Chicago Best Restaurants
- Shamrock Club
- Shannon's Irish Pub
- Shawarma Inn
- Shaw's Crab House - Chicago
- Shaw's Crab House - Schaumburg
- Sheffield's
- Shenannigans House of Beer
- Shine
- Shinnick’s Pub
- Shinto Japanese Steakhouse & Sushi Bar
- Shokran
- Shree Restaurant
- Shula's Steak House - Chicago
- Siam Pasta - Chicago
- Siam Pasta - Evanston
- Siam's House
- Siam Splendour
- Siam Treasure
- Sidebar Grille
- SideDoor
- Sidetrack
- Siena Tavern
- Signature Room at the 95th
- Signature Room Lounge at the 96th Floor
- Sikia Restaurant
- Silli Kori (Formerly Thai Village)
- Silver Seafood
- Simi's
- Simone's Bar
- Simon’s Tavern