Welcome to
Chicago Southland
Just beyond the city limits of Chicago rests the south/southwest suburbs known as the Chicago Southland. Offering hundreds of amazing festivals and events, 40,000 acres of luscious forestry, 600 holes of top-rated golf, iconic historic downtown shopping districts and some of the best restaurants, breweries and distilleries in the Chicagoland area. The only thing that you can’t do in the Chicago Southland is experience it all in one day! For America 250 information click here: VisitChicagoSouthland.com/America-250.
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Ready-To-Go Itineraries From Real Travelers
Chicago Southland Events...
The Chicago Southland has the hottest music acts, a wide variety of incredible cultural festivals, breathtaking seasonal events, wonderful organic farmers markets, amazing art shows and hundreds of theater performances throughout the region. None of that tickle your fancy? Browse our complete list and we promise you’ll find exactly what you’re looking for!⇦ ⇨

hazelnut parade and festival
Aug 1, 2026
Hazel Crest Police Department Grounds
Hazel Crest, IL
village of orland hills annual fishing derby
Aug 1, 2026
Ashbourne Lake
Orland Hills, IL
motown classic & custom car show
Aug 9, 2026
University Park, IL
a seat at the table lunch
Aug 11, 2026
Running Table at theNate
University Park, IL
the prom (musical)
Aug 13, 2026 - Aug 16, 2026
The Drama Group Theatre
Chicago Heights, IL
taste of matteson blues and barbecue
Aug 14, 2026
Village Hall
Matteson, IL






















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4801 Southwick Drive, Suite 225| Matteson, IL 60443-3102
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