The Ultimate Guide To Having Fun In Chicago Without Any Booze

Still reeling from eggnog-induced holiday hangovers? You’re not alone. Following a season of merry excess, the new year brings new opportunities for a reset—and a more balanced approach to mulled wine, perhaps. Dry January or not, it’s an apt time of year to reassess one’s relationship with alcohol, whether that means cutting it out entirely, simply cutting back, or taking more of a Damp January approach.

Across the US, the non-alcoholic landscape has evolved substantially in recent years. Nowadays, non-alcoholic wines and beers are a booming business, major airlines are offering more booze-free alternatives, and the condescending term “mocktail” is a thing of the past, reserved for cloying Shirly Temples, while zero-proof cocktails have become as impressive and innovative as their boozy counterparts. They even come in canned form now.

All over the country, from Denver to Boston, sobriety isn’t just a buzz word or a fleeting flirt with Dry January, it’s a way of life—and an enriching, fulfilling one at that. Chicago is no exception. While much has been made of the city’s myriad craft breweries and award-winning cocktail bars, this is a world-class city with a proven penchant for hospitality, and truly something for everyone.

No matter how wet or dry your January may be, or where you land on the “new year, new me” mood board, there’s plenty to do, see, and drink in Chicago—without a drop of alcohol. In bars and beyond, from indoor pickle ball courts to outdoor slopes, there are endless entertainment options to be had beyond a boozy bar crawl. Here is the ultimate guide to having fun in Chicago while sober.

Non-Alcoholic Food and Drink Things to Do in Chicago

Zero-proof cocktails

Non-alcoholic cocktails have come a long way from soda water and juice. Lately, bartenders and mixologists have been pouring as much diligent effort and thought into zero-proof cocktails as they do their alcoholic offerings, enabling customers to savor the same craft without the hangover—and often at a lower price point.

This means that some of Chicago’s most revered cocktail bars, like Billy Sunday and Kumiko, offer elaborate mixed drinks that are well-balanced, flavorful, and Insta-ready, without an ounce of alcohol.

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Memorial Day Weekend In Chicago | Fireworks, Things To Do, Events & Parades

Memorial Day weekend marks the official start of summer in Chicago, and the city knows how to celebrate. Each year, Chicago comes to life with spectacular fireworks displays, buzzing rooftop bars, sunset kayak tours, fun neighborhood festivals, waterfront restaurants with unforgettable views, and so much more. Here’s our roundup of some of the top things to do in Chicago for Memorial Day weekend.

In this article

See the Chicago Memorial Day fireworks

One of the city’s top attractions is Navy Pier, a waterfront stretch of rides, restaurants, entertainment, and more. The Pier is known for its spectacular summer fireworks displays, which kick off with the Memorial Day fireworks show.

While you’re there, take a spin on the iconic Centennial Wheel, grab a drink at Offshore (the largest rooftop bar in the world), and check out more things to do at Navy Pier.

Hit the beachPhoto by Miguel Ángel Sanz

Chicago has more than two dozen free public beaches, and they officially open for the summer season on Memorial Day weekend — so make sure to pack your swimsuit. Swim, tan, play volleyball, or head to a nearby beachfront bar to enjoy a cold drink with your toes in the sand.

Some of the city’s popular beaches include North Avenue Beach, Oak Street Beach, 31st Street Beach, Montrose Beach, Hollywood Beach, and South Shore Beach. Check out our guide to Chicago beaches for more of the best places to soak up the sun along the city’s 26 miles of Lake Michigan shoreline.

Celebrate summer at a festivalSueños Music FestivalSueños Music Festival

Memorial Day weekend is the unofficial start of festival season in Chicago. Check out some of these cool festivals, events, and markets happening over the holiday weekend.

  • Suenos Music Festival: Chicago’s reggaeton fest takes over downtown Grant Park with a lineup of Latin hitmakers.
  • Belmont-Sheffield Music Fest: The waterfront Lakeview neighborhood plays host to this Memorial Day festival, with tribute bands, artisans, and beer and wine vendors.

