Things to do in Chicago

Chicago is overflowing with things to do, from world-renowned attractions to quirky local gems, making it an unforgettable destination for listeners visiting this week or exploring for the first time. This Saturday, feel the pulse of the city with The Lumineers’ Automatic World Tour rolling into Soldier Field at 6:30 p.m., featuring special guests St. Vincent and Lake Street Dive – doors open at 4:30 p.m. for an outdoor concert experience amid the legendary stadium’s energy.

For those who crave the best of Chicago’s iconic architecture, hop aboard a 90-minute Chicago Architecture River Tour—highly recommended for bringing t...

Listeners looking for a blend of unforgettable, unique, and locally loved activities in Chicago this weekend are in for a treat, as the Windy City is buzzing with classic experiences and fresh thrills. One activity that instantly captures the spirit of Chicago is an architecture river cruise—companies like Chicago Cruise Events are running their 90-minute architectural river tours daily, with departures this Friday, August 29, at 5:00 p.m. from the Summer Of George at 900 South Wells Street. Led by expert guides, these tours dive into Chicago’s skyline story, pointing out landmarks like the Willis Tower, Wrigley Building, and Old Post...

Chicago is bursting with vibrant activities, iconic attractions, and hidden gems, making it the perfect playground for everyone searching for fun and novelty. This week, listeners can soak up world-class music at the Chicago Jazz Festival, which starts today, August 28, and runs through Sunday at Millennium Park—offering free performances from local and international jazz legends in a welcoming outdoor setting. For dance enthusiasts, the Chicago Black Dance Legacy Project presents "Unbound: Shattered Frames, Endless Visions" at the Harris Theater on August 23, showcasing powerful performances by Black dance companies. Sports lovers should head to United Center August 23–24 for Bulls Fest, a fa...

Chicago is bursting with energy and possibilities this week—whether listeners crave iconic experiences, local flavor, or new adventures. The city’s lakefront is alive in August, making Millennium Park a top pick: snap a selfie with the reflective Cloud Gate sculpture (known as “The Bean”), catch a free outdoor concert in the Jay Pritzker Pavilion, or relax in the tranquil Lurie Garden, as suggested by Co-operative Food Magazine. Navy Pier is in full summer swing—this weekend’s Chicago International Boat Show at Navy Pier Marina features more than 150 boats and watercraft, a premium showcase of exotic vehicles and adventure va...

Listeners heading to Chicago this week can choose from exciting festivals, legendary music, art, outdoorsy escapes, and authentic food experiences—plus plenty of local secrets and new twists on classic attractions. On Saturday and Sunday, Bulls Fest brings festival energy and basketball action to the United Center campus with 3v3 tournaments, Bulls legends, live art installations, youth clinics, and local food pop-ups—making it one of Chicago’s only sports festivals where you’ll find both NBA history and street culture in one spot.

Chicago White Sox fans can catch a game at Guaranteed Rate Field as the Sox host...

Listeners wanting a mix of fun, entertainment, and unique sites in Chicago will find plenty to do this week and beyond. Today through Sunday, Grant Park and Lake Shore Drive host the massive Chicago Triathlon, welcoming more than 7,500 athletes and enthusiasts: catch the high-energy spectacle or even register for the Kids, SuperSprint, or International events. The Supertri League brings world-class short-course racing and a festival atmosphere to the city’s lakefront on August 23. For basketball fans and families, Bulls Fest at the United Center campus runs August 23-24, featuring a free family-friendly celebration with a 3v3 tournament, youth clinics, Bulls le...

Listeners dreaming of the perfect Chicago visit this week, get ready for an unforgettable blend of iconic attractions, live events, mouthwatering eats, and surprising hidden gems. Today through August 24, NBA fans can catch Bulls Fest 2025 outside United Center, where basketball energy pulses with a 3v3 tournament, player appearances, local food, art displays, and play zones for families—the event is free to attend for fans of all ages. For live sports, head to historic Wrigley Field in Wrigleyville for a classic Chicago Cubs vs. Milwaukee Brewers matchup today at 1:20 p.m.; discover a spirited atmosphere and bustling neighborhood bars long af...

Listeners, Chicago this week is buzzing with unique and timeless activities for every kind of explorer. On Friday, August 15, the Taylor Street Little Italy Festival kicks off in one of the city’s most historic neighborhoods. This free event runs all weekend, filling the streets with Italian colors, continuous live performances, and family-friendly entertainment. Sample authentic cuisine from renowned area restaurants, browse Italian artisan stands, and experience the soul of Little Italy until Sunday.

