Looking for a quick escape from the hustle and bustle of the Windy City? Whether you're planning a family outing, a team-building day for your company, or a weekend adventure with friends, there's no better way for group travel than with a private bus rental in Chicago. And if you’re wondering what to visit on a day trip outside Chicago, then no worries as we’ve got you covered. We’ve gathered some of the most notable spots worth visiting in a day.
Distance from Chicago: ~1.5 hours
Perfect for: Nature lovers, photographers, hikers
Starved Rock is often overlooked in favor of more popular national parks, but those in the know cherish it for its beauty. Boasting 13 miles of trails, dramatic canyons, waterfalls, and incredible bluff-top views of the Illinois River, this state park is a year-round stunner. In spring and early summer, the waterfalls are at their most photogenic.
Insider tip: Book a ranger-guided hike or visit the Starved Rock Lodge for a cozy lunch.
Distance from Chicago: ~1.5 hours
Perfect for: Couples, families, luxury seekers
Known mostly for summer homes and lakeside mansions, Lake Geneva has more charm than most realize. Take a scenic cruise, explore the Geneva Lake Shore Path (a 26-mile trail with views of historic estates), or spend the afternoon wine tasting and shopping in the quaint downtown.
Hidden gem: The Black Point Estate—a preserved 19th-century mansion accessible only by boat. Be sure to check the work hours before heading there.
Distance from Chicago: ~1 hour 45 minutes
Perfect for: Peace seekers, cultural enthusiasts, design lovers
Step into serenity at the Anderson Japanese Gardens, widely considered one of the best Japanese gardens in North America. The immaculate design and calming atmosphere make it a true oasis. Perfect for a tranquil afternoon stroll or group yoga session.
What to do: Stop at the garden café for a light meal, then browse the on-site gift shop for Japanese-inspired crafts.
Distance from Chicago: ~1.5 hours
Perfect for: Beach-goers, foodies, wine lovers
Don’t underestimate Michigan’s beach towns! New Buffalo is a picturesque harbor town along Lake Michigan that offers beautiful sandy beaches, charming boutiques, and excellent dining. It’s also close to the Lake Michigan Shore Wine Trail, which features over a dozen wineries.
Foodie favorite: Don’t miss the delicious menu at Redamak’s or a lakeside dinner at The Stray Dog.
Distance from Chicago: ~1 hour
Perfect for: Adventurers, beach lovers, bird watchers
This national park might be new on your radar, having received official designation only recently. It’s got miles of pristine beaches, rugged dunes, and rich biodiversity. The hiking trails are some of the best in the Midwest, and the park is great for spotting migratory birds.
Pro tip: Pack a picnic and bring binoculars—this is a bird-watcher’s paradise.
Distance from Chicago: ~2 hours
Perfect for: History buffs, offbeat explorers
Yes, Elkhart! This small town in Indiana might sound like an odd choice, but it’s full of quirky charm. Visit the RV/MH Hall of Fame to explore the history of American road travel or check out the National New York Central Railroad Museum.
Why it’s cool: You get a slice of Americana most tourists miss—and some seriously unique photo ops.
Distance from Chicago: ~1.5 hours
Perfect for: Art lovers, antique hunters, relaxed explorers
Ottawa is a cozy river town known for its vibrant street art, antique shops, and historic charm. Walk the self-guided mural tour, explore the Ottawa Farmers and Makers Market (seasonal), or just enjoy the slow pace and friendly vibe.
Don’t miss: Tangled Roots Brewery for craft beer and hearty food in a historic building.
Distance from Chicago: ~2.5 hours
Perfect for: History buffs, paranormal fans, architecture lovers
Okay, this one’s just beyond a day trip, but it's worth the drive. Galena is a beautifully preserved 19th-century town packed with haunted history, boutique shops, and Victorian architecture. If your group is up for a night away, this could be your most unforgettable trip.
Highlight: Book a ghost tour for some spine-tingling stories and a deeper look into the town’s past.
Distance from Chicago: ~45 minutes
Perfect for: Families, military history enthusiasts, gardeners
Just outside the city, Cantigny offers lush formal gardens, interactive kids’ areas, and a fantastic First Division Museum highlighting the U.S. Army's history. Great for school trips or family outings.
Top activity: Let kids climb on real military tanks, then relax in the rose garden with a picnic.
Distance from Chicago: ~1.5 hours
Perfect for: Architecture lovers, foodies, shopping enthusiasts
Milwaukee might be known for beer, but its Historic Third Ward is a true gem. This artsy district is packed with galleries, the Milwaukee Public Market, local fashion, and cool loft-style buildings. It’s got Chicago-style energy without the crowds.
Must-do: Grab lunch at the market and browse the indie boutiques and art studios.
From tranquil gardens to sandy beaches, historic towns to thrilling hikes, there’s a whole world waiting just outside the city. With a reliable bus rental in Chicago, you and your group can explore these hidden gems in comfort and style—no GPS stress, parking battles, or road trip fatigue. So pack a bag, grab your crew, and hit the road. The perfect day trip is just a short ride away.
