Comedy Events in Sydney

After a decade touring alongside Dave Chappelle, acclaimed comedian brings his razor-sharp wit and boundary-pushing comedy to Australia & New Zealand in 2026. Drawing from every facet of his identity – Indian, American and Muslim – Usman delivers fearless, thought-provoking comedy from the margins, offering perspectives you won’t find anywhere else.  Azhar Usman has also recently released his first solo standup film, THE ISLAMIC STATES OF AMERICA, turning his incisive comedy to themes of faith, fatherhood, politics, and repentance – all while interrogating the contradictions of modern America through a distinctly global, Muslim lens. Born and raised in Chicago, Usman is a veteran stand-up comic and MCU actor who has written, acted, and produced for Netflix, Disney, and Amazon, all while maintaining his underground edge. A licensed attorney and former fintech founder, Usman’s insider-outsider status gives him the freedom to challenge assumptions and dismantle stereotypes with fearless humour. Usman is a paid regular at New York’s iconic Comedy Cellar and performs globally at theatres, universities, private events, and comedy clubs. As a Writers Guild of America member, he served as Staff Writer and Co-Executive Producer on two critically acclaimed A24-produced series: RAMY (Hulu) and MO (Netflix). Please note: This show is recommended 15+

L&D Projects invites you to celebrate the season of valentines in With Love (A Valentines Cabaret). Witness a handful of independent theatre artists celebrate love in its highs, lows, weirds and wonderfuls in a one-night-only spectacular on Wednesday 11th February at Low 302, hosted and produced by Alex Gonzalez.

Cupid’s Court: a live, interactive dating show where three dates are on trial. The audience is the jury, using red & green flags to decide the final verdict.

Set on Mrs Macquaries Point with the harbour lapping on our doorstep, Westpac OpenAir celebrates film, food and the best of Sydney lifestyle. Al fresco drinking and dining experiences come to life on the harbour’s edge as friends and lovers gather for this special event in the Sydney Summer calendar each evening. In 2026 we're celebrating film with an exceptional program of cinema, with three unique dining experiences. All ticketing options and corresponding dining details can be found once you click through to buy tickets, or our website.

A night of laughter with three of Australia's best international comedians at The Macarthur Tavern. Featuring Peter Berner, Frida Deguise, and Simon Kennedy, this triple headline bill promises world-class comedy. Perfect for a Valentine's Day filled with unforgettable laughs.

Sydney's hottest variety night is back with a kink-themed summer spectacular at Slipway!

Enjoy a night of world-class laughs with three of the best comedians in the country at Sporties Comedy Club. Featuring a multi-award winning lineup including Peter Berner, Julia Wilson, and Jonas Holt. Get ready for a comedy show that will leave you laughing until it hurts!

Welcome to the first USU Night Trip of 2026! Join us for a fun night out at one of the best Queer Comedy events of the year! Presented by the Sydney Comedy Festival as part of the Mardi Gras celebrations, this comedy night has sold out for the past six years and this year, we’re lucky enough to share it with you. It’s set to be a night to remember. We’ll kick things off at Hermann’s Bar, where ticket holders can enjoy some food and drinks before we make our way to the Enmore Theatre together, So no need to stress about how you’ll get there 😊 We can’t wait to laugh with you all and share a special experience together.🌈

Critically-acclaimed British comedian Milo Edwards is returning to Sydney on his greatest hits tour!

Daniel Muggleton, celebrated for his unfiltered stand-up, brings a brand-new hour of comedy to the stage. Known for his sharp wit and unapologetic style, Muggleton has garnered critical acclaim and a dedicated following. This show promises an evening of unflinchingly honest humor. Be there for a night of comedy that pulls no punches.