Best Hotels in Chicago: Luxury, Comfort, and Unforgettable Stays

Hotels

Chicago, the vibrant heart of the Midwest, is known for its stunning architecture, world-class dining, and rich cultural scene. Whether you’re visiting for business or leisure, choosing the right hotel can elevate your experience. In this guide, we’ll explore the best hotels in Chicago, from luxurious five-star stays to boutique gems, ensuring you find the perfect accommodation for your trip.

Why Stay in Chicago?

Before diving into the top hotels, let’s highlight why Chicago is a must-visit destination:

  • Iconic landmarks like Millennium Park, Willis Tower, and Navy Pier

  • A thriving food scene with deep-dish pizza and Michelin-starred restaurants

  • World-renowned museums, including the Art Institute of Chicago

  • Stunning lakefront views along Lake Michigan

  • Vibrant nightlife and entertainment in The Loop, River North, and Wicker Park

Now, let’s explore the best hotels in Chicago for an unforgettable stay.

1. The Langham, Chicago

⭐ Rating: 5/5
📍 Location: 330 N Wabash Ave, Chicago, IL
💲 Price Range: $$$$

Why Stay Here?

The Langham is synonymous with luxury and sophistication. Located along the Hotels Chicago River, this hotel offers breathtaking views, impeccable service, and world-class amenities.

Key Features:

  • Spacious rooms with floor-to-ceiling windows

  • Award-winning Chuan Spa

  • Indoor pool with skyline views

  • Fine dining at Travelle Kitchen + Bar

  • Close to Magnificent Mile shopping

Ideal For:

Luxury seekers, couples, and business travelers.

2. The Peninsula Chicago

⭐ Rating: 5/5
📍 Location: 108 E Superior St, Chicago, IL
💲 Price Range: $$$$

Why Stay Here?

The Peninsula combines classic elegance with modern technology. Known for its exceptional service, this hotel is a favorite among celebrities and discerning travelers.

Key Features:

  • High-tech rooms with iPad-controlled amenities

  • Rooftop terrace with stunning city views

  • Peninsula Spa (ranked among the best in the U.S.)

  • Michelin-starred dining at Shanghai Terrace

  • Steps away from Oak Street Beach

Ideal For:

Honeymooners, luxury travelers, and those seeking a high-end experience.

Why Stay Here?

Perched atop 900 North Michigan Shops, the Four Seasons offers panoramic views of Lake Michigan and the skyline.

Key Features:

  • Luxurious rooms with marble bathrooms

  • Adorn Bar & Restaurant serving craft cocktails

  • Full-service spa and fitness center

  • Family-friendly with special kids’ programs

  • Walking distance to Water Tower Place

Ideal For:

Families, luxury travelers, and shoppers.

4. The Gwen, a Luxury Collection Hotel

⭐ Rating: 4.8/5
📍 Location: 521 N Rush St, Chicago, IL
💲 Price Range: $$$

Why Stay Here?

A blend of Art Deco charm and modern comfort, The Gwen offers a stylish retreat in the heart of downtown.

Key Features:

  • Rooftop lounge with fire pits and city views

  • Spacious, art-filled rooms

  • Circa Restaurant serving contemporary American cuisine

  • Close to Magnificent Mile and Millennium Park

Ideal For:

Couples, solo travelers, and design enthusiasts.

Why Stay Here?

This Gold Coast boutique hotel offers a trendy, upscale experience with a rooftop pool overlooking the city.

Key Features:

  • Modern, mid-century inspired design

  • Devereaux rooftop bar with craft cocktails

  • Pet-friendly accommodations

  • Steps from Rush Street’s nightlife

Ideal For:

Young professionals, couples, and Instagram-savvy travelers.

Why Stay Here?

Located in Wicker Park, The Robey is a chic, artsy hotel in one of Chicago’s coolest neighborhoods.

Key Features:

  • Rooftop lounge with 360° views

  • Industrial-chic design with local artwork

  • Walkable to trendy bars, cafes, and boutiques

  • More affordable than downtown luxury hotels

Ideal For:

Hipsters, solo travelers, and those exploring Chicago’s local scene.

Why Stay Here?

palatial hotel offering timeless luxury with French-inspired interiors.

Key Features:

  • Lavish suites with fireplaces and soaking tubs

  • Spa & Health Club with a Roman-style pool

  • Bernard’s fine dining restaurant

  • Near luxury shopping on Oak Street

Ideal For:

Romantic getaways, high-end travelers.

Why Stay Here?

A historic landmark hotel with a playful, stylish vibe opposite Millennium Park.

Key Features:

  • Game rooms with bocce ball and billiards

  • Cindy’s Rooftop with iconic park views

  • Unique, vintage-inspired rooms

  • Walking distance to Art Institute and The Bean

Ideal For:

History buffs, groups of friends, and creative travelers.

Why Stay Here?

trendy, affordable boutique hotel in the lively Fulton Market District.

Key Features:

  • Co-working spaces and social lounges

  • Cira Restaurant with Mediterranean cuisine

  • Walkable to West Loop’s best restaurants

  • Pet-friendly and vibrant atmosphere

Ideal For:

Digital nomads, young travelers, and foodies.

Why Stay Here?

sophisticated, business-friendly hotel in the Financial District with Art Deco elegance.

Key Features:

  • Steadfast Restaurant (Michelin Bib Gourmand)

  • Stylish, monochromatic rooms

  • Complimentary wine hour

  • Close to Theatre District and Willis Tower

Ideal For:

Business travelers, couples, and architecture lovers.

Final Thoughts: Choosing the Best Hotel in Chicago

Whether you’re looking for luxury, boutique charm, or budget-friendly stays, Chicago has something for everyone. Here’s a quick recap:

  • Best for Luxury: The Langham, Four Seasons, Peninsula

  • Best Boutique Stays: The Robey, Viceroy, The Gwen

  • Best for Business: Kimpton Gray, Waldorf Astoria

  • Best for Views: The Langham, Cindy’s Rooftop at Chicago Athletic Association

  • Best Budget-Friendly: The Hoxton, The Robey