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The Peninsula Chicago

Near North & Navy Pier 94 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

Book a family fun package at this swanky Far East-inspired spot, or zero in on available perks, such as PlayStations, coloring books, and board games. — Insight Guides

The 20-story Peninsula Chicago sits just off—yet feels distant from—the shop and tourist–congested Michigan Avenue. An elevator ride up to the fifth floor leads guests to one of Chicago’s... — Afar Magazine

At just 20 storeys, The Peninsula in Chicago might not be one of the city’s loftier hotels, but what it lacks in height, is more than made up for with its near faultless location just off... — Wallpaper

The luxury extends to the hotel’s spa: it includes an outdoor sundeck, spa cuisine, eight treatment rooms, a steam room, and a lap pool. — Travel + Leisure

"The Asian calm of the decor cannot be beat" at this concrete tower that occupies an entire city block of the Magnificent Mile. — Condé Nast Traveler

Trump International Hotel & Tower Chicago

Near North & Navy Pier 93 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

Bigwigs and sports stars own the highest condo aeries in this swaggering riverfront tower dominating the Chicago skyline. But the hotel component of the Trump International Hotel & Tower,... — Afar Magazine

This “simply amazing” 92-story glass tower on the Chicago River “challenges the established high-end players” with “outstanding” service and “posh” rooms. — Zagat

The 92-story glass and steel tower in which the luxurious Trump International Hotel & Tower Chicago resides brought a dose of glamor to an already glitzy skyline. — Forbes Travel Guide

The overall look is urban contemporary, with none of the flashiness the Trump name might suggest. — Frommer's

Perched in the heart of downtown Chicago along the Chicago River, Trump International Hotel offers stunning views throughout all aspects of its 92-story frame. — Travel + Leisure

Four Seasons Hotel Chicago

Near North & Navy Pier 91 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

Fancy spot for business and leisure travelers is stumbling distance from the bars and shops of North Michigan Ave., Miracle Mile, and the Navy Pier. — BlackBook

Though the stature and location are grand, this is the city's most discreet luxury hotel, with its lobby tucked up on the seventh and eighth floors. — concierge.com

This elegant hotel has it all: white-glove service, impressive facilities, elegant accommodations, fine dining, and prime location just blocks from Lake Michigan. — Michelin Guide

At the refined Four Seasons, guest rooms begin on the 30th floor... so there's a distinct feeling of seclusion—and there are great views to boot. — Fodor's

Befitting its stature as a member of one of the world's great hotel brands, this Four Seasons boasts a flower-filled lobby on the seventh floor, far above the street-level crowds on Michigan Avenue. — Gayot

The Alise Chicago - A Staypineapple Hotel

The Loop 91 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

A glamorous mix of historic location and modern style located in the Reliance Building, the world's first steel-frame skyscraper. — BlackBook

Named for Chicago architect Daniel Burnham, this steel-and-glass former office building with a terra-cotta facade in the downtown Loop receives perfect scores for its location across from Macy’s. — Condé Nast Traveler

The proprietors brag the Burnham has the highest guest return rates in Chicago; it’s easy to see why. — Lonely Planet

Beautifully restored art-deco highrise. — Not For Tourists

Set in the magnificent Daniel Burnham-designed Reliance Building, this stunning hotel is both classic and cheerfully contemporary. — DK Eyewitness

The Ritz-Carlton, Chicago

Near North & Navy Pier 91 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

This is one of the nation's premier hotels. It sits pretty atop Water Tower Place and is as ritzy as the name implies. — Gayot

Shoppers, get ready: the sophisticated and comfortable Ritz-Carlton has indoor access to the Water Tower Place shopping mall and is close to many high-end boutiques. — Fodor's

Situated directly above Water Tower Place, the Ritz-Carlton has an Art Nouveau—inspired lobby with a dramatic marble fountain and wall-to-wall windows framing views of the city below. — Travel + Leisure

After a multimillion-dollar renovation completed in spring 2009, you'd never guess that it's one of the country's oldest Ritz hotels. — concierge.com

