Diana Ross: "Upside Down" (1970) ; "Endless Love" (1981)
Cher: "Gypsys, Tramps & Thieves" (1971) ; "Believe" (1998)
Dionne Warwick: "Then Came You" (1974) ; "That's What Friends Are For" (1985)
Madonna: "Like a Virgin" (1984) ; "Take a Bow" (1995), "Music" (2000)
Whitney Houston: "Saving All My Love for You" (1985) ; "Exhale (Shoop Shoop)" (1995)
Janet Jackson: "When I Think Of You" (1986) ; "Together Again" (1997), "Doesn't Really Matter" (2000), "All For You" (2001)
Mariah Carey: "Vision of Love" (1990) ; "Thank God I Found You" (2000), "We Belong Together" (2005), "Don't Forget About Us" (2005), "Touch My Body" (2008)
Britney Spears: "...Baby One More Time" (1999) ; "3" (2009), "Hold It Against Me" (2011)
Christina Aguilera: "Genie In A Bottle" (1999) ; "Moves Like Jagger" (2011)
P!nk: "Lady Marmalade" (2001) ; "Just Give Me a Reason" (2013)
Kelly Clarkson: "A Moment Like This" (2002) ; "Stronger (What Doesn't Kill You)" (2012)
Males:
Elvis Presley: "Heartbreak Hotel" (1956) ; "Suspicious Minds" (1969)
Stevie Wonder: "Fingertips Pt. 2" (1963) ; "Superstition" (1973), "You Are the Sunshine of My Life" (1973), ""You Haven't Done Nothin" (1974), "I Wish" (1977), "Sir Duke" (1977), "Ebony and Ivory" (1982), "I Just Called to Say I Love You" (1984), "Part-Time Lover" (1985), "That's What Friends Are For" (1985)
Rod Stewart: "Maggie May" / "Reason to Believe" (1971) ; "All for Love" (1993)
Elton John: "Crocodile Rock" (1972) ; "Don't Let the Sun Go Down on Me" (1991), "Something About the Way You Look Tonight"/"Candle in the Wind 1997" (1997)
Michael Jackson: "Ben" (1972) ; "Billie Jean" (1982), "Beat It" (1982), "I Just Can't Stop Loving You" (1987), "Bad" (1987), "The Way You Make Me Feel" (1987), "Man In The Mirror" (1988), "Dirty Diana" (1988), "Black Or White" (1991), "You Are Not Alone" (1995)
Bryan Adams: "Heaven" (1985) ; "Have You Ever Really Loved a Woman?" (1995)
Usher: "Nice & Slow" (1998) ; "Love In This Club" (2008), "OMG" (2010)
Jay-Z: "Heartbreaker" (1999) ; "Empire State of Mind" (2009)
Eminem: "Lose Yourself" (2002) ; "The Monster" (2013)
Pharrell: "Drop It Like It's Hot" (2004) ; "Happy" (2014)
-- The list includes features.
-- Group #1's, and Solo #1's aren't counted together.
-- Stevie Wonder has the most, with 9 #1's a decade+ into his career, Mariah has the most for a Female (4).
Since I did search through so many years I coulda outlooked 1 or 2 artists, so spill if I did.