- 8022 S. Cottage Grove Ave., Chatham
A modest R&B lounge with sparse decor, Lil's is favored by middle-aged singles in this mid-South Side community. The bar is a friendly, family-operated lounge ... READ MORE
A modest R&B lounge with sparse decor, Lil's is favored by middle-aged singles in this mid-South Side community. The bar is a friendly, family-operated lounge ... READ MORE
Full, hearty dinners are the big draw at Ken's. From its specialty broiled lamb shanks to tender oxtails to zesty pasta dishes, portions here are large. Steak a... READ MORE
You can get lost for hours in this games complex, a high-energy, neon-lit emporium that whips together '50s-era carnival games, Vegas-style casino games, video ... READ MORE
Squatting at the base of the Central Avenue bridge, which crosses over some rail yards, the Zodiac has a long history of rhythm and blues entertainment, includi... READ MORE
Smoke Daddy Rhythm and Blues, which opened in the summer of 1994, changed hands in 2005. Mike and Doug Dunlay, the cousins behind D.O.C. Wine Bar,Dunlays on the... READ MORE
This Garfield Park bar serves up drinks to neighborhood regulars in a casual lounge setting with an old-school vibe. READ MORE
The mini-stage behind the bar and the two entrances on opposite streets (which is where the "two way" in the name comes from) set this dive bar apart from its o... READ MORE
Three Muskies is located at 5314 W. Grand Ave., Chicago. READ MORE
This Lakeview spot boasts conversation-friendly music, vaguely Victorian decor, and a hip abbreviated name. Tight clusters of wooden tables and chairs give way ... READ MORE
The Lobby at The Peninsula Chicago has cocoa lovers in mind with its Chocolate Bar. From 8 p.m.-midnight on Fridays and Saturdays, an all-you-can-eat chocolate ... READ MORE
This neighborhood bar is one of a handful on this bar-starved stretch of Devon Avenue. This local has been around for over 70 years, one of the oldest pubs in t... READ MORE
Randolph Street's Restaurant Row got a bit more tres chic with the addition of Bon V--a take on the French phrase for "good life." The ultra lounge, kitted out ... READ MORE
With kArpah.Music Styles: Flamenco READ MORE
After keeping club kids moving and grooving till the wee hours for more than a decade, more than $1 million in renovations injected new life into this 4,200-squ... READ MORE
This indoor-outdoor space on the top of The Wit hotel boasts multiple bars, fun fire features and an impressive glass-enclosed extension from the roof housing a... READ MORE
This terrace lounge on the sixteenth floor of the Trump Tower boasts one of the best alfresco views in the city. To get there, take the elevator to Sixteen on t... READ MORE
Enter through River North restaurant Gilt Bar and head downstairs through the velvet curtains next to the bar to find this hidden hot spot (formerly called Curi... READ MORE
The mellow jazz and loft-chic decor at this Pilsen live music lounge makes for an ultra low-key evening of crooners, candlelight and cocktails. The spot for spe... READ MORE
This elegant wine and champagne salon adjacent to Nellcote, is helmed by sommelier Jason Wagner. The name, short for the French label recoltants manipulants, in... READ MORE