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Gray leaves the stage after performing three songs, concluding Obama's concert fundraiser at The Riviera.

Click here to read Sun-Times Political Reporter Abdon M. Pallasch's story on tonight's event, and check back later for photos and video from tonight's concert.

Barack's people saved the best for last: The crowd is in love with Gray's "I Try." There's singing, dancing and energy in the air.

"Are you ready?" Gray asks the audience before singing her hit "I Try"

"Has anyone ever met Santa Claus?" she askes the crowd. "Not the one in the mall, but the real one?"

Gray follows up with the popular holiday hit "Walking in a Winter Wonderland."

Gray has released four studio albums, one compilation album, and one live album—with her fourth studio album, released this year.

Gray, donning a full-length black shimmering dress, opens with the hit "I get by with a little help from my friends."

"Everytime I play here, you guys are off the hook," she says. "You know how to scream. And you drink so much, you don't even notice when I make mistakes."

Before leaving the stage, Sobule sings her version of Destiny's Child's hit "I'm a Survivor" with a rock-y approach, leaving the pop sounds to the now defunct trio.