Sports fans—don’t miss Bulls Fest, happening August 23 and 24 outside the United Center. It’s Chicago’s ode to basketball, showcasing a 3v3 tournament...

Chicago is bursting with activities for curious listeners this week, blending world-famous events, classic attractions, and true local gems for unforgettable adventures. This weekend, the sky over Lake Michigan will roar and dazzle during the Chicago Air and Water Show—North Avenue Beach is the prime viewing spot to watch jets soar and stunt pilots twist on Sunday, August 17th, from 10:30 a.m. to 3 p.m. According to Choose Chicago, this signature free event draws crowds from across the Midwest for adrenaline and lakeside energy.

For listeners who love music and open-air energy, stop by Gallagher Way by Wr...

Listeners, if you’re spending time in Chicago this week, you’re here at just the right moment for some of the city’s most fun, entertaining, and distinctly Chicago experiences. In August, especially today, everyone can dive right into the Northalsted Market Days festival, a signature Chicago street event running through Sunday. Stretching along Halsted Street, this festival draws crowds for live music on multiple stages, 250 vendors, food and drink, dance groups, drag performances, and an easygoing party vibe celebrating Chicago’s vibrant LGBTQ+ community.

Music lovers have their pick, with the Ginza Holiday Festival at the Midwest...

If you’re in Chicago this week, you’ll find an exciting mix of activities from high-energy concerts and iconic sports events to hidden local gems and outdoor adventures. Today, start your Saturday morning with a free Millennium Park Summer Workout. Held on the Great Lawn in Millennium Park every Saturday from 8:00 a.m. until 11:45 a.m., these sessions include yoga, Pilates, Zumba, and cardio kickboxing. It’s a picturesque way to get moving surrounded by Chicago’s stunning architecture.

Just north along the river, experience something truly unique with Wild Mile Yoga, where listeners can join a class on...

Chicago in August is bursting with color, rhythm, and energy—a city where every block feels alive with possibility. If you’re here today, start with an electrifying guided walking tour through Chicago’s historic Union Station, digging into its starring film roles at 10:30 a.m. This unique 75-minute experience pulls listeners behind the scenes of Hollywood history inside the grand marble halls. Architecture fans have choices galore: explore the city’s dazzling interiors with The World Within: Chicago’s Original & Best Architecture Interiors Tour from 11:00 a.m. to 3:00 p.m., or opt for a classic perspective aboard the 90 Minute Architectu...

Listeners can make the most of summer in Chicago by diving into a world of iconic sights, epic music, sports mania, urban adventures, and even a few secrets only locals whisper about. One of the city’s standout experiences this month is the Messi Experience in Logan Square, open now through September 30. This interactive multimedia journey plunges visitors into soccer legend Lionel Messi’s life and career, featuring a vibrant mural by Chicago street art icon Miguel Aguilar. Perfect for sports fans of every age.

Music lovers, save the date for the Chicago Jazz Festival, a free tradition rock...

Listeners looking for the best things to do in Chicago this week, and any week, will find the city bursting with activities for every taste. If you crave spectacular city views, catch the 90-Minute Architecture River Tour today, August 3rd, at 5 p.m.—these tours, run daily through October, put you right on the water for tales from Chicago’s architectural legacy, all while floating past Wacker Drive’s famous skyline. Tripadvisor reviewers insist this boat ride is “a must do,” equal parts beautiful and fascinating. If you prefer your river adventure with a spin, consider joining the Chicago: Bikes, Bites, and...

Celebrate an unforgettable summer week in Chicago—where live music pulses, baseballs fly over historic fields, creativity explodes in galleries, and the best bites are just a neighborhood away. Today, listeners can dive straight into the city’s heart by hitting Grant Park for Lollapalooza, Chicago’s iconic music festival running this weekend with Olivia Rodrigo, Tyler, the Creator, Luke Combs, Twice, and more than 170 other acts lighting up the stages through August 4, 2025, noon to 11:30 p.m. daily. The electric mix of local, national, and global talent offers a must-see experience whether you’re a festival regular or discovering the scene fo...