Just think of all the shopping you can do without leaving the building if you stay in one of the 32 stories above Water Tower Place. — Lonely Planet

Waldorf Astoria Chicago

Near North & Navy Pier 88 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

This “grand” Gold Coast outpost is the “ultimate in luxury” and gets “10 stars” from fans for its “subtle style”, “exceptional service” and “impeccable attention to details.”. — Zagat

Like the New York original, this Waldorf Astoria hotel is pure luxury. — Gayot

Waldorf Astoria took over the swank Elysian Hotel in 2012, closing one of its restaurants but preserving the sumptuous room decor, the 14,000-square-foot spa, and the Greek... — Afar Magazine

Waldorf Astoria Chicago, which was until recently The Elysian hotel, is an Art Deco jewel inspired by the style of Coco Chanel. — Forbes Travel Guide

From the pin-tucked curtains to the jewelry design–influenced lighting fixtures, it’s all très Chanel and Dior. — Travel + Leisure

Park Hyatt Chicago

Near North & Navy Pier 87 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

A sleek contemporary showpiece that sets the gold standard for the Gold Coast — Jetsetter

Rising 67 stories above Michigan Avenue, the Park Hyatt Chicago is within a five-minute walk of major attractions like the John Hancock Center and the Museum of Contemporary Art. — Travel + Leisure

From the miniature TVs in the bathroom to the butler and the courtesy car service, no expense has been spared. — Lonely Planet

The spirit of Park Hyatt Chicago aligns with what the Windy City is known for: stunning art and design, great food and welcoming Midwestern hospitality. — Forbes Travel Guide

Little expense has been spared at this 198-room Magnificent Mile property, housed in the lower third of a slender, 67-story residential tower. — Time Out

The James Chicago

Near North & Navy Pier 87 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

The James is one of Chicago's top luxury hotels, and is located in River North, a block from the Magnificent Mile. — oyster.com

Opened in April 2006, The James marries a residential vibe to a hotel setting. — Travel + Leisure

Fans of mid-century modern design must stay here... an overwhelmingly gracious staff helps work out any service kinks. — Lonely Planet

A boutique hotel of the sleek, minimalist variety, the James is aimed at sophisticated travelers who prefer luxury with a contemporary spin. — Frommer's

Buzzy Chicago stay with a hip cocktail bar and a swank steakhouse just off the Magnificent Mile — Jetsetter

Sofitel Chicago Magnificent Mile

Near North & Navy Pier 86 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

Just two blocks off the Magnificent Mile, this Gold Coast sophisticate hosts business travelers and Euro movers and shakers with its seductive lobby and 415 spacious rooms. — concierge.com

The luxurious 415-room Sofitel Chicago, two blocks from the Magnificent Mile, is noteworthy for its sleek modern decor and excellent service. — oyster.com

Paris flirts with the Midwest at Sofitel’s North American flagship property. — Travel + Leisure

A fantastic landmark in a city synonymous with stand-out buildings... The hip vibe is immediately felt upon entering the lobby, where towering ceilings and a polished decor set the stylish tone. — Michelin Guide

The overall feel of the hotel is European modern... All the rooms enjoy good views. — Frommer's

PUBLIC Chicago

Near North & Navy Pier 85 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

Hotelier Ian Schrager knows glamour, and The Public is a re-imagined Gold Coast hotspot—an au courant transformation of the historic see-and-be-seen  Ambassador East Hotel. — Travel + Leisure

Located in the Gold Coast, surrounded by million-dollar mansions, the property has managed to woo its neighbors, with whom you’ll rub elbows at the popular Pump Room restaurant. — Frommer's

These days, its new role is to redefine not only Chicago'€™s hotel scene, but the boutique hotel world --- at least, that'€™s what hotelier Ian Schrager set out to do when he took over. — Gayot

Today people still come to admire the celebrity photos, grab a round booth and dig into golden-age classics at the restaurant. — Lonely Planet

