Luxury Hotels with Free Wi-Fi in Chicago IL

Soaring 92 stories above the Loop and North Michigan Avenue, Trump International Hotel & Tower Chicago offers its guests a higher level of luxury with unrivaled hospitality. A total of 339 graciously appointed guestrooms and suites welcome you with custom designed furnishings, floor-to-ceiling windows and fully equipped kitchens.

Staypineapple Chicago, An Iconic Hotel, is a distinguished establishment located in the heart of the Loop, offering an exceptional experience for luxury-seeking guests. Upon arrival, visitors are welcomed with refined decor, outstanding service and a range of carefully considered amenities that contribute to the hotel's esteemed reputation. Guestrooms feature a harmonious blend of modern and classic styles, with plush bedding, spacious bathrooms and numerous conveniences such as complimentary in-room coffee and tea, high-speed Wi-Fi and the exclusive Naked Experience with cozy robes and individual duvets. Guests are also invited to indulge in the exquisite culinary offerings at Atwood, the hotel's award-winning restaurant specializing in seasonal American cuisine and handcrafted cocktails. For a more relaxed dining experience, Staypineapple offers Afternoon Delights and Quick Bites & Bevvies to cater to a variety of cravings.

Located steps from the Magnificent Mile and North Michigan Avenue’s best shopping the hotel's guest-room views of Lake Michigan and the city skyline will leave you speechless.

Located just steps from the Magnificent Mile, the Ivy Boutique Hotel provides a luxury setting in a simplistic style. It has 63 guest rooms where you will get to enjoy the privacy of a luxury residence.

Located in the heart of the city on Michigan Avenue the hotel embraces the iconic architecture within Chicago, the redesign highlights historical elements of Louis Sullivan's intricate sketches and the Chicago School's building materials.

Steps away from Chicago's top attractions, this hotel is the best choice for those seeking out the best in culture, arts, and sports.

Located on Michigan Avenue and the famed Magnificent Mile in the heart of the Gold Coast, the hotel offers modern amenities with rooftop terraces, surrounded by all that downtown Chicago has to offer.