Want to know what’s happening this weekend in Chicago? Look no further. There’s a whole calendar of exciting events, exhibits, and activities taking place all over the city during October in Chicago.

This weekend, don’t miss neighborhood festivals, major concerts, jaw-dropping art exhibits, dance performances, film screenings, ways to celebrate Hispanic Heritage Month, and so much more.

Check out just a few of the top things to do this weekend in Chicago, Sept. 30 – Oct. 2, 2022. Please note that all events are subject to change.

Apple Fest
Oct 1 – Oct 2
Apple Fest

Usher in the Fall with the Lincoln Square Ravenswood Chamber of Commerce's 35th Annual Apple Fest!  The festivities will take place on Saturday, October 1st and Sunday, October…

Saturday October 1, 2022 — Sunday October 2, 2022
Lincoln Square Neighborhood
4055 W Petersen Ste 105
reeling-film-festival
Sep 22 – Oct 2
Reeling: 40th Chicago LGBTQ+ International Film Festival
Reeling, one of the longest-running LGBTQ film festivals, is thrilled to invite audiences to enjoy in-person theater screenings at the following venues: Landmark’s Century Centre Cinema, 2828 N Clark St (from 9/23 – 9/29), and Chicago Filmmakers, 1326 W Hollywood Ave (from 9/30 – 10/2).

Thursday September 22, 2022 Sunday October 2, 2022
7th Annual WingOut Chicago
Oct 1 – Oct 2
7th Annual WingOut Chicago

Chicken wing lovers rejoice: WingOut Chicago is back this October 1st & 2nd! This year is BIGGER and BETTER than ever! WingOut Chicago is an…

Saturday October 1, 2022 — Sunday October 2, 2022
St. Michael’s Church Parking Lot in Old Town
456 W Eugenie St
Destinos
Sep 15 – Oct 16
Destinos

Destinos: 5th Chicago International Latino Theater Festival The Chicago Latino Theater Alliance is proud to present the citywide annual 5th Destinos: Chicago International Latino Theater…

Thursday September 15, 2022 — Sunday October 16, 2022
Stony Island Arts Bank
Sept. 30 – Oct. 2
What It Could Be

The exhibition features 24 contemporary artists that were selected for their unique perspectives and occasional satire to demonstrate the inspiration in their work. Artists include: Raelis Vasquez, Amani Lewis, John Rivas, Veronica Fernandez, Eri Wakiyama, and more.

Thursday September 22, 2022 Sunday October 23, 2022

Stony Island Arts Bank
6760 S Stony Is Ave, Chicago, IL

Ernani
Oct. 1
Ernani

The 2022/23 Season opens with a thrilling continuation of Lyric's acclaimed early Verdi series. Ernani reveals Verdi at his most irresistibly melodic and dramatic. A persecuted nobleman forced to disguise himself…

Sunday September 25, 2022
Lyric Opera House
20 N Wacker Drive
The Head and the Heart
Oct1
The Head and the Heart

Indie folk band The Head and the Heart will perform live at Huntington Bank Pavilion at Northerly Island on Sat, Oct 1 at 7:30pm.

Saturday October 1, 2022
Wicked
Sept. 30 – Oct. 2
Wicked

WICKED, the Broadway sensation, looks at what happened in the Land of Oz…but from a different angle. Long before Dorothy arrives, there is another young…

Wednesday September 28, 2022 — Sunday December 4, 2022
Pepe Aguilar – Jaripeo Sin Fronteras Tour
Sep30
Pepe Aguilar – Jaripeo Sin Fronteras Tour

Grammy-winning singer Pepe Aguilar will perform live at Allstate Arena on Sep 30 and Oct 1 at 8:00pm.

Friday September 30, 2022
Allstate Arena
6920 Mannheim Rd
Babes With Blades Theatre Company’s RICHARD III
Sept. 30 – Oct. 2
Babes With Blades Theatre Company’s RICHARD III

Babes With Blades Theatre Company (BWBTC) returns to live performances with its 2022 season and its presentation of William Shakespeare’s Richard III, in partnership with…

Thursday September 29, 2022 — Saturday October 15, 2022
The Edge Theater
5451 N. Broadway St.
St. Sebastian
Sep 29 – Oct 1
St. Sebastian

 Refracted Theatre Company is pleased to launch its inaugural Chicago season with the world premiere of Andrew Kramer’s dark comedy St. Sebastian, directed by Artistic…

Thursday September 29, 2022 — Saturday October 1, 2022
The Den Theatre
1331 N. Milwaukee Ave.
Chicago Tap Summit
Sep 30 – Oct 2
Chicago Tap Summit

CHICAGO TAP SUMMIT 2022 Friday, Sept. 30 - Sunday, Oct. 2  Times vary by event Harold Washington Cultural Center, 4701 S. Dr. Martin Luther King…

Friday September 30, 2022 — Sunday October 2, 2022
Harold Washington Cultural Center
4701 S. King Drive
Jack Harlow – Come Home the Kids Miss You Tour
Oct1
Jack Harlow – Come Home the Kids Miss You Tour

Grammy-nominated rapper Jack Harlow will perform live at Credit Union 1 Arena on Sat, Oct 1 at 8:00pm.

