Why have multiple martinis when you can have just one excellent giant one?
An oldie but a goodie. Forget the trendy, just-opened spots every once in a while and indulge in a 12-oz. filet, a double decker martini and a taste of old school Chicago.
Tavern on Rush is good food, good service, but the best darn people watching ever. Make sure to sit outside and watch the people coming and going, walk of shaming (at pm) or heading to the Viagra Triangle.
Super touristy, but be a tourist in your own town and grab a cocktail at the top of the 'Cock. You won't regret it. (Although your wallet might.)
If you're looking for 700 varieties of cocktails, disco balls, good food and drag queens all in the same place (ya know, just a typical Tuesday), there's only one place for you: Kit Kat Lounge.
If u think Cut is only know for its prime steaks, think again. All summer, hit their Sunday lobster boils! It would make Nantucket jealous.
A very grown up steakhouse w martinis the size of yr head. No really each martini is actually two. Live music playing Adele to the Stones.
Del Frisco's is too packed and it has poor service, plus the food is only mediocre, but if you're a sucker for a hotspot that just so happens to be located in a historical movie theatre, you're in for a good time. The steak is the best part of the menu.