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 this January in Chicago.

This weekend in Chicago is jam-packed with fun things to do: exhilarating live sports (like the Derrick Rose Jersey Retirement game), jaw-dropping art exhibits, family-friendly fun, exciting cultural events (including the highly anticipated Banchet Awards), and so much more.

Check out just a few of the top things to do this weekend in Chicago, Jan. 23 –25, 2026.

The Banchet Awards
Jan. 25
The Banchet Awards

The Banchet Awards for Culinary Excellence return on Sunday, January 25, 2026, at Venue SIX10, honoring the chefs, restaurants and visionaries who make Chicago one…

Sunday January 25, 2026
Venue SIX10
610 S. Michigan Ave.
The Banchet Awards After Party
Jan. 25
The Banchet Awards After Party

The Banchet Awards After Party is where Chicago’s culinary community comes together to celebrate the best of the best. Following the city’s most prestigious food…

Sunday January 25, 2026
Venue SIX10
610 S. Michigan Ave.
Chicago Bulls
Jan24
Chicago Bulls: Derrick Rose Jersey Retirement Night

The Chicago Bulls will retire Derrick Rose’s No. 1 jersey in a postgame ceremony on the court after the team hosts the Boston Celtics.

The night will feature a United Center atrium experience, special performances from artists, Rose-inspired food and beverage experiences and more. All attending fans will receive a Rose t-shirt giveaway.

Saturday January 24, 2026

United Center

Chicago Blackhawks vs. Florida Panthers
Jan. 25
Sunday January 25, 2026
United Center
1901 W Madison St,
Jennette McCurdy: Live in Conversation in Chicago
Jan. 25
Jennette McCurdy: Live in Conversation in Chicago

Jennette McCurdy, the #1 New York Times bestselling author, joins How To Academy to discuss her debut novel Half His Age and reflect on the creative journey that has…

Sunday January 25, 2026
Athenaeum Center for Thought & Culture
2936 North Southport Avenue
Dance Chicago’s “Dances From The Heart”
Jan. 24
Dance Chicago’s “Dances From The Heart”

CHICAGO – Emergence Dance Theatre presents the popular and romantic Dance Chicago program, Dances From the Heart, Saturday, Feb. 8 at 8 p.m. The program,…

Jan. 24, 2025
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
The Johnny Cash Festival
Jan. 24
The Johnny Cash Festival

The 21st Annual Cash Fest featuring The Waco Brothers, Iron Horse, Alaina Stacey, The John Allen Green Band, Mike Gianinni, In Spite of Ourselves, State…

Saturday January 24, 2026
Irish American Heritage Center, 4626 N Knox Ave, Chicago, IL 60630
4626 N Knox Ave
The Chinatown Adventure Food Tour
Jan. 24
The Chinatown Adventure Food Tour

Immerse yourself in the vibrant flavors and rich history of Chicago’s Chinatown on our top-rated TripAdvisor food and culture tour. Enjoy seated dining at five…

Jan. 24, 2026
Triple Crown
2217 S Wentworth Ave,
Ramova Theatre
Jan. 23 – 25
Tomorrow Never Knows
Founded in 2005, Tomorrow Never Knows festival has proven for TWO decades that music fans will brave the Chicago cold for a good show.

Taking place over four weeks in January, TNK gathers the best of rising local indie artists and acclaimed national acts, including both musicians and comedians.

Thursday January 8, 2026 Saturday January 31, 2026

Multiple venues

Catalyst: Im/migration and Self-Taught Art in Chicago at the Intuit Art Museum
Jan. 23 – 25
Catalyst: Im/migration and Self-Taught Art in Chicago

Catalyst: Im/migration and Self-Taught Art in Chicago, the first exhibition to open in Intuit’s newly-renovated museum, is part of Art Design Chicago, a citywide collaboration initiated by the Terra Foundation for American Art that highlights the city’s artistic heritage and creative communities.

Friday May 23, 2025 Sunday March 22, 2026

Intuit Art Museum
756 N. Milwaukee Avenue.

American Prophets: Writers, Religion, and Culture
Jan. 23 – 25
American Prophets: Writers, Religion, and Culture

American Prophets journeys through the pages of American history to explore the influence of religion and spirituality on writers and culture, with interactive displays incorporating…

Nov. 21 – Dec. 31, 2026
American Writers Museum
180 N. Michigan Ave.
The Indoor Farmers Market at Water Tower Place
Jan. 25
The Indoor Farmers Market at Water Tower Place

For the second year in a row, Chicago’s Water Tower Place is teaming up with the South Loop Farmers Market to bring its popular indoor…

Jan. 25, 2026
Water Tower Place
835 N Michigan Ave
Not a Soft Thing: A Group Exhibition by Artist Mothers
Jan. 23 - 25
Not a Soft Thing: A Group Exhibition by Artist Mothers

Not a Soft Thing is a multifaceted exhibition by 15 artist/mothers spanning diverse cultural backgrounds, disciplines, and stages of caregiving. Together, this artist collective challenges…

Jan. 23 - 25, 2025
Chicago Cultural Center
78 E Washington St
The Cosmic Underground Show
Jan. 23 - 25
The Cosmic Underground Show

The Cosmic Underground Show is a 90-minute, fast-paced, and hilariously mind-bending experience that blends cutting-edge magic with retro-futuristic flair. Set inside the recently unearthed Cosmic…

Jan. 23 - 25, 2025
cosmic underground theater
3433 W Fullerton Ave
Secret Sketch Show
Jan. 24
Secret Sketch Show

Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…

Jan. 24, 2026
iO Theater
1501 N. Kingsbury St.
McCormick Tribune Ice Rink
Jan. 23 – 25
McCormick Tribune Ice Rink

Ice skating at the McCormick Tribune Ice Rink in Millennium Park begins Nov. 21 (weather permitting). Admission to the ice rink will be free, but…

Nov. 14 – Feb. 1 2026
Millennium Park
201 E Randolph St
Pegasus Theatre Chicago’s 39th Annual Young Playwrights Festival
Jan. 23 – 24
Pegasus Theatre Chicago’s 39th Annual Young Playwrights Festival

Pegasus Theatre Chicago presents the 39th Annual Young Playwrights Festival, January 1 - 24, 2026 at Chicago Dramatists, 798 N. Aberdeen.  For nearly four decades,…

Jan. 1 – 24, 2026
Chicago Dramatists
1105 W. Chicago Ave. , Chicago, IL, 60642
Balloon Museum: EmotionAir
Jan. 23 – 25
Balloon Museum: EmotionAir

The Pop Air and Let’s Fly exhibitions continue to thrill and engage a participative audience, but EmotionAir sets an even more ambitious goal. This latest…

Nov. 7 – April 2026
Chicago :The Fields Studios – Gate 1
2828 N. Pulaski
Yoko Ono's installation "Add Color (Refugee Boat)", courtesy the Museum of Contemporary Art
Jan. 23 – 25
Yoko Ono: Music of the Mind

Yoko Ono: Music of the Mind presents one of the most comprehensive exhibitions to date of Yoko Ono, the trailblazing artist, celebrated musician, and formidable campaigner…

Oct. 18, 2025 – Feb. 22, 2026
Museum of Contemporary Art
220 E. Chicago Ave.
Chicago Architecture Biennial
Jan. 23 – 25
Chicago Architecture Biennial

Explore cutting-edge projects and ideas from global contributors at North America’s largest architecture and design festival. All events are free and open to the public.

Friday September 19, 2025 Saturday February 28, 2026

Citywide

Explore our events calendar for more Chicago events and happenings.

Please note that all events are subject to change.