Top 10 Upscale Hotels in Chicago

Chicago is a city that pulses with life, style, and architectural beauty. It’s a place where luxury meets skyline. For travelers looking for the finest upscale hotels in Chicago, the Windy City offers plenty. Whether you’re here for business or leisure, the city’s top hotels provide a rich mix of history, elegance, and convenience. From the shimmering lakefront to vibrant neighborhoods, these properties shine. Each luxury hotel in Chicago brings something unique to your stay. Expect first-class service, sleek design, and comfort that warms the soul. Let’s explore the top 10 5-star hotels in Chicago that deliver more than just a place to sleep.

The Langham, Chicago

Sitting along the Chicago River, The Langham is a haven of timeless sophistication. Designed by architect Mies van der Rohe, this luxury hotel in Chicago captures modern elegance. Rooms boast floor-to-ceiling windows with river or skyline views. Its Chuan Spa offers holistic wellness rooted in Traditional Chinese Medicine. You’ll love the afternoon tea served in the Pavilion lounge. The service here feels warm and personal. It’s near the Loop and Magnificent Mile, making it ideal for exploring. Plus, the hotel’s art collection and sleek design create a serene atmosphere.

• Rating: 5-Star
• Neighborhood: River North
• Price Range: $450–$900
• Best for: Couples, business travelers
• Nearby Attractions: Millennium Park, Magnificent Mile, Chicago Riverwalk

The Peninsula Chicago

The Peninsula sits just steps from Michigan Avenue’s shopping paradise. This 5-star hotel in Chicago combines old-world charm with state-of-the-art amenities. Every guestroom comes with a tablet controlling lights, temperature, and room service. The rooftop spa and indoor pool offer serene escapes with skyline views. Dining here is an experience, especially at Shanghai Terrace. Service is fast, discreet, and thoughtful. You feel pampered from the moment you enter. With art installations and plush interiors, it’s a peaceful oasis in the heart of the city.

• Rating: 5-Star
• Neighborhood: Near North Side
• Price Range: $500–$1,000
• Best for: Couples, luxury seekers
• Nearby Attractions: Water Tower Place, John Hancock Center, Museum of Contemporary Art

Waldorf Astoria Chicago

In the Gold Coast district, Waldorf Astoria offers elegance and quiet luxury. This boutique luxury hotel in Chicago boasts fireplaces in many rooms, and deep soaking tubs. The courtyard entrance feels like a European getaway. The spa is world-class, and so is the on-site French restaurant. Everything from valet service to turndown feels special. You’re close to Rush Street’s vibrant dining scene, yet the hotel feels intimate and calm. Each space blends classic design with modern comfort.

• Rating: 5-Star
• Neighborhood: Gold Coast
• Price Range: $400–$850
• Best for: Romantic getaways, wellness retreats
• Nearby Attractions: Oak Street Beach, Museum of Contemporary Art, designer boutiques

Four Seasons Hotel Chicago

Overlooking Lake Michigan, the Four Seasons offers classic grandeur with modern touches. It’s one of the most iconic luxury hotels in Chicago. Every room feels like a quiet escape from the city. Expect plush linens, sleek bathrooms, and excellent service. Kids get personalized welcome gifts, making this a favorite for families. The indoor pool is a stunner, surrounded by panoramic views. With direct access to 900 North Michigan Shops, shopping is effortless. Dining at Adorn by Chef Jonathon Sawyer is unforgettable.

• Rating: 5-Star
• Neighborhood: Magnificent Mile
• Price Range: $450–$950
• Best for: Families, couples, luxury travelers
• Nearby Attractions: Lakefront Trail, Magnificent Mile, Navy Pier

Viceroy Chicago

Nestled in the Gold Coast, the Viceroy is bold and stylish. It blends Art Deco history with daring design. As a newer upscale hotel in Chicago, it brings a fresh vibe. Rooftop cocktails at Devereaux offer lake and skyline views. Rooms feature warm tones and curated artwork. The on-site Somerset restaurant delivers seasonal Midwest fare with flair. Staff members are warm and responsive. You’re steps away from Oak Street and its elite shopping. Everything about this hotel screams trendsetter.

