Things to do this weekend in Chicago

Saturday, Nov 14

Todd Glass Chicago Tickets | November 11-15 , 2026

The Den Theatre

Join Todd Glass for a night of comedy at The Den Theatre in Chicago. Perfect for those looking for a hilarious evening.

Saturday, Nov 14

Best of The Second City

The Second City

Experience the best sketch comedy and songs from The Second City. Perfect for fans of comedy and entertainment.

Saturday, Nov 14

Chill AF Presents

The Second City

Enjoy a night of comedy with top Chicago comedians at The Second City. Ideal for comedy lovers and fans of live performances.

Saturday, Nov 14

Baby Wants Candy

The Second City Training Center

Catch the improvised musical Baby Wants Candy, a unique comedy experience. Perfect for fans of improv.

Saturday, Nov 14

Baby Wants Candy

The Second City

Enjoy a fully improvised musical performance by Baby Wants Candy at The Second City. Great for fans of comedy and musicals.

Saturday, Nov 14

Baby Wants Candy

UP Comedy Club

<p>Baby Wants Candy is a completely improvised, full band musical! Having performed over 3,000 improvised musicals to thousands of fans from Chicago to New York to Singapore to Scotland, this group not only performs in Chicago, New York, and LA but also tours internationally, including multiple sold-out runs at the Edinburgh Fringe Festival!</p> <p>BWC cast &amp; alumni include Aidy Bryant (Saturday Night Live), Jack McBrayer (30 Rock), Peter Gwinn (Colbert Report), Thomas Middleditch (HBO’s Silicon Valley), Lauren Conlan Adams (Kimmy Schmidt), Jessica McKenna (Party Over Here), Nicole Parker (Elephaba in Wickedon Broadway) and many more. Hailed as “Critic’s Pick” from the New York Times and “Best Improv Ensemble” from the Chicago Magazine, this is one improv show you don’t want to miss!</p>

Saturday, Nov 14

Chill AF Presents

The Second City Training Center

<p>Chill AF Presents the best comedians Chicago has to offer, plus special drop-ins from prominent name comedians you’ve seen on SNL, Comedy Central, and Netflix</p>

Saturday, Nov 14

SATURDAY NOVEMBER 14: ANDY HAYNES

The Comedy Bar

Enjoy a night of stand-up comedy with Andy Haynes at The Comedy Bar. Perfect for comedy lovers looking for a fun evening out.

Saturday, Nov 14

Joe Wortell

Broken Hearts

Experience an evening of country music with Joe Wortell. A must for fans of heartfelt storytelling through music.

Saturday, Nov 14

Draglicious Drag Revue

Hydrate Nightclub

Experience a night of glitz and glamour with the Draglicious Drag Revue at Hydrate.

Saturday, Nov 14

Prime Time - Chicago's hottest comedy showcase

The Lincoln Lodge

Enjoy innovative and funny performances at Chicago's hottest comedy showcase. Ideal for comedy lovers looking for a good laugh.

Saturday, Nov 14

House Vs Reggaeton Dance Party (The Battle)

Simone's

Join the dance battle at Simone's featuring House and Reggaeton music. A fun night for music lovers.

Saturday, Nov 14

HOP LATE NIGHT TIL 5AM with Feel Beale + Gudlife

Hopsmith Chicago

Experience an unforgettable late-night party with DJs Feel Beale and Gudlife. Perfect for night owls and dance music fans.

Saturday, Nov 14

Saturday Night Stand Up Comedy

Laugh Factory

Catch a night of stand-up comedy featuring new names at Laugh Factory. Ideal for comedy enthusiasts looking for laughs.

Saturday, Nov 14

Dave Herrero feat. Pete Galanis — Finally, a Damn Saturday Night!

Rosa's Lounge

Experience Dave Herrero featuring Pete Galanis for a special Saturday night show at Rosa's Lounge in Chicago.

Saturday, Nov 14

In My Feels presents: Wanderlust

The Newport Theater

Join Ms. Jeff for a burlesque and cabaret show exploring emotions. A unique experience for arts lovers.

Saturday, Nov 14

DJ Zebo

Emporium Arcade Bar

Experience an eclectic mix of music with DJ Zebo at Emporium Arcade Bar. Ideal for dance music fans.

Saturday, Nov 14

Gems of Chicago Comedy: Live Stand-Up Showcase

The Lincoln Lodge

Discover Chicago's up-and-coming comics at this live stand-up showcase. Ideal for comedy fans looking for fresh talent.

Saturday, Nov 14

Slumber Party! A Comedy Show for Gossip Lovers

The Lincoln Lodge

Enjoy a night of giggles and gossip with Chicago's favorite comedians. Ideal for comedy fans looking for a fun night out.

Saturday, Nov 14

Soundscapes w/ Aced Spade

Emporium Arcade Bar

Enjoy a night of diverse music genres with DJ Aced Spade at Emporium Arcade Bar. Great for music lovers.

Saturday, Nov 14

Lost in Kyoto

Emporium Arcade Bar

Join the ultimate gaming and music experience at Emporium Arcade Bar. Perfect for gamers and partygoers.

Saturday, Nov 14

Down and Dirty

Roast Battle Chicago

Join us for a night of comedy at Down and Dirty in Chicago. Perfect for fans of stand-up and roast battles.

Saturday, Nov 14

Night With Nanoos

The California Clipper

Join Night With Nanoos for a night of electronic music at The California Clipper in Chicago.

Saturday, Nov 14

Disco Bears on Uranus! Outer Space Disco Dance Party! NOV 14

Cell Block Chicago

Join a fun outer space disco dance party at Cell Block. Perfect for those who love unique nightlife.

Saturday, Nov 14

SATURDAYZ @ MASADA: Afrobeats, Amapiano, Dancehall, R&B

Masada Nightclub

Join the #1 Afrobeats dance party in Chicago at Masada Nightclub. A vibrant night for dance music lovers.

Saturday, Nov 14

Trickery Chicago Magic Show

Trickery

Experience Chicago's most entertaining magic show at Trickery. Perfect for families and magic enthusiasts.

Saturday, Nov 14

Down & Dirty: A Filthy Standup Showcase

The Lincoln Lodge

Join a showcase of the best and dirtiest stand-up comedy in Chicago. Perfect for fans of edgy humor and live performances.

Saturday, Nov 14

All Love (Nov 2026 Edition)

The Whistler

Join us for the All Love event featuring food and drink at The Whistler in Logan Square.

Saturday, Nov 14

Clif Wallace The Late Set

Andy's Jazz Club & Restaurant

Enjoy Clif Wallace's performance at Andy's Jazz Club. A great choice for jazz lovers seeking an intimate setting.

Saturday, Nov 14

Dan Slater

Hydrate Nightclub

Dance to the beats of DJ Dan Slater at Hydrate Nightclub. Great for electronic music fans.