Billboard has identified every artist to have logged 100 or more entries on its Hot 100 singles chart, a milestone reached by just 23 acts since the chart began in August 1958. The list highlights how streaming-era chart methodology, which folds in streaming activity alongside radio airplay and sales, has made it far easier for artists to rack up large numbers of simultaneous entries from a single album, compared with earlier decades when acts promoted one radio single at a time.

Drake leads the pack by a wide margin with 402 entries as of the chart dated 15 August 2026, making him the only artist ever to surpass both 300 and 400 hits; he reached 100 in 2015, 200 in 2019 and 300 in 2023. Elvis Presley was the first to hit 100, in 1975, finishing his career with 109, while only Taylor Swift (277), Future (245) and the Glee cast (207) have topped 200. Recent additions include Ariana Grande and J. Cole in 2026, and Morgan Wallen and Bad Bunny in 2025, the first country and Latin acts respectively to join the club, with Gunna, Lil Durk and Young Thug among those closest to reaching 100 next.