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Top Rooftop Bars in Chicago. Best Spots for a Drink in the Windy City

Chicago's skyline beckons with its architectural prowess and what better way to imbibe this grandeur than perched atop the city's finest rooftop bars? We've unmasked the allure of rooftop bars in Chicago, where the vibrant ambiance kisses the sky, offering more than just a drink but an experience to cherish. As the Windy City whispers its stories, these elevated havens are our go-to for panoramic views, a confluence of greenery, and taste bud-tantalizing menus that promise a memorable night out.

Cindy's Rooftop

Credits: Cindy's Rooftop

Why it's worth visiting: Offering stunning views of Millennium Park and Lake Michigan, Cindy's Rooftop is the perfect spot to unwind with a cocktail while taking in the city skyline.

Address: 12 S Michigan Ave, Chicago, IL 60603

Perched atop the Chicago Athletic Association Hotel, Cindy's Rooftop offers a charming and eclectic atmosphere with its vintage-inspired decor and stunning views of Millennium Park and Lake Michigan. Whether you're enjoying handcrafted cocktails by the outdoor fireplace or savoring seasonal fare in the airy indoor dining room, Cindy's provides a memorable rooftop experience that captures the essence of Chicago's lively social scene.

The J. Parker

Credits: The J. Parker

Why it's worth visiting: Situated atop the Hotel Lincoln, The J. Parker boasts panoramic views of Lincoln Park and Lake Michigan, making it an ideal destination for sunset drinks.

Address: 1816 N Clark St, Chicago, IL 60614

Situated atop the Hotel Lincoln in Lincoln Park, The J. Parker boasts unparalleled views of the Chicago skyline and Lake Michigan from its expansive rooftop terrace. With its cozy seating, fire pits, and panoramic vistas, The J. Parker offers a relaxed yet sophisticated ambiance, making it the perfect spot to unwind with a craft cocktail or enjoy a casual meal with friends against the backdrop of Chicago's iconic landmarks.

LH Rooftop

Why it's worth visiting: Located on the 22nd floor of LondonHouse Chicago, LH Rooftop offers unparalleled views of the Chicago River and downtown skyline, coupled with innovative cocktails and a chic atmosphere.

Address: 85 E Wacker Dr, Chicago, IL 60601

Located on the 22nd floor of LondonHouse Chicago, LH Rooftop offers a luxurious and refined setting with its sleek decor, innovative cocktails, and breathtaking views of the Chicago River and downtown skyline. Whether you're lounging in one of the plush seating areas or mingling at the stylish bar, LH Rooftop provides an upscale rooftop experience that exudes sophistication and charm.

Raised An Urban Rooftop Bar

Why it's worth visiting: Nestled atop the Renaissance Chicago Downtown Hotel, Raised boasts a stylish rooftop terrace with cozy seating and skyline vistas, making it an inviting destination for both locals and visitors.

Address: 1 W Upper Wacker Dr, Chicago, IL 60601

Perched atop the Renaissance Chicago Downtown Hotel, Raised offers a vibrant and energetic atmosphere with its chic rooftop terrace, stylish decor, and panoramic views of the city skyline. Whether you're sipping on artisanal cocktails by the outdoor fire pit or indulging in small bites from the gourmet menu, Raised provides a lively rooftop destination that's perfect for both daytime socializing and nighttime revelry.

Z Bar

Credits: Z Bar

Why it's worth visiting: With its sleek design and breathtaking views of the cityscape and Chicago River, Z Bar offers a sophisticated setting for enjoying handcrafted cocktails and small plates.

Address: 108 E Superior St, Chicago, IL 60611

Nestled atop The Peninsula Chicago, Z Bar offers a sophisticated and glamorous setting with its sleek design, innovative cocktails, and stunning views of the cityscape and Chicago River. Whether you're enjoying signature drinks crafted by expert mixologists or sampling globally inspired small plates, Z Bar provides a chic rooftop experience that combines luxury with unparalleled views of the Windy City's skyline.

FAQs

What is the most bar-populated street in Chicago? Clark Street in Chicago boasts the highest concentration of bars, with over 203 venues available. This offers bar enthusiasts the opportunity to visit a different bar every night for more than six months without repeating a location.

Where is the world's highest rooftop bar located? The world's highest rooftop bar is Ozone, which is situated atop The Ritz Carlton in Hong Kong. Located on the 118th floor at an elevation of 480 meters, it provides one of the most spectacular city vistas globally.

What makes rooftop bars a sought-after venue? Rooftop bars offer a compelling combination of social interaction and stunning panoramic views of the city skyline. They are seen as more than just a passing trend, providing a distinctive urban experience.

Do Chicago's rooftop bars operate during winter? Absolutely, Chicago's rooftop bars welcome guests throughout the year, even in winter. These spaces offer a refreshing outdoor ambiance perfect for sipping seasonal drinks, toasting marshmallows, or engaging in a game of curling.

Which bar in Chicago was Al Capone known to frequent? Al Capone was known to spend time at the Exchequer Restaurant & Pub, which was a hotspot for gangsters. The establishment featured two secret tunnels for a quick escape if necessary.

Where do celebrities typically hang out in Chicago? Celebrities are often seen at River North venues such as RPM Italian, Underground, and Chicago Cut. Notable figures, including Barack Obama, Kristin Cavallari, and Jay Cutler, have been spotted at these spots, particularly at Chicago Cut steakhouse.

Which establishment is currently the top bar in the world? As of 2023, Barcelona's Sips, a conceptual “drinkery house,” has been named the world's best bar. Also high on the list are New York's Double Chicken Please and Mexico City's Handshake Speakeasy, with North America boasting nine bars in the top rankings.

What is the name of the world's largest rooftop bar? Offshore, located at Navy Pier, is the world's largest rooftop bar, offering 36,000 square feet of space where guests can wander with a drink in hand.

How should one dress for a rooftop bar? When dressing for a rooftop bar, you can elevate your denim with a statement top and heels or opt for a trendy one-piece. Accessorizing should be minimal to maintain a simple and elegant look.

What attire is suitable for rooftop bar events? For hot weather, choose light and breathable fabrics like linen and cotton for rooftop parties. In cooler conditions, layer up and consider bringing a coat to stay warm.

Is there a dress code for rooftop bars at night? While there's no universal dress code for all rooftop bars, the typical attire ranges from smart casual to casual, often leaning towards smart casual as the evening progresses.

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