Chicago is an exciting, dynamic place, and while there's plenty to explore within the city itself, there's also much to experience beyond its borders. Here are a few recommended spots for perfect weekend breaks in Chicago and the surrounding areas.
Weekend breaks in Illinois

Starved Rock State Park
Starved Rock State Park is just a two-hour drive away from Chicago. You can explore the area's canyons and waterfalls, and keep an eye out for wildlife like deer, otters, and eagles. Depending on the season, various activities are available, including cross-country skiing, horseback riding, and canoeing.
Galena
Galena is three hours west of Chicago. Located in the countryside of Illinois, this quaint town is popular with Chicago residents looking for a weekend escape from the hustle and bustle of city life. There are plenty of interesting historical sites to explore, or you can simply enjoy spending some time in the outdoors.
Springfield
Springfield is the capital of Illinois and is three and a half hours away from Chicago by road. Notably, Springfield is the birthplace of one of the most famous US citizens, Abraham Lincoln. The main attractions include historical and government sites, such as Lincoln's home and tomb, the Illinois State Capitol, and the Dana-Thomas House.
Weekend breaks in Wisconsin
Milwaukee
Milwaukee is less than two hours' drive north of Chicago. The Old World European style has strongly influenced the city, and you can still feel it in the atmosphere. Milwaukee is mainly known for its breweries, but you'll also want to take in the parks, lakes, fantastic restaurants, and the Milwaukee County Zoo.
Wisconsin Dells
Wisconsin Dells is about three hours away from Chicago and an ideal weekend getaway for the whole family. You can experience plenty of fun and sun at the city's over 20 water parks. It's also the perfect place to enjoy the Labor Day weekend, just before kids go back to school in September.