| Palm Court |
| Restaurant | Sun | 12 PM – 3:30 PM | — | — |
| Adorn Bar & Restaurant |
| Restaurant | Mon–Thu, Sun | 3 PM – 6 PM | Brooks Dry Riesling, The Paring Bordeaux-Style Blend +10 | — |
| Monarch & Lion, A British Restaurant |
| Pub | Mon–Sun | 3 PM – 5 PM | Blue Point Oysters, 1000 Layer Potatoes +11 | $$ |
| Nora Ristorante & Bar |
| Restaurant | Mon–Sun | 3 PM – 6 PM | — | $$ |
| Tallboy Taco |
| Restaurant | Mon–Sun | 3 PM – 5 PM | Tallboy Margarita, Tallboy Margarita Pitcher +1 | $$ |
| Chapel Street Café and Restaurant |
| Restaurant | Mon–Sun | 4 PM – 6 PM | — | — |
| Nando's PERi-PERi |
| Restaurant | Mon–Sun | 4 PM – 6 PM | — | $ |
| W XYZ Bar |
| Restaurant | Mon–Thu, Sun | 4 PM – 6 PM | — | $$ |
| Gyu-Kaku Japanese BBQ |
| Restaurant | Mon–Sun | 8:45 PM – 10 PM | — | $$ |
| Offshore Rooftop |
| Bar | Tue–Fri | 1 PM – 5 PM | Specialty cocktails, Beers +2 | $ |
| Margaritaville - Chicago |
| Restaurant | Tue, Thu | 2 PM – 5 PM | — | $$ |
| Minghin Cuisine - Streeterville |
| Restaurant | Mon–Fri | 2:30 PM – 5 PM | — | $$ |
| Bar Sol |
| Restaurant | Mon–Fri | 3 PM – 6 PM | Draft beer, Wine | $$ |
| Benihana - Chicago (John Hancock) |
| Restaurant | Mon–Fri | 3 PM – 6 PM | Signature Cocktails - Rocky's Margarita, Edamame +39 | $ |
| Big Bowl Chinese Express |
| Restaurant | Mon–Fri | 3 PM – 5 PM | draught beer, seasonal sangria +3 | $$ |
| Copper Fox Gastropub |
| Gastropub | Mon–Fri | 3 PM – 5 PM | — | $$ |
| D4 Irish Pub & Cafe |
| Restaurant | Mon–Fri | 3 PM – 6 PM | Drafts, House Wines +8 | $$ |
| Francesca's On Chestnut |
| Restaurant | Mon–Fri | 3 PM – 6 PM | Pizzetta del Giorno, Arancini +13 | $$ |
| Harry Caray's 7th Inning Stretch |
| Restaurant | Mon–Fri | 3 PM – 6 PM | — | $$ |
| Harry Caray's Navy Pier |
| Restaurant | Mon–Fri | 3 PM – 6 PM | — | $$ |
| Labriola Ristorante - Chicago |
| Restaurant | Mon–Thu | 3 PM – 5 PM | Select Beer, Wine +3 | $$ |
| Lizzie McNeill's Irish Pub |
| Pub | Mon–Thu | 3 PM – 6 PM | Miller Lite Drafts, Bud Light Drafts +17 | $$ |
| Michael Jordan's Steak House Chicago |
| Bar | Mon–Fri | 3 PM – 5 PM | BBQ Chicken or Tomato Flatbread, Mixed Drinks +10 | $$$$ |
| Pinched on the River |
| Restaurant | Tue–Thu | 3 PM – 6 PM | Beef Sliders (3), Greek Handcut Fries for Two +12 | $$ |
| RAMEN-SAN Deluxe |
| Restaurant | Mon–Fri | 3 PM – 6 PM | — | $$ |
| Reunion by Chef Art Smith |
| Restaurant | Mon–Fri | 3 PM – 6 PM | Domestic Draft Beer, Chicken Wings +5 | $$ |
| The Capital Grille |
| Restaurant | Mon–Fri | 3 PM – 6 PM | — | $$$$ |
| The Evie |
| Restaurant | Mon–Fri | 3 PM – 6 PM | White wine by the glass, Red wine by the glass +15 | $$ |
| Timothy O'Toole's Pub Chicago |
| Pub | Mon–Fri | 3 PM – 6 PM | Domestic Drafts, Domestic Bottles & Cans +15 | $$ |
| Robert's Pizza and Dough Company |
| Pizzeria | Mon–Fri | 3:30 PM – 5:30 PM | Draft beers (selected), Cans & bottles +10 | $$ |
| Cafecito |
| Café | Mon–Fri | 4 PM – 7 PM | Specialty cocktails, Wine glasses | $ |
| Casa Chi by Chef Richard Sandoval |
| Cocktails | Mon–Fri | 4 PM – 7 PM | Gin Cucumber Fizz, Traditional Margarita +22 | $$$ |
| CURRENT |
| Restaurant | Mon–Fri | 4 PM – 6 PM | — | $$ |
| Gino's East |
| Pizzeria | Mon–Thu | 4 PM – 6 PM | — | $$ |
| Marisol Restaurant and Bar |
| Restaurant | Tue–Fri | 4 PM – 6 PM | — | $$ |
| Niu Japanese Fusion Lounge |
| Restaurant | Mon | 4 PM – 6 PM | — | $$ |
| SkyDeck at Twenty Nine |
| Restaurant | Mon–Fri | 4 PM – 6 PM | — | $$ |
| the Albert |
| Restaurant | Mon–Thu | 4 PM – 5 PM | Martini & Crostini, Emmy's Spritz +1 | $$ |
| The Cheesecake Factory |
| Restaurant | Mon–Fri | 4 PM – 6 PM | Roadside Sliders, Avocado Eggrolls +31 | $ |
| The Riu Rooftop Chicago |
| Bar | Mon–Fri | 4 PM – 6 PM | Flavor Margaritas, Lemon drop Martini +13 | $$ |
| Doc B's Restaurant (Gold Coast) |
| Restaurant | Mon–Fri | 5 PM – 7 PM | — | $$ |
| Winter's Jazz Club |
| Cocktails | Wed–Thu | 5 PM – 6 PM | Select drinks | $$ |
| Beatrix |
| Restaurant | Mon | Open to close | Wine bottles | $$ |