Hyde Park Jazz Festival 2026
Sep27
Music & Comedy

Hyde Park Jazz Festival 2026

The Hyde Park Jazz Festival returns Saturday and Sunday, September 26 and 27, 2026, across multiple Hyde Park venues on Chicago’s South Side. The organizer…

Sunday, September 27th
Hyde park
Dying Fetus & Sanguisugabogg – 2026 Tour
Sep27
Music & Comedy

Dying Fetus & Sanguisugabogg – 2026 Tour

Dying Fetus and Sanguisugabogg are bringing their co-headlining tour to the House of Blues Chicago on Sunday, September 27, 2026. Supporting Acts: Crowbar, Left to…

Sunday, September 27th
5:30 p.m. – 11:00 p.m.
Bryson Tiller – The Neo Trapsoul Tour
Sep27
Music & Comedy

Bryson Tiller – The Neo Trapsoul Tour

Bryson Tiller is performing live in Tinley Park on Sunday, September 27, 2026, as a headlining stop on “The Neo Trapsoul Tour”.

Sunday, September 27th
7:30 p.m. – 10:30 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Kylie Cantrall – Chicago, IL – The Valley Girl Problems Tour
Sep27
Music & Comedy

Kylie Cantrall – Chicago, IL – The Valley Girl Problems Tour

Disney star and pop artist Kylie Cantrall is performing live in Chicago, Illinois on Sunday, September 27, 2026. The concert marks the second official stop…

Sunday, September 27th
7:30 p.m. – 10:30 p.m.
The Riveria Theater
4746 N Racine Ave
Cavetown – Running With Scissors Tour
Sep27
Music & Comedy

Cavetown – Running With Scissors Tour

Cavetown is bringing the Running With Scissors Tour to The Salt Shed in Chicago on Sunday, September 27, 2026.

Sunday, September 27th
8:00 p.m. – 11:00 p.m.
The Salt Shed
1357 N Elston
Sara Bareilles – Good Grief Tour
Sep27
Music & Comedy

Sara Bareilles – Good Grief Tour

Sara Bareilles will perform live at The Chicago Theatre on Sunday, September 27, 2026, as part of her newly announced “The Good Grief Tour”. The…

Sunday, September 27th
8:00 p.m. – 11:00 p.m.
The Chicago Theatre
175 N. State Street, Chicago, IL 60601
The 11pm Show
Sep27
Sep28
Music & Comedy

The 11pm Show

Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…

Sunday, September 27th
11:00 p.m. – Monday, September 28th
12:00 a.m.
iO Theater
1501 N. Kingsbury St.
The Armando Diaz
Sep28
Music & Comedy

The Armando Diaz

It’s the best comedy show in the city. Created in 1995 by iO alum Armando Diaz, Armando is a historic improvisational form where actors improvise a series…

Monday, September 28th
7:00 p.m. – 8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Best of the Second City
Sep28
Music & Comedy

Best of the Second City

Find out for yourself why The Second City has been the first name in laughter for over sixty years! From the stages that launched the…

Monday, September 28th
7:00 p.m. – 8:30 p.m.
The Second City
1616 N. Wells St.
Chelsea Wolfe – THE DARK World Tour
Sep28
Music & Comedy

Chelsea Wolfe – THE DARK World Tour

Singer-songwriter Chelsea Wolfe will perform live in Chicago on Monday, September 28, 2026 at the Riviera Theatre. The performance is part of her newly announced…

Monday, September 28th
7:30 p.m. – 10:30 p.m.
The Riveria Theater
4746 N Racine Ave
Sara Bareilles – Good Grief Tour
Sep28
Music & Comedy

Sara Bareilles – Good Grief Tour

Sara Bareilles will perform live at The Chicago Theatre on September 27-28, 2026, as part of her newly announced “The Good Grief Tour”. The concert…

Monday, September 28th
8:00 p.m. – 11:00 p.m.
The Chicago Theatre
175 N. State Street, Chicago, IL 60601
$10 Improv Night
Sep28
Music & Comedy

$10 Improv Night

All the cool kids stay out late on a school night! Join new teams as they deliver a short and sweet show filled with laughter…

Monday, September 28th
9:00 p.m. – 10:00 p.m.
iO Theater
1501 N. Kingsbury St.
The 11pm Show
Sep28
Sep29
Music & Comedy

