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Lil Wayne
4 concerts
Tyler, The Creator
1 concert
T‐Pain
A Boogie Wit da Hoodie
9 concerts
Kehlani
21 concerts
Post Malone
6LACK
3 concerts
Freddie Gibbs
2 concerts
Chris Brown
10 concerts
Bruno Mars
49 concerts
Akon
Blackstreet
Tinashe
28 concerts
Usher
8 concerts
Erykah Badu
Ne‐Yo
Master P will be next performing at Wintrust Arena on Friday 13 November 2026, and is scheduled to play 3 concerts across 1 countries in 2026.