The best January 2025 events in Chicago

Most people call January "the first month of the year" or "four weeks of taking my resolutions seriously," but Chicago blues fans know that it's actually "Buddy Guy month." Throughout the month, the legendary bluesman picks up his polka-dot guitar and takes the stage during a residency at the South Loop blues clubs that bears his name. Guy performs every Thursday, Friday, Saturday and Sunday night, with a different supporting act joining him each evening. This year, you'll see Guy paired with folks like Wayne Baker Brooks, Bobby Rush and Laretha Weathersby. Tickets to Guy's January residency aren't exactly cheap, but witnessing a bonafide blues icon perform in his hometown is the kind of experience that's worth the dough.

Open wide! Chicago Restaurant Week is back for its 18th year. More than 470 Chicagoland eateries will offer specially curated prix fixe menus for brunch ($25), lunch ($25) 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.

Kick off Chicago Restaurant Week with a blowout bash at the Field Museum. More than 60 of the city's top chefs will be on hand to offer delicious food tastings, plus beer, wine and cocktail pairings. Hosted by Adalina chef Soo Ahn, the event features participating restaurants like Eden, Piccolo Sogno, Perilla, Sifr and many more.

Can't get enough of marionettes? You'll love the Chicago International Puppet Theater Festival, which brings puppeteers from across the globe to the city for 12 days of symposiums and more than 120 performances and events. The Puppet Hub returns this year, which includes events on the fourth floor of the Fine Arts Building on Michigan Avenue—take a look around to find everything from a puppet-themed cafe to film screenings in the building’s massive Studebaker Theater. Also back is the Ellen Van Volkenburg Symposium, workshops with visiting puppet artists, the Catapult Artist Intensive and more. For a full list of performances, visit the festival’s website.

This touring film festival returns to the Gene Siskel Film Center to showcase movies that span a variety of architecture and design topics. This year's fest includes picks like The House: 6 Points of Departure, which explores the creative process behind the Crawford House in Montecito, California, and This Is Not a House, the story of one of the most unique homes in the world. Tickets are $20 per screening, $15 for Chicago Architecture Center and Gene Siskel Film Center Members, and $8 for students.

This frigid tradition challenges people to take a dip in Lake Michigan to raise money for local families in need. Brave participants take a leap into the icy waters (plunging costumes are encouraged), then promptly dry off and change clothes in time for the post-plunge afterparty. Not ready to plunge? Feel free to spectate and cheer from the sidelines. 

This annual beef banquet returns for another year at the DANK Haus German American Cultural Center. Attendees will feast on all-you-can-eat steak, prepared by butcher Dr. Carol Himmels, with their hands while dressed in their best suit and tie. The event will also feature live music and an open bar stocked with plenty of German beer.

Kick off the Lunar New Year and the Year of the Snake with a dumpling-making dinner hosted by the Chicago Chinese Cultural Institute. The event will include storytelling, lion dances, dumpling making and a sumptuous feast. Tickets are $55 and the festivities will take place at Hing Kee on January 25-26 and February 1-2.

Eye Love Plant Lyfe hosts a plant workshop at the Market where you’ll not only craft your own terracotta planter, but set the tone for the new year. Guests will participate in a guided activity to set meaningful personal or professional goals, and then choose a vibrant plant that will serve as a visual reminder of growth. Whether you’re a green thumb or a plant-care novice, this class will help you gain a deeper appreciation for bringing nature into your space. All materials will be provided, and a $25 Time Out Market gift card to be used on food and drinks is included in the cost.

Party like you’re on the slopes at an Apres ski-themed bash on the Market’s rooftop! Join us for a winter wonderland celebration with cozy vibes, hot drinks and cool tunes. Grab your friends and dress in your most iconic skiwear for a night of shotskis, Italicus spritzes and build-your-own boozy drinks. Don't miss out on the ultimate rooftop party to kick off the winter season.

Celebrate the Lunar New Year at Time Out Market Chicago with a day full of delicious food, exciting performances and cultural activities on January 26. There will be face painting, lion dancers and traditional live music, red envelopes filled with fortunes, food and drink specials and more. So mark your calendars and get ready to welcome good fortune and prosperity with the Year of the Snake!

Bring the little ones to the Market on February 1 for a donut decorating class. 2d Restaurant will teach young chefs how to create a Lunar New Year lantern and three different mochi donuts with a variety of toppings and sprinkles. All of the necessary ingredients will be provided, and kids will be able to take their delicious sweet treats home.

Parents, bring the family to the United Center for a day of Disney magic. Kids will enjoy the timeless stories of Wish, Frozen 2, Moana, Lion King and Little Mermaid through memorable performances on ice by their favorite characters. You can also purchase a character meet-and-greet experience that includes a sing-along, crafting, interactive time and photos with Anna and Elsa.

The South Loop Farmers Market heads indoors for the season, bringing more than 75 vendors each Sunday to the fourth level of Water Tower Place. Shop for fresh produce, preserved veggies, cheeses, meats and more while enjoying live entertainment. Guests can also check out a kids' play zone, capture special moments with family and pet photography, and play some virtual reality games.

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, 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, and if it seems too warm to skate, call ahead—this rink is open through February 2, 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 $17–$23 if you need to rent a pair. The Ribbon stays open through March (weather permitting) and even offers hours on Thanksgiving Day, Christmas Eve, Christmas Day, New Year's Eve and New Year's Day.

Slide past an indoor skydiving center and Fogo de Chão on the Chicago Wolves Ice Rink at Rosemont's Parkway Bank Park, where you can hit the ice on most days through the end of January. Check the official website for hours. Admission is free, and skate rentals are $8

Located on the terrace of The Peninsula Chicago, the 2,100-square-foot Sky Rink offers ice skating in the shadows of the city's tallest buildings, all while overlooking Michigan Avenue. Show off your skills in a winter wonderland featuring snowflake lighting and festive music, and when you need to warm up, grab a hot drink and snack at the Chalet.

Immerse yourself in a picture-perfect whimsical décor, sparkling lights and breathtaking Chicago skyline views from the 22nd floor and indulge in a delightful selection of holiday-themed cocktails, including steaming spiced mulled wine and chilled festive drinks. LondonHouse Chicago's rooftop also offers cozy heated igloos, which can be booked by contacting rsvp@londonhouse.com; reservations require a $600 food and drink minimum.

There’s plenty of cold weather fun to be had on the Art Deco-inspired terrace at the Gwen Hotel, which offers curling lanes plus fire pits and hot cocktails so you can warm up between rounds. Heat lamps are set up around the perimeter to keep things toasty and you can also hang out with a group around one of the fire tables.

The Godfrey’s rooftop becomes a winter wonderland when the temperatures plunge, featuring clear heated igloos decorated with festive lights that can be booked for groups of up to 10 people indulging in bottle service. Even if you’re not going all out, you can hang out at a booth under the retractable roof or gather around an outdoor fire pit for s’mores and a hot cocktail.

Look out over Lake Michigan and Millennium Park from the glass atrium on top of the Chicago Athletic Association hotel. The outdoor terrace is accessible year round and features fire pits to keep you toasty while you sip drinks. Cindy’s is running an après ski-inspired pop-up, with classic cold weather cocktails and themed decorations that transport guests to a snowy mountain getaway, daily through February 28.

Fairmont Chicago has brought back its seasonal experience, Fairmont Lodge, for another year of wintry fun. The hotel’s lobby is transformed into a wonderland featuring themed décor, festive programming and seasonal menus. Guests can reserve a Lodge experience and indulge in hand-crafted cocktails and sweet and savory fondue, capped off with some tabletop s'mores. There’s also live entertainment Thursday through Saturday.

Just because baseball season is over doesn't mean the action in Wrigleyville goes into hibernation. Alma, the Hotel Zachary bar located across from Wrigley Field, is bringing back its heated terrace globes from November 16 to January 26. Up to six guests can enjoy holiday cocktails or kid-friendly options like hot chocolate, eggnog or sparkling cider, plus a build-your-own s’mores station curated by Amy’s Candy Bar. The globes also come equipped with a record player so you can play some holiday tunes, as well as board games and Polaroid cameras to help capture those picture-perfect moments.

The six-time Tony Award-winning production kicks off its national tour with a five-month run in Chicago. Nineteen years after Harry, Ron, and Hermione saved the wizarding world, they’re back on a most extraordinary new adventure—joined by a brave new generation, including Harry’s son Albus—that threatens to change the past and future forever. The play has sold over 10 million tickets worldwide since its world premiere in London in July 2016, and holds a record 60 major honors.

This new exhibition from Chicago Gamespace and the Cleve Carney Museum explores the history of legendary Chicago video game company Midway and its rise to prominence in the ‘90s. Take a look at behind-the-scenes videos, interviews with former game designers, and art, or try your hand at any of the 15 playable arcade games. Midway’s celebrated legacy includes hits like NARC, Smash TV, Terminator 2, Mortal Kombat, NBA Jam and Cruis’N USA.

The Griffin Museum of Science and Industry has debuted an exhibit dedicated to the science and technology behind the world’s longest-running film franchise, James Bond. Fans can check out 13 vehicles and over 90 additional artifacts, including the prototype jetpack used in Thunderball, an MI6 Retina Scanner from GoldenEye and the Parahawk snowmobile hybrid from The World Is Not Enough. You’ll also be able to step into a lab space inspired by “Q” and test your skills developing the perfect vehicle for spy activities, designing stunts and more.

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. The company's signature show is more unpredictable than ever these days, 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.

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.