Chicago Southland

Just 30 minutes beyond the city limits of Chicago rests the south/southwest suburbs known as Chicago Southland. Offering hundreds of festivals, 40,000 acres of luscious forestry, 600 holes of golf, iconic historic downtown shopping districts and some of the best restaurants, breweries & distilleries in the Chicagoland area.

Brimming with regional festivals, restaurants, attractions and hotels, Chicago Southland has much to offer. With the ease of accessibility of six interstates running through the region, close proximity to Chicago Airports and an abundance of commuter rail options, traveling to and around the region is quick and easy. Within a five-hour drive of eight states, the Chicago Southland is perfect for a weekend getaway.

From the 40,000 acres of scenic forestry to vast live music offerings, visitors can experience a wide gamut of activities. Visit one of Chicago Southland’s newest attractions including The Wind Creek Casino or Stellwagen Farm, a historic working farm. Chicago Southland offers cultural performances all year long, fine and family dining at hundreds of restaurants and hotel accommodations to suit every budget.

The 2026 Chicago Southland Visitors Guide delivers 84 pages of inspiration for your next adventure across Chicago’s south/southwest suburbs. As America commemorates 250 years of independence in 2026, Chicago Southland invites you to reflect, explore and celebrate the spirit of our shared story—from the roots of revolution to the road ahead. Whether you’re watching a dazzling fireworks display, retracing the footsteps of history or savoring flavors passed down through generations, the Southland is where the past meets possibility.