Chicago in August brings a whirlwind of energy, and there’s no shortage of fun or unique things for listeners to explore this week and beyond. Music lovers should head straight for Grant Park, where Lollapalooza Chicago 2025 is electrifying the city from August 1 through August 3 with headliners like Olivia Rodrigo, Tyler, the Creator, and Korn. Over 170 acts perform across nine stages, mixing local favorites with global stars and making it the Midwest’s iconic summer festival. Live music gets even more local at CatJam Chicago on the Wild Mile, where acoustic musicians gather for lively, all-ages open jams right along the...

This week in Chicago, the city sparkles with unique experiences for adventurous tourists and curious locals alike. Dive into Chicago’s energetic sports scene by catching international soccer at Soldier Field with the Premier League Summer Series. Or, for classic American fun, root for the Chicago White Sox as they take on the Philadelphia Phillies at Guaranteed Rate Field—the series wraps up July 30. If you love the water, escape the bustle by hopping aboard the Chicago Skyline Sail, available daily through September 28. Glide along Lake Michigan’s waves while you soak in epic city views from Tall Ship Windy at Nav...

Listeners planning to experience Chicago this week are in for a treat, as the city comes alive with a mix of big attractions, hot events, and unique local gems that will entertain, inspire, and surprise. Today, July 27, 2025, basketball fans can catch history as the Chicago Sky and Indiana Fever tip off at the United Center at 2 p.m.—the first time ever the WNBA takes over the legendary venue. Expect a buzzing crowd as stars like Angel Reese and Caitlin Clark square off, making this a landmark moment for women’s sports in Chicago, as highlighted by the United Center’s offi...

Chicago listeners, get ready for an unforgettable experience in the Windy City—packed with music, art, sports, outdoor fun, culture, and downright amazing food. For something unique this weekend, the Chinatown Summer Fair kicks off July 26 and 27 on Wentworth Avenue. This festival is famed for its dazzling lion dance, live Asian performances, kung fu demos, street food, art vendors, and a real neighborhood buzz. Admission is free, and the event is perfect for families.

If live sports are your thing, Guaranteed Rate Field is the battleground for the Chicago White Sox and Chicago Cubs rivalry on July 26 at 6:10 p...

Listeners in Chicago this weekend can dive right into a packed lineup of fun, culture, entertainment, outdoor adventure, and mouthwatering eats. For those seeking iconic Chicago experiences, start by gliding along the Chicago River on a 90-Minute Architecture River Tour, running daily and offering spectacular city views and stories behind legendary skyscrapers. Tonight, the Summer Cruise departs at 5 pm for an expert-led journey through the city’s renowned skyline. Over at Navy Pier, make your night sparkle with the free Summer Fireworks display on Saturday at 10 pm, a summertime Chicago ritual offering unforgettable moments over Lake Michigan.

If mu...

Listeners planning an adventure in Chicago this week are in for a treat with a city that’s bursting with music, sports, art, outdoor fun, culture, and unforgettable eats. Starting with something unique, Chicago’s Wild Mile offers guided walking tours along a floating eco-park on the North Branch of the Chicago River, where guides share insights into the river’s evolving ecology and restoration efforts—an interactive urban outdoor experience open to all, with public tours each Sunday and special morning yoga sessions on floating docks offered by Urban Rivers.

Art lovers can marvel at the Art Institut...

Chicago bursts with fun, entertainment, and unique adventures any week, and this week is no exception. The World Fair US currently brings global flavor straight to SeatGeek Stadium through July 28, giving listeners the chance to feast on biryani from Pakistan, see dazzling mariachi bands, shop Spanish ceramics, and explore over 80 countries’ music, art, and cuisine. This sprawling international festival is open today from 3 to 10 p.m., making it a perfect day or night adventure for explorers and families alike, according to Choose Chicago.

Tonight, legendary jam band Phish continues their Summer Tour at United Center in the West Lo...

Chicago listeners have plenty of ways to experience the best of the city, from legendary art to energetic music festivals, major league sports, world-class architecture, and culinary adventures that range from deep-dish pies to international feasts.

If you love live music, the United Center is hosting Phish July 18, 19, and 20—expect three nights packed with improvisational jams and energetic crowds. Also at the United Center, WNBA history will be made as the Chicago Sky face Indiana Fever on July 27 for one of the first-ever women’s league games at this iconic arena, a must for sports fans and supporters of w...

