Rockit Ranch Productions
The Drake Hotel
Trump Hotel Collection
Gemini Bistro
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1. Sunda 110 W Illinois St, Chicago, IL 60654

Toeing the line between swanky hotspot and sophisticated dining destination, this Asian fusion concept from Rockit Ranch Productions is a worthy choice for an undeniably hip meal out in River North. The menu offers some seriously interesting eats (duck breast kimchi, oxtail pot stickers) and includes sushi, sashimi, and plenty of wok dishes. The beer list is heavy on the Asian pours, and there are sake and speciality cocktails as well. Sunda's decor feels just as sleek as the menu with polished black bamboo and high wooden tables.

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2. The Boarding House 720 N Wells St, Chicago, IL 60610

Although The Boarding House's chandelier made from 9,000 wine glasses is pretty impressive, the food is more so. This joint serves mouthwatering American fare like fried chicken and ribeye, classy desserts, and a 450-bottle wine list.

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3. Gemini Bistro 2075 N Lincoln Ave, Chicago, IL 60614

This modern bistro illuminates its creme/brown/black hues with oversized drum lighting mixed with single Edison-style bulbs, casting light on smaller options like chilled lobster gazpacho with cilantro pesto, and steamed PEI mussels.

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4. The Drake 140 East Walton Place, Chicago, IL 60611

The Drake has endeavored to be one of the first urban resorts in the nation for almost a century... so please don't refer to it as the Drizzy.

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5. Sixteen 401 N Wabash Ave Fl 16, Chicago, IL 60611

Named for the floor on which it sits in a River North skyrise hotel, Sixteen is a two Michelin-starred fine-dining destination for French-inspired cuisine. Chef Thomas Lents masters the art of presentation in his intricate, progressive dishes that are almost too beautiful to eat. A smoked oyster topped with horseradish rests over a layer of potato gel in its shell, which is stacked atop a tangled seaweed salad; a thin slice of carrot is folded softly over a cylinder of king crab, dotted with sea buckthorn, and finished with dill. Even the tableside bread service is like a work of art. A meal at Sixteen is a luxurious, flavor-forward experience, and not for those short on change.