I love that Angel was the 1985 hit- but Into the Groove was the B side.
as well as the Lucky Star / Holiday combo
Here is an updated look at Madonna's 44 Dance Club Songs No. 1s, beginning with the double-sided single "Holiday"/"Lucky Star," which reached the top the week of Sept. 24, 1983. You'll notice that one of her No. 1s is an entire album: You Can Dance (198

, a collection of mostly remixes of previously released songs (and one new cut, "Spotlight"). Prior to Feb. 23, 1991, the chart wasn't always song-specific and full albums were, at some points, allowed to chart.
(For titles that spent multiple weeks at No. 1, total frames in the lead are noted in parentheses.)
1983, "Holiday"/"Lucky Star" (five weeks at No. 1)
1984, "Like a Virgin" (three)
1985, "Material Girl"
1985, "Angel"/"Into the Groove"
1987, "Open Your Heart"
1987, "Causing a Commotion (Remix)"
1988, You Can Dance (LP Cuts)
1989, "Like a Prayer" (two)
1989, "Express Yourself" (three)
1990, "Keep It Together"
1990, "Vogue" (two)
1991, "Justify My Love" (two)
1992, "Erotica"
1993, "Deeper and Deeper"
1993, "Fever"
1994, "Secret" (two)
1995, "Bedtime Story"
1997, "Don't Cry for Me Argentina"
1998, "Frozen" (two)
1998, "Ray of Light" (four)
1999, "Nothing Really Matters" (two)
1999, "Beautiful Stranger" (two)
2000, "American Pie"
2000, "Music" (five)
2001, "Don't Tell Me"
2001, "What It Feels Like for a Girl"
2001, "Impressive Instant" (two)
2002, "Die Another Day" (two)
2003, "American Life"
2003, "Hollywood"
2003, "Me Against the Music," Britney Spears featuring Madonna (two)
2004, "Nothing Fails"
2004, "Love Profusion"
2005, "Hung Up" (four)
2006, "Sorry" (two)
2006, "Get Together"
2006, "Jump" (two)
2008, "4 Minutes," Madonna featuring Justin Timberlake & Timbaland (two)
2008, "Give It 2 Me"
2009, "Celebration"
2012, "Give Me All Your Luvin'," Madonna featuring Nicki Minaj & M.I.A.
2012, "Girl Gone Wild"
2012, "Turn Up the Radio"
2015, "Living for Love"