The Best Day Trips from Chicago: Escape the City for a Day Tickets & Tours & Informataion April 2025

The Best Day Trips from Chicago: Escape the City for a Day

While Chicago has plenty to explore, a quick getaway can offer a refreshing change of pace. From charming small towns to scenic outdoor retreats, the region surrounding Chicago is full of exciting destinations. Whether you seek history, nature, or relaxation, these top day trips are perfect for a short escape.

1. Milwaukee: A Vibrant Lakeside Escape

Just 90 minutes north, Milwaukee is a city of breweries, culture, and waterfront views. Visit the Milwaukee Art Museum, stroll along the Riverwalk, or take a brewery tour at Lakefront Brewery. Don’t forget to try local cheese curds and explore the historic Third Ward for unique shops and dining.

2. Starved Rock State Park: A Nature Lover’s Paradise

For breathtaking landscapes, head to Starved Rock State Park, just two hours from Chicago. With waterfalls, scenic canyons, and 13 miles of hiking trails, it’s a perfect spot for outdoor enthusiasts. Visit in the fall for stunning foliage or in winter to see frozen waterfalls and bald eagles.

3. Galena: A Step Back in Time

Galena, a historic town three hours from Chicago, is filled with 19th-century charm. Explore the well-preserved architecture, visit Ulysses S. Grant’s home, and browse the town’s unique boutiques. Enjoy wine tastings at local vineyards or relax with a scenic hot air balloon ride over the countryside.

4. Indiana Dunes: Beach and Adventure Combined

If you crave sun and sand, Indiana Dunes National Park is just an hour away. With beautiful beaches along Lake Michigan, hiking trails, and diverse wildlife, it’s a great spot for outdoor activities. Climb the dunes for panoramic views or relax by the water for a peaceful retreat.

5. Oak Park: Frank Lloyd Wright’s Architectural Legacy

Just a short drive from downtown Chicago, Oak Park is a haven for architecture lovers. Tour Frank Lloyd Wright’s Home and Studio, where he designed many iconic buildings. Walk along Forest Avenue to see stunning Prairie-style homes or visit the birthplace of literary legend Ernest Hemingway.