This issue won the 2019 “General Excellence in Print Journalism” in a non-daily newspaper or magazine Peter Lisagor Award from the Chicago Headline Club
Diana Ross was spot on in her 1979 tune “The Boss” when she said, “Love taught me who was the boss!” Even though she wasn’t singing about this BoSS—Best of the South Side—the sentiment still applies. It is our never-ending love of and for the South Side from which we take an issue each year to share what we feel are the Bests of our side of the town. This is in no way meant to throw shade on or malign any other section of our amazing city.
Our West Side has some not-to-miss Bests, as does our North Side. But we are the South Side Weekly, so we are representing our spot! It is with love and pride we share with you this year’s small sampling of things we have come to know and love as Bests. Some are new, others have been a thread in the fabric of the South Side for generations. For the most part we section our Bests by neighborhoods, yet even in that, there are some South Side Bests that transcend neighborhoods.
Take for instance our barbecue. The South Side has the Best on this one, hands down. So much so, there is no one South Side neighborhood that can rightly claim the BoSS title here. But trust us when we tell you the South Side has the Best BBQ—period. Uncle J’s on 47th Street in Grand Boulevard is the Best Tiny Hole in the Wall With an Aquarium Smoker and Lines Out of the Door. Lem’s on 75th Street in Chatham is a South Side institution that all neighborhoods have flocked to for their Best Secret Sauce since before our AARP editor was a little kid. The Slab, on 71st in South Shore, keeps their specially smoked wood stacked in the lobby and their customers happy with the Best Pink Smoke Ring on their Q every time. Alice’s BBQ on 43rd Street will keep you fed all night long with their Best Hours, open until 1am—and until 3am on Friday and Saturday!
See what we mean? There are just some things the South Side does, has, and is that are the absolute Best, and we wait a whole year, every year, to show off a little. Don’t hate—cue up the Diana Ross cut and appreciate.
Best of Archer Heights & Brighton Park
- Best Reading List: Archer Heights Library Polish Book Club
- Best Atole: Western Orange Line Stop Stand
- Best Fish-Filled Half-Pineapple: Mariscos El Abuelo y Yo
- Best Rolled Ice Cream Flavors: Rolling Chicago Cafe
- Best Place to Get a Sundae and Feel Like a Kid Again: Lindy’s Chili & Gertie’s Ice Cream
- Best Jerk Chicken: Caribbean Jerk Palace
- Best Place to Grab Fried Chicken If Harold’s Chicken Is Closed: The Chicken Coop
- Best Late-Night Tacos: El Taco Sabroso
Best of Avalon Park, Calumet Heights, & Chatham
- Best Vintage Neon Sign: Lem’s Bar-B-Q
- Best New Catalyst for the Arts: Nine 3 Studio
- Best Underground Africentric Bookstore: The Underground Bookstore
- Best Customized Ibuprofen: 200 Pharmacy
- Best Park Family: Avalon Park
- Best New Pop-Up: La Selva Shop
- Best Archive of Art: Murals from the Yards
- Best Colombian Brew: Sputnik Coffee
- Best Shaved Ice: Ohana Ice and Treats
- Best Vegan Fast Food: Nicky’s Grill & Yogurt
- Best Punny Storytelling Night: South Specific
- Best Nonagenarian Ice Cream Shop: The Original Rainbow Cone
- Best (New) New & Used Bookstore: Bookie’s New & Used Books
- Best Café in a Train Station: Two Mile Coffee Bar
Best of Bridgeport & McKinley Park
- Best New Brunch: Pochos
- Best Corner Doors
- Best Post-Shopping Tamales: Tamale Stand Outside Cermak Fresh Market
- Best Tool Library: The Chicago Tool Library
- Best Window into Baking: Butterdough
- Best Place to Learn Chinese Dance: Yin He Dance
- Best Bronzeville Gospel: Ebenezer Missionary Baptist Church
- Best Afrocentric Coffee Shop: Sip & Savor
- Best Historical Monument: Monument to the Great Northern Migration
- Best Smoothie & Music Combo: Some Like It Black Creative Arts Bar
- Best Fieldhouse: Leonard M. Louie Fieldhouse
- Best Vegetarian Mapo Tofu on the Cheap: Shu Tin Xia
- Best Way to Commute to Work in Luxury: Water Taxi
- Best Mostly Dumplings: Qing Xiang Yuan
- Best Haircut in a Subterranean Food Court: Shanya Salon
Best of Clearing & Garfield Ridge
- Best Mid-Century Modern Bank: State Bank of Clearing
