Top Road Trips Near Chicago in a Luxury SUV: Travel Guide

When you live in the Chicago area, you don’t have to go far to find a perfect getaway. And if you’re behind the wheel of a luxury SUV, the trip itself becomes half the fun. Whether you’re after scenic views, small-town charm, or wide-open roads, here are some of the best road trips near Chicago that really shine when you’re driving something comfortable, spacious, and powerful.

1. Lake Geneva, Wisconsin (1.5 hours)

Lake Geneva is a classic escape for Chicagoans. The drive is short, but when you’ve got heated seats, a panoramic sunroof, and space for luggage, the ride feels effortless. Spend the day walking the lakeshore path, renting a boat, or enjoying dinner with a view.

2. Starved Rock State Park (2 hours)

Known for its waterfalls, canyons, and hiking trails, Starved Rock is a great outdoor adventure. A luxury SUV gives you the cargo space for hiking gear or picnic supplies, plus the ride comfort to make the drive as enjoyable as the destination.

3. Door County, Wisconsin (4.5 hours)

This one’s a longer trip, but worth every mile. Door County has wineries, beaches, and scenic drives that look especially good from a higher ride height. Adaptive cruise control and advanced driver assists in most luxury SUVs make the highway portion stress-free.

4. Galena, Illinois (3 hours)

Galena is full of historic charm, boutique shops, and great dining. The rolling hills leading into town are the kind of roads where a smooth, well-powered SUV really shines. It’s the perfect weekend trip for couples or families.

5. Indiana Dunes National Park (1 hour)

If you don’t want to go far, Indiana Dunes is close enough for a quick day trip. Park your SUV right by the beach, load up with beach gear in the spacious trunk, and enjoy lakefront views without the long haul.