Saturday October 1, 2022
Credit Union 1 Arena
525 S Racine Ave
Chim: Between Devastation and Resurrection
Sept. 30 – Oct. 2
Chim: Between Devastation and Resurrection

Chim: Between Devastation and Resurrection shines a light on the work of one of the most respected photojournalists of his day. Born Dawid Szymin in Warsaw…

Wednesday September 28, 2022 — Sunday February 4, 2024
Illinois Holocaust Museum & Education Center
9603 Woods Drive
What to Send Up When It Goes Down
Sept. 30 – Oct. 2
What to Send Up When It Goes Down

Congo Square Theatre Company, one of the nation’s premier African American ensemble theater companies, presents What to Send Up When It Goes Down in residence…

Wednesday September 28, 2022
Lookingglass Theatre Company
821 N. Michigan Ave.
Chicago’s Own Comedy Series
Oct 1 – Dec 3
Chicago’s Own Comedy Series

Produced by Just Roland Entertainment, Inc. in conjunction with GRP Productions. Going on every 1st Saturday of the month starting March 5th. Doors Open at…

Saturday October 1, 2022 — Saturday December 3, 2022
eta Creative Arts Foundation
7558 S South Chicago Ave
Second City – Together at Last PR Photo 002 – Photo by Timothy M. Schmidt
Oct2
The Second City's Improv Brunch

Bottoms up in UP Comedy Club! Join The Second City for some hair of the dog comedy during this totally improvised experience from the city’s finest. We’re serving up all-you-can-stomach laughter! Food and mimosas are available a la carte.

Sunday October 2, 2022

UP Comedy Club
230 W. North Ave
Chicago IL, 60614

UniverSoul Circus
Sept. 30 – Oct. 2
UniverSoul Circus

The big top tent is coming to Washington Park, with trapeze artists, daredevil motorcycles, dancers, and more.

Friday September 9, 2022 Sunday October 23, 2022
SWEENEY TODD: The Demon Barber of Fleet Street
Sept. 30 – Oct. 2
SWEENEY TODD: The Demon Barber of Fleet Street

Kokandy Productions is thrilled to continue its 10th anniversary season with a revival of Stephen Sondheim’s macabre masterpiece Sweeney Todd: The Demon Barber of Fleet Street. Sweeney Todd has…

Wednesday September 28, 2022 — Saturday November 5, 2022
The Chopin Theatre
1543 W Division St.
Floe, Carrie Hanson & The Seldoms – Photography Courtesy of Art on theMART (3)
Sept. 30 – Oct. 2
Art on theMART

Art on theMART is queuing up new projections for 2022 that will spotlight Chicago dance and the dancers, choreographers and visual artists that bring the medium to its full potential.

222 W Merchandise Mart Plaza

Prince: The Immersive Experience
Sept. 30 – Oct. 2
Prince: The Immersive Experience

Chicago will glow purple this summer when Prince: The Immersive Experience makes its worldwide debut on June 9. Presented by Superfly in partnership with The…

Wednesday September 28, 2022 — Wednesday October 5, 2022
The Shops at North Bridge
540 N Michigan Ave
Human+Nature
Sept. 30 – Oct. 2
Human+Nature

Discover Human+Nature, the latest exhibition at The Morton Arboretum. Created by internationally renowned artist Daniel Popper, five large-scale artworks between 15 to 26 feet tall will inspire…

Tuesday March 1, 2022 — Wednesday March 1, 2023
morton arboretum
4100 ILLINOIS ROUTE 53
The Language Between Worlds
Sept. 30 – Oct. 2
The Language Between Worlds

Hyde Park Art Center, the renowned non-profit hub for contemporary art located on Chicago’s vibrant South Side, announces a major new group exhibition, The Language…

Sunday July 17, 2022 — Sunday October 30, 2022
Hyde Park Art Center
5020 S. Cornell Ave
Dennis Watkins’ The Magic Parlour
Sept. 30 – Oct. 2
Dennis Watkins’ The Magic Parlour

Experience Jaw-Dropping Magic. Step into the grand Palmer House lobby and meet 3rd Generation Magician and Mind-Reader Dennis Watkins. Bask in the glamour of historic…

Saturday September 24, 2022 — Saturday December 31, 2022
Chicago Cultural Center Building Tours
Sept. 30
Chicago Cultural Center Building Tours

Building Tours reveal the storied history of the landmark Chicago Cultural Center – offered year round on Thursdays and Fridays at 1:15pm. Tours are FREE…

Thursday September 29, 2022 — Friday December 30, 2022
Chicago Cultural Center
78 East Washington Street, 5th Floor
Nick Cave: Forothermore
Sept. 30 – Oct. 5
Nick Cave: Forothermore

The Museum of Contemporary Art Chicago presents the first career-spanning retrospective of the internationally renowned Chicagoan Nick Cave (American, b. 1959), an artist celebrated for…

Saturday May 14, 2022 — Sunday October 2, 2022
Museum of Contemporary Art
220 E. Chicago Ave.

Explore our events calendar for more Chicago events and happenings.