Top 10 Hotels with Rooftop Bars in Chicago

Chicago dazzles with soaring skyscrapers, a shimmering lakefront, and an electric nightlife. One of the best ways to enjoy all this is from above. Hotels with rooftop bars in Chicago deliver unforgettable experiences. These unique spaces combine panoramic skyline views with luxury, comfort, and cocktails. Whether you’re visiting for business, romance, or exploration, these top ten hotels will elevate your stay. Expect rooftop lounges, plush accommodations, and unbeatable city vibes. Each destination offers a new perspective of the Windy City. Let’s climb to the top.

LondonHouse Chicago

LondonHouse Chicago sits at the corner of Michigan Avenue and Wacker Drive. It offers stunning views of the Chicago River and downtown. The tri-level rooftop hotel bar is a local favorite. It features elegant seating, skyline views, and fire pits. This historic property fuses old architecture with modern design. The luxurious rooms offer plush bedding and smart tech. Guests love the spa, fitness center, and rooftop dining. Located in the heart of downtown, it’s close to top shopping and entertainment. Every stay feels like a celebration at LondonHouse.

• Rating: 4-Star
• Neighborhood: The Loop
• Price Range: $250 – $500
• Best for: Couples, business travelers
• Nearby Attractions: Millennium Park, Magnificent Mile, Riverwalk

The Robey

Located in Wicker Park, The Robey offers a completely different vibe from downtown hotels. This boutique hotel sits inside a 1920s Art Deco building. Its rooftop lounge features cozy seating and a small pool. Views stretch from the skyline to the neighborhood treetops. Rooms are filled with natural light and mid-century design. The ground floor hosts a cafe and restaurant, while the top floor offers the famous Up Room. This is a place where hip locals and visitors mingle under twinkling lights. The Robey is a creative escape with charm.

• Rating: 4-Star
• Neighborhood: Wicker Park
• Price Range: $180 – $400
• Best for: Solo travelers, couples
• Nearby Attractions: 606 Trail, Milwaukee Avenue shops, Division Street bars

TheWit Chicago

TheWit Chicago puts you right in the middle of downtown excitement. It stands tall on State Street with theatrical design and bold colors. The rooftop bar, ROOF on theWit, hosts DJs, drinks, and skyline views. It’s open year-round with retractable glass walls. Guests can relax in modern rooms with floor-to-ceiling windows. The hotel features a spa, fitness center, and award-winning restaurant. You’re steps away from theaters, restaurants, and the Riverwalk. Chicago rooftop hotel bars rarely offer this much energy in one place.

• Rating: 4-Star
• Neighborhood: The Loop
• Price Range: $200 – $450
• Best for: Couples, nightlife lovers
• Nearby Attractions: Chicago Theatre, Art Institute, State Street shopping

The Gwen, a Luxury Collection Hotel

The Gwen is an Art Deco dream. Tucked inside the McGraw-Hill building on Michigan Avenue, it’s a hidden gem. The rooftop terrace blends stylish seating with city views. During winter, it offers curling lanes and cozy fire pits. Rooms feature warm tones, gold accents, and city scenes. Dine at the on-site restaurant or sip cocktails under the stars. The Gwen sits in the heart of the Magnificent Mile. It’s perfect for those who love luxury and location.

• Rating: 5-Star
• Neighborhood: River North
• Price Range: $300 – $600
• Best for: Luxury travelers, couples
• Nearby Attractions: Navy Pier, Tribune Tower, Magnificent Mile

Virgin Hotels Chicago

Virgin Hotels Chicago brings bold personality and fun to the Loop. The hotel’s rooftop lounge, Cerise, offers skyline views and live music. Rooms are split into two sections: dressing room and sleeping lounge. Each space includes a sliding privacy door. Guests enjoy the funky decor and on-site dining. There’s also a gym and a coworking space. It’s ideal for mixing work and play. Located near Millennium Park, it offers fast access to events and sightseeing. This hotel proves that staying in Chicago hotels with skyline views doesn’t mean giving up charm.

