1. Streeter's Tavern50 E Chicago, Chicago
2. Ruxbin Kitchen851 N Ashland, Chicago
3. The Signature Room at the 95th875 N Michigan Ave, Chicago
4. Cole's2338 N Milwaukee Ave, Chicago
5. House of Blues Chicago329 N Dearborn St, Chicago
6. Dusek's1227 W 18th St, Chicago
7. Homeslice938 W Webster Ave, Chicago
Escape the madness of the Mag Mile at the self-proclaimed "Greatest Bar Below Earth", whose ample basement-style entertainment includes pool, foosball, and a drinking-games-friendly ping pong table, and whose ample winter warmers include Rumple Minze'd cocoa, though don't tell your woman you were getting boozed up with some Swiss Miss.
Edward Kim’s Ruxbin is an eccentric ode to culinary dissonance. Not much about the New American restaurant makes conventional sense: interior walls are papered with torn out book pages, a square dining room has rounded edges, and there is perhaps a bit too much orange in the color palette. Then there’s the menu. Heirloom beets meet spiced yogurt, cured egg yolk, and pickled mussel; country fried celeriac is escorted by white bean “ranch,” rooftop greens, tomato confit, and brussel sprouts. But the dishes are most compelling because they are ephemeral; the roster rotates within the season, meaning you won’t see the same thing twice. But don’t get ahead of yourself’; with a no-reservations policy in place, you’ll be fortunate if you can even get seated a second time around.
This fancy schmancy bar and restaurant on the 95th floor of the John Hancock Center boasts panoramic city views through massive floor-to-ceiling windows. The Signature Room is probably Chicago's most jaw-dropping location for drinks, but beware: the prices are steep. It doesn't really matter what you order -- be it a martini and high-end tater tots or champagne and a seafood tower because after all, you're there for the ambience.
Cole's is a down-home dive serving up cheap brews, great tunes, and a stellar crowd.
Opened in 1996, House of Blues is a concert venue/brunch spot in Marina City. Go for the Sunday Gospel Brunch, and stay for the plentiful booze selection.
Helmed by Longman & Eagle's Jared Wentworth, this Michelin-starred restaurant in Pilsen serves upscale American pub food. Dusek's takes everything you love and makes it better, whether that's cooking French fries in beef fat or topping a juicy hamburger with bacon marmalade and serving it on a house-baked pretzel bun. There are more than two dozen beers on tap -- some are from Chicago, others are from abroad -- and daily beer specials. The late-night menu serves the aforementioned burger and fries until 1am every night.
Homeslice is a retro log cabin pizzeria boasting 30 signature thin crust pies made with six base sauces (BBQ, ranch, spinach ricotta... ). The interior is incredibly rustic, with 400 pounds of exposed Douglas Fir tree beams that Oregon natives imported from the Northwest.