Comedian Ali Siddiq has announced his first-ever arena performance as part of his newly unveiled national tour, The Custom Fit Tour, which will visit 26 markets across the United States from April through June 2026. The milestone arena show will take place at the Chesapeake Arena in Baltimore this May.
Ali Siddiq, long celebrated for his storytelling style and sharp comedic timing, is stepping into a new chapter of his career with The Custom Fit Tour. After years of building a loyal following through live performances and viral online specials, Siddiq will headline his first arena show, a major milestone for any stand-up comedian. The Chesapeake Arena in Baltimore will host this landmark performance, underscoring Siddiq’s growing national appeal.
The Custom Fit Tour will span 26 markets nationwide, running from April through June 2026. Tickets go on sale to the general public on Friday, January 23, 2026, at 10:00 a.m. local time, with artist pre-sales beginning on Wednesday, January 21, and local pre-sales on Thursday, January 22.
Siddiq’s rise to arena-level comedy has been fueled by his recent accomplishments. His special Ali Siddiq: My Two Sons earned a 2026 NAACP Image Award nomination, making history as the only independently produced and released YouTube comedy special to receive such recognition. In addition, he released multiple hours of stand-up in 2025, including Rugged and Mondays, the latter of which garnered nearly 3 million views in just three weeks on YouTube.
Ali Siddiq’s arena debut represents more than just a career milestone—it signals the growing influence of comedians who leverage digital platforms to build audiences outside traditional networks. His ability to translate online success into large-scale live performances highlights the evolving landscape of stand-up comedy in the streaming era.
With The Custom Fit Tour, Ali Siddiq is poised to bring his unique brand of comedy to fans across the country, culminating in his first arena show in Baltimore. Backed by critical acclaim, viral success, and a dedicated fan base, Siddiq’s 2026 tour promises to be one of the year’s most exciting comedy events.