• Rating: 4-Star
• Neighborhood: Gold Coast
• Price Range: $300–$600
• Best for: Trendsetters, young couples, solo travelers
• Nearby Attractions: Oak Street Beach, Rush Street, Lake Michigan

Thompson Chicago

Thompson Chicago brings industrial chic to a cozy neighborhood setting. This boutique luxury hotel in Chicago sits close to vibrant nightlife and culinary gems. Rooms feature hardwood floors, brushed metal finishes, and oversized leather chairs. Nico Osteria downstairs is a local favorite for seafood. Service is friendly, and amenities include a 24-hour fitness center and stylish meeting rooms. Pets are welcome too. It’s a perfect base for exploring the city without the downtown bustle.

• Rating: 4-Star
• Neighborhood: Near North Side
• Price Range: $250–$500
• Best for: Solo travelers, creatives, pet owners
• Nearby Attractions: Lincoln Park Zoo, North Avenue Beach, Old Town

LondonHouse Chicago

LondonHouse is perched where the Chicago River meets Michigan Avenue. This luxury hotel near Magnificent Mile boasts one of the best rooftop bars in the city. Its rooms mix contemporary style with historic charm. Floor-to-ceiling windows give you striking skyline views. The location is perfect for exploring on foot. Dine at LH Rooftop or enjoy a treatment at the spa. You’ll find a perfect balance of energy and elegance here. It’s ideal for city lovers.

• Rating: 4-Star
• Neighborhood: Loop
• Price Range: $250–$550
• Best for: Couples, business travelers, sightseers
• Nearby Attractions: Millennium Park, Chicago Theatre, Riverwalk

Park Hyatt Chicago

This sleek luxury hotel in Chicago sits on Water Tower Square, right off the Magnificent Mile. The Park Hyatt combines subtle elegance with personalized service. Art lines the hallways and rooms. The NoMI restaurant offers seasonal cuisine and views of Lake Michigan. Rooms come with deep soaking tubs, rainfall showers, and modern decor. There’s also a serene spa and lap pool. Every detail here speaks of care and refinement. It’s a peaceful retreat amid city buzz.

• Rating: 5-Star
• Neighborhood: Near North Side
• Price Range: $450–$800
• Best for: Art lovers, couples, refined travelers
• Nearby Attractions: Water Tower Place, Chicago Avenue Beach, Art Institute

The Gwen, a Luxury Collection Hotel

Named after sculptor Gwen Lux, The Gwen stands out on the Magnificent Mile. This energy-efficient hotel in Chicago blends 1930s glamour with contemporary luxury. Rooms showcase unique art deco touches. The rooftop terrace is perfect for cocktails under city lights. It connects directly to upscale shopping. Staff go the extra mile to make your stay memorable. On-site dining at Kostali offers Mediterranean flavors with flair. Everything here is stylish, welcoming, and full of personality.

• Rating: 4-Star
• Neighborhood: River North
• Price Range: $300–$600
• Best for: Fashionistas, social travelers, business guests
• Nearby Attractions: Tribune Tower, Riverwalk, Shopping District

Kimpton Gray Hotel

Located in the heart of the Loop, the Kimpton Gray is refined and full of character. This pet-friendly upscale hotel in Chicago boasts historic charm blended with sleek updates. Rooms feel plush and inviting. Boleo, the rooftop bar, pulses with Latin flavor and music. Vol. 39 offers vintage cocktails and moody ambiance. The staff greet you like family. Meeting spaces make it great for corporate stays. Yet, it still feels personal and cozy.

• Rating: 4-Star
• Neighborhood: The Loop
• Price Range: $250–$550
• Best for: Business travelers, solo guests, dog owners
• Nearby Attractions: Willis Tower, Art Institute, Grant Park

Conclusion

Choosing from the best upscale hotels in Chicago is no small task. Each offers its own blend of charm, comfort, and luxury. From 5-star hotels in Chicago like The Langham to bold newcomers like Viceroy, there’s something here for every traveler. Whether you’re enjoying skyline views or relaxing in a rooftop spa, these hotels redefine indulgence. The city’s luxury hotels in Chicago place you near top attractions, dining, and culture. Many offer smart tech, spa services, and personalized touches. So whether you seek elegance, history, or modern flair, the perfect hotel is waiting. Make your stay memorable with these top-tier accommodations.