Cindy's Rooftop

Restaurant · Loop

32

@infatuation

"The Chicago Athletic Association Hotel is home to one of the best cocktail bars, one of the darkest restaurants in Chicago, and an annual pop-up called Happy’s that’s like an ugly Christmas sweater party with everyone who works in the Loop. Skip the kitsch and make a reservation at Cindy’s instead. It’s open year-round, but in December you’ll get an unbeatable panoramic view of Lake Michigan and Millennium Park decorated for the holidays. The crab cake sandwich and potato gnocchi won’t blow you away, but the cocktails and atmosphere make up for it." - veda kilaru

8 Chicago Bars And Restaurants That Are Great During The Holidays
Nick Gerber

12 S Michigan Ave, Chicago, IL 60603 Get directions

cindysrooftop.com
@cindysrooftop

32 Postcards

Reserve
See full details

More Places For You

TrueNorth

Cafe · Andersonville

Easygoing, serene coffee shop offering caffeinated drinks & healthy fare such as salads & smoothies.

1 Postcard

Venteux Brasserie, Cafe & Oyster Bar

French restaurant · Loop

Venteux is a stylish French brasserie in the Pendry Hotel that serves mouthwatering classics like steak frites and oysters, all with a lively atmosphere that feels fresh and inviting.

20 Postcards

Yvolina's Tamales

Tamale shop · Pilsen

At Yvolina's Tamales in Pilsen, tradition meets innovation with homemade, moist tamales wrapped in banana leaves, showcasing a diverse menu of veggie delights and savory mole.

9 Postcards

Moody Tongue

Restaurant · Bronzeville

Sip on exotic brews alongside fresh oysters and decadent cakes in this cozy brewery tasting room, where craftsmanship and flavor take center stage.

32 Postcards

The Smith

American restaurant · River North

Chic and lively, The Smith serves elevated American bites and craft cocktails in a stylish space with a fantastic outdoor vibe—perfect for any dining occasion.

17 Postcards

La Licor Panamericana

Latin American restaurant · Logan Square

Experience a culinary journey through Latin America at this stylish Logan Square spot, serving vibrant dishes and creative cocktails in a cozy ambiance.

2 Postcards

Anor 1985 Restaurant

Eastern European restaurant · Sheffield Neighbors

Anor is a cozy spot in Lincoln Park serving up hearty Central Asian fare, where friendly service meets flavorful dishes and a warm atmosphere.

2 Postcards

PERILLA steakhouse

Steak house · Loop

Perilla Steakhouse in the Loop marries classic Chicago steakhouse vibes with vibrant Korean flavors, offering grill tables and a unique tasting menu in a chic setting.

15 Postcards

Frontera Grill

Mexican restaurant · Near North Side

At Chef Rick Bayless' bustling flagship, dive into vibrant Mexican dishes—each bite bursting with flavor amidst a lively atmosphere and exceptional service.

39 Postcards

Burrito Beach

Mexican restaurant · Loop

Burrito Beach is a vibrant, beach-themed joint dishing out flavorful burritos and more, perfect for a quick, satisfying bite in the Loop.

2 Postcards