• Rating: 4-Star
• Neighborhood: The Loop
• Price Range: $180 – $400
• Best for: Young couples, digital nomads
• Nearby Attractions: Millennium Park, Cloud Gate, Art Institute

Sable at Navy Pier

Perched on the iconic Navy Pier, Sable offers unmatched views of Lake Michigan and the skyline. Its rooftop restaurant Offshore is the world’s largest. Guests dine and drink in a coastal-chic atmosphere. Floor-to-ceiling windows flood rooms with natural light. The decor blends nautical elements with modern comforts. Enjoy sunrise views over the lake or evening fireworks. The hotel has a direct connection to pier attractions and boat tours. This place is a dream for travelers seeking something unique.

• Rating: 4-Star
• Neighborhood: Streeterville
• Price Range: $220 – $500
• Best for: Families, couples
• Nearby Attractions: Navy Pier, Chicago Children’s Museum, Lakefront Trail

Nobu Hotel Chicago

Nobu Hotel Chicago blends luxury with Japanese minimalism. Located in the hip West Loop, it’s home to an upscale rooftop bar. Sip craft cocktails while gazing at downtown’s glow. The rooms showcase natural textures and sleek finishes. The hotel features the famed Nobu restaurant with exquisite sushi and steaks. There’s a full-service spa and indoor pool. Guests love the Zen-like calm amid city bustle. For modern elegance with a global twist, Nobu delivers.

• Rating: 5-Star
• Neighborhood: West Loop
• Price Range: $350 – $700
• Best for: Foodies, luxury seekers
• Nearby Attractions: Randolph Street, Fulton Market, Chicago French Market

Pendry Chicago

Pendry Chicago occupies the historic Carbide & Carbon Building. Its glamorous rooftop bar, Château Carbide, channels a French Riviera feel. Enjoy rosé and light bites among golden accents. Rooms feature rich textures, dark tones, and sleek lines. The hotel also houses a swanky cocktail lounge and cafe. A short walk leads to Millennium Park and the theater district. The Pendry mixes history, style, and service for a rich experience. Luxury hotels with rooftop bars Chicago rarely feel this cinematic.

• Rating: 5-Star
• Neighborhood: The Loop
• Price Range: $320 – $650
• Best for: Design lovers, couples
• Nearby Attractions: Millennium Park, Theater District, Chicago Cultural Center

Hyatt Centric The Loop

Hyatt Centric The Loop is a business traveler’s dream. The Aire Rooftop Bar offers cityscape views and light bites. Rooms are simple yet stylish, with local art and warm tones. The hotel features a gym, business center, and in-room coffee stations. Its central location means fast access to both offices and nightlife. Enjoy a cocktail after meetings while watching the sunset. It’s a balance of work and relaxation. For those needing both, this is a strong choice.

• Rating: 4-Star
• Neighborhood: The Loop
• Price Range: $190 – $420
• Best for: Business travelers
• Nearby Attractions: Willis Tower, Board of Trade, Chicago Symphony Center

The Peninsula Chicago

The Peninsula Chicago defines five-star excellence. Located near Water Tower Place, this hotel is luxury at every level. Z Bar, its rooftop lounge, offers cocktails with sweeping city views. Rooms include marble baths, touch-screen controls, and elegant decor. Guests enjoy a full spa, indoor pool, and fine dining. The service is world-class. It’s a favorite for those celebrating milestones. For refined stays and magical nights, this is one of the best rooftop hotel bars in the city.

• Rating: 5-Star
• Neighborhood: Gold Coast
• Price Range: $400 – $900
• Best for: Special occasions, families
• Nearby Attractions: Water Tower Place, Oak Street Beach, Museum of Contemporary Art

Conclusion

Hotels with rooftop bars in Chicago offer more than a room—they deliver experiences above the clouds. These destinations combine comfort, views, and vibrant energy. Whether you crave skyline cocktails, romantic sunsets, or rooftop dining, there’s something for every traveler. From downtown to Wicker Park, each hotel tells a story. If you’re visiting Chicago in 2024, make your stay unforgettable. Choose one of these gems for memories that soar. They’re perfect for every adventure—romance, family time, or business. Chicago rooftop hotel bars make every night feel like magic. Don’t just visit Chicago. Rise above it.