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Events That Shaped Chicago: 2023 Year In Review

CHICAGO — As the new year looms, pressing issues that dominated headlines in Illinois in the year 2023 range from significant strikes to devastating storms and drastic changes in the sports scene. 

Over the course of the last 12 months, when it came to crime in Chicago, homicides trended down. While a victory for the city’s police department, robbery and thefts spiked, and stolen vehicle reports skyrocketed by more than double.

More Coverage:

For Mayor Brandon Johnson, 2024 will be the first test of his new crime-fighting strategy, unveiled at year’s end. 

WGN Exclusive: Migrants, crime, investment in people: Brandon Johnson’s first 6 months as mayor 

COVID-19’s official end as a public health emergency came in 2023, closing a chapter three years after it began.

“Normal” was not the operative word when it came to Chicago politics. For the first time in 40 years, the incumbent mayor lost their run for re-election. 

Mayor Lori Lightfoot became a one-term mayor after losing to runoff contenders Paul Vallas and the progressive, former Chicago Teachers Union organizer who would become mayor, Brandon Johnson. 

His first and tallest challenge was an inherited one and one of the biggest stories of the year: the migrant crisis

Chicago migrants arrive FILE - Immigrants from Venezuela are reflected in a marble wall while taking shelter at the Chicago Police Department's 16th District station on Monday, May 1, 2023. Nearly 1,600 migrants seeking asylum in the U.S. will be relocated from Chicago police stations to winterized camps with massive tents under a plan by Mayor Brandon Johnson, according to a report released Thursday, Sept. 7, 2023. (AP Photo/Charles Rex Arbogast, FIle)

Bus after bus arrived from the Texas border, bringing asylum seekers from South and Central America. Suddenly the city had to make room for 26,000 new residents. 

Most were immediately housed at Chicago’s police stations and at O’Hare Airport. However, the crisis was marked by fighting among neighborhoods unwilling to take on the risk and burden.

Turnover wasn’t just confined to the mayor’s office.

The longest-serving secretary of state, Jesse White, left office. After a months-long search, Larry Snelling became the permanent CPD superintendent. And often-embattled Cook County State’s attorney Kim Foxx announced she wouldn’t seek another term. 

Jesse White CPD Supt.  » Read More

6 Of Chicago’s Best Interactive Museums To Explore With Kids

What do optical illusions, immersive art, ooey-gooey slime and global flavors of ice cream have in common? Answer: You’ll find them all represented in Chicago’s interactive (and sometimes unconventional) museums. These six spots throughout the Windy City combine hands-on fun with education, and several feature rotating exhibits to keep you coming back for more. Tuck these ideas into your back pocket for dreary days when the kids (and you) need an imaginative escape.

Courtesy of Color Factory Chicago Color Factory

Head to the bottom of the Willis Tower to taste, listen and jump your way through Color Factory with joy. This exuberant art museum provides an in-depth look at color and how it impacts our perception of everything around us. Each room is a unique concept designed by a different artist or partner, with plenty of Chicago-specific details and of course, interactive photo ops. A few rooms change out seasonally, too.

Courtesy of Museum of Illusions Museum of Illusions

Everything may not be as it seems in this museum by Millennium Park, but your family will have a ton of fun exploring mind-bending illusions and learning the mechanics behind what makes them so fascinating. Enter the human kaleidoscope, pass through the vortex tunnel and climb the walls in the rotated room. Bonus: Your friends won’t believe some of your pictures (no need to reveal the museum’s tricks!).

The Museum of Illusions also has a Kansas City, Missouri location, as well as a Mall of America location. Museums are expected to open soon in Cleveland and St. Louis.

Museum of Ice Cream

The prospect of unlimited ice cream may sound entirely too good to be true under many circumstances—but it’s no gimmick at Museum of Ice Cream. When you’re here, you can indulge in as much of the cool treat as you desire, taste a Chicago ice cream hot dog (yes, it’s a thing), play carnival games and minigolf, and, cherry on top: slide into a giant pool of colored sprinkles. If your sweet tooth hasn’t been satisfied by the end of your visit, swing by the onsite cafe for more ice cream, milkshakes and cocktails (for the grown-ups).

