It can be hard to plan for Valentine’s Day when you’re already overwhelmed with work, family, errands…the list goes on. Cheeky stepped in to save some much-needed time in planning the perfect night. Here are our top picks for things to do in Chicago on Valentine’s Day! Valentine’s Day Comedy with Ryan Dalton Haven’t heard of Ryan Dalton? He’s only one of the top comedians in the nation. As a regular on Comedy Central, Ryan is sure to make both you and your date laugh for the entire night. Plus, it probably won’t take much convincing to get your man interested. Ryan Dalton’s stand-up shows begin at 8pm and 10pm on Valentine’s … Read more
It’s Juan-uary, ladies, which can only mean one thing: It’s all about Juan Pablo! The Bachelor’s newest hunk met his 27 lovelies last night, in hopes of narrowing it down to just one. What’s more fun than oohing and aahing and screaming at the television as he makes mistakes and is oblivious to the petty fights erupting on his behalf (example: His first impression rose was almost rebuffed by a very stunning hopeful who thought their connection was “forced”)? We can think of something. Watching all this drama unfold in Swissotel’s swanky Media Room, where Cheeky ladies can eat, drink and be merry for the remainder of The Bachelor season. What’s … Read more
Everyday at Cheeky, we’re putting in our blood, sweat and tears to create an inclusive community for definitively bold, impudent and saucy women. After passionately Cheekifying the city for five years, we wanted to pause to reflect on our accomplishments (everyone should try this) and treat ourselves to a colossal, chic bash second to none. On Oct. 10 in true Cheeky fashion, we did just that. Chicago’s tastemakers, friends, family and, of course, Cheeky readers (our most important peeps) toasted to five years of Cheekiness at The Underground in River North. After walking downstairs ribboned with a pink carpet to the entrance, the club seduced guests with dim lighting and Cheeky signature cocktails “Baileys Italian Dessert,” “El … Read more
She is fun, fabulous and fierce. She is chic, intelligent and in-the-know. But most of all, the Cheeky chick is the kind of woman who embraces, admires, respects, smiles at and opens her heart to other fabulous chicks. Now THAT'S Cheeky, darling!