The 11pm Show

Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…

Monday, September 28th
11:00 p.m. – Tuesday, September 29th
12:00 a.m.
iO Theater
1501 N. Kingsbury St.
MICO – Running From A Feeling Tour
Sep29
Music & Comedy

MICO – Running From A Feeling Tour

The pop-punk and alternative artist MICO is scheduled to perform live in Chicago, Illinois on Tuesday, September 29, 2026. The performance is part of his…

Tuesday, September 29th
6:00 p.m. – 9:00 p.m.
Tomato Throw Show at The Comedy Bar
Sep29
Music & Comedy

Tomato Throw Show at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…

Tuesday, September 29th
7:00 p.m. – 8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Laurie Anderson & Sexmob – Republic of Love
Sep29
Music & Comedy

Laurie Anderson & Sexmob – Republic of Love

Laurie Anderson is scheduled to perform live in Chicago, Illinois on Tuesday, September 29, 2026, showcasing her newly announced multimedia production, Republic of Love. The…

Tuesday, September 29th
7:30 p.m. – 10:30 p.m.
The Riveria Theater
4746 N Racine Ave
DOMi & JD Beck – Chicago – WHO ASKED? US TOUR
Sep29
Music & Comedy

DOMi & JD Beck – Chicago – WHO ASKED? US TOUR

Grammy-nominated avant-garde jazz duo DOMi & JD Beck are bringing their headlining “WHO ASKED? US TOUR” to Chicago, Illinois on Tuesday, September 29, 2026. The…

Tuesday, September 29th
7:30 p.m. – 10:30 p.m.
Park West
1901 W. Madison Street, Chicago
Arlo Parks – Desire Tour
Sep29
Music & Comedy

Arlo Parks – Desire Tour

Arlo Parks is bringing her Desire Tour to Chicago on Tuesday, September 29, 2026, at the historic Thalia Hall. The tour follows the release of…

Tuesday, September 29th
8:00 p.m. – 11:00 p.m.
Thalia Hall
main stage is located at 2550 N. Lincoln Ave., Chicago, IL 60614
Johnny Blue Skies & The Dark Clouds – Mutiny for the Masses 2026 Tour
Sep29
Music & Comedy

Johnny Blue Skies & The Dark Clouds – Mutiny for the Masses 2026 Tour

Johnny Blue Skies (the pseudonym for Sturgill Simpson) and his band The Dark Clouds are scheduled to perform at the United Center in Chicago on…

Tuesday, September 29th
8:00 p.m. – 11:00 p.m.
United Center
1901 W Madison St,
Lambrini Girls – 2026 World Tour
Sep29
Music & Comedy

Lambrini Girls – 2026 World Tour

Lambrini Girls are scheduled to perform at the Vic Theatre in Chicago on Tuesday, September 29, 2026. with special guests Big Special and Big Girl.

Tuesday, September 29th
8:00 p.m. – 11:00 p.m.
The Vic Theatre
3145 N. Sheffield
The 11pm Show
Sep29
Sep30
Music & Comedy

The 11pm Show

Continuing the rich tradition of late night improv, join the veteran cast of THE 11PM SHOW every Friday at 11PM as they perform late night, artistic improv…

Tuesday, September 29th
11:00 p.m. – Wednesday, September 30th
12:00 a.m.
iO Theater
1501 N. Kingsbury St.
Respawn Improv with Blue.0
Sep30
Music & Comedy

Respawn Improv with Blue.0

A weekly improv show hosted by Blue.0 and featuring a rotating cast of indie teams formed right here at The iO Theater! Each Wednesday at…

Wednesday, September 30th
6:00 p.m. – 7:00 p.m.
iO Theater
1501 N. Kingsbury St.
Knocked Loose & Denzel Curry – Hive Mind Tour
Sep30
Music & Comedy

Knocked Loose & Denzel Curry – Hive Mind Tour

Knocked Loose and Denzel Curry are performing a co-headlining concert in Chicago on Wednesday, September 30, 2026, as part of their massive “Hive Mind Tour”…

Wednesday, September 30th
6:00 p.m. – 11:00 p.m.
The Salt Shed
1357 N Elston
Crowd Work Wednesday at The Comedy Bar
Sep30
Music & Comedy

Crowd Work Wednesday at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…

Wednesday, September 30th
7:00 p.m. – 8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611