4 Best Michigan Day Trips From Chicago To Escape the Windy City This Summer

Escape the Windy City this summer and explore one of these Michigan day trips from Chicago.

Whether you’re looking for outdoor adventures, a chance to stroll a small town street, or immersive historical museums, steal our itinerary for a full-day getaway near Chicago.

South Haven

South Haven is best known for its sandy beaches on Lake Michigan, making them a must-add to any summer day trip. South Haven boasts seven public beaches, but we recommend visiting the quieter Oak Street Beach for a less-crowded experience.

Catch a Wave & Soak Up the Sun

One of the best perks about a day trip from Chicago to Kalamazoo, Michigan, is that you don’t need a vehicle! Just jump on the Amtrack commuter train for a two-hour ride into the heart of downtown Kalamazoo.


Just a few blocks from the Kalamazoo Amtrak station, the Kalamazoo Valley Museum has science and history exhibits that will capture the imaginations of every member of your traveling party.

Connect with History

While it might be best known for its Dutch roots and culture, there is so much more to do in Holland than just attending its annual Tulip Time Festival. This Lake Michigan beach town is full of activities and attractions, making it one of the best day trip ideas when you’re looking to escape the Windy City.


One of our favorite things about Michigan is its many state parks, and Holland State Park is one of the best. The Holland Dune Trail is a stunning out-and-back hike that offers breathtaking views of Lake Michigan, Big Red, and Lake Macatawa from the top of Mount Pisgah.

Hike the Dunes

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