Things to do in Chicago this weekend — SoxFest Live, Chicago Boat Show and more

CHICAGO - The first month of 2026 is officially in the books, and if you're ready to celebrate, Chicago has you covered. This weekend's lineup includes chocolate, cultural celebrations and indoor expos.

Here's a guide to things to do in Chicago Jan. 30- Feb. 1.

What concerts are in the Chicago area this weekend?

Jan. 30: The Infamous Stringdusters at Thalia Hall

Jan. 30: Jessie J at House of Blues Chicago

Jan. 30: Rave Jesus at Outset

Jan. 30: Dean Lewis at Riviera Theatre

Jan. 30: Ricardo Arjona at Allstate Arena

Jan. 30: Bone Thugs-N-Harmony at Joe’s Live Rosemont

Jan. 31: Atmosphere at The Salt Shed Indoors

Jan. 31: Big Richard at Garcia’s Chicago

Jan. 31: Hybrid Minds at Outset

What sporting events are in the Chicago area this weekend?

Jan. 30: Chicago Blackhawks vs. Columbus Blue Jackets

Jan. 31: UIC Women’s Basketball vs. Valparaiso

Jan. 31: Loyola Women’s Basketball vs. St. Bonaventure

Jan. 31: Northwestern Men’s Basketball vs. Washington

Jan. 31: Chicago Wolves vs. Grand Rapids Griffins

What theatre and comedy shows are in the Chicago area this weekend?

The Phantom of the Opera

Things to do in Chicago Jan. 30-Feb. 1

Chicago Boat Show

Jan. 28- Feb. 1

Chicagoland’s largest annual boating event returns to the Donald E. Stephens Convention Center in Rosemont. The 94th annual show includes hands-on activities, daily seminars and a football-themed activation with appearances by former Bears players.

A sneak peek at the Chicago Boat Show

With frigid temperatures outside, the Discover Boating "Chicago Boat Show" in Rosemont offers a warm escape and a preview of sunny days ahead on Lake Michigan.

Chocolate Weekend

Jan. 30- Feb. 1

Chocolate lovers can sample sweet treats from local artisans during this annual expo celebrating all things cocoa at The Morton Arboretum.

Morton Arboretum hosts Chocolate Weekend Expo | ChicagoNOW

The Morton Arboretum is hosting its annual Chocolate Weekend Jan. 31- Feb. 1.

SoxFest Live 2026

Jan. 30-31

The Chicago White Sox bring SoxFest back to the Ramova Theatre with player appearances, live programming and fan experiences.

Iftar Bazaar: Immersive Ramadan Experience

Jan. 31

The second annual Iftar Bazaar takes place at the Donald E. Stephens Convention Center, offering cultural performances, workshops and global cuisine.

Iftar Bazaar returns with immersive Ramadan celebration in Rosemont

Saiema Quadri previews the second annual Iftar Bazaar at the Donald E. Stephens Convention Center, highlighting the event’s growth, immersive experiences, and opportunities for small and youth entrepreneurs ahead of Ramadan.

Wicker Park Farmers Market: Family Sunday

Feb. 1

The Wicker Park Farmers Market hosts a kids-focused indoor market at Royal Palms Shuffleboard Club, featuring story time with local authors, hands-on pizza dough demos and family shuffleboard. The market runs alongside its regular vendor lineup of food, drinks and handmade goods.

West Loop Wedding Walk

Feb. 1

Engaged couples can explore more than a dozen West Loop venues during the seventh annual Wedding Walk, featuring tastings, décor inspiration and vendor showcases.