Your Source For What's on Stage in the Chicago Area

Show or theatre
Show or theatre Search by date
Advanced Search

Comedians Coming To Chicago

Comedy Shows in Chicago
With this incredible lineup of comedy shows, Chicago is the epicenter of laughter. From television icons to rising stars, there's a show to suit every comedic taste. Whether you're into observational comedy, political satire, or offbeat humor, you'll find a comedy show in Chicago that tickles your funny bone. Don't miss your chance to be part of these unforgettable nights of comedy. Book your tickets early, gather your friends, and prepare for evenings filled with side-splitting laughter and memorable performances. Chicago's comedy shows are hotter than ever, so get ready to laugh your way through the Windy City! Here's a look at some of the comedians coming to Chicago soon:

Comedians Coming To Chicago

Brian Regan

Brian Regan

Jan 17

Critics, fans and fellow comedians agree: Brian Regan is one of the most respected comedians in the country with Vanity Fair calling Brian, "The funniest stand-up alive," and Entertainment Weekly calling him, "Your favorite comedian's favorite comedian." Having built his 30-plus year career on the strength of his material alone, Brian's non-stop theater tour continuously fills the most beautiful venues across North America, visiting close to 100 cities each year.

Josh Johnson

Josh Johnson

Feb 14 - Feb 15, 2026

With over 7 million followers across his social media, Josh Johnson was recently called "the funniest guy on the internet" by WIRED and is a star on the rise. He is an Emmy-nominated writer, stand-up comedian, actor, and NAACP award-winner from Louisiana by way of Chicago. Johnson is currently a rotating host and correspondent on Comedy Central's Emmy & Peabody Award-winning program The Daily Show where he was previously a writer for seven years. Johnson is also a former writer and performer on NBC's The Tonight Show Starring Jimmy Fallon, where he made his late-night debut in 2017.

Jim Gaffigan - Everything is Wonderful Tour

Jim Gaffigan - Everything is Wonderful Tour

Feb 20 - Feb 21, 2026

Jim Gaffigan is back, and this time he's touring with his signature deadpan delivery and sharp wit on the Everything Is Wonderful tour. Don't let the name fool you-if there's anything that Gaffigan does better than anyone else, it's digging up the absurd in the mundane. Food obsession, parenting hell, and the inanities of modern life are just a few of the subjects on which the man turns the ordinary into apparent humor gold.

Chelsea Handler

Chelsea Handler

Apr 10

Chelsea Handler is a comedian, television host, best-selling author and advocate whose humor and candor have established her as one of the most celebrated voices in entertainment and pop culture. After a strong seven-year run as the host of E!'s top-rated Chelsea Lately, a tenure in which Handler was the only female late-night talk show host on-air, she then launched her documentary series Chelsea Does followed by her talk show Chelsea on Netflix in 2016.

Felipe Esparza: At My Leisure World Tour

Felipe Esparza: At My Leisure World Tour

Apr 18

Felipe Esparza is a comedian and actor best known for his multiple stand-up specials, winning Last Comic Standing and his recurring roles on "The Eric Andre Show", "Superstore", and "Gentefied". He's also the host of a popular podcast called "What's Up Fool?" that has been running for 10 years.

Akaash Singh: Generational Triumph Tour

Akaash Singh: Generational Triumph Tour

Apr 24

Akaash Singh is a nationally touring stand-up comedian, podcaster, and actor. His career took off with many television shows including MTV's "Guy Code" and "Wild'n Out," Netflix's "Brown Nation," and HBO's "The Leftovers" After finding success in TV, he pivoted his focus toward growing the now hugely successful podcast "Flagrant," co-created with fellow comedian and good friend, Andrew Schulz, along with his successful stand-up comedy touring career.

Katt Williams: The Golden Age Tour

Katt Williams: The Golden Age Tour

May 2

With a career spanning over 20 years, Katt Williams has earned a worldwide reputation as one of today's top entertainers, having developed a career seeded with thousands of sold-out arenas, an expansive list of starring roles on the small screen and memorable performances in major box office hits. Since performing his first stand-up show as a teenager, Williams took the comedy world by storm. He quickly developed a unique style of stand-up that combines articulate and sharp dialogue rooted in conversations reflecting the American political landscape.

Nate Bargatze: Big Dumb Eyes World Tour

Nate Bargatze: Big Dumb Eyes World Tour

Jun 13

Nate Bargatze has had three late night appearances on Conan and had his own Comedy Central Presents in 2011. He has also been on CMT's "Comedy Stage", has written for Spike TV's Video Game Awards, and has been featured at the Montreal Comedy Festival, Bonnaroo, and more. Nate has performed for the troops in Iraq five times now. He was also featured this year as one of Esquire's Best New Comedians of 2012, as one of Marc Maron's comedians to watch in Rolling Stone and in Paste Magazine, and as one of the 10 Comedians Who Deserve Their Own TV Show on CoolMaterial.com

Brad Williams: The Tall Tales Tour

Brad Williams: The Tall Tales Tour

Oct 16

Brad Williams possesses something that everyone can agree is funny: a disability. Brad is a dwarf. He has appeared on numerous TV shows including Mind Of Mencia, Live at Gotham, the Tonight Show, Jimmy Kimmel Live, and Pitboss. Brad has also performed for the troops all over the world because soldiers think dwarfs are funny too.

Matt Rife: Stay Golden World Tour

Matt Rife: Stay Golden World Tour

Oct 25

Matt Rife is bringing his "Stay Golden Tour" to Capital One Arena as part of his highly anticipated 2025 North American tour. Produced by Live Nation, the tour marks another milestone in Rife's rapidly growing career, following the global success of his sold-out performances and viral comedic presence. Rife has become a standout voice in modern comedy, known for his sharp observational humor, quick improvisation, and engaging stage presence. His work has captivated audiences both online and on stage, earning him a massive following. He gained widespread recognition through his viral stand-up clips, appearances on MTV's Wild 'N Out, The Challenge, and Brooklyn Nine-Nine.