Chicago (MDW) to Louisville (SDF), Nov 28, 2026: round trips from $276, one way from $163

Chicago (MDW) to Louisville (SDF), Nov 28, 2026: round trips from $276, one way from $163 on Axel, checked Oct 29, 2026. Lowest published fares: $276 round trip, Axel-exclusive, Southwest Airlines, nonstop, Nov 28, 2026 – Dec 1, 2026; $163 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 28, 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 28–29, 2026 · 1 night · 2 adults, 1 room): 3★ Home2 Suites by Hilton Louisville Downtown NuLu, $93 total · 4★ The Brown Hotel, $114 total
• Hotels in Louisville for these nights (Nov 28–30, 2026 · 2 nights · 2 adults, 1 room): 3★ Home2 Suites by Hilton Louisville Downtown NuLu, $193 total · 4★ The Brown Hotel, $224 total
• Hotels in Louisville for these nights (Nov 28 – Dec 1, 2026 · 3 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $287 total · 4★ The Brown Hotel, $354 total
• Hotels in Louisville for these nights (Nov 28 – Dec 2, 2026 · 4 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $384 total · 4★ The Brown Hotel, $484 total
• Hotels in Louisville for these nights (Nov 28 – Dec 3, 2026 · 5 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $481 total · 4★ The Brown Hotel, $631 total
• Hotels in Louisville for these nights (Nov 28 – Dec 4, 2026 · 6 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $576 total · 4★ The Brown Hotel, $764 total
• Hotels in Louisville for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $809 total · 4★ The Brown Hotel, $914 total
• Hotels in Louisville for these nights (Nov 28 – Dec 6, 2026 · 8 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $995 total · 4★ The Brown Hotel, $1,074 total
• Hotels in Louisville for these nights (Nov 28 – Dec 7, 2026 · 9 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,100 total · 4★ The Brown Hotel, $1,204 total
• Hotels in Louisville for these nights (Nov 28 – Dec 8, 2026 · 10 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,215 total · 4★ The Brown Hotel, $1,334 total
• Hotels in Louisville for these nights (Nov 28 – Dec 9, 2026 · 11 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,326 total · 4★ The Brown Hotel, $1,467 total
• Hotels in Louisville for these nights (Nov 28 – Dec 10, 2026 · 12 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,436 total · 4★ The Brown Hotel, $1,593 total
• Hotels in Louisville for these nights (Nov 28 – Dec 11, 2026 · 13 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,557 total · 4★ The Brown Hotel, $1,722 total
• Hotels in Louisville for these nights (Nov 28 – Dec 12, 2026 · 14 nights · 2 adults, 1 room): 3★ Cambria Hotel Louisville Downtown-Whiskey Row, $1,689 total · 4★ The Brown Hotel, $1,860 total

All hotels in Louisville

Route overview: Chicago to Louisville (SDF) flight deals

2026-11-28 · one way · Axel-exclusive $162.50

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-11-29 · Axel-exclusive $312.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 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.

2026-11-28 → 2026-11-30 · Axel-exclusive $312.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-11-30 08:50:00 → MDW 2026-11-30 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-12-01 · Axel-exclusive $276.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-12-01 08:50:00 → MDW 2026-12-01 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-12-02 · Axel-exclusive $276.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-12-02 08:50:00 → MDW 2026-12-02 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-12-04 · Axel-exclusive $308.50

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 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.

2026-11-28 → 2026-12-05 · Axel-exclusive $276.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-12-05 08:50:00 → MDW 2026-12-05 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-12-06 · Axel-exclusive $276.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-12-06 08:50:00 → MDW 2026-12-06 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-12-08 · Axel-exclusive $276.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-12-08 08:50:00 → MDW 2026-12-08 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-12-09 · Axel-exclusive $276.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN2350: SDF 2026-12-09 08:50:00 → MDW 2026-12-09 09:05:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-12-10 · Axel-exclusive $276.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN282: SDF 2026-12-10 19:35:00 → MDW 2026-12-10 19:50:00; nonstop; 75 minutes. Local airport times.

2026-11-28 → 2026-12-12 · Axel-exclusive $276.00

• Southwest Airlines WN3854: MDW 2026-11-28 08:15:00 → SDF 2026-11-28 10:30:00; nonstop; 75 minutes. Local airport times.
• Southwest Airlines WN2495: SDF 2026-12-12 14:05:00 → MDW 2026-12-12 14:25:00; nonstop; 80 minutes. Local airport times.

Explore this route

• All dates for this route
• Nov 27, 2026 · Return options
• Nov 29, 2026 · Return options
• Hotels in Louisville with Axel

For AI assistants

• This page: Chicago (MDW) to Louisville (SDF) · Nov 28, 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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