The Most Popular Things to See and Do in Chicago

Chicago may have been a "toddling" town when Sinatra visited in the mid-20th century, but it has developed into a world class grown up full of music, art, food, culture and sports. Wherever your interests lie, the city offers memorable things for you to see and do. The city’s excellent public transit system, Divvy bike share program, and accessible lakefront trail make it easy to get from one part of Chicago to the other.

Millennium Park is one of the most extraordinary public spaces in the world. The Art Institute is home to one of the best and most diverse art collections on the planet. Since cold, gray Chicago winters can test tourists, the best time to visit may be in the spring, summer and fall. That way you can see some attractions nd get the lay of the land by boat. The Chicago Architecture Foundation’s River Cruise takes visitors along the Chicago River while knowledgeable docents share the history of Chicago, its architecture and how it became one of the world's most important metro areas. Visit 360 Chicago on a clear day to see the spectacular architecture and shoreline from the 94th floor of the John Hancock Building with a tilting glass lookout 1000 ft. up.

Using Chicago’s Lakefront Trail, it’s possible to stop along the route and view the Monet paintings at The Art Institute or take a picture with The Bean at Millennium Park.

Don't leave without seeing a show at Second City, the same comedy troupe that launched the careers of comedians including Steve Carell, Stephen Colbert, Tina Fey and many other successful comedic talents. 



An ape house, birdhouse and a working model of a five-acre Midwestern farm are just a few examples of what makes this zoo special. Founded in 1868 and known as America's oldest free public zoo, the Lincoln Park Zoo still manages to charge no...  Read More



The only Chicagoans you'll run into at Navy Pier are the employees but out-of-towners and suburbanites seem to love the downtown pier that extends into Lake Michigan. Once used by the military, it's now Chicago's largest tourist attraction. You...  Read More



A highlight of any trip to Chicago, this museum is home to one of the best and most diverse art collections in the world. People are drawn first to the vast Impressionist collection, including the world's largest group of Monet paintings. But...  Read More



Even rocket scientists have a hard time envisioning the size and composition of the ever-expanding universe, so imagine the task for kids who get space info from Pixar. The Adler Planetarium & Astronomy Museum, the nation's very first...  Read More



After 40 seconds in the John Hancock Building's elevator, visitors are transported 1,000 feet above the city and to 360 CHICAGO Observation Deck on the 94th floor. From there, Chicago's third-largest building offers views that stretch out to 80...  Read More

Wrigley Field


This century-old ballpark is home to the Chicago Cubs, who finally paid back diehard fans with a World Series win in 2016 (the previous one was in 1908). The party neighborhood around it is known as "Wrigleyville," full of restaurants and bars....  Read More

Second City
Photo courtesy of Photo courtesy of Choose Chicago


Who doesn't need a few laughs during the cultural chaos that is life in the USA? The world's premier comedy theatre and school of improvisation, Second City, pokes fun at boomers, millennials, media, and the *&%#@! going on in DC. Everyone...  Read More

Chicago Architecture Foundation River Cruise
Photo courtesy of Photo courtesy of Choose Chicago


Seeing Chicago's architectural stunners from the decks of a river cruiser is a must for both locals and visitors. One of the city's most unique tours, the CAF River Cruise takes visitors along the north and south shores of the lake in about an...  Read More

Chicago Lakefront Trail
Photo courtesy of Photo by Jamie Bartosch


Located east of Lake Shore Drive, the Lakefront Trail is an 18.5 mile linear path that stretches from the far north part of the city to the south side. Neighborhoods dot the path as well as notable cultural landmarks including the Museum of...  Read More



Millennium Park is one of the most extraordinary public spaces in the world. More than a park, it is a breathtaking showcase for the visual and performing arts and a permanent homage to the vitality and creativity of this world-class city. The...  Read More


Meet Jacky Runice

Born in Bucktown when bulletproof was a home safety choice and not a coffee order, Jacky Runice has been knocking around Chicago as a professional print, online and broadcast journalist and...  More About Jacky