Awesome Summer Road Trips Every Chicago Family Should Take

Find the best family summer getaways near Chicago with beaches, hikes, small towns and fun within 3 hours of the city.

Looking to escape the city this summer without the hassle of a long drive? These family-friendly summer getaways near Chicago are perfect for a quick road trip, whether you’re in the mood for beach days, nature hikes, charming small towns or splash-worthy adventures.

From scenic state parks in Illinois and Indiana to lakefront fun in Michigan and Wisconsin, we’ve rounded up the best summer destinations within a short drive from Chicago—ideal for families with kids of all ages.

Read more: Family Getaways a Short Drive from Chicago for Every Season

Family summer getaways near Chicago

Indiana Dunes National Park, Indiana

  • Distance: About 1 hour from Chicago

For Chicago families seeking thrilling adventures, you’ll love exploring Indiana Dunes National Park filled with rugged hiking trails along the sandy shores of Lake Michigan. Some kid-friendly trails include Calumet Dunes Trail, Bailly and Chellberg Trail Loop and West Beach Trails. Little ones will love to see the livestock at The Bailly Homestead and Chellberg Farm, representing a typical 1890-1910 Swedish and Northwestern farmstead.

Starved Rock State Park, Illinois

Starved Rock
Photo credit: Adam Alexander/Illinois Office of Tourism

  • Distance: About 1.5 hours from Chicago

If your family hasn’t been to Starved Rock yet, it’s time to move it to the top of the summer bucket list. With 18 breathtaking canyons, seasonal waterfalls and 13 miles of scenic hiking trails, this iconic state park offers plenty of natural beauty for all ages. Most paths are beginner-friendly, making it perfect for little explorers, but nearby Matthiessen State Park offers more rugged terrain if your crew is up for a challenge. For a full outdoor experience, consider booking a cabin and turning it into a weekend camping adventure.

Milwaukee, Wisconsin

Milwaukee Family Travel Guide
Photo credit: Nick Collura

  • Distance: About 1.5 hours from Chicago

Milwaukee‘s a great nearby city to explore with the entire family! Some kid-friendly attractions are Milwaukee County Zoo, Discovery World and Betty Brinn Children’s Museum. Check whether the Cubs or White Sox are playing the Milwaukee Brewers for a great sports day at American Family Field (while still rooting for Chicago!). You don’t want to miss out on their gorgeous lakefront that has the perfect pavements for strollers, scooters and bikes.

Lake Geneva, Wisconsin

Lake Geneva
Photo credit: Visit Lake Geneva

  • Distance: About 1.5 hours from Chicago

This classic summer lake town is always worth the visit for families with boating, ice cream shops, lake cruises and more. Walk around the scenic Shore Path for beautiful views of Gilded Age mansions or drive through to see animals up-close at Safari Lake Geneva. Don’t forgot to explore their quaint downtown filled with family-friendly restaurants and shops.

Saugatuck, Michigan

Saugatuck
Photo credit: Cheryl Eugenio

  • Distance: About 2.5 hours from Chicago

Enjoy summer the way it’s meant to be in the breezy beach town of Saugatuck! Splash around at the ever-popular Oval Beach, cruise across Kalamazoo Lake by boat or hop on a high-energy dune ride for unforgettable views. When you need a break from the sun, grab a bite at a family-friendly eatery or browse the charming downtown shops for souvenirs and sweet treats.

Galena, Illinois

Galena
Photo credit: Illinois Office of Tourism

  • Distance: About 3 hours from Chicago

Step back in time with a summer escape to Galena, a picturesque small town known for its 19th-century charm and rolling hills. You’ll find pieces of history by visiting Ulysses S. Grant’s home or taking a trolley tour through the scenic streets. Take a thrilling ride down Chestnut Mountain Resort’s Alpine Slide or catch majestic views at Thunder Bay Falls.

Fort Wayne, Indiana

Fort Wayne, Indiana
Photo credit: Mollie Shutt

  • Distance: About 3 hours from Chicago

Enjoy another city adventure not too far in Indiana! Fort Wayne is packed with kid-friendly attractions like the Fort Wayne Children’s Zoo, Science Central and Botanical Conservatory. You’ll have to make a stop at Promenade Park along the lakefront that includes an accessible playground, porch wings, tree canopy trail and lawn games.


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Katina Beniaris
Katina Beniaris
As audience development manager, Katina Beniaris digs into data to help the Chicago Parent team learn about our audiences and tailor better content for them. She has more than five years of experience in content creation.

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