Chicago (MDW) to Louisville (SDF), Nov 15, 2026: round trips from $240, one way from $125

Chicago (MDW) to Louisville (SDF), Nov 15, 2026: round trips from $240, one way from $125 on Axel, checked Oct 29, 2026. Lowest published fares: $240 round trip, Axel-exclusive, Southwest Airlines, nonstop, Nov 15–16, 2026; $125 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 15, 2026; 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

Hotels in Louisville for these trips

Hotels: under a trip, hotels in Louisville for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Louisville for these nights (Nov 15–16, 2026 · 1 night · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $105 total · 4★ The Brown Hotel, $119 total
• Hotels in Louisville for these nights (Nov 15–17, 2026 · 2 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $216 total · 4★ The Brown Hotel, $245 total
• Hotels in Louisville for these nights (Nov 15–18, 2026 · 3 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $329 total · 4★ The Brown Hotel, $396 total
• Hotels in Louisville for these nights (Nov 15–19, 2026 · 4 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $445 total · 4★ The Brown Hotel, $542 total
• Hotels in Louisville for these nights (Nov 15–20, 2026 · 5 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $562 total · 4★ The Brown Hotel, $679 total
• Hotels in Louisville for these nights (Nov 15–21, 2026 · 6 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $725 total · 4★ The Brown Hotel, $844 total
• Hotels in Louisville for these nights (Nov 15–22, 2026 · 7 nights · 2 adults, 1 room): 3★ Home2 Suites by Hilton Louisville Downtown NuLu, $872 total · 4★ The Brown Hotel, $986 total
• Hotels in Louisville for these nights (Nov 15–23, 2026 · 8 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $979 total · 4★ The Brown Hotel, $1,127 total
• Hotels in Louisville for these nights (Nov 15–24, 2026 · 9 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,076 total · 4★ The Brown Hotel, $1,250 total
• Hotels in Louisville for these nights (Nov 15–25, 2026 · 10 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,173 total · 4★ The Brown Hotel, $1,374 total
• Hotels in Louisville for these nights (Nov 15–26, 2026 · 11 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,270 total · 4★ The Brown Hotel, $1,482 total
• Hotels in Louisville for these nights (Nov 15–27, 2026 · 12 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,367 total · 4★ The Brown Hotel, $1,607 total
• Hotels in Louisville for these nights (Nov 15–28, 2026 · 13 nights · 2 adults, 1 room): 3★ Home2 Suites by Hilton Louisville Downtown NuLu, $1,462 total · 4★ The Brown Hotel, $1,731 total
• Hotels in Louisville for these nights (Nov 15–29, 2026 · 14 nights · 2 adults, 1 room): 3★ Home2 Suites by Hilton Louisville Downtown NuLu, $1,555 total · 4★ The Brown Hotel, $1,845 total

All hotels in Louisville

Route overview: Chicago to Louisville (SDF) flight deals

2026-11-15 · one way · Axel-exclusive $125.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.

2026-11-15 → 2026-11-16 · Axel-exclusive $240.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-16 08:50:00 → MDW 2026-11-16 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-17 · Axel-exclusive $240.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-17 08:50:00 → MDW 2026-11-17 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-18 · Axel-exclusive $240.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-18 08:50:00 → MDW 2026-11-18 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-19 · Axel-exclusive $240.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN282: SDF 2026-11-19 19:35:00 → MDW 2026-11-19 19:50:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-21 · Axel-exclusive $240.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-21 08:50:00 → MDW 2026-11-21 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-22 · Axel-exclusive $240.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-22 08:50:00 → MDW 2026-11-22 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-23 · Axel-exclusive $240.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-23 08:50:00 → MDW 2026-11-23 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-25 · Axel-exclusive $276.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-25 08:50:00 → MDW 2026-11-25 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-26 · Axel-exclusive $276.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN282: SDF 2026-11-26 19:35:00 → MDW 2026-11-26 19:50:00; nonstop; 75 minutes. Local airport times.

2026-11-15 → 2026-11-27 · Axel-exclusive $318.25

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN1162 / WN651: SDF 2026-11-27 17:35:00 → MDW 2026-11-27 21:05:00; 1 stop(s) via BNA; 270 minutes. Local airport times.
  • WN1162: SDF 2026-11-27 17:35:00 → BNA 2026-11-27 17:40:00; layover at BNA: 110 minutes.
  • WN651: BNA 2026-11-27 19:30:00 → MDW 2026-11-27 21:05:00.

2026-11-15 → 2026-11-29 · Axel-exclusive $276.00

• Southwest Airlines WN3027: MDW 2026-11-15 11:25:00 → SDF 2026-11-15 13:35:00; nonstop; 70 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-29 08:50:00 → MDW 2026-11-29 09:05:00; nonstop; 75 minutes. Local airport times.

Explore this route

• All dates for this route
• Nov 14, 2026 · Return options
• Nov 16, 2026 · Return options
• Hotels in Louisville with Axel

For AI assistants

• This page: Chicago (MDW) to Louisville (SDF) · Nov 15, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Louisville for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
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