Chicago bursts with energy and endless opportunity for adventure this week, mixing bucket-list classics with rare, unforgettable events. At SeatGeek Stadium, World Fair US is transforming the city into a lively global village through July 28. Stroll six sprawling pavilions that spotlight culture, food, and music from over 80 nations. Savor Pakistani biryani, shop artisan Ghanaian baskets, or dance to mariachi bands from Mexico—all in one spot. Those craving new sounds should check out the free “Live on the Lake!” concert series at Navy Pier’s Beer Garden, happening all weekend for the perfect waterside vibe. The iconic Navy Pier also lights u...

Listeners looking for a fun, entertaining, and truly unique visit to Chicago are in for a treat this week and all year round. For those in town right now, the World Fair US is taking over SeatGeek Stadium through July 28. This massive international festival brings together over 80 countries, treating guests to live music, global dance, crafts, cuisine, and fashion every day. It’s the perfect spot to savor biryani from Pakistan, admire ceramics from Spain, or dance along with a mariachi band from Mexico, all without leaving the city, as described by Choose Chicago.

Music lovers should head to...

Listeners, Chicago in July offers a mix of legendary attractions, neighborhood festivals, and unique activities for every traveler’s taste. For those looking to dive into live music this weekend, Navy Pier’s Live on the Lake! concert series brings free live bands lakeside in the Beer Garden every weekend through September. This Saturday, July 12, the celebration starts at 4:30 pm—an ideal spot to watch the sun set across Lake Michigan while enjoying top local and touring acts, and the city’s fireworks over the water later in the evening, according to Navy Pier’s official events schedule.

Sports fan...

Listeners, Chicago pulses with energy no matter the season, but this week the city is especially alive with experiences that blend culture, music, sports, and outdoor adventure. Right now, SeatGeek Stadium is hosting World Fair US through July 28. This international festival brings together the cultures of 80 countries, offering global cuisines, handmade crafts, live music, and dance. Visitors can sample biryani from Pakistan, enjoy Spanish ceramics, sway to mariachi bands, or browse artisan finds from Ghana—without leaving the city. Tickets are $17, and the event runs daily, making it a can't-miss for families or anyone eager for a taste of the wo...

Chicago pulses with energy every July, offering unique adventures that stretch from its world-famous lakefront to its hidden neighborhood corners. Visitors arriving this week can dive right into Chicago’s vibrant summer calendar and classic attractions, while also uncovering lesser-known gems beloved by locals.

Music fans and food lovers won’t want to miss the Windy City Smokeout, running at the United Center through Sunday. This four-day festival combines elite barbecue from across the country with performances by Bailey Zimmerman, Koe Wetzel, Old Dominion, Kane Brown, Jon Pardi, and many more. According to ABC7 Chicago, the event is sold...

Listeners heading to Chicago this week are in for an energetic mix of classic attractions, live events, and authentic local experiences. One of the most iconic ways to kick off your stay is with an architecture river cruise. According to My Guide Chicago, cruises run daily and offer an ever-popular, engaging introduction to Chicago’s skyline and stories as you glide along the river downtown. If you’re looking to combine scenery with some family fun, there’s also a 45-minute family-friendly version available.

Craving outdoor adventure with a slice of city history? Millennium Park continues to be a magn...

Chicago bursts with riveting experiences for visitors seeking fun, entertainment, and unique adventures this July. Anyone arriving this week will find the city especially lively, with exhilarating events, musical highlights, immersive cultural fests, and sports action everywhere.

Start with this weekend’s skyline sail aboard Tall Ship Windy. Departing daily from Navy Pier, the cruise glides along Lake Michigan’s waters and delivers unmatched city views, wind in your hair, and a chance to leave the city hustle behind. On land, the legendary Navy Pier itself tempts with its Centennial Wheel, outdoor concerts, and bustling eateries.

Live...

Listeners exploring Chicago this summer are in for a city pulsing with energy, local pride, and a roster of one-of-a-kind experiences. This week especially, the buzz is palpable as Chicago celebrates the Fourth of July weekend and kicks off the heart of its summer event calendar.

The city’s most iconic spectacle tonight is the Navy Pier fireworks display at 10 p.m., an annual tradition set to patriotic music and visible from the pier, beaches, rooftop bars, or by booking a boat cruise for front-row seats, as highlighted by Choose Chicago. Navy Pier itself isn’t just for the...

