Romantic Hotels in Chicago

A rooftop lounge with views of the city skyline, on-site modern restaurant and a large indoor lap pool highlight the Loews Chicago Hotel.

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Amjad Abu Saa

From

United Arab Emirates

Awesome and modern hotel. Everything is where you need it.

Featuring stunning views from every area of the hotel, this landmark building of stainless steel and tinted glass stands 92-stories above the Loop and North Michigan Avenue along the Chicago River.

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Deena

From

New Zealand

The room was spacious and well catered for. The facilities amazing and location perfectly suited to our holiday.

Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop.

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Lisa

From

Ireland

Location! Staff! Room! Vibe! Sorry, I'll stop with the exclamation marks now. Seriously, this place is a gem. It's really close to two subway/CTA stations, it's in the heart of downtown Chicago, the staff were just lovely, and the whole atmosphere was friendly and relaxed. I loved all the little touches that made the stay a little bit extra; the free reusable water bottle, the water station in the lobby, Dash, the Pineapples Pup, the individual duvets etc. I would recommend Staypineapple to anyone. On a side note, as a solo traveller, I felt very safe in this hotel.

Centrally located along the Chicago River in the famous Loop business district, this hotel features in-room spa services, and a 24-hour gym.

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Andrea

From

Slovakia

the whole vibe was very friendly, cozy and clean

Less than a mile away from Grant Park and Millennium Park, this historic boutique hotel is located in Chicago’s South Loop neighborhood and features an on-site restaurant and state-of-the-art 24-hour...

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Danielle

From

United States

The staff were extremely welcoming and helpful. The kids got little teddies upon arrival. They helped us with directions around the city and the rooms were extremely spacious. We will definitely be back!

Just 2 blocks away from the famed shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this luxury hotel towers above the city in a skyscraper designed by renowned architect Mies...

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Elli

From

Greece

Beautiful hotel in the city center, delicious breakfast and very friendly staff. Everything was excellent. We will definitely visit again.

The Buckingham Hotel is a boutique property centrally located in the heart of Chicago’s Financial District, perched on the 40th floor of the iconic Chicago Stock Exchange building.

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LEFKI IOANNA

From

Greece

Clean and spacious room with amazing view.

Just steps away from the famed shopping, dining and entertainment on the Magnificent Mile, this historic hotel is located in Chicago’s Gold Coast neighborhood and features a rooftop bar and lounge...

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Frederik

From

Belgium

very clean, nice spacious room and friendly staff!

Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Oriental Theatre building in the Chicago Loop Theatre District.

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Darya

From

Kazakhstan

Breakfast not included, but lots of options around the place. Friendly staff and very cozy room.

Located in the heart of the city, Hyatt Place Chicago/Downtown – The Loop is conveniently located near several of the city’s social and cultural landmarks.

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Matej Košč

From

Slovakia

Personal in this hotel is great. I forgot shoes in the room, and they promise to send me them. 10 stars from me!