Cindy's Rooftop




Join me for an elevated culinary experience at Cindy's Rooftop, where exquisite dishes like Prawns Nayarit and Gnocchi meet the delightful libations of The Grey Garden and the classic Old Fashioned, all under the Chicago sky. This is rooftop dining at its finest, where every bite and sip paints a memorable picture of elegance and flavor.

Today we're soaring high above the Windy City to explore the chicest rooftop bar and eatery, Cindy's Rooftop. Nestled atop the Chicago Athletic Association Hotel, this stylish gem offers more than just a meal – it's a vibrant experience you won't want to miss.

Rooftop Dining Elevated to a Whole New Level

Cindy's Rooftop, perched thirteen stories above Millennium Park with Lake Michigan stretching beyond, is the crown jewel of the historic Chicago Athletic Association Hotel.


From the moment you step in, the ambiance effortlessly sweeps you off your feet. The vistas and vibes are unparalleled, making it the ultimate rooftop dining destination in Chicago.

A Chic and Stylish Haven

For those craving a trendy, upscale vibe with modern aesthetics, community tables, and an unbeatable view, Cindy's Rooftop is the place to be.

Located on the 13th floor under a stunning glass atrium, this celebrated downtown Chicago restaurant exudes an air of ease and sophistication. It's the perfect spot for any occasion, yet memorable enough to become your go-to in the heart of the city.

Year-Round Delights

The best part? Cindy's open-air terrace can be enjoyed all year round. Whether you're gazing out at Millennium Park, the everchanging blues of Lake Michigan, or the stunning backdrop of the city, every visit is an extraordinary experience.

Culinary Magic at Cindy's Rooftop

Executive Chef Kaleena Bliss, a Chopped Grand Champion, works her magic at Cindy's, curating a menu featuring local, wild, and seasonal produce, along with the freshest seafood. Every bite reflects her creativity and the restaurant's commitment to top-notch cuisine.

Food That Speaks to the Soul

Now, let's talk about the culinary delights that await you at Cindy's Rooftop. The menu is a symphony of flavors, each dish designed to tantalize your taste buds and leave you craving for more.

Menu Highlights: Savor the Culinary Art

  • Kale and Spinach Salad: For a refreshing start to your meal, the Kale and Spinach Salad is a delightful choice. It's crisp, invigorating, and adds a lovely tartness to complement the other dishes.
  • Prawns Nayarit: If you're in the mood for an explosion of flavors, opt for the Prawns Nayarit. This dish is a carnival of taste that'll make your taste buds dance with joy.
  • Gnocchi: Seeking comfort food with a touch of elegance? The Gnocchi is just what you need. These pillowy pasta dumplings are the epitome of indulgence.
  • Cheese & Meat Board: What's a rooftop experience without a lavish Cheese & Meat Board? It's the perfect accompaniment to your drinks and the breathtaking view.
  • Oyster Extravaganza: Don't forget to indulge in an oyster experience like no other at Cindy's Rooftop. These briny delicacies are a true highlight for seafood enthusiasts, and they pair wonderfully with the stunning rooftop views.

Brunch Bliss

Don't miss out on the amazing brunch at Cindy's Rooftop, available on Saturdays and Sundays until 2 pm. The menu is a brunch lover's dream, featuring dishes like the smoked salmon bagel with blueberry cream cheese, Chilaquiles, and buttermilk pancakes with apple compote.


Sipping on Sunshine: The Drink Selection at Cindy's Rooftop

Now, let's dive into the world of libations, where Cindy's Rooftop truly shines.

Drink Highlights: Raise Your Glass to Elegance

  • The Grey Garden: Kick off your rooftop escapade with The Grey Garden, a popular and delightful drink that sets the mood just right.
  • Peach Moscow Mule: If you're feeling a bit adventurous, the Peach Moscow Mule is a must-try, offering a playful twist on a classic favorite.
  • Espresso Martini: For those seeking a caffeine kick with a touch of sophistication, the Espresso Martini is a must-try. It's the perfect blend of coffee and cocktails, making it a delightful choice for the evening.
  • Old Fashioned: If you're a fan of classic cocktails, make sure to savor the Old Fashioned. This timeless libation is expertly crafted, offering a taste of the past with a modern twist.

Cozy Evenings by the Fire

As the sun dips below the horizon, you can still revel in the rooftop experience thanks to the outdoor firepits. They create a cozy atmosphere that keeps you warm while you enjoy the mesmerizing scenery.

Unforgettable Experiences Await

Cindy's Rooftop is not just a restaurant; it's an elevated experience. Whether you're a visitor looking to make a memorable impression or a local in search of a lively celebration, Cindy's Rooftop promises a Chicago experience like no other. Expect seasonal cuisine, vibrant service, and sweeping views of the sky, the lake, and the natural beauty that surrounds you.

So, my darlings, next time you're in Chicago, make sure you ascend to Cindy's Rooftop for a dining adventure that'll leave you on cloud nine. Ciao, FoodGod out! 🍹🏙️🌟


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