Chicago Boutique Hotels

Start Here to gain access to the best boutique hotels that Chicago, IL has to offer. Here are a few of our picks. Our new and improved booking engine offers handy user reviews from Trip Advisor, Interactive Maps, and Virtual Tours. Of course its all powered by Hotels.com so you can rest assured that you get the best deals on the best hotels.

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The Whitehall Hotel

Neighborhood: Gold Coast
Rates: from $118
Bottom Line: Take a break from the chains and step up to the luxurious Whitehall Boutique Hotel.

Ambassador East Hotel

Neighborhood: Gold Coast
Rates: from $108
Bottom Line: The Ambassador East is a great value pick. The rooms could use a bit of an update but for the price it is hard to beat this Gold Coast Gem.

The Talbott Hotel

Neighborhood: Gold Coast
Rates: from $145
Bottom Line: Smaller luxury boutique hotel, recently renovated offering larger than average rooms in the upscale Gold Coast. Close to Michigan Ave shopping, yet on a quiet side street.

Sutton Place Magnificent Mile

Neighborhood: Gold Coast
Rates: from $157
Bottom Line: Close to the Boutique Shopping of the fashionable Gold Coast, the Sutton is a beautifully appointed hotel that does not disappoint.

Hotel Allegro Chicago

Neighborhood: Loop
Rates: from $179
Bottom Line: We like the Allegro with it’s vibrant décor that blends Art Deco design. The North Loop location is perfect for a night at the Theater.

Hotel Burnham

Neighborhood: Loop
Rates: from $175
Bottom Line: Chicago is all about architecture, and the Luxury Hotel Burnham located in the historic Reliance building is the perfect Loop hotel to get the full experience. No pool or large fitness center here, but a great hotel in the heart of the Theater District. One of the best Chicago boutique hotels.

Hotel Monaco Chicago

Neighborhood: Loop
Rates: from $179
Bottom Line: The Luxury Monocot is a nice choice for the Loop, walk to Michigan Avenue and the Theater District. Boutique Style Hotel. Guests are encouraged to take a goldfish from the lobby to their room for the duration of the visit.

The Peninsula Chicago

Neighborhood: Magnificent Mile
Rates: from $395
Bottom Line: If you can afford to stay in the Peninsula, you won’t be disappointed. Top notch service and comfort at this Magnificent Mile location. Spoil yourself with this five star experience.

Amalfi Hotel Chicago

Neighborhood: River North
Rates: from $129
Bottom Line: A luxury boutique hotel in Chicago’s River North District. Nicely appointed rooms, have been recently renovated. This River North hotel is a good pick for River North located a few blocks from the Wrigley Building and 3 blocks from the EL Train.

Trump Intl Hotel And Tower

Neighborhood: River North
Rates: from $385
Bottom Line: Great hotel with exceptional service, as you would expect from a Trump property, elegant and sophisticated. Great views of the Skyline from the Chicago River with floor to ceiling windows. Good central location for business or touring the city, on the Riverwalk.

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