CheekyChicago

I work hard, play hard and sleep soundly in the Goldcoast. All of my hard work, play dates and slumber constantly drives me into the best of my neighborhood establishments for libations and refueling…not to mention just a good old fashioned time in general. I have a passion for good food and drink but along with that comes my insatiable craving for aesthetically pleasing environments. I can safely say when it comes to establishments in the Goldcoast, I am an expert. I have tried it all. If you are available tonight, I will personally show you to my favorites, or if you have four minutes now, I will run down my …  Read more

Roses are red, violets are blue, it’s almost February 14 and you need something to do. Take some helpful tips from Cheeky and make a reservation at one of these romantic date spots for Valentine’s day. 1. Sixteen Strategically perched on the 16th floor of the Trump, this Michelin rated restaurant in the heart of the city promises an extraordinary dining experience. With great views of the lake, the Chicago river and beautiful architecture, not to mention the delicious menu options, grab a specialty martini and try one of the four- or eight-course tasting menus. 2. Pelago If you’re looking for great Italian food, you’ve come to the right spot. Chef and owner, Mauro …  Read more

So you’ve either been glued to the TV every Monday, Thursday and Sunday since September, or you’ve been drinking napping your way through it. The NFL season is coming to a close on Sunday, and while some of you can’t wait for the game, some of you are just hoping for the end. So whether you want to watch every play, or make the Super Bowl another excuse for a great Sunday Funday, we have some Cheeky-approved places for you to go. Bring your Cheeky Card, an empty stomach and save room for a few (or a few too many) cocktails. 1. Deuces & The Diamond Club With a $30 meal package, domestic buckets, call …  Read more