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.

As we gear up for Super Bowl LX, we’re offering a unique opportunity to dive deep into Puerto Rican history through the lens of this year’s halftime headliner, Bad Bunny. The global superstar has collaborated with Professor Jorell Meléndez-Badillo, acclaimed author of Puerto Rico: A National History, to curate an exclusive visual presentation. This immersive experience explores the historical context and cultural inspirations behind the tracks on Bad Bunny’s latest multi-platinum album, Debí Tirar Más Photos.

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.

Open wide! Chicago Restaurant Week is back for its 19th year. More than 470 Chicagoland eateries will offer specially curated prix fixe menus for brunch ($30), lunch ($30) or dinner ($45/$60) between January 24 and February are 9. With more than two weeks to chow down, there's plenty of time to make a few reservations and check out some of the best restaurants in Chicago while saving some coin.

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.

The Andersonville Chamber of Commerce is running a weekend of events and promotions as part of its Swedish-inspired Fika Fest. A variety of businesses in the neighborhood will offer discounts and specials, plus you can take part in a Coffee and Cocoa Crawl on February 7 or the Great Andersonville Puzzle Throwdown on February 8.

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.