5 Fun Day Trips from Chicago: Quick Escapes for Every Type of Traveler
Chicago is an incredible city, but sometimes it’s nice to escape the hustle and bustle and experience something different for a day. Luckily, there are plenty of great day trip options within a short drive of the city.
Here is my list of 5 nearby spots to check out:
1. Starved Rock State Park – A Nature Lover’s Paradise
Distance: About 95 miles (1.5-hour drive)
Starved Rock is one of those places that makes you feel like you’ve left Illinois behind. If you're into hiking, this is a great place to go. There’s a trail for everyone, and the views & waterfalls are worth the effort. Plus, it’s perfect for a little peace and quiet in nature. Lace up your hiking boots and enjoy a day surrounded by beauty.
2. Lake Geneva, Wisconsin – Relax by the Lake
Distance: About 80 miles (1.5-hour drive)
Lake Geneva is your go-to spot if you're looking for something a little more chill. It’s a cute lakeside town with tons to do—boating, kayaking, shopping, or just lounging by the water. There’s also a handful of great restaurants and cafes, so you won’t go hungry. Spend the day cruising around the lake or exploring the local shops, then grab some ice cream and enjoy the view. You can also do the 21-mile Geneva Lake Shore Path where you're walking through the backyards of historic homes right along the lake if you’re looking for something a little more active (it was amazing).
3. Milwaukee, Wisconsin – A Foodie’s Day Out
Distance: About 90 miles (1.5-hour drive)
Milwaukee has some serious character and is an underrated day trip option. If you love good food and beer, you’ll have a blast here. The brewery scene is strong, so grab a cold one at a local spot. And let’s not forget the food—you’ll find everything from classic Wisconsin cheese curds to trendy farm-to-table joints. It’s a great spot to spend the day eating, drinking, and soaking up the city’s cool vibes.
4. Indiana Dunes National Park – Beach Meets Adventure
Distance: About 55 miles (1-hour drive)
If you’re thinking, "I need some beach time, but I also want to do something active," Indiana Dunes National Park is calling your name. The sandy beaches along Lake Michigan are perfect for a relaxing afternoon, but if you’re feeling adventurous, you can also explore the trails that wind through forests, wetlands, and—you guessed it—dunes. Just be on the lookout for tics, they are definitely everywhere here.
5. New Buffalo, Michigan – Peaceful Beach Vibes
Distance: About 70 miles (1.25-hour drive)
Want to relax on a quiet beach and sip some wine? Head to New Buffalo. It’s a peaceful little town on Lake Michigan with beautiful sandy beaches and a handful of wineries to explore. Spend your day soaking up the sun, sipping on local wine, and grabbing some fresh food at a nearby restaurant. It’s a perfect spot if you’re looking to unwind and get away from the noise for a bit.
So, there you have it! If you’re into hiking, chilling by the lake, or checking out a new city—these day trips from Chicago are great options. All you need to do is pick your favorite, hit the road, and enjoy a well-deserved break from the city.