Your weekly recap celebrating significant milestones from more than seven decades of Billboard chart history.

Oct. 23, 1999 Santana's late-'90s comeback was in full force, as "Smooth," featuring Rob Thomas, began a 12-week command on the Billboard Hot 100. Parent album Supernatural also spent 12 weeks atop the Billboard 200. "Smooth" ranks as the No. 2 title on Billboard's recap of the Greatest of All Time biggest Hot 100 hits.

Oct. 24, 2009 Britney Spears notched her third Billboard Hot 100 No. 1 with the aptly titled "3." Her previous No. 1? Let's continue ...

Oct. 25, 2008 Britney Spears scored her second Billboard Hot 100 leader – and first in almost 10 years – as the scathing "Womanizer" danced to the summit.

Oct. 26, 1985 Whitney Houston ruled the Billboard Hot 100 for the first time, as "Saving All My Love for You" rose 2-1. The ballad became her first of 11 No. 1s, as well as her first of seven in a row, the longest streak of leaders in the chart's history.

Oct. 27, 1990 Well-timed around Halloween, Janet Jackson's "Black Cat" leapt to No. 1 on the Billboard Hot 100.

Oct. 28, 2006 Ludacris shook his way to the top of the Billboard Hot 100 with "Money Maker," featuring Pharrell.

Oct. 29, 1994 Another song that fittingly hit No. 1 around Halloween: The Cranberries began a six-week reign on the Alternative Songs chart with one of their signature songs, "Zombie."