- Best Eyesore: Garfield Ridge Trust & Savings Bank Building
- Best Reboot: A Cup of Joe
- Best Pupuseria: Pupuseria Cafe
- Best $4 Babka: Racine Bakery
- Best Place to Keep An Eye on Your Neighborhood: Your Front Porch
- Best Event at Ogden Park: Fun Day
- Best Monday Nights: Linda’s Place
- Best Use of Seven Cents: Grocery Bags on Your Gate
Best of the Far Southeast Side
- Best Urban Ruins: U.S. Steel South Works Iron Ore Walls at Steelworkers Park
- Best Late Labor Leader: Edward “Oil Can” Sadlowski
- Best Environmental Activists: Southeast Environmental Task Force
- Best Tribute to Slain Steelworkers: United Steelworkers Union Annual 1937 Memorial Day Massacre Commemoration
- Best Local Black History: Jan and Aagje Ton Farm Underground Railroad Site
- Best Empowering Words con tu Pan Dulce: Grecia’s Bakery
- Best Banana Split y Neveria: Betty’s Ice Cream
- Best Pollo a la Parilla: Palenque
- Best New Organización Latinx: Gage Park Latinx Council
- Best Stretch of 43rd Street: East 43rd Street from Cottage Grove to Ellis
- Best Cheap Eats: Antoni 1
- Best View of the South Side: Medical Center Parking B
- Best Community Networkers: Little Village Solidarity Network and Blood Fruit Library
- Best Drag and Trans Institution: La Cueva
- Best Huevos Divorciados with a Side of Homemade Tortillas: Los Candiles
- Best Prayers over Mexican Breakfast: La Catedral Café and Restaurant
- Best Tacos the Size of Your Face: Los Olivos
- Best Selection of Homemade Nieves: Azúcar
Best of Little Italy, Tri-Taylor, & University Village
- Best Food-Truck-Turned-Brick-and-Mortar: Jarabe
- Best Free Writing Spot: Little Italy (Roosevelt) Library Branch
- Best Board Game & Dessert Café: Relo’s
- Best Break from Brutalist Architecture: UIC College of Pharmacy
- Best All-You-Can-Eat Thali: Siri Indian
- Best Don’t-Judge-a-Restaurant-by-its-Exterior Breakfast: Bacon and Jam
- Best Burger Where the New and Old Collide: Wonderburger
- Best Dance Class: El Zumbero de Chicago
- Best Bleachers: Boogie/Reyes Park
- Best Stoop on Throop: Shady Rest Vintage & Vinyl
- Best Weekend Lunch Deal: Panaderia Nuevo Leon
- Best View in the Calumet Region: U.S. Bank near Pullman
- Best DJ Booth on a Commute: 95th Street Red Line DJ Booth
- Best Brewery Tour: Argus Brewery
- Best Thrift Store for a Good Cause: Roseland Christian Ministries Thrift Store
Best of Riverdale & West Pullman
- Best Place to Clear Your Mind: West Pullman Park
- Best Sanctuary: Kids Off the Block
- Best Spot for Pilot Training: Kickapoo Woods
- Best Chance to Buy a Frank Lloyd Wright House: S.A. Foster House and Stable
- Best Point Farthest from a Public Road: The Calumet Breakwater
- Best Freshly Fried Tortilla: El Jacalito
- Best Rock-Climbing on an Abandoned Steel Plant: Rock-Climbing Wall in Steelworkers Park
- The Best Plantain and Any-Meat-You’d-Like Stew: Southside African Restaurant
- Best Place for Feminists: Chicago Women’s Park & Gardens
- Best Place to Upgrade Your Kitchenware: Barbara’s Basement
- Best Hangover Cure: Manny’s Cafeteria & Delicatessen
- Best Blueberry Scone: Tea Pot Brew Bakery
- Best Weekday Steal: Reggies Music Joint
- Best Liberation from the Confines of Construction: Builders of the Cultural Present Mural
- Best Prairie School Architecture: Allan Miller House
- Best Place for Conversation: South Shore Brew
Best of Washington Heights & Brainerd
- Best Fast Food Joint: Tony’s Original Philly Steaks & Wings
- Best Centrally Located Park: Oakdale Park
- Best Research Collection: Vivian G. Harsh Research Collection
- Best Active Intersection: 95th & Dan Ryan
- Best Nail Salon: Nails Today
Best of Washington Park & Woodlawn
- Best Shrimp & Grits You’ve Never Had: Peach’s at Currency Exchange Café
- Best Place to Use Your Compass and Find Yourself: Bobolink Meadow
- Best Urban Farm Oasis: Sweet Water Foundation’s Perry Ave Commons
- Best Jerk Chicken Pineapple Bowl: Jerk 48
- Best “Earn and Learn” Bike Workshop: Blackstone Bicycle Works
- Best Place to get the Waa Waa Waa Blues: Johnny Twist Blues Museum
- Best Place to Find Budding Young Leaders: MetroSquash
- Best Selection of Gorditas: Gorditas Santiago
- Best Fresa Nieve (Strawberry Sorbet): Las Cerezas Fruteria y Neveria