| Gyu-Kaku Japanese BBQ |
| Restaurant | Mon–Sun | 11 AM – 6 PM | — | $$ |
| Alhambra Palace Chicago |
| Restaurant | Wed–Sun | 4 PM – 7 PM | — | — |
| HIDE+SEEK |
| Restaurant | Mon–Thu, Sun | 4 PM – 6 PM | French Fries, Grilled Oysters +13 | $$ |
| Swift & Sons |
| Restaurant | Mon–Sun | 4:30 PM – 6 PM | whiskey classics | $$$$ |
| Fioretta |
| Bar | Mon–Sun | 5 PM – 6:30 PM | Classic Martini, Classic Espresso Martini +4 | $$$$ |
| Inkwell |
| Bar | Mon–Sun | Until 6 PM | Bar Mix, Olives +1 | $$ |
| Boqueria Fulton Market |
| Restaurant | Mon–Fri | 3 PM – 6 PM | Pan con Tomate, Croquetas de Jamón +12 | $$$ |
| Estereo FM |
| Bar | Mon–Fri | 3 PM – 6 PM | Paloma, Frozen +3 | $$ |
| Fora |
| Restaurant | Mon–Fri | 3 PM – 6 PM | Hugo, Orange Wine Sangria +26 | $$ |
| Kaiser Tiger |
| Bar | Mon–Fri | 3 PM – 5 PM | House Drafts, Margaritas +4 | $$ |
| Leña Brava |
| Bar | Mon–Fri | 3 PM – 5 PM | MEZCALITA, MARGARITA +19 | $$$ |
| Lou Malnati's Pizzeria |
| Pizzeria | Mon–Fri | 3 PM – 5:30 PM | — | $$ |
| Macello |
| Restaurant | Tue–Fri | 3 PM – 6 PM | — | $$ |
| PB&J: Pizza Beer and Jukebox |
| Bar | Mon–Fri | 3 PM – 6 PM | Mozzarella Stick, Maple Tajin Chicken Lollipop +11 | $$ |
| RAMEN-SAN Whisky Bar |
| Bar | Mon–Fri | 3 PM – 6 PM | Fried Chicken Bun, Karaage Chicken Nuggets +4 | $$ |
| Bar Siena |
| Restaurant | Mon–Fri | 3:30 PM – 5:30 PM | Classic Martini, Espresso Martini +13 | $$ |
| Bandit |
| Bar | Mon–Fri | 4 PM – 6 PM | Diplomat Slider, Spicy Chicken Slider +13 | $$ |
| Bisous |
| Cocktails | Mon–Fri | 4 PM – 6 PM | glass, bottle +4 | $$ |
| Cabra |
| Bar | Mon–Tue | 4 PM – 6 PM | Chilcano, Margarita +15 | $$$ |
| City Winery Chicago |
| Bar | Mon–Thu | 4 PM – 7 PM | — | — |
| Costera Cocina Tulum |
| Restaurant | Mon–Fri | 4 PM – 6 PM | — | $$$ |
| Federales Tacos & Tequila - Fulton Market, Chicago |
| Bar | Tue–Fri | 4 PM – 6 PM | Select Margaritas, Queso Blanco +4 | $$ |
| Parlor Pizza Bar West Loop |
| Pizzeria | Mon–Fri | 4 PM – 6 PM | Hummus, Hand Cut Frites +17 | $$ |
| Texan Taco Bar |
| Restaurant | Mon–Fri | 4 PM – 6 PM | — | $$ |
| The Oakville Grill & Cellar |
| Restaurant | Mon–Fri | 4 PM – 6 PM | Bar snacks, Bottomless crispy parmesan fries +15 | $$$ |
| The Press Room |
| Cocktails | Tue–Thu | 4 PM – 6 PM | — | $$ |
| The Publican |
| Restaurant | Mon–Fri | 4 PM – 6 PM | Pimento Cheese, Caesar Frites +14 | $ |
| Trivoli Tavern |
| Restaurant | Mon–Fri | 4 PM – 5 PM | Oysters on the Half Shell, Pigs in a Blanket +8 | $ |
| il Carciofo |
| Restaurant | Mon–Fri | 4:30 PM – 6 PM | — | $$$$ |
| Momotaro |
| Restaurant | Mon–Thu | 4:30 PM – 6 PM | — | $$$$ |
| After Chicago |
| Cocktails | Tue–Fri | 5 PM – 7 PM | Dirty Martini, Gilda Gibson +5 | $ |
| LÝRA |
| Restaurant | Mon–Sat | 5 PM – 6:30 PM | House Red or White, Classic Martini +12 | $$$$ |
| Nia Restaurant & Wine Bar |
| Wine Bar | Tue–Fri | 5 PM – 6 PM | Crispy Cauliflower, Veggie Croquettes +9 | $$$ |
| The Loyalist |
| Restaurant | Tue–Thu | 5 PM – 6 PM | Batanga, Spritz +6 | $$ |
| GG Piano Bar Cocktail Lounge |
| Cocktails | Wed–Fri | 6 PM – 8 PM | Signature cocktails | $$ |
| Beatrix |
| Restaurant | Mon | Open to close | Wine Bottles | $$ |
| Punch Bowl Social |
| Bar | Mon | Open to close | Old Fashioned, Cosmopolitan +16 | $$ |