The 1999 Campionati Internazionali di Sicilia was a men's tennis tournaments played on outdoor clay courts in Palermo, Italy that was part of the World Series of the 1999 ATP Tour. It was the 21st edition of the tournament and was held from 4 October until 10 October 1999. Unseeded Arnaud di Pasquale won the singles title.
See main article: 1999 Campionati Internazionali di Sicilia – Singles. 
Arnaud Di Pasquale defeated 
Alberto Berasategui 6–1, 6–3
See main article: 1999 Campionati Internazionali di Sicilia – Doubles. 
Mariano Hood / Sebastián Prieto defeated Lan Bale / Alberto Martín 6–3, 6–1