What Is Chicago Like for Luxury Vacations?

From stunning river views to great entertainment, luxury Chicago hotels are more than just a place to rest your head. You can choose from 139 Chicago luxury accommodations, and you'll find modern conveniences combined with comfortable rooms. Visitors to Chicago like its monuments. You could even book a hotel room close to sights like Millennium Park and Chicago Theatre, or find yourself a luxury suite in a quieter area. Whether you're looking for a luxurious hotel in the center of Chicago or something just outside, Hotels.com has a special selection deals that won't disappoint.

What Are Some of the Best Luxury Hotels in Chicago?

After a day out and about in Chicago, you can treat yourself to a night in, enjoy the fluffy towels and sink into the soft pillow of a sumptuous bed in your luxury hotel. Hotels.com has 139 luxury accommodations in Chicago and here are our most popular choices:

Trump International Hotel & Tower Chicago

Upscale hotel within walking distance of Chicago Riverwalk
• • Restaurant • Indoor Pool • Bar • Sauna • Central location



The Langham, Chicago

Luxury hotel with spa, near Michigan Avenue
• • Restaurant • Indoor Pool • Bar • Health club • Central location



The Peninsula Chicago

Luxury hotel with 2 restaurants, near Water Tower Place
• • Rooftop terrace • Indoor Pool • Bar • Health club • Central location



The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Luxury hotel with 2 restaurants, near House of Blues Chicago
• • Rooftop terrace • Bar • 24-hour fitness center • Fitness center • Central location



Sofitel Chicago Magnificent Mile

City-center hotel within walking distance of Water Tower Place
• • Restaurant • Bar • 24-hour fitness center • Car service • Central location

What Are the Best Things to See and Do in Chicago?

While it might be tempting to sit back in your luxury hotel with its fantastic amenities, there's lots to enjoy in the area. Here are some things for you to see and do during your visit:

Shopping
• • Water Tower Place
• • Navy Pier
• • Michigan Avenue

Theaters
• • Cadillac Palace Theatre
• • Civic Opera House
• • Second City

Entertainment
• • Concord Music Hall
• • Court Theatre

Sights & Landmarks
• • Millennium Park
• • Chicago Theatre
• • Willis Tower

Food & Drink
• • Lula Cafe
• • Kingston Mines
• • Davis Theater, Chicago