The 44-year-old singer, who split from Lopez in 2011, was spotted on a date with the Topshop heiress at Disneyland in Anaheim, California.
The pair were joined by his 5-year-old twins Max and Emme from his relationship with Lopez, reported People magazine.
Chloe recently joined her father Sir Philip Green at the launch of Topshop's first Los Angeles store.
Meanwhile, Anthony took to Twitter earlier this week to promote the brand.
"Who ever doesn't know about #Topshop #Topman in LA has to get in on it! Just had the time of my life at The Grove Amazing!," he wrote.
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