Enrique Iglesias' Biggest Billboard Hot 100 Hits

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Enrique Iglesias performs during 103.5 KTU's KTUphoria 2016 at Nikon at Jones Beach Theater on June 4, 2016 in Wantagh, New York.

In honor of the Latin pop star's 42nd birthday (May 8), Billboard looks at Enrique Iglesias' biggest songs on the Billboard Hot 100.

After 13 prior hits on Billboard's Hot Latin Songs chart, Iglesias first entered the Hot 100 with "Bailamos" in 1999, which eventually reached No. 1 for two weeks. He has gone on to 24 total entries to date, including the additional chart-topper "Be With You" in 2000.

On Hot Latin Songs, Iglesias boasts a record 27 No. 1s, while 2014's "Bailando," featuring Descemer Bueno and Gente de Zona, is the longest-leading No. 1 ever on the chart: 41 weeks. Additionally, he holds the record for the most No. 1s by a male act on the Dance Club Songs chart: 14. He won a Grammy Award in 1996 for best Latin pop performance and has claimed five Latin Grammy Awards.

Here is a recap of the superstar's top-performing Hot 100 hits.

Enrique Iglesias' Biggest Billboard Hot 100 Hits
1, "Hero," peak position No. 3, peak date Nov. 17, 2001
2, "I Like It" (feat. Pitbull), No. 4, Aug. 28, 2010
3, "Be With You," No. 1 (3 weeks), June 24, 2000
4, "Tonight (I'm Lovin' You)" (feat. Ludacris & DJ Frank E), No. 4, Feb. 5, 2011
5, "Bailamos," No. 1 (2 weeks), Sept. 4, 1999
6, "Bailando" (feat. Descemer Bueno & Gente de Zona), No. 12, Aug. 23, 2014
7, "Escape," No. 12, April 27, 2002
8, "Do You Know? (The Ping Pong Song)," No. 21, June 30, 2007
9, "Dirty Dancer" (with Usher feat. Lil Wayne), No. 18, May 28, 2011
10, "Rhythm Divine," No. 32, Jan. 22, 2000

Enrique Iglesias' Biggest Billboard Hot 100 hits chart is based on actual performance on the weekly Billboard Hot 100, through the May 13, 2017, ranking. Songs are ranked based on an inverse point system, with weeks at No. 1 earning the greatest value and weeks at No. 100 earning the least. Due to changes in chart methodology over the years, eras are weighted to account for different chart turnover rates over various periods.