9 p.m. at The Shrine; $7-$15
For her last album, “Kings Ballad,” the enigmatic singer takes a musically ambitious approach, scaling back on the far-out philosophies in order to focus on the production end of things. Overall it’s a more listener-friendly effort than previous works, and it’ll likely be the album that breaks her free from the niche neo-soul market that’s kept her under wraps for way too long. Also performing will be her frequent collaborator/partner, Declaime (aka Dudley Perkins) — think of him as the Andre 3000 to her Erykah Badu. The duo will also perform a free show at Reckless Records in Wicker Park.
8 p.m. at Double Door; $20
In a move that disappointed many but surprised no one, Little Brother (Phonte Coleman and Rapper Big Pooh) announced that its latest album, “Leftback,” will be its last. The impending breakup is bound to spark conversation over what could have been, but as it stands the albums that LB did leave behind are more than enough to seal the group’s legacy as one of the greatest of all time. All is not lost for the North Carolina trio (including departed producer 9th Wonder, who won’t be joining this tour) as each member has seemingly moved on to forge successful solo careers.
7:30 p.m. at Chicago Theatre
Capitalizing on a wave of public support following his unceremonious ousting at NBC, the former “Tonight Show” host has been traveling the country, performing for sold-out crowds. Each stop has yielded at least a couple special guests, so prepare for anything (assuming you have tickets).