Kirsten Miccoli WNDR Museum

Even if you’ve already visited WNDR Museum, you certainly won’t have the same experience twice.

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10 Hot Shows To See In Chicago This Month | Choose Chicago

Experience the magic of the holiday season with your favorite holiday theatre classics, concerts, and more! Check out ChicagoPlays.com to find a full list of performances happening this month and beyond, plus experience these shows and more for a discount on Hot Tix.

Looking for a Black Friday deal? Don’t miss Hot Tix’s brand new promotion, Half-Price Holidays running Nov. 24 – Dec. 3 featuring half-price tickets to over 20 Holiday Shows!

Want to find everything playing this holiday season? View the League of Chicago Theatre’s 2023 Holiday Theatre Guide.

The Nutcracker

Dance
Joffrey Ballet at Lyric Opera House

Dec. 2 – 27

Witness the magical 1893 Chicago World’s Fair with young Marie and her Nutcracker Prince in two-time Tony Award® winning choreographer Christopher Wheeldon’s holiday masterpiece. It’s a celebratory Christmas Eve, and thanks to a surprise visit from the enchanting Great Impresario, Marie embarks on a spellbinding adventure into a realm of spectacle and wonder. Experience our holiday magic in this must-see tradition boldly reimagined for a new generation. Check for discounted tickets at Hot Tix

Jim Henson’s Emmet Otter’s Jug-Band Christmas

Musical
Studebaker Theater

Now playing – Dec. 31

It’s three days before Christmas and Mayor Fox has just announced a Christmas talent contest with a grand prize of fifty dollars! Meanwhile, times are tough for Ma and Emmet Otter since Pa passed away, and winning that prize money would allow them to secretly buy each other a Christmas gift. As Christmas Eve and the talent contest quickly approach, will Ma and Emmet sacrifice what little they have, or will their Christmas wishes come true? Check for discounted tickets at Hot Tix!

The Lion in Winter

Drama
Court Theatre

Now playing – Dec. 3

It is Christmas in the 12th century, and Henry II’s family is in tatters. His once-loving wife and now sworn enemy, Eleanor of Aquitaine, has been released from prison and is seeking vengeance at any cost; his three sons – Richard, Geoffrey, and John – are profoundly incompetent, consumed by petty sibling squabbles and gridlocked in duplicitous scheming; and his mistress (who just happens to be betrothed to his son) is running out of patience,

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December 2023 Events Calendar For Chicago

Christmas Around the World exhibit at Museum of Science and IndustryPhotograph: Heidi PetersDecember 2023 events calendar for Chicago

Find the best holiday activities in Chicago, including free things to do, and picks from theater, art and music

Jeffy Mai

Edited by Jeffy MaiWednesday November 15 2023

The arrival of December sends the holiday season into full swing—prepare yourself for a jam-packed roster of glittering Christmas lights, festive holiday pop-ups and plenty of glühwein to be sipped at Christkindlmarket locations in both Daley Plaza and Wrigleyville. As the month draws to a close, bid adieu to 2023 at New Year’s Eve events and parties happening at Chicago hotels, clubs and other hotspots, where you’ll find Champagne towers and other special ways to welcome 2024 in style. Make the most of the final month of the year with our guide to the best events in Chicago this December. 

RECOMMENDED: Events calendar for Chicago in 2023

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The 18 All-Time Greatest Things To Do In Chicago

There are countless cool things to see, eat, and do in Chicago right now.

Updated on Oct 24, 2023 at 3:47 PM

Photo by Jaclyn Rivas for ThrillistPhoto by Jaclyn Rivas for Thrillist

All Time Greats is the ultimate city bucket list. Whether you’re a local or a visitor, consider this the essential guide to getting the most out of Chicago. Looking for events happening this weekend? Check out our Chicago weekend guide.

