The 11 Best Hotels in the Chicago Loop (2025)

• The Blackstone Chicago is one of the best luxury hotels in the Chicago Loop, particularly if you want to wake up to stunning views of Lake Michigan. It's grand and opulent, set in a historic Beaux-Arts building; interiors are adorned with original artworks, chandeliers and high ceilings. Boutique glamour in the heart of Chicago Loop!
• Virgin Hotel is primed for theatre lovers, as it's only steps away from the Chicago Theatre. It's glitzy and glamorous,with influences from the Jazz Age. The views from the rooftop will blow your socks off, and the rooms are pure luxury. Add to that the pampering spa and five restaurants and you've got a superb luxury stay!

• The Chicago Athletic Association is a local institution and landmark right next to Millennium Park. Its spacious, contemporary-yet-classic rooms afford gorgeous views of it and Lake Michigan beyond. This former 19th century gentleman's club is perfect if you want a slice of old world glamour and the lake views (especially from Cindy's rooftop restaurant and bar) are stunning. Best of all, its central downtown location is well place for everything from Millennium Park and Lake Michigan to many of Downtown's best restaurants.

• Silversmith Hotel is within walking distance from the Blue Line Station, so travelling around Chicago is made seamless from this modern, minimalist hotel. Set in a 19th-century building, complete with original marble floors, high ceilings and pillars, this glossy boutique hotel makes for a romantic stay in the heart of the city.
• The Kimpton Gray Hotel is one for couples. If you're on a romantic break, you'll be wowed by its personalised spa, the live music on the rooftop, the Latin food at Boleo restaurant, and the free bikes, perfect for a short ride to the shores of Lake Michigan.
• Allegro Royal Sonesta Chicago Loop was built in the Jazz Age, so it's all glitz and glamour here at this spacious Art Deco property. Couples will love the Gatsby-esque cocktail bar and luxury rooms. It's right next to the Blue Line, so it makes travel around town effortless.
• Hotel Julian is a great option for couples on a city break. Rooms boast Art Deco and Mid-century touches, and some offer killer city views. Only 300 metres from Cloud Gate, and just 1km from Lake Michigan. Perfect for couples looking for an affordable stay.
• Kimpton Hotel Monaco, set in a former hat factory, is a contemporary boutique hotel within walking distance of the Theatre District. With its modern art, cool colours, and snug window seats, it makes for a romantic and intimate city stay.

• Staypineapple Chicago is a lively boutique hotel just across from Millennium Park, and near most of Chicago's biggest attractions. Its pinapple-themed rooms are quirky and fun, and the restaurant is something of a local institution.
• TheWit Hotel is as buzzing as the area itself. Surrounded by theatres and cool bars, this cool hotel has a 27th-floor rooftop bar with stunning views and luxury rooms with city skyline vistas.

• LondonHouse is a luxury hotel that's great for families, offering spacious rooms with floor-to-ceiling windows and views of the Chicago River, and a children's menu for afternoon tea. Best of all, it's on Michigan Avenue and well placed for all the city highlights.

STILL NOT SURE?

• Expand your search to include all the best places in Chicago
• You can check out our hotel collections for other areas of Chicago, like Lincoln Park, or Near North, or West Side
• Or the best hotels on Lake Michigan
• Or contact one of our friendly Gurus for advice.