Top 17 Exciting Day Trips from Chicago | Go Travel Daily

Top 17 Exciting Day Trips from Chicago

17 Easy Day Trips from Chicago

Chicago boasts an array of cloud-poking towers, vibrant live music venues, and world-class museums, perfect for an extended stay. However, just beyond the city, you can experience incredible outdoor adventures, explore scenic parks, and indulge in wine tasting at charming wineries. Here are 17 day trips, each under three hours from Chicago.

1.5 Hours Away or Less:

1. Encounter the Thought-Provoking Illinois Holocaust Museum

Travel Time: 25 Minutes

The Illinois Holocaust Museum is the third-largest in the world, featuring a haunting Nazi-era rail car alongside powerful survivor narratives. This cultural gem also highlights exhibitions on genocides in various countries, offering profound insights.

2. Explore Evanston, One of the Top College Towns in the US

Travel Time: 40 Minutes

Evanston is a lakefront town filled with beautiful architecture, artisan shops, and inviting cafes. Don’t miss the Baha’i House of Worship, an architecturally stunning temple featuring peaceful gardens. Rent a kayak or paddleboard to experience the beauty of Lake Michigan.

The Baha’i House of Worship is a beautifully designed temple in Evanston. Matt Frankel/Getty Images

3. Shop Local in Andersonville

Travel Time: 25 Minutes

On Chicago’s north side, Andersonville is known for its artistic environment and diverse food scene. Explore independently-owned shops and intriguing museums that showcase the area’s cultural heritage.

4. See the Home of Modernist Architecture in Oak Park

Travel Time: 45 Minutes

Architect Frank Lloyd Wright’s influence permeates Oak Park, where you can tour his home and unique designs. This suburb is also the birthplace of writer Ernest Hemingway, whose childhood home offers insight into his remarkable life.

5. Visit Iconic Film Locations in the North Shore Neighborhoods

Travel Time: 1 Hour

Fans of the film Home Alone can visit the famous McCallister residence in Winnetka, where picturesque settings enhance the nostalgic experience. The North Shore also boasts natural parks ideal for hiking and wildlife viewing.

6. Spot Prairie Bison Near Historic Joliet

Travel Time: 1 Hour 20 Minutes

History buffs will enjoy Joliet’s vibrant music scene and the famous Rialto Square Theater. Just south lies Midewin National Tallgrass Prairie, where you can view a herd of bison among the vast prairies.

Not far from Chicago but a world away, enjoy the sunset on the shore of Lake Michigan in the Indiana Dunes. Daniel A. Leifheit/Getty Images

7. Get into Nature at Indiana Dunes National Park

Travel Time: 1 Hour 30 Minutes

The Indiana Dunes National Park is home to stunning landscapes filled with marshes, beaches, and woodlands. Enjoy trails that lead to breathtaking vistas, perfect for hiking and biking enthusiasts.

8. Admire Harleys and Artwork in Milwaukee

Travel Time: 1 Hour 30 Minutes

Milwaukee, Wisconsin’s largest city, is known for its rich Harley-Davidson culture. Visit the Harley-Davidson Museum and the Milwaukee Art Museum for a well-rounded day of art and history.

9. Tour the Lakeside Hamlets of Harbor Country

Travel Time: 1 Hour 30 Minutes

Just a short drive over the Michigan border lies Harbor Country, a serene collection of lakeside towns perfect for quaint getaways. Enjoy beautiful beaches, artisan shops, and outdoor adventures.

10. Walk a Section of the 21-Mile Geneva Lake Shore Path

Travel Time: 1 Hour 30 Minutes

Geneva Lake is a historic retreat for city dwellers. The Lake Shore Path provides scenic views of the area’s stunning architecture and nature, making it an ideal destination for leisurely walks.

11. Enjoy Family-Friendly Fun in Naperville

Travel Time: 1 Hour 30 Minutes

Naperville combines charm with urban energy. The lively Riverwalk is a must-see, lined with shops, parks, and fountains, perfect for families to explore together.

2 to 3 Hours Away:

12. Discover Outdoor Adventures in La Salle County

Travel Time: 2 Hours

La Salle County features beautiful state parks like Starved Rock, known for its stunning landscapes and history. Explore diverse trails and enjoy activities across these natural treasures.

13. Experience the “City of Gardens” in Rockford

Travel Time: 2 Hours

Rockford offers a blend of nature and culture, with stunning gardens and art installations. The Anderson Japanese Gardens are a highlight, perfect for peaceful strolls.

14. Show Some School Spirit in South Bend, Indiana

Travel Time: 2 Hours

Home to the University of Notre Dame, South Bend is rich with traditions and landmarks like the Golden Dome. The surrounding community provides numerous free activities to explore.

15. Savor the Simple Life in Shipshewana, Indiana

Travel Time: 2 Hours 30 Minutes

Shipshewana captures the heart of Indiana’s Amish culture, inviting visitors to discover traditional crafts, incredible food, and scenic countryside.

3 Hours Away or More:

16. Celebrate Dutch Culture in Holland, Michigan

Travel Time: 3 Hours

Holland dazzles visitors with its vibrant tulip fields, classic architecture, and rich heritage. Biking and exploring local shops are great ways to experience this enchanting town.

17. Spend a Day (or More) Exploring Madison, Wisconsin

Travel Time: 3 Hours

Madison is brimming with cultural attractions, parks, and delicious eateries, inviting travelers to turn a day trip into an extended getaway.

Whether you are looking for outdoor adventures or cultural experiences, these day trips provide something for everyone just a short drive from Chicago with GoTravelDaily.

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