The best things to do in Chicago this weekend

Find the best things to do in Chicago this weekend with our guide to concerts, exhibitions, festivals and more.
Christkindlmarket 2021
Photograph: Jaclyn Rivas for Time Out
Written by Jeffy Mai in association with Capital One
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Welcome to another weekend! Find the best things to do in Chicago this fall before winter is upon us. Say hello to the holiday season with the return of Christkindlmarket and the Magnificent Mile Lights Festival. You can also go ice skating at Millennium Park or Maggie Daley Park, see the City of Chicago Christmas tree light up or start shopping for gifts at artisan markets. There are plenty of booze-filled events happening as well, from the Festival of Wood and Barrel-Aged Beers to Whiskies of the World. So ready to make the most of your time off? Check out the rest of the best things to do in Chicago this weekend.

RECOMMENDED: Discover the best things to do in Chicago right now

Time Out Market Chicago

We've rounded up the best chefs in the city to join us at Time Out Market Chicago, a culinary and cultural destination in the heart of Fulton Market featuring more than 15 kitchens, three bars and one drop-dead gorgeous rooftop terrace—all spread across three floors.

Best events in Chicago this weekend

  • Things to do
  • Markets and fairs
  • Loop

The iconic German-inspired holiday market at Daley Plaza brings just over a month of Christmassy celebrations to the Loop. Browse stalls stocked with handmade gifts, German food and plenty of hot beverages to keep you warm while you wander around and soak in the festive atmosphere. Don't leave without trying spiced glühwein, a German hot wine concoction that's best enjoyed in the market's famous boot mugs.

  • Things to do
  • Festivals
  • Magnificent Mile

The night after Christkindlmarket opens and the city's Christmas tree is illuminated, the Magnificent Mile rings in the holiday season with its annual parade. Beginning at 5:30pm, you'll be able to watch lights in more than 200 trees along Michigan Avenue sparkle as a procession of floats, giant helium balloons, marching bands and celebrities pass by. As usual, Mickey Mouse and Minnie Mouse will act as the Grand Marshals. Show up early (beginning at 11am) to check out activities along Michigan Avenue and get a picture with Santa.

  • Things to do
  • Millennium Park

Every year, Millennium Park is adorned with an epic Christmas tree that remains on display until the beginning of the new year. The larger-than-life attraction is festooned with twinkling lights and crowned with an illuminated star. Spectators can check out the festive tree near Washington Street and Michigan Avenue through early January. Want to see the tree light up for the first time this season? The annual Christmas Tree Lighting Ceremony returns this year on Friday, November 22.

  • Things to do
  • Festivals
  • Little Italy, UIC

More commonly known as FoBAB, the Festival of Wood and Barrel-Aged Beers offers a stacked lineup of wood- and barrel-aged concoctions—spanning 13 categories of brews—that are sought after by beer nerds. This year, more than 350 beers, ciders, meads and perries from breweries across the country will be featured. There will also be a Lager Lounge with options from 20+ local favorites, plus bourbon pourings from award-winning Kentucky distillery Bardstown Bourbon Company.

  • Things to do
  • Magnificent Mile

Sample premier whiskies from around the globe at this traveling whisky exhibition, which assembles more than 150 spirits for enthusiasts to sip at will. A general admission ticket gives you free-flowing access to whisky pours (including brands like Bulleit, Nc'nean, Westward Whiskey and more) as well as food pairings and a souvenir tasting glass; you can also spring for masterclasses for an additional $10 or VIP passes to get entry 45 minutes before general admission.

  • Things to do
  • Festivals
  • Suburbs

More than two million lights cover the trees, fences and structures in the Brookfield Zoo at this annual holiday event, which is open for its 43rd year this season. Guests can walk through a 300-foot-long tunnel featuring colored lights synchronized to music, spot larger-than-life illuminated animal sculptures, gaze up at a 41-foot-tall lit tree and warm up with concessions such as funnel cakes, pizza, spiced wine and hot cocoa. New this year are two themed lighting areas and a holiday market stocked with custom ornaments and handmade gifts.

  • Shopping
  • Markets and fairs
  • Lake View

More than 90 artisan vendors show off handmade home decor, art, clothing, jewelry and more at the holiday edition of Market for Makers, a two-day event that brings together crafty people from across the country. Every guest recieves a tote bag, access to fun photo ops and a DIY Station where you can create a unique keepsake.

  • Things to do
  • Streeterville

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.

  • Things to do
  • Armour Square

See Christmas lights while staying warm at this pandemic-era innovation that allows visitors to drive through a gleaming tunnel of more than one million LED lights synchronized with holiday music. The show takes place in Bridgeport at Guarenteed Rate Field, home of the Chicago White Sox.

