Things to do in Chicago

Sunday, Oct 4

2nd Set With The Pamoja Project

Andy's Jazz Club & Restaurant

Catch The Pamoja Project for a lively jazz performance at Andy's Jazz Club in Chicago. Perfect for jazz lovers.

Sunday, Oct 4

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.

Sunday, Oct 4

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.

Sunday, Oct 4

Baby Wants Candy

The Second City Training Center

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

Sunday, Oct 4

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.

Sunday, Oct 4

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 &#038; alumni include Aidy Bryant (Saturday Night Live), Jack McBrayer (30 Rock), Peter Gwinn (Colbert Report), Thomas Middleditch (HBO&#8217;s Silicon Valley), Lauren Conlan Adams (Kimmy Schmidt), Jessica McKenna (Party Over Here), Nicole Parker (Elephaba in Wickedon Broadway) and many more. Hailed as &#8220;Critic&#8217;s Pick&#8221; from the New York Times and &#8220;Best Improv Ensemble&#8221; from the Chicago Magazine, this is one improv show you don&#8217;t want to miss!</p>

Sunday, Oct 4

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>

Sunday, Oct 4

HOP LATE NIGHT TIL 5AM with Gudlife + DJ Cher

Hopsmith Chicago

Experience an unforgettable late-night party at Hopsmith Tavern with live music and vibrant atmosphere. Perfect for night owls.

Sunday, Oct 4

The White Saddle Band

Broken Hearts

Enjoy live music from The White Saddle Band performing country hits at Broken Hearts. A great night for country music fans.

Sunday, Oct 4

SATURDAY OCTOBER 3: CHICAGO'S BEST COMEDY SHOW

The Comedy Bar

Join Chicago's best comedians for a night of stand-up and pizza at The Comedy Bar. Enjoy nonstop laughs in Streeterville.

Sunday, Oct 4

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.

Sunday, Oct 4

Latina Comedy Festival Presents: The Sucias Show

The Lincoln Lodge

Enjoy daring and hilarious comedy from bold Latina comics. A must-attend for those who love edgy humor.

Sunday, Oct 4

CURTIS SALGADO

Buddy Guy's Legends

Experience blues legend Curtis Salgado live at Buddy Guy's Legends. A must-see for blues enthusiasts and music fans.

Sunday, Oct 4

Saturday Night Stand Up Comedy

Laugh Factory

Meet the names you'll brag about seeing first!

Sunday, Oct 4

Starlight Sapphic: Welcome To The Jungle Pole Show

The Newport Theater

Experience an unforgettable pole show with Starlight Sapphic at The Newport Theater. A unique night of entertainment.

Sunday, Oct 4

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.

Sunday, Oct 4

Latina Comedy Festival Presents: Las Funny Mujeres* (Spanish/español)

The Lincoln Lodge

Experience the energy and joy of Las Funny Mujeres Show. Perfect for those seeking a lively and entertaining comedy night.

Sunday, Oct 4

Sheryl Youngblood Band

Rosa's Lounge

Experience the Sheryl Youngblood Band at Rosa's Lounge for a night of late-night blues. Perfect for music lovers.

Sunday, Oct 4

Bill Burr Live

The Chicago Theatre

Catch Bill Burr performing at The Chicago Theatre. A must-see for comedy lovers looking for a night of laughter.

Sunday, Oct 4

Night With Nanoos

The California Clipper

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

Sunday, Oct 4

Trickery Chicago Magic Show

Trickery

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

Sunday, Oct 4

Late Night Concert Series w/Thaddeus Tukes

Andy's Jazz Club & Restaurant

Experience live music with Thaddeus Tukes at Andy's Jazz Club & Restaurant in Chicago. Enjoy a night of jazz and soul.

Sunday, Oct 4

Sheryl Youngblood Band

Rosa's Lounge

Experience a night of blues with the Sheryl Youngblood Band at Rosa's Lounge. Ideal for music lovers seeking a laid-back atmosphere.

Sunday, Oct 4

Saturday Night Stand Up Comedy

Laugh Factory

Join us for an edgy night of stand-up comedy at Laugh Factory. Ideal for those seeking bold humor.

Sunday, Oct 4

1st Set With Andy Brown Quartet

Andy's Jazz Club & Restaurant

Catch the first set of live jazz music with the Andy Brown Quartet at Andy's Jazz Club.

Sunday, Oct 4

2nd Set With Andy Brown Quartet

Andy's Jazz Club & Restaurant

Enjoy a second set of live music with the Andy Brown Quartet at Andy's Jazz Club.

Sunday, Oct 4

Late Night Concert Series w/Sunday Soul

Andy's Jazz Club & Restaurant

Experience live jazz music at Andy's Jazz Club & Restaurant in Chicago.

Sunday, Oct 4

Clued In

UP Comedy Club

Join a unique comedy experience where the audience helps solve a mystery with professional comedians.

Sunday, Oct 4

Chill AF Presents

UP Comedy Club

Experience the best comedians in Chicago at Chill AF Presents. Ideal for comedy fans looking for a fun night.

Sunday, Oct 4

Poison

UP Comedy Club

Join the interactive comedy show Poison at UP Comedy Club. A unique experience for fans of comedy and improvisation.