The actor arrived at the club with Agdal and a group of friends, while Rihanna showed up solo

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Credit: Splash News Online (3)

Why wait for the weekend?

Leonardo DiCaprio stepped out on Tuesday to party the night away at Up & Down club in New York City – where he ran into a few of his fellow A-list pals.

Both Rihanna and Sports Illustrated swimsuit model Nina Agdal were spotted at the club.

The actor arrived at the club with Agdal, 24, and a group of friends, while Rihanna showed up solo. But shortly after going inside, the model left while DiCaprio stayed and partied with Rihanna.

“They were in the VIP section,” a source tells PEOPLE. “It was a very chill night, they were being friendly with each other.”

DiCaprio, 41, dressed casually for the night out, wearing his signature flat cap and a button-down shirt with a blue cardigan on top. Rihanna also kept her look casual and cool in a pair of jeans and tie-dye shirt with a fur coat, while Agdal donned a floral coat.

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Last year, DiCaprio was spotted getting flirty with Rihanna when he helped her celebrate her 27th birthday in New York. Then, in January, they met up at a Paris club together – but at the time, sources told PEOPLE the two are “just friends.” They were also seen hanging out at Coachella just last month.