# Cool spots in Near South Side > It is refreshing to spend time in a space that feels distinct and carries its own sense of character. Source: https://www.atly.com/united-states/illinois/chicago/near-south-side/best-cool ## Places (9) ### 1. Prohibition THCafe - South Loop Cafe blends live music and art-lined walls for a lively, chill vibe. Staff add a cool vibe that feels like a hidden gem. Outdoor patio and late hours make it a convenient hangout spot. - Address: 2113 S State St, Chicago, IL 60616, USA - Atly: https://www.atly.com/location/Prohibition-THCafe---South-Loop ### 2. La Calle Tacos y Tequila Mexican restaurant shines with authentic flavors and a vibrant atmosphere. Lively artwork and a standout mural create a cool vibe perfect for casual dining and drinks. - Address: 67 E Cermak Rd, Chicago, IL 60616, USA - Atly: https://www.atly.com/location/LaCalleTacosYTequila ### 3. Reggies Chicago Multilevel bar and grill with live bands and a rooftop basketball hoop offers a punk rock vibe. Graffiti walls add a cool, offbeat atmosphere perfect for music lovers. Seating includes comfy balconies and lively bars, making it a chill hangout spot. - Address: 2105 S State St, Chicago, IL 60616, USA - Atly: https://www.atly.com/location/ReggiesChicago ### 4. Casa Tulum Mexican spot shines with live DJ and fire show for a cool, energetic vibe. Two bars with TVs keep the energy high. Great margaritas and flaming desserts make it perfect for a girls night out. - Address: 1700s S Michigan Ave, Chicago, IL 60616, USA - Atly: https://www.atly.com/location/CasaTulum ### 5. Sweeney Taud Modern space with large windows and a sleek design creates a cool vibe. Staff are welcoming and skilled with diverse hair types. Indoor café and small pond add a relaxed, upscale feel blending grooming with spa-like comfort. - Address: 2255 S Michigan Ave, Chicago, IL 60616, USA - Atly: https://www.atly.com/location/SweeneyTaud ### 6. Signature Steak Upscale sports bar offers a lively atmosphere with modern black-and-white decor and large screen TVs. Dim, private lounge provides an intimate vibe with great music. Signature cocktails shine in a cool urban chill setting that feels hip and inviting. - Address: 1312 S Wabash Ave, Chicago, IL 60605, USA - Atly: https://www.atly.com/location/SignatureSteak ### 7. BASSLINE || 2239 - CHICAGO Lounge boasts an open layout with a spacious dance floor and blacklight artwork that sets a colorful, chill vibe. Live DJs spin '90s and 2000s hits, keeping the energy lively yet relaxed. Groups enjoy the casual, cool setting that stays open late. - Address: 2239 S Michigan Ave, Chicago, IL 60616, USA - Atly: https://www.atly.com/location/BASSLINE-2239---CHICAGO ### 8. VU Rooftop Rooftop restaurant shines with spectacular city views and a lively atmosphere featuring live jazz and fire pits. Upscale vibe makes it a cool spot for drinks, especially with the signature boss lady cocktail. Cozy lounge areas invite relaxing with friends. - Address: 133 E Cermak Rd, Chicago, IL 60616, USA - Atly: https://www.atly.com/location/VURooftop ### 9. The Staley Large sports bar with huge projector screens and free arcade games offers a cool vibe with friendly staff. Fans enjoy watching Bulls games in a dark basement man cave setting. Upscale gastropub décor adds a unique touch to the casual sports experience. - Address: 70 E 18th St, Chicago, IL 60616, USA - Atly: https://www.atly.com/location/TheStaley ## Get this data directly This page comes from the Atly Places API, which scores close to 2 million places against more than 1,400 intents — "nice view", "work friendly", "gluten free", "dog friendly" — from what real reviewers say, with the statements behind every score. - **MCP server:** `https://agentic-api.atly.com/mcp` — connect it in ChatGPT or Claude. Nothing to install. - **Guide for agents:** - **OpenAPI contract:** - **No key needed to start.** `POST https://agentic-api.atly.com/v0/keys` with an email raises the quota. Coverage is densest in the United States, with pockets in Mexico, Israel and Thailand.