1060 W Addison St, Chicago, IL 60613
Famous for its ivy-covered outfield walls, this iconic 1914 ballpark has been home to the Cubs since 1916 and offers tours from March through the end of the baseball season.
2301 S King Dr, Chicago, IL 60616
The most leviathan convention center in North America is, fittingly, home to the most gargantuan gatherings in the automotive, home and restaurant industries.
233 S Wacker Dr, Chicago, IL 60606
At 108 stories, the former Sears Tower is North America’s second tallest building and home to the world-famous skydeck and glass-box ledge
201 E Randolph St, Chicago, IL 60602
This out-sized public art venue in Grant Park features Anish Kapoor’s hyper-reflective Cloud Gate and the Frank Gehry-designed Jay Pritzker Music Pavilion as its centerpiece.
600 E Grand Ave, Chicago, IL 60611
Re-envisioned as it approaches its centennial year, Chicago’s 50-acre lakefront playground of promenades, eateries and attractions is home to a 15-story Ferris wheel landmark.
John Hancock Center
875 N Michigan Ave, Chicago, IL 60611
You’ll revel in all 360 degrees of Chicago atop this 1970 Skidmore Owings and Merrill X-braced glass and steel creation.
The Second City Comedy and Improv Theater
1616 N Wells St, Chicago, IL 60614
What more can one say about this most influential sketch and improv comedy mecca? Surely you’ll come up with something, whether you hit a show or hone your own skills at a workshop.
Museum of Contemporary Art
220 E Chicago Ave, Chicago, IL 60611
One of the nation’s largest facilities devoted to the art of our time, MCA offers thought-provoking exhibitions in painting, sculpture, photography, video, film and more.
Chicago’s central business district features many of the city’s key attractions and nighlife, including Millennium Park, Grant Park, the Art Institute, Chicago Symphony
1901 W Madison St, Chicago, IL 60612
Home to the Bulls and the Blackhawks, the largest arena in the United States also plays host to the most popular entertainers of our time.
U.S. Cellular Field
333 W 35th St, Chicago, IL 60616
Guaranteed Rate Field, Home of the Chicago White Sox on the southside of the Windy City.
Oak Street Beach
Let Thompson prepare a beach picnic and head out for swimming, volleyball, bike rentals and a spectacular view of the city skyline at this popular summer hotspot in our Gold Coast neighborhood
Chicago Art Institute
111 S Michigan Ave, Chicago, IL 60603
This truly “encyclopedic” museum located in Chicago’s Grant Park features a startling galaxy of iconic works in its permanent collection.
Charnley-Perksy House Museum
1365 N Astor St, Chicago, IL 60610
Here in our Gold Coast neighborhood, this 1892 collaboration by Frank Lloyd Wright and his mentor Louis Sullivan stands as a pivotal architectural work with a soaring atrium and sinuous design detail.
IO Chicago Comedy Club
2533, 1501 N Kingsbury St, Chicago, IL 60642
Something’s happening here every night at this “flashpoint of comic creativity” where Mike Myers, Chris Farley, Tina Fey and many more stars
Thompson knows Chicago is home to more than 200 small, critically acclaimed theatre companies, as well as frequent touring Broadway shows.
Lincoln Park Zoo
2001 N Clark St, Chicago, IL 60614
Founded in 1868, Lincoln Park Zoo is a free, family-oriented wildlife experience set in a verdant park adjacent to one of Chicago’s most vibrant neighborhoods.