  • Things to do
  • Suburbs

Bring a thermos of hot chocolate and a cozy blanket to accompany your ride through Willow Hill Lights, a drive-through holiday light experience in suburban Northbrook. Located at Willow Hill Golf Course, the display stretches over 2.5 miles of glittering lights and stars holiday favorites like Rudolph and Frosty the Snowman, as well as a 30-foot-tall Christmas tree. Proceeds from the show benefit Misericordia, a not-for-profit that supports more than 600 children and adults with intellectual and developmental disabilities.

  • Things to do
  • Suburbs

Load up the family in the car and head to Geneva for a spectacular drive-thru light show that stretches over a mile in length. Guests will journey through light tunnels and gaze at illuminated dinosaurs, polar bears, reindeers, giant emojis, guitar-playing Santas and more, all of which are synchronized to holiday tunes.

  • Children's
  • West Loop

Pinkies up! Little ones and their families are invited to ring in the holiday season in style during The Beatrix Potter Holiday Party, an annual trunk and puppet show at the Chicago Children's Theatre that brings Potter's beloved stories to life with whimsy and humor. The play's young viewers get to interact with characters like Tom Kitten, Jeremy Fisher and Peter Rabbit throughout the 60-minute production, which features live music alongside narration and puppetry. Afterwards, audience members can meet the cast while enjoying juice, chocolate milk and holiday treats courtesy of Eli's Cheesecake for a proper tea party celebration.

  • Nightlife
  • Pop-ups and food events
  • River North

The weather outside might be frightful, but you'll be plenty cozy inside JoJo's Shake Bar, which has transformed every inch of its outdoor patio into a Winter Wonderland decorated with an eight-foot tall nutcracker, giant ornaments and thousands of string lights. Treat yourself to over-the-top shakes—such as the Winter Wonderland Biggie Shake, which is peppermint flavored and topped with cookies, marshmallows, a candy cane and a snowman made of donut holes—and fanciful seasonal cocktails like Santa's Sangria, and be sure to grab a table close to the pop-up's Christmas tree. You can also sign up for festive events, including mixology classes, ornament painting and gingerbread house decorating workshops.

  • Nightlife
  • Pop-ups and food events
  • Wrigleyville

This immersive, multi-level Christmas pop-up bar boasting wall-to-wall holiday decor returns to Wrigleyville, taking over Bamboo Bar during the most festive time of the year. You'll find photo-ops galore as well as drinks decked out with decorative garnishes and garlands, including large-format cocktails like the Tropical Sleigh Ride and Moët Mistletoe. Feeling hungry? Feast upon festive options like Santa's Smash Burger, Festive Fry Flight and Grinch Shake. Don't forget to snag a reservation before you head to Santa Baby—families are welcome to stop by during the day, but after 8pm it's 21+. For full holiday hours, check Santa Baby's website.

  • Shopping
  • Markets and fairs
  • Streeterville

Support economic and environmental justice at this 11th annual market, which takes place on the Magnificent Mile through December 24. More than 30 Chicago businesses will offer goods from artisans around the world, including glassware, ornaments, sweaters, coffee and candles.

  • Things to do
  • Little Italy, UIC

Get your feast on ahead of Thanksgiving with this wings fest at the Bar 10 Doors in University Village. Attendees can try a variety of wings from local vendors; opt for VIP tickets to sample offerings from contestants duking it out in the King of the Wing competition.

  • Things to do
  • Late openings
  • Lincoln Park

To see one of the largest displays of holiday lights within city limits, you need to head to Lincoln Park Zoo, where the annual ZooLights display strings up millions of LED blubs. While most of the animals will be keeping warm inside, visitors are welcome to wander through the park, snapping photos of the various displays and taking part in a variety of activities throughout the holiday season. New this year, bask in the holiday spirit in the light lounge; as always, guests will also be able to enjoy hot beverages and snacks at stands throughout the park.

Admission is $7 on most weeknights and Sundays and $10 on Fridays and Saturdays, with free admission tickets on Mondays. Check out the Lincoln Park Zoo website for information on special ticketed events during ZooLights, including Adults Night Out and a musical tribute to “A Charlie Brown Christmas.”

  • Things to do
  • Ice skating
  • Millennium Park

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.

  • Things to do
  • Ice skating
  • Millennium Park

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.

  • Things to do
  • Exhibitions
  • Suburbs

The Chicago Botanic Garden hosts this annual (and quick to sell out) display of festive lights, giving guests a host of shimmering reasons to visit the forest preserve during the holiday season. Set along an illuminated path, the after-dark experience features a series of installations to explore, including a 110-foot tunnel made up of 100,000 lights and a group of trees festooned in bulbs that "sing" holiday songs. This year will feature dazzling installations debuting in the U.S. for the first time, plus weekly theme nights and adults-only evenings on November 21 and December 5.

