- 225 N. Michigan Ave., Streeterville
The owners of the Boundary are behind this bar and grill. The decor is noticeably Boundary-esque, with dark wood furniture, big leather booths, and walls stacke... READ MORE
The owners of the Boundary are behind this bar and grill. The decor is noticeably Boundary-esque, with dark wood furniture, big leather booths, and walls stacke... READ MORE
Happy hour revelers in the market for a mega-libation will enjoy this hotel bar's Very Big Cocktails -- cosmos, margaritas and other drinks served in a 48-ounce... READ MORE
Escape the hustle and bustle around Navy Pier at this Irish pub. Drink and dine with the locals while taking in the view of the Chicago River. Two patio areas o... READ MORE
This dog-friendly, seasonal cafe on the Chicago River, a sister spot to Cyrano's Bistrot and Wine Bar in River North, offers an abbreviated French menu of stand... READ MORE
Get a taste of the Far East in the East Loop at this sushi and sake bar. The globally inspired lounge, which provides plenty of wide-open space for ogling, feat... READ MORE
You don't have to check in to the Sheraton Chicago Hotel & Towers to check out this hotel lounge, but we bet it helps. The spacious lobby's a bit difficult to n... READ MORE
Just a block from the lake is this upscale lounge, located on the ground floor of Lake Point Tower. Offering globally-influenced tapas and entrees, the intimate... READ MORE