Things To Do
Wrigley Field
Built in 1914, Wrigley Field has been the iconic home of the Chicago Cubs for over a century, and it's a must-visit for any sports or history lover. The surrounding Wrigleyville neighborhood is also perfect for bar hopping! Start with dueling pianos at Sluggers, catch some live country music at Old Crow, and wrap up the night with a whiskey nightcap at Mordecai. 🥃
The Second City
When people ask why I moved to Chicago, my answer is always the same: The Second City. Taking classes and graduating from the writing program was an unforgettable experience. This isn’t just a comedy club—it’s THE comedy club. It's the place where icons like Tina Fey, Bill Murray, Steve Carell, and so many more found their voice. The energy in that theater is electric, and every time I walk through the doors, I swear I get a little funnier.
Chicago River Boat Architecture Tours
This is our absolute favorite recommendation for out-of-town guests! If the weather’s nice, definitely check out this tour during your free time—you won’t regret it. And yes, there’s a bar...
Cloud Gate ( The Bean)
The Bean is a work of public art in the heart of Chicago. The sculpture, which is officially titled Cloud Gate, is one of the world’s largest permanent outdoor art installations. The monumental work was unveiled in 2004 and quickly became of the Chicago’s most iconic sights.
Mr. Beef
Love The Bear and craving a taste of classic Chicago? Head to this spot for an Italian beef sandwich must-try for fans of the show and anyone wanting the real Chicago food experience.