Back to all American Cities
Go to Chicago

The Best Hotels in Chicago

The StarTripper Journal presents the best places to stay in Chicago, both international luxury and boutique choices.
Our Team to Chicago are young professional travelers.

They love Chicago, the city on the southwestern shore of Lake Michigan, the starting point of the "Historic Route 66", the city with 200 theatre’s, 200 art galleries, 7000 restaurants and the Magnificent Mile of Michigan Avenue, a city buzzing with energy in the vibrant downtown, a city with world-class fine dining, shopping, entertainment and the location of the finest luxury hotels as well as plenty of cosy boutique hotels.

Whether you're visiting for business or pleasure, a Chicago getaway means abundant sunshine while you shop the Magnificent Mile, fresh crisp air during your stroll through Millennium Park, and comfortable cool temps as you tour the incredible sights and architectural treasures.

Whenever Our Team leave Chicago they want to go back to the most American city in America, the "City of the Big Shoulders", and the City of the funniest nightlife.

The StarTripper Journal Recommends these Hotels:
Four Seasons Located only steps from the Magnificent Mile and North Michigan Avenue’s best shopping – and just minutes from Chicago’s business and financial centres.

A landmark of refined comfort, elegant luxurious in every detail, a fresh contemporary inviting ambience, and all guest rooms feature breath-taking views of Lake Michigan or the Chicago skyline from the 30th to the 46th floor of the tower. A luxurious Spa with soundproofed treatment rooms for peace and privacy.

Excellent service, five star elegance in every detail.

120 East Delaware Place
Park Hyatt Located downtown in Chicago’s Gold Coast neighborhood, dramatic views of Michigan Avenue, Historic Water Tower Square, a vibrant culture and cityscape, and Lake Michigan.

A chic ambiance, exquisite elegant rooms and suites with sweeping views of the Chicago cityscape. With chic, modern décor, all luxurious accommodations feature signature Hyatt beds, 42” flat-screen TVs, Geneva sound system, DVD players, a contemporary desk set, mini bar, iconic Eames chair, contemporary original works of art, and 24-hour room service. Relax in spa-like bathrooms with oversized tubs and walk-in showers. Experience the art of elevated living at this award-winning boutique hotel.

Highly trained staff provide very professional services.

800 North Michigan Avenue
dana A boutique hotel that has been designed for living; a spa that offers an artful juxtaposition that balances the beauty of natural elements with state-of-the-art technologies, natural, sustainable woods, warm earth tones and flawless details, making guestrooms and suites ideal for boutique lifestyle. Personalized service blends with modern technology and luxurious furnishings create a reel luxury feeling.

The philosophy of wellness and individuality continues at the spa. Accessible and inviting services are tailored to meet unique needs, to relax, rejuvenate and inspired.

660 North State Street
Drake The Drake rises up over Lake Michigan’s Oak Street Beach, overlooking the majesty of Lake Michigan, rightly situated at the top of the Magnificent Mile, affords easy access to the city's most exclusive shopping, nightlife and dining.

Guest rooms are distinguished by comfort, elegance - high style furniture, HD TVs, and Italian marble bathrooms, enhancing the luxurious ambience, distinctively furnished and diligently designed.

Suites are designed to the highest standards of hospitality, the perfect combination of classic elegance and modern conveniences, brightly lit work and relaxation space, with stunning waterfront views.

High professional service.

140 East Walton Place
The Gwen Perfectly situated in the heart of the Windy City, The Gwen is located on the Magnificent Mile in the landmark McGraw-Hill Building. The reimagined icon is still adorned with panels created in 1929 by sculptress Gwen Lux, the hotel’s namesake.

Very elegant and airy rooms and suites, enhanced by a neutral palette, feature first class beds and beddings, a tranquil space for relaxation, a wide array of guestroom amenities to enhance the experience for the guests, and beautifully appointed bathrooms showcase marble touches and an oversized shower. There are grandeur of upscale in the comfortable accommodations.

High professional service.

521 North Rush Street
Allegro Conveniently located downtown in the Chicago Loop, amidst the city’s bustling financial and theatre districts, surrounded by the foremost sights like Grant Park and State Street’s shopping Mecca.

Step through the welcoming doors and transport you back in time to an era of elegant hobnobbing and glamour, a time of bygone luxury via retro, comfy rooms rich with Art Deco style and vintage ambience. A lively and original hotel, bright colors, good-looking furnishings, and suites with Jacuzzi bathtubs, the perfect spot to lounge after a day spent touring one of Americas most busy cities.

171 West Randolph Street

About - Legal information

Copyright © 2022 - StarTripper Journal