Listeners looking for unforgettable things to do in Chicago this week are in for a treat. The Independence Day weekend brings extra excitement, starting with the iconic Navy Pier fireworks on Saturday, July 5 at 10 p.m. This annual event lights up Lake Michigan’s shoreline, complete with patriotic music, and the spectacle can be enjoyed from Navy Pier, the adjacent beaches and parks, or even aboard a boat cruise for a truly front-row experience. Navy Pier itself offers a playground of delights: ride the famous Centennial Wheel, check out the immersive FlyOver Chicago experience, relax in rooftop bars and beer ga...

If you're in Chicago this week, consider catching a thrilling baseball game between the Chicago Cubs and the Cleveland Guardians at Wrigley Field on July 2 and 3. Wrigleyville offers a lively atmosphere with its historic field and vibrant bars and restaurants.

For a unique outdoor experience, visit the Wild Mile, where you can explore native plant species on a guided tour. This area is also known for its fishing opportunities, with monthly events allowing visitors to catch a variety of fish species.

Chicago is renowned for its architecture, and taking a 90-minute architecture river tour is a...

Listeners headed to Chicago this week are in for a vibrant mix of classic landmarks, live music, sports thrills, eye-catching art, and hidden gems that make the city a true summer playground. Today, catch the Chicago White Sox facing the San Francisco Giants at Guaranteed Rate Field, game time 1:10 pm, a quintessential Windy City sports experience. At the same time, the city’s beloved outdoor pools are now open, so those looking to cool off can take a dip at one of Chicago Park District’s dozens of pools, a local favorite during warm weather.

Millennium Park continues to b...

Chicago, a city renowned for its vibrant culture, rich history, and diverse entertainment options, offers a plethora of activities that cater to all interests. For tourists and locals alike, here are some fun, entertaining, and unique things to do in this dynamic city.

If you are in Chicago on June 21, 2025, you might want to check out the Winnetka Music Festival, which kicks off at 4:00 PM. This event promises a day of music, making it a great way to spend your afternoon. Alternatively, if you're a fan of rock music, Queens of the Stone Age will be performing at...

Chicago, a city known for its vibrant culture, rich history, and diverse entertainment options, offers a plethora of activities that cater to all interests. Whether you are a music enthusiast, an art lover, a sports fan, or someone who enjoys outdoor adventures and unique cultural experiences, Chicago has something for everyone.

For music lovers, the Millennium Park Music Series is a must-attend, featuring free outdoor concerts with top local and touring acts set against the stunning backdrop of the city skyline. This series runs throughout the summer, providing numerous opportunities to enjoy live music in a beautiful setting.<...

Chicago, a city renowned for its vibrant culture, stunning architecture, and diverse entertainment options, offers a plethora of activities that cater to all interests. For tourists and locals alike, here are some fun, entertaining, and unique things to do in this dynamic city.

To start your Chicago adventure, consider taking a guided architecture cruise on the Chicago River. You can choose from a 1.5-hour guided architecture cruise or a 45-minute family-friendly version, both of which provide a unique perspective on the city's iconic skyline and architectural landmarks[1][4].

For outdoor enthusiasts, June is an excellent time to...

Chicago, a city known for its vibrant culture, stunning architecture, and diverse entertainment options, offers a plethora of activities that cater to all interests. Whether you are a music enthusiast, an art lover, an outdoor adventurer, or a foodie, Chicago has something for everyone.

For those interested in music, the city is hosting several events in May 2025. Starting May 23, 2025, Navy Pier will feature "Live on the Lake!", an outdoor live music series that takes place every weekend. This is a great opportunity to enjoy music by the lake while taking in the beautiful views of the city skyline...

Chicago, known for its vibrant culture, rich history, and stunning architecture, offers a plethora of activities that cater to all interests and ages. As you plan your visit, here are some fun, entertaining, and unique things to do in this magnificent city.

For architecture enthusiasts, taking an architecture river cruise is a must. These cruises, such as the 1.5-Hour Guided Architecture Cruise, provide a detailed look at Chicago's iconic skyline and historic buildings. You can also opt for a combination river and lake cruise to enjoy both the architectural marvels and the city's skyline from a different perspective.<...

Chicago, known for its vibrant culture, rich history, and stunning architecture, offers a plethora of activities that cater to all interests and preferences. For visitors looking to explore the city in May 2025, here are some exciting and unique things to do.

To start your day, consider taking an Architecture River Cruise, a 45-minute or 1.5-hour guided tour that highlights Chicago's iconic architectural landmarks along the Chicago River. This cruise is not only educational but also provides a unique perspective on the city's skyline[1][5].

For those interested in music, attend a Candlelight Concert, a series of intimate...