Various locations throughout Chicago

Every two years, Chicago becomes a global hub of architecture and design during the Chicago Architecture Biennial. This edition’s theme is SHIFT: Architecture in Times of Radical Change, bringing together over 100 projects by architects, artists and designers from 30 countries—each piece engaging with the cultural, social and environmental fluxes transforming our world. Not sure where to start? Check out our first-timer's guide to the exhibition. Stay up-to-date by visiting the Chicago Architecture Biennial website.

Wanna relive the thrill of punishing a captive audience like you did during grade school show-and-tell? Then Show & Tell for Grownups is the place for you! Once a month, comedians, storytellers and everyday passionate folks gather to share their quirky, heartfelt or downright fascinating interests. Each presenter gets five minutes on the clock to wax philosophical about their obsession, then it’s the audience’s turn with a quick Q&A. Think of it like falling down a Reddit rabbit hole—only live, and way more fun.

As part of Andersonville’s annual Säg Hej Health & Wellness celebration, all are invited to Explore & Restore: a district-wide open house dedicated to healthy living. Stroll through the neighborhood to discover a diverse array of wellness-focused businesses—covering everything from physical and mental health to home design and financial well-being. Throughout the day, enjoy interactive experiences including short demos, mini-workshops, professional consultations and hands-on activities.

Every year, in the coldest depths of the winter, Chicago Theatre Week gives us a great reason to venture outside. The annual event runs from February 5 to 15, taking over stages throughout the city—from major regional hubs like the Goodman Theatre and Steppenwolf Theatre to intimate spaces such as Raven Theatre. During Chicago Theatre Week, companies offer tickets priced at $15 or $30 (or sometimes less!). You can browse a complete list of participating shows here.

Explore a host of galleries and programming at this monthly event that showcases West Town’s dynamic arts community. On the first Friday of every month, galleries and arts-based businesses stay open until 8pm.

Chicago Black Restaurant Week returns for its 10th year February 8–22. Created by Lauren Smith as a way to highlight and support local Black-owned businesses, the annual event sees participating eateries offer special menus and discounts to diners.

The 27th annual Chicago Irish Film Festival is back to offer the best features, shorts and documentaries from The Land of Storytelling. This year’s festival will feature screenings at AMC NEWCITY from February 26–March 1, along with virtual programming between February 26–March 8. The lineup includes An Talamh Faoi Gheasa: The Enchanted Land, a Gaelic retelling of an Indian folktale that explores themes of identity and migration. The festival’s full schedule is available online.

The North Side is bringing back its own Restaurant Week, offering exclusive deals during lunch and dinner. Enjoy three-course menus at places throughout Lincoln Square, Ravenswood, Albany Park, Edgewater, Irving Park, Northcenter, North Park, Rogers Park and Uptown. Participating spots include Maman Zari, Bistro Campagne, Khmai, Boonie's, Luella's, the Warbler and more. Find the full list of restaurants and menus here.

This annual tradition challenges participants to jog a chilly mile through Wrigleyville in their skivvies—all in the name of raising money for neurofibromatosis research—before retiring to Slugger's for some scantily clad drinking and dancing. Those who don’t want to run can donate to the cause instead. Cheers to that!

The Chicago Latino Film Fest returns for its 42nd year from Thursday, April 16, through Tuesday, April 27, showing films from Latin America, Spain, Portugal, the United States and more via screenings at the Davis Theatre and Cervantes Institute. For a complete schedule of screenings, check out the Chicago Latino Film Festival website.