Best Hotels in Chicago

The St. Regis Chicago is a brand-new icon of ultimate luxury, set within a breathtaking architectural masterpiece on the Chicago River. Its defining features are the absolutely unparalleled panoramic views of the lake and skyline, the world-class St. Regis Spa, and the legendary, personalized butler service that anticipates every need. The hotel's rooms are spacious, impeccably designed, and feature state-of-the-art technology and comfort. As a pinnacle of modern opulence, the atmosphere is more sleek and glamorous than cozy. While its Lakeshore East location is a safe and quiet enclave, it is a slightly longer walk to public transport and the main shopping districts compared to hotels directly on Michigan Avenue.

A pinnacle of five-star luxury in a modern Mies van der Rohe skyscraper, The Langham Chicago delivers a flawless guest experience. Its most remarkable qualities are the legendary, anticipatory staff service, the breathtaking panoramic views of the city and river from floor-to-ceiling windows, and the exceptionally comfortable signature beds. The hotel is also home to the world-class Chuan Spa and a serene indoor pool, making it an oasis of calm in the heart of the city. While its atmosphere is one of international elegance rather than local Chicago flavor, it sets the standard for opulent and romantic stays.

The Trump International Hotel & Tower is the pinnacle of 5-star luxury in Chicago, offering an experience of uncompromising quality and opulence. Its most defining features are the absolutely spectacular, panoramic views of the river and skyline from the floor-to-ceiling windows, the exceptionally spacious and exquisitely appointed rooms, and its world-class spa and serene indoor pool. The hotel provides impeccable, anticipatory service and a feeling of exclusivity and tranquility high above the city. While it is one of the most expensive hotels in Chicago, it delivers a truly superlative experience for those seeking the highest level of luxury for a romantic getaway or special occasion.

This recently renovated five-star hotel is a beacon of sophisticated luxury on Chicago's Magnificent Mile, offering an experience of quiet elegance. Its most celebrated features are the breathtaking views of Lake Michigan and the historic Water Tower from floor-to-ceiling windows, the exceptionally spacious and beautifully appointed rooms, and the supremely comfortable beds. The hotel's serene indoor pool and state-of-the-art fitness center further enhance the stay. As a pinnacle of modern luxury, the atmosphere is more gallery-like and refined than cozy. Its location is squarely in the center of Chicago's busiest tourist area, providing ultimate convenience for shopping and sightseeing but lacking a neighborhood feel.

The LaSalle is an elite luxury hotel offering a serene and exclusive retreat on the upper floors of a historic skyscraper in Chicago's Financial District. It delivers an uncompromising luxury experience, distinguished by its exceptionally comfortable beds with the finest linens, flawless standards of cleanliness, and breathtaking panoramic city views from its spacious rooms. The highly polished and attentive staff provide a level of personalized service that is second to none, creating a truly romantic and private atmosphere. This property is an ideal choice for discerning travelers seeking tranquility and top-tier amenities. The only notable drawbacks are the lack of a swimming pool and the very high cost of valet parking.

The Four Seasons Chicago is the pinnacle of classic luxury, offering an experience defined by flawless, anticipatory service from its world-class staff. The hotel's most stunning features are the legendary comfort of its signature beds and the breathtaking panoramic views of Lake Michigan and the city skyline from its high-floor rooms. It also excels at being remarkably family-friendly, with extensive amenities that make children feel exceptionally welcome. The property includes a beautiful indoor pool under a glass dome and a full-service spa, creating a serene resort-like feel high above the bustling Magnificent Mile. While the experience is near-perfect, the cost of valet parking is, as expected, extremely high.

This iconic five-star hotel offers a timeless experience of classic luxury, perched high above the Magnificent Mile in the Water Tower Place. Its most defining characteristics are the absolutely breathtaking panoramic views of Lake Michigan and the city skyline, the legendary comfort of the Ritz-Carlton beds, and the exceptionally polished, anticipatory service from its staff. The hotel also boasts a superb spa and a serene indoor pool, making it a true urban resort. While the hotel is surprisingly family-friendly, its grand, formal style lacks a cozy, home-like feel. A notable omission for a modern luxury property is the lack of any outdoor space or rooftop terrace.

This five-star luxury hotel in Chicago's prestigious Gold Coast neighborhood offers an exceptionally romantic and serene escape. Its top attributes include the impeccable, personalized service from a friendly and professional staff, the supremely comfortable beds ensuring a restful sleep, and the world-class spa and tranquil indoor pool. The hotel's elegant, Parisian-inspired decor and spacious rooms, many with fireplaces, create a residential feel of opulent comfort. While it is a pinnacle of luxury, it is not an adults-only property, and its atmosphere is less suited for young families. The prime location is a walker's paradise, surrounded by high-end shopping, fine dining, and cultural sites, making it an ideal base for exploring the best of the city.

This stunning luxury hotel in Chicago's affluent Gold Coast is defined by its breathtaking panoramic views of the lake and skyline, particularly from its glamorous rooftop pool and lounge, Devereaux. The property masterfully blends modern design with historic architectural elements, creating a sophisticated and romantic atmosphere. Guests consistently praise the exceptionally comfortable beds, impeccable cleanliness, and the quiet sanctuary of the well-soundproofed rooms. While it is a significant splurge, the Viceroy delivers a true high-end experience with polished service and an unbeatable location for luxury shopping and dining.

This luxury aparthotel in Chicago's charming Old Town neighborhood offers an exceptional experience for long-stay guests, families, and those seeking the comforts of home. The property's standout features are its incredibly spacious and modern apartments, complete with full gourmet kitchens and in-unit laundry, and its unparalleled amenities, including a massive state-of-the-art gym and a sprawling outdoor terrace with pools and BBQ areas. The high-rise building also affords spectacular city and lake views. This is a perfect setup for remote work, providing ample space and privacy. While housekeeping is typically weekly rather than daily, the blend of residential comfort and hotel service is superb.