Of course, no list of weekend getaway destinations in Illinois would be complete without mentioning the great city of Chicago. Located in the northeast region of the state, Chicago is a wonderful year-around destination packed with incredible restaurants, museums, cultural performances, comedy shows, and family-friendly hotels. Top attractions among tourists include Navy Pier, Grant Park, Millennium Park, and the architectural tours via boat. However, this is also a city of many diverse neighborhoods just waiting to be explored too. Take a walk down the streets of Pilsen, Bucktown, Andersonville, or Logan Square for example to get a sense of how the locals life and thrive here. It’s also fun to catch a live improv comedy show at Second City, go for a jog on the Lakeshore Path, and sample craft beers at the city’s many breweries while you’re in town for the weekend. The city really comes alive in the summer with so many festivals happening that it’s difficult to choose which one to check out!