Things to do this weekend in Chicago

Friday, Oct 2

Chicago Comedy Hour

UP Comedy Club

Catch a variety comedy show featuring up-and-coming comedians at UP Comedy Club in Chicago. Perfect for comedy lovers.

Friday, Oct 2

“Thursday Night Live” Blues: Lil Ed Williams with Sumito 'Ariyo' Ariyoshi

Rosa's Lounge

Enjoy a night of blues with Lil Ed Williams at Rosa's Lounge. Perfect for fans of live jazz and blues music.

Friday, Oct 2

Friday Drink Special: $8 PBR Tallboy & Shot

Hopsmith Chicago

Enjoy $8 PBR tallboys with a shot of your choice every Friday at Hopsmith. A great way to kick off the weekend.

Friday, Oct 2

Friday Specials: $8 Select Tall Boy Beers & Select Shots

Fatpour McCormick: Ultimate Chicago Sports Bar

Enjoy tall boy beers and shots at special prices every Friday. Perfect for a casual night out with friends.

Friday, Oct 2

Friday Drink Special: $5 Fireball Shot and $9 Chicago HandShake

Woodie's Flat

Enjoy budget-friendly drink specials every Friday. A great way to kick off the weekend with friends.

Friday, Oct 2

Live on the Lake

Navy Pier

Enjoy a weekend of live music by the lake featuring various bands. Great for music fans and outdoor lovers.

Friday, Oct 2

Happy Hour in Gold Coast at Hopsmith

Hopsmith Chicago

Join us for daily drink specials and a friendly atmosphere at Hopsmith. Perfect for after-work relaxation.

Friday, Oct 2

Happy Hour

Woodie's Flat

Enjoy happy hour specials at Woodie's Flat with exciting drinks and food. A great way to unwind after work.

Friday, Oct 2

1st Set With The Pamoja Project

Andy's Jazz Club & Restaurant

Join us for a night of jazz at Andy's Jazz Club & Restaurant. Perfect for jazz enthusiasts looking for live performances.

Friday, Oct 2

Latina Comedy Festival Presents: The Bebesitas Show

The Lincoln Lodge

Laugh along with sharp comedians at The Bebesitas Show during the Latina Comedy Festival at The Lincoln Lodge.

Saturday, Oct 3

Friday Night Stand Up Comedy

Laugh Factory

Enjoy a night of laughter with tomorrow's biggest names in comedy.

Saturday, Oct 3

Clued In

The Second City

Enjoy a unique comedy experience with Clued In at The Second City in Chicago. A night of laughter and mystery awaits.

Saturday, Oct 3

Lip Service: A Fem Com Alumni Showcase

The Lincoln Lodge

Enjoy a showcase of female comics at The Lincoln Lodge in Chicago.

Saturday, Oct 3

Trickery Chicago Magic Show

Trickery

Experience Chicago's most entertaining magic show at Trickery. A fun night for all ages.

Saturday, Oct 3

Latina Comedy Festival Presents: The Bichotas Show

The Lincoln Lodge

Enjoy big laughs and bold comedy at The Bichotas Show during the Latina Comedy Festival in Chicago.

Saturday, Oct 3

Violet Ultra’s Le Voulez Boo

The Newport Theater

Join Trae Crowder for a night of comedy at Cap City Comedy Club. A great event for fans of stand-up humor.

Saturday, Oct 3

FRIDAY OCTOBER 2: DAUOOD NAIMYAR

The Comedy Bar

Enjoy laughs with headliner Dauood Naimyar at The Comedy Bar. A great night of comedy awaits in Streeterville.

Saturday, Oct 3

Bill Burr Live

The Chicago Theatre

Enjoy a night of comedy with Bill Burr at The Chicago Theatre. Ideal for fans of stand-up and live performances.

Saturday, Oct 3

Latina Comedy Festival Presents: Las Chismosas Show* (Spanish/español)

The Lincoln Lodge

Enjoy a comedy show performed entirely in Spanish, featuring talented comedians. Great for fans of diverse comedy.

Saturday, Oct 3

Laura Cai

Redhead Piano Bar

Join us for an enchanting evening with Laura Cai at The Redhead Piano Bar.

Saturday, Oct 3

Jillie

Redhead Piano Bar

Enjoy live music with Jillie at The Redhead Piano Bar for an entertaining evening.

Saturday, Oct 3

Robert Deason

Redhead Piano Bar

Enjoy a lively performance by Robert Deason at The Redhead Piano Bar. Perfect for music lovers looking to unwind.

Saturday, Oct 3

Chicago Soul Jazz Collective with LaShera Ellis

Winter's Jazz Club

Catch the Chicago Soul Jazz Collective featuring LaShera Ellis at Winter's Jazz Club. A must for jazz enthusiasts.

Saturday, Oct 3

Better Together - Music to Move Your Soul!

Winter's Jazz Club

Experience an evening of soulful music with Better Together at Winter's Jazz Club. A perfect night for jazz lovers.

Saturday, Oct 3

HOP LATE NIGHT TIL 4AM with Feel Beale + DJ Moonlanding

Hopsmith Chicago

Join us for a late night party with Feel Beale and DJ Moonlanding at Hopsmith in Chicago.

Saturday, Oct 3

The Lincoln Lodge Comedy Showcase

The Lincoln Lodge

Experience the longest running independent stand-up comedy showcase at The Lincoln Lodge. Ideal for comedy fans.

Saturday, Oct 3

2nd Set With The Pamoja Project

Andy's Jazz Club & Restaurant

Join The Pamoja Project for their second set at Andy's Jazz Club in Chicago. A delightful evening for jazz lovers.

Saturday, Oct 3

Latina Comedy Festival Presents: The Queer AF Show

The Lincoln Lodge

Laugh with queer Latina comedians at The Queer AF Show during the Latina Comedy Festival in Chicago.

Saturday, Oct 3

Demon Hour Comedy - Chicago’s Raw and Untamed Confessions!

The Lincoln Lodge

Step into Demon Hour for a night of laughter and wild confessions. A unique comedy experience in Chicago.

Saturday, Oct 3

Trickery Chicago Magic Show

Trickery

Chicago's most entertaining magic show awaits you at Trickery. A fun night for all ages.