · one way · $125.00

  • Southwest Airlines WN3027: MDW 2026-11-20 11:25:00 → SDF 2026-11-20 13:35:00; nonstop; 70 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $240.00

  • Southwest Airlines WN3027: MDW 2026-11-20 11:25:00 → SDF 2026-11-20 13:35:00; nonstop; 70 minutes. Local airport times.
  • Southwest Airlines WN282: SDF 2026-11-23 19:35:00 → MDW 2026-11-23 19:50:00; nonstop; 75 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $308.50

  • Southwest Airlines WN3027: MDW 2026-11-27 11:25:00 → SDF 2026-11-27 13:35:00; nonstop; 70 minutes. Local airport times.
  • Southwest Airlines WN1162 / WN651: SDF 2026-12-04 17:35:00 → MDW 2026-12-04 21:05:00; 1 stop(s) via BNA; 270 minutes. Local airport times.
    • WN1162: SDF 2026-12-04 17:35:00 → BNA 2026-12-04 17:40:00; layover at BNA: 110 minutes.
    • WN651: BNA 2026-12-04 19:30:00 → MDW 2026-12-04 21:05:00.

2026-11-20 · one way · $125.00

  • Southwest Airlines WN349: MDW 2026-11-20 13:20:00 → SDF 2026-11-20 15:35:00; nonstop; 75 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $240.00

  • Southwest Airlines WN349: MDW 2026-11-20 13:20:00 → SDF 2026-11-20 15:35:00; nonstop; 75 minutes. Local airport times.
  • Southwest Airlines WN282: SDF 2026-11-23 19:35:00 → MDW 2026-11-23 19:50:00; nonstop; 75 minutes. Local airport times.

2026-11-20 · one way · $160.00

  • Southwest Airlines WN2897 / WN4368: MDW 2026-11-20 17:25:00 → SDF 2026-11-20 22:45:00; 1 stop(s) via BNA; 260 minutes. Local airport times.
    • WN2897: MDW 2026-11-20 17:25:00 → BNA 2026-11-20 18:50:00; layover at BNA: 110 minutes.
    • WN4368: BNA 2026-11-20 20:40:00 → SDF 2026-11-20 22:45:00.

2026-11-20 → 2026-11-23 · $272.50

  • Southwest Airlines WN2897 / WN4368: MDW 2026-11-20 17:25:00 → SDF 2026-11-20 22:45:00; 1 stop(s) via BNA; 260 minutes. Local airport times.
    • WN2897: MDW 2026-11-20 17:25:00 → BNA 2026-11-20 18:50:00; layover at BNA: 110 minutes.
    • WN4368: BNA 2026-11-20 20:40:00 → SDF 2026-11-20 22:45:00.
  • Southwest Airlines WN282: SDF 2026-11-23 19:35:00 → MDW 2026-11-23 19:50:00; nonstop; 75 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $350.75

  • Southwest Airlines WN2897 / WN4368: MDW 2026-11-27 17:25:00 → SDF 2026-11-27 22:45:00; 1 stop(s) via BNA; 260 minutes. Local airport times.
    • WN2897: MDW 2026-11-27 17:25:00 → BNA 2026-11-27 18:50:00; layover at BNA: 110 minutes.
    • WN4368: BNA 2026-11-27 20:40:00 → SDF 2026-11-27 22:45:00.
  • Southwest Airlines WN1162 / WN651: SDF 2026-12-04 17:35:00 → MDW 2026-12-04 21:05:00; 1 stop(s) via BNA; 270 minutes. Local airport times.
    • WN1162: SDF 2026-12-04 17:35:00 → BNA 2026-12-04 17:40:00; layover at BNA: 110 minutes.
    • WN651: BNA 2026-12-04 19:30:00 → MDW 2026-12-04 21:05:00.

More dates for this route