At the risk of sounding hyperbolic, Chicago is the rare city that really does have it all. It has all seasons, from the sweltering humidity of summer to the polar vortices of winter. It has towering skyscrapers and cozy brownstones. It has tasting menus and frills-free street food aplenty. It’s got world-class museums, Michelin stars, Taylor Swift-worthy stadiums, and the most iconic comedy club in the nation. And it has a whopping 77 neighborhoods (with a 78th on the way!), sprawled across 234 square miles of prime lakefront in northeast Illinois.

The third largest city in the country, a broad-shouldered behemoth that likes to compare itself to New York and flaunt itself as the metropolitan epicenter of the Midwest, Chicago undoubtedly boasts a lot to do, see, eat, and drink. Foodies could spend weeks eating their way through the West Loop alone, or hopping from rooftop bar to rooftop bar in the Loop and River North. Culture connoisseurs have a plethora of museums and live entertainment to choose from, year round. And tours here, whether a self-guided stroll on an urban trail or a cruise through an architectural Grand Canyon, offer a wealth of sights and experiences. In this ever-evolving town, it’s impossible to see all that Chicago has to offer, but this bucket list should offer a great introductory taste of what makes this city so great. Here are 18 of the all-time greatest things to do in Chicago.

 Pequod’s Pizza Pequod’s Pizza | Photo by Jaclyn Rivas for Thrillist

Where to eat and drink in Chicago

The Publican

Fulton Market
The Fulton Market portion of the West Loop has really calcified as the nexus of Chicago’s famed food scene. Here, throughout a warehouse district formerly dominated by wholesale meatpackers,

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Pumpkins, Sanctum, And Lowriders – Chicago Reader

It’s scary how much fun stuff is happening right now! Spooky season never misses. 

It Takes a Village (ITAV) Pumpkin Patch
Sat 10/21, includes a petting zoo, a bounce house, face painting, food, games, and a train, 4020 W. Division, free to attend, all-ages. Reservations required events.eventnoire.com/e/itav-pumpkin-patch-2023

For a classic autumn adventure appropriate for the whole family, look no further than the annual It Takes a Village (ITAV) Pumpkin Patch. Happening on Saturday, October 21, this free event includes a petting zoo, a bounce house, face painting, food, games, a train, and—oh yeah!—a pumpkin to take home and carve. ITAV is converting the parking lot of their Division Street location (4020 W. Division) into a pumpkin patch, but the fun sprawls across the block. The event happens from 10 AM-2 PM. Reservations are required to guarantee a pumpkin.

Sanctum Dark Music Festival
10/26-10/28, various locations, various ages, tickets start at $40. Full details and tickets at sanctumfest.com

Does a four-on-the-floor beat bring out your devilish side? Sanctum Dark Music Festival might be for you. Now in its second year, this festival is a celebration of macabre club culture, and it provides a reliable sampling of the hottest established and emerging acts in synth pop, darkwave, and electro-industrial. Running from Thursday, October 26 to Saturday, October 28, the fest opens with a lower-key “pre-party” at Epiphany Center for the Arts (201 S. Ashland) featuring Bestial Mouths, Un Hombre Solo, Blood Handsome, and Replicant. Things really heat up the next night at Thalia Hall and the adjoining Tack Room (1807 S. Allport) with Friday’s talent featuring Kontravoid, Buzz Kull, Tempers, Debby Friday, Madeline Goldstein, and Panic Priest. Saturday is also at Thalia Hall, and features performances by the Soft Moon, Geneva Jacuzzi, Pelada, Spike Hellis, SDH, and Conjunto Primitivo. Events at Thalia Hall are for those 17 years old and up, and Tack Room and Epiphany events are 21+.

If you check out our music section, you’ll see my impassioned plea to experience Geneva Jacuzzi, but every night promises at least one act that will delight you, if you’re into music you can dance to in black latex. Speaking of which, this year’s master of ceremonies—er, sacrilege—is Chicago’s favorite rubber-clad naughty feline Wildcat Shadow. Tickets start at $40 and go up based on the night with two- and three-night passes available.

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