Nightlife with a touch of refinement is what you'll experience when you frequent Chicago's best cocktail lounges. These upscale places lend themselves to sophisticated evenings out, and their stylish furnishings and interiors promote conversation and relaxation. For a taste of what Chicago offers, visit The Zebra Lounge, which is known for its inventive cocktails, or lounge about in Pop's for Champagne and discover the ambience that 10Best users appreciate. A great place for a date or an after-hours business meet-up.

Signature Lounge at the 96th
Photo courtesy of Flickr/jstuppy


Although a bit touristy, this spot offers the best views in the city on a clear night. The lounge is kept extremely dark to maximize southern and western views, and the lake and Navy Pier are visible from the Art Deco, marble-laden restaurant a...  Read More

The Zebra Lounge


This place, which is located on the first floor of a vintage apartment building, has been around for 65 years. Its zebra wallpaper, leather booths, and mountains of outlandish collections would allow it to double as a museum of tacky...  Read More

MEXX Kitchen & Bar at The Whiskey


You're in for a delightful experience at this exclusive restaurant and lounge located on the ground floor of the Sutton Place Hotel. Owned by Randy Gerber (yes, Cindy Crawford's husband), The Whiskey has now partnered with Chef Richard Sandoval...  Read More

The Lounge at Le Colonial


Your portal to French Colonial Vietnam is unassumingly tucked on top of this French/Vietnamese restaurant. The lounge is candlelit, with enormous potted ferns, wicker furniture, gently whirling fans, dark wood, Oriental carpets, comfy couches,...  Read More



Runway-worthy fashionistas, both male and female, strut their stuff at this nightspot that corners the market on high concept. Service is VIP-worthy, and champagne and top-shelf liquors reign supreme. Subdued musical tracks and comfortably...  Read More

Cavanaugh's Bar & Restaurant


Located in the Monadnock Building, this bar and restaurant offers business types a place to hang their hats during lunch or after work. The entrance is tucked away in a rather nondescript alley, with the only clue to its existence being a green...  Read More

Funky Buddha Lounge


Local artist Suhail's giant steel Buddha marks the entrance to this cool spot. Leather and faux-leopard seating areas run the length of the main bar in the dark Moroccan/Middle Eastern-inspired den. Two bars, a cozy VIP section, and a small...  Read More

Pop's for Champagne


Pop's offers over 100 different champagnes in an ethereal, elegant room. The sunken bar highlights piano and jazz combos that grace its elevated stage seven days a week. A lovely outdoor garden, domed ceilings, and a roaring fireplace make this...  Read More

Webster's Wine Bar


This intimate, largely-candlelit bar offers an extensive list of wines by the glass, flight, or bottle and a light menu with pâtés and cheeses. Its two floors are filled with tables, comfy couches, hardwood floors, and rich dark colors. An...  Read More

Market District


Post-modern furniture combines with rough-edged industrial textures to produce a uniquely minimalist lounge. Low couches and tables have a distinctly Scandinavian flair and allow for free-flowing movement throughout the lounge. Multimedia...  Read More