The best things to do in Chicago this week

Sip on wine while visiting a variety of shops along Southport Avenue (Belmont Avenue to Street) or Roscoe Street (Western Avenue to Damen Avenue). There will be more than 30 different wines, curated by local vendors, to taste and businesses will also provide special discounts on apparel and services during the event. Small bites will be available at some stops.

Loosely inspired by the popular opera The Barber of Seville and its iconic aria "Largo al factotum,” this new production at the Harris Theater follows brothers Mike and Garby as they clash over the future of their family’s barbershop on Chicago’s South Side. The Factotum blends classical singing with diverse musical styles to create a soul opera, shifting from gospel and funk to rap and hip-hop to classic barbershop quartet and R&B.

Chicago African Americans in Philanthropy presents an exhibit at the Chicago Cultural Center highlighting Black philanthropy. The project comprises over a dozen vignette stories and more than 50 black-and-white images that depict facets of giving across generations. The photos and stories featured are from the book “Giving Back: A Tribute to Generations of African American Philanthropists” by author Valaida Fullwood and photographer Charles W. Thomas Jr.

Join Olive-Harvey College for the inaugural Social Justice Film Festival, featuring movies by emerging filmmakers. The free two-day event will kick off with a panel discussion followed by a reception at 6pm on February 9.

Dr. Ricardo Rosenkranz, a Northwestern Hospital/University physician and professor, is back with a new version of his hit production Physician Magician. Blending magic and medicine, he captivates audiences with mesmerizing illusions in an intimate setting. The new show includes several never-before-seen numbers and brings back many signature classics. 

Kick off Black History month with a special exhibit at the Illinois Holocaust Museum and Education Center dedicated to the “Green Book,” an annual travel guide created in 1936 that provided African Americans with information on Black-friendly businesses during the Jim Crow era. Visitors will explore film, photographs, oral histories and more from travelers and business owners, as well as appreciate historical objects from the Smithsonian and “Green Book” sites.

Escape the planet with exhibits about the first lunar missions, the solar system and more, plus immersive shows in the dome theater. The Doane Observatory is also home to the largest public telescope in the area, and gathers 7,000 times more light than the human eye. Every Wednesday, the Adler stays open late from 4pm-10pm so that folks can visit after work or school. And best of all, admission is free on those nights for Illinois residents.

British theatermaker Emma Rice brings her acclaimed adaptation of Emily Brontë’s Wuthering Heights to Chicago Shakespeare Theater for this UK co-production, which employs music, dance and puppetry for an unconventional take on the gothic tale.  

To get in the shopping spirit this season, stroll through Edgewater Chamber of Commerce’s Winter Bryn Mawrkets, where you can peruse stellar work by makers from all over the windy city from wellness to apparel. Explore the festive stalls and pick up a gift for yourself or someone on your list. Don’t miss the one-of-a-kind art installations and purchase art to take home at the Winter Bryn Mawrkets Gallery. Check out their website for the full list of local vendors you'll find there.

The Whistler’s monthly lit series returns for the first time since before the pandemic, bringing an evening of readings, workshopping and discussion to the Logan Square cocktail bar. Looking to share your work? Get in touch with organizers at testliteraryseries@gmail.com—the team eventually hopes to compile all workshopped pieces in an anthology at the end of the year. 

Add some shopping to your Saturday morning brunch routine by visiting Handmade Market at the Empty Bottle. You can sip a mimosa while checking out the wares of local vendors selling funky jewelry, clothing, handbags and paper crafts. You probably need a gift for someone—or yourself—right? Handmade Market takes over the Bottle on the second Saturday of the month from October through April.

Chicago farmers market season is well past its peak, but you can still get in on the fresh produce action during this winter edition of the Wicker Park market, which is popping up inside The Robey’s lobby on select Sundays from December through April. Browse goods from vendors like River Valley Ranch, Star Farm and Zeitlins Delicatessen—and you can always grab a coffee from The Robey’s espresso bar to sip while you stock up. 

Jasmine Sharma’s introspective and empowering play Radial Gradient makes its world premiere at Theater Wit and will run through March 11. The story revolves around three women who enter a research study hoping to create positive change after a hate crime takes place at a liberal university in America. Timelines in 2017 and 2020 intertwine as the participants unravel their complicated shared friendships and histories.

Radial Gradient will be featured as part of Chicago Theatre Week, an annual celebration of the rich tradition of theatre-going in Chicago during which visitors and residents can purchase $15 or $30 value-priced tickets.

What does “Caribbean art” look like? This new group exhibition at the Museum of Contemporary Art takes a diasporic approach to answering that question, using weather—and all its changeability and unpredictability—as a metaphor for exploring artistic practices and identity-making within Caribbean art communities across the world. With the tumultuous geopolitical climate of the 1990s as its backdrop, the exhibit highlights work from 37 international artists; it’s also the first major MCA exhibition to presented in both Spanish and English. 

Skate under the Chicago skyline and within eyeshot of the Chicago Christmas Tree at the McCormick Tribune Ice Rink in Millennium Park. Plus, take advantage of free skating lessons on most Saturdays and Sundays from 9–10am, where you can learn both beginner- and intermediate-level skills. Note that you'll need to make a free online reservation for both regular skating and lessons this year, and if it seems too warm to skate, call ahead—this rink is open through March 5, weather permitting.

Situated in the heart of downtown Chicago with the city's sweeping skyline as a backdrop, the Skating Ribbon at Maggie Daley Park is a winter attraction unlike any other. Skaters can lace up and wind around a winding ice-covered path that's twice the length of a lap around a traditional rink. Reservations for the popular ice rink should be made in advance, as they tend to fill up quickly.

Admission to the Skating Ribbon is free Monday through Thursday and for 11am sessions Friday through Sunday (and $5 for other time slots Friday through Sunday, as well as holidays) if you bring your own skates. No skates? Entry is $16–$22 if you need to rent a pair. The Ribbon stays open through March (weather permitting) and even offers limited hours on Thanksgiving Day, Christmas Eve, Christmas Day, New Year's Eve and New Year's Day.

Yer a wizard, Harry! Or at least, you can pretend to be one at this immersive Harry Potter experience that’s popping up at Water Tower Place through May 2023. Visitors are invited to step into Harry’s life at Hogwarts with interactive features like Quidditch lessons, Charms and Defense Against the Dark Arts classes, sipping sweet drinks at the Butterbeer Bar, Patronus-seeking in the Forbidden Forest and learning their Hogwarts house via the Sorting Hat, among other magical experiences. FYI: In addition to regular operating hours, the exhibition is open on “select” Tuesdays and Wednesdays and may offer different hours around holidays. 

Tap into feelings of childhood nostalgia at the Museum of Science and Industry’s newest exhibit, a colorful glimpse into the world of Mold-A-Rama™ machines. Explore a collection of popular, rare and experimental souvenirs, learn about the history of the machines’ production and breathe in the iconic scent of their plastic toymaking—you can even take home a few new Mold-A-Rama™ souvenirs if you’re looking to expand your collection. 

This weekly “live magazine” is a cavalcade of culture, politics and wit featuring journalists, actors, comedians and musicians offering idiosyncratic reports on the news of the day. Head to Uptown’s iconic Green Mill for drinks, hot takes and laughs; the longstanding Saturday afternoon edition tends to run about two and a half hours.

Delve into the often-mystifying process of death in this surprisingly life-affirming exhibit at the Field Museum, which explores dying through a variety of natural and cultural processes. Attendees can explore highlights like a full-sized ofrenda made by Chicago artist Norma Rios-Sierra, a replica of a whale's body on the ocean floor and check out a variety of interactive media and soundscapes to help ponder some of life's big questions about death. 

Working in partnership with the Museo de Arte de Ponce in Puerto Rico, the National Museum of Puerto Rican Arts & Culture is bringing a stunning selection of paintings to Chicago—some of which have never been shown outside of Puerto Rico—for an exhibition highlighting several of the island's most important artists. Centered around three curatorial themes (“My Home,” “My People” and “My Island”), the works span from the 18th century to the first half of the 20th century, showcasing artists like José Campeche, Francisco Oller, Miguel Pou and Myrna Báez, among others. Tickets to the exhibition are free, but you might consider a small online donation to the Museo de Arte de Ponce, which is still recovering from damage sustained in a 2020 earthquake.  

What’s better than a show at the Empty Bottle? A free show at the Empty Bottle. Every Monday, Chicago’s premier indie rock club hosts a free concert. Check the website for a schedule of upcoming performances and to RSVP.

Bye Bye Liver combines two robust Chicago traditions: comedy and heavy drinking. The show opened a decade ago for a three-week run, then kept getting extended. A cast of four to six performers portray characters at the fictional "Franks Bar," telling stories that explore the city's robust drinking culture. Each show incorporates interactive audience drinking games, allowing you to sip a cocktail or beer while taking cues from the cast. And if you're up for a nightcap after the performance, you can stick around for the official after party and mingle with the cast.

For more than 30-years, the Neo-Futurists have been delighting late-night crowds with performances that pack 30 miniature plays into a 60-minute show. Returning to in-person programming (attendees must be vaccinated and masked) after more than a year spent in the virtual realm, the company's signature show is more unpredictable than ever, with a handful of compact new plays premiering every week. Within the span of 10 minutes, you may be treated to a poignant monologue about everyday life or an irreverent diatribe delivered by a pantsless member of the cast—all inspired by the experiences of the performers on stage. Always changing and evolving, it's the rare show that truly offers something different everytime you show up to see it.