Number of songs Artist Songs (ranking) Lionel Richie "Endless Love '' (18), "Say You, Say Me '' (94), "All Night Long '' (96) Boyz II Men "I 'll Make Love to You '' (22), "One Sweet Day '' (38), "End of the Road '' (55) Bee Gees "How Deep Is Your Love '' (25), "Night Fever '' (42), "Stayin ' Alive '' (59) Paul McCartney "Silly Love Songs '' (40), "Say Say Say '' (44), "Ebony and Ivory '' (76) Bruno Mars "Uptown Funk '' (4), "Just the Way You Are '' (82) The Black Eyed Peas "I Gotta Feeling '' (7), "Boom Boom Pow '' (56) Ed Sheeran "Shape of You '' (9), "Perfect '' (91) The Beatles "Hey Jude '' (12), "I Want to Hold Your Hand '' (48) Mariah Carey "We Belong Together '' (14), "One Sweet Day '' (38) Diana Ross "Endless Love '' (18), "Upside Down '' (80) Andy Gibb "I Just Want to Be Your Everything '' (29), "Shadow Dancing '' (49) Marvin Gaye "Let 's Get It On '' (41), "I Heard It Through the Grapevine '' (84) Michael Jackson "Say Say Say '' (44), "Billie Jean '' (86) Pharrell Williams "Blurred Lines '' (51), "Happy '' (79) Elton John "Candle In the Wind 1997 '' (52), "That 's What Friends Are For '' (78) Stevie Wonder "Ebony and Ivory '' (76), "That 's What Friends Are For '' (78)
who has the most billboard hot 100 entries
Lionel Richie Boyz II Men Bee Gees Paul McCartney