- Pets allowed
- Free WiFi
- 24-hour front desk
- Daily housekeeping
- Non-smoking rooms
- Luggage storage
- Heating
- Lift
- Facilities for disabled guests
Cheapest option at this property for 2 adults, 1 child
Price for:
Free stay for your child
Costs 1st night to cancel Cancellation Costs 1st night to cancel You will be charged the cost of the first night if you cancel after reservation. If you don't show up, the no-show fee will be the same as the cancellation fee. Prepayment No prepayment needed – pay at the property No prepayment is needed. No prepayment needed – pay at the property |
You might be eligible for a Genius discount at Staypineapple, An Iconic Hotel, The Loop. To check if a Genius discount is available for your selected dates sign in.
Genius discounts at this property are subject to book dates, stay dates and other available deals.
About this property
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. Shopping on famed Michigan Avenue and Millennium Park are a short walk away. White and gray colors with mahogany furnishings are balanced by modern amenities like a flat-screen TV and plush bedding in each room. Select suites feature stunning views of Millennium Park and Lake Michigan. Staypineapple, An Iconic Hotel, The Loop has a fitness centre and bicycle rental service. Pets receive free bedding and water upon request. Chicago’s entertainment centre, Navy Pier, is 3 km from the hotel. The Chicago Theatre and Art Institute of Chicago are less than 5 minutes’ walk away.
Couples particularly like the location — they rated it 9.7 for a two-person trip.
Distance in property description is calculated using © OpenStreetMap
Most popular facilities
- Non-smoking rooms
- Fitness centre
- Facilities for disabled guests
- Restaurant
- Private parking
- Free WiFi
- 24-hour front desk
- Bar
- Daily housekeeping
- Tea/coffee maker in all rooms
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Availability
Please select one or more options you want to book
Check for Genius discounts
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Guest reviews
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Guests who stayed here loved
- Anna
Poland
“We loved everything about the hotel. The location, the interior decorations and all Pineapple details. Our room was really spacious and comfortable and we loved the view from our windows. The staff was also great. Thank you for warm welcoming 😊 I...” - Dan
United Kingdom
“Cracking location - I use the staypineapple regularly for work trips to Chicago. It is fantastic, and the team are super friendly and attentive to your needs.” - Judy
New Zealand
“What a great location. The staff are amazing and make your stay exceptional. The attached restaurant 'Atwood' is really nice with awesome food & Service. Right in the heart of everything & within distance of most things. I would definitely...” - Abe
Netherlands
“Historic property in the heart of the financial loop district. Staff was also friendly and took care of