What was once the slightly faded Ambassador East is now hip and sleek; the location's as stellar as always. — Fodor's

Kimpton Hotel Monaco Chicago

The Loop 85 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

The old-school gothic lettering of its logo on the front of the building belies the lack of pretention at this boutique four-star Loop hotel. — BlackBook

A family-friendly Gold Coast haven that just wants to have fun — Jetsetter

Guest rooms reflect the hotel's global chic aesthetic, with steamer-trunk nightstands and Moroccan lamps. — Fodor's

The 192-room Kimpton is located inside a former hat factory in the Loop, and its stylish decor is a mix of Art Deco elegance and bright, quirky boutique flair. — oyster.com

The French-deco decor smacks of good taste and has that polished not-lived-in-yet look. — Gayot

The Drake Hotel

Near North & Navy Pier 84 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

The grande dame commands a striking location at the north end of Michigan Ave, near Oak St Beach. — Lonely Planet

The grande dame of Chicago hotels, this luxurious Michigan Avenue destination still attracts luminaries from all over the world. — DK Eyewitness

Opened in 1920, the Drake keeps pace with the polished neighborhood, right off the Magnificent Mile. — Insight Guides

Once you have had your dinner at one of many upscale dining establishments near this Chicago landmark, consider heading back to the hotel. — BlackBook

Chicago's version of New York's Plaza or Paris's Ritz may no longer be the most luxurious hotel in town, but its public spaces still maintain the regal grandeur of days gone by. — Frommer's

InterContinental Chicago

Near North & Navy Pier 84 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

We love the chocolate and wine bar. — Not For Tourists

More comfortable than swanky... On the cutting edge of environmental awareness and has won awards for its eco-friendly practices. — Frommer's

A dramatic four-story rotunda greets guests entering this architectural showpiece, which started out in 1929 as the Medinah Athletic Club. — Time Out

This 790-room behemoth right on the Magnificent Mile mixes historic charm... with the lackluster contemporary decor of an upscale chain. — oyster.com

This building was constructed in 1929 and was returned to its original architectural grandeur by the InterContinental chain in 1990. — Gayot

The Langham, Chicago

Near North & Navy Pier 84 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

An alfresco gathering spot on the riverfront plaza, this seasonal sibling to The Langham Hotel’s Travelle is pouring bubbly, ladling punch-bowl cocktails, crafting housemade fruit sodas... — Zagat

Opened in 2013 as the Hong Kong–based brand’s U.S. flagship property, the Langham, Chicago elegantly occupies the first 13 floors of the former IBM Plaza, a modern American landmark... — Afar Magazine

Architect Mies Van De Rohe's River North centerpiece the Langham Hotel is simply bursting with luxury. — Time Out

Located in downtown Chicago within walking distance of Grant Park and the Magnificent Mile, The Langham is a luxury hotel that's ideal for vacationers or the business traveler. — Condé Nast Traveler

If Downton Abbey was transported in time and place to Chicago, it would be The Langham, where a team of butlers awaits you if you’re a Langham Club member. — Frommer's

Renaissance Blackstone Chicago Hotel

South Loop & Near South Side 83 The TripExpert score is determined by calculating the general consensus of expert reviewers. Learn more →

This “beautifully restored” beaux arts property (first opened in 1910 and once frequented by movie stars and politicians) has been remodeled “inside and out” and boasts “heavenly” luxury linens. — Zagat

The hotel makes a good base for walking tours of the Loop's architectural landmarks, and is across the street from Grant Park, site of many lakefront festivals. — concierge.com

Blackstone isn't just a hotel, it's a modern art gallery replete with more than 1,600 pieces of art from emerging Chicago artists. Guest rooms are spacious with a modern twist on classic... — Travel + Leisure

The lobby of this classic hotel has gold-trimmed walls, a gold sofa, and modern flower arrangements that make it an unusual mix of old and new. — Fodor's

The quirky, 328-room Blackstone hotel across from Grant Park, in South Loop, mixes contemporary style with the building's restored historic grandeur. — oyster.com

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