  • Things to do
  • Festivals
  • Suburbs

Ready to get into the holiday spirit? The Morton Arboretum's annual holiday light show returns for its 12th anniversary as a mile-long, walk-through spectacle of LED lights and music, featuring a blend of new and returning light displays set amid 50 acres of trees. Back again this year is "Electric Illumination," a series of late-night parties with DJ-curated playlists that will synchronize progressive house and '80s dance beats with the light shows, as well as "IllumiBrew," a special evening where guests can sample beers and ciders from local breweries. Timed entry tickets for Illumination, which will run from November 16 through January 4, vary in price based on date and time.

  • Things to do
  • Loop

It’s not the holidays until you’ve heard “All I Want For Christmas Is You” a thousand times, so it only makes sense that a Mariah Carey-themed pop-up bar is coming to Chicago this season. Set inside the Virgin Hotels Chicago, Black Irish by Mariah Carey is a winter wonderland experience where guests can recreate the iconic cover photo from Mariah Carey's Magical Christmas Special, write letters to Carey herself and sip cocktails made with Black Irish, the Irish cream liqueur inspired by the singer’s heritage.

  • Things to do
  • Exhibitions
  • Hyde Park

Every year, the Griffin Museum of Science and Industry puts up its four-story Grand Tree and surrounds the towering pine with more than 50 trees that represent Chicago's various communities and their respective holiday celebrations. Visitors will be able to take in even more seasonal cheer at the accompanying Holidays of Light exhibit, which recognizes the traditions of Chinese New Year, Diwali, Kwanzaa, Ramadan, Hanukkah, Visakha Puja Day and St. Lucia Day. Admission to Christmas Around the World and Holidays of Light is included with a regular Museum of Science and Industry ticket.

  • Movies
  • Loop

Immerse yourself in the best of contemporary Japanese indie cinema via the annual Chicago Japanese Film Collective festival, which will show 11 films via both in-person and virtual screenings. The 2024 theme, "Co-existence," spans a multi-genre list of titles including House of Sayuri, which brings Renji Oshikiri’s popular horror manga to the big screen. Grab tickets for showings at the Music Box Theatre, or hang indoors and stream selections online—you'll find a full schedule on the CJFC website

  • Nightlife
  • Pop-ups and food events
  • Lake View

The 2003 holiday movie Elf takes center stage at this Wrigleyville pop-up located inside of Stretch Bar & Grill, which gets dressed up with more than 1,000 decorative elves, Christmas trees and plenty of festive Christmas lights. Take a seat at tables stocked with the four main food groups (candy, candy canes, candy corn and syrup) and treat yourself to a plate of Buddy's breakfast pasta (spaghetti loaded with maple syrup, chocolate fudge and syrup, mini marshmallows and strawberry frosted pop tarts) or a beer served in a 36-ounce elf boot. Want to catch a glimpse of Buddy the elf himself? Visit the pop-up between Thursday and Sunday, when he's known to make appearances from time to time. 

  • Nightlife
  • Pop-ups and food events
  • River North

Frosty's Christmas Bar near Goose Island brings three levels of festive fun, four bars, two dance floors, life-size toy soldiers and a themed soundtrack that keeps the crowd bumping well past midnight every night of the week. Don your favorite holiday attire and enjoy a glass of something boozy and marshmallow-topped while eating Christmas cookies amid the twinkling lights, tinsel and over-the-top decorations.

  • Nightlife
  • Pop-ups and food events
  • Loop

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.

  • Nightlife
  • Pop-ups and food events
  • Logan Square

Logan Square cocktail bar Pink Squirrel has been given a full makeover for the holidays. The space is decked out with festive ornaments, providing guests an immersive experience as they sip on milkshakes and cocktails while enjoying activities like cookie decorating and duckpin bowling. Reservations are only required for the bowling lanes.

  • Things to do
  • Suburbs

River Grove tiki bar Hala Kahiki has transformed into Sippin’ Santa, a famed holiday pop-up with locations across the country. The tropical experience features over-the-top, kitschy decor and a themed cocktail menu, including new and returning drinks like Sugar Plum Mai Tai, Merry Spritzmas and Frosty the Merman.

  • Things to do
  • River North

Lettuce Entertain You’s popular tropical bar is transforming from a sandy paradise to a snowy winter escape for the season. Sip on special holiday cocktails, like the Mistletoe Mai Tai, Hot Buttered Rum and Eggnog Grasshopper, served in charming and festive vessels and glassware. Guests can even pick up their own mugs to take home or gift from the bar’s retail shop.

  • Things to do
  • River West/West Town

River West bar The Dandy Crown is transforming into a festive pop-up, complete with yuletide cheer and deliciously decadent cocktails. Sip both boozy and non-alcoholic concoctions made with seasonally-tinged ingredients and served in cheerful glassware. The bar will also host themed events, such as holiday trivia and an ugly sweater night, throughout December.

  • Nightlife
  • Pop-ups and food events
  • Wrigleyville

Located right across from Gallagher Way (and its winter wonderland), Wrigleyville cocktail spot Mordecai is spreading holiday cheer by decorating its second floor bar with festive string lights, hanging ornaments, colorful tinsel, mounted wreaths and more. The mixologists are complementing the space with creative libations like a winter-inspired old fashioned and gingerbread milk punch. Reservations are required so don’t forget to secure a spot before swinging by.

  • Things to do
  • River North

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.

  • Things to do
  • River North

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.

  • Things to do
  • Loop

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.

  • Things to do
  • Wrigleyville

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.

  • Things to do
  • Rush & Division

The Talbott Hotel has turned its Gallery and patio into a cozy, whiskey-fueled haven. Guests can wrap themselves in blankets, sip on boozy or nonalcoholic hot cocoa and cider, enjoy cocktails from High West Whiskey (like the Hip Flask Pioneer served in a keepsake flask) and toast marshmallows for tabletop s’mores.

  • Things to do
  • Suburbs

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.

  • Things to do
  • Streeterville

Iconic chocolate brand Hershey has brought its first-ever immersive attraction to Water Tower Place, transporting guests to a whimsical, real-life candyland. Upon entering the indoor play experience, guests will explore various themed zones to discover what makes Hershey treats so special. From navigating a Twizzlers maze to celebrating the perfect combination in Reese’s Peanut Butter Cups, it’s family-friendly fun that tugs at the heartstrings. Plus, when you’re finished, stop by the retail store to snag limited-edition merch.

  • Things to do
  • West Loop

Come join us at Time Out Market Chicago during football season to catch the Bears in action on the big screen. We'll be showing the games—with sound—each week on a 32 feet wide by 6 feet tall screen, and you can chow down on a variety of delicious eats like fried chicken, burgers and tacos while sipping a cold beer or cocktail. So gather the crew and cheer on the Bears!

  • Loop

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.

  • Things to do
  • Hyde Park

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.

  • Things to do
  • Skokie

The largest and most immersive touring Titanic exhibition has come to Westfield Old Orchard mall in Skokie. Visitors will experience a narrative journey that brings to light the fates of the passengers and crew aboard the famous ship. Marvel at hundreds of artifacts that survived the sinking, plus props and costumes featured in James Cameron’s blockbuster film Titanic. Music from the era plays as patrons walk through detailed recreations of the ship’s interiors, including the grand staircase, while the Discovery Gallery simulates what discovery teams saw during dives to the Titanic’s wreckage site.

  • Things to do

One of Navy Pier’s newest attractions transports guests to some of Chicago’s most epic places via exhilarating flights. The multi-sensory experience incorporates drone technologies with aerial shots and first-person views to showcase the city like never before. Guests will swoop, dip and turn in motion seats as they climb up skyscrapers, check out iconic landmarks, float through fireworks and more.

  • Art
  • Film and video

Displaying a 25-story-tall video installation on the side of THE MART, ART on THE MART is the largest permanent digital art projection in the world, with programming that changes seasonally. ART on THE MART's array of 34 digital projectors show the creations after dusk every evening. It’s best viewed from the section of the Chicago Riverwalk between Wells Street and Franklin Street.

  • Sports and fitness
  • Yoga & Pilates
  • Streeterville

Head to 360 Chicago on Saturdays for yoga with a killer view. Instructor Britta Eumann will lead an hour-long class on the 94th floor of 875 N Michigan Avenue (formerly the John Hancock Center) that’s suitable for all ages and skill levelsyou just need to bring your own mat and arrived properly dressed. Registration is $55 and includes a cocktail or coffee, plus admission to the observation deck so you can stick around and snap some photos after you're done striking poses on the mat.

  • Things to do
  • Markets and fairs
  • Lincoln Park
Green City Market Lincoln Park
Green City Market Lincoln Park

One of Chicago's most popular farmer's markets, Green City Market welcomes vendors selling regional produce to the south end of Lincoln Park (between Clark Street and Stockton Drive) on Wednesdays and Saturdays. Amid the rows, you’ll find farm-fresh eggs from Michigan, cheese from Wisconsin and scrumptious pies baked by Chicago’s own Hoosier Mama Pie Co.

  • Comedy
  • Sketch shows
  • Lake View

Bye Bye Liver combines two robust Chicago traditions: comedy and heavy drinking. The show opened over 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.

  • Experimental

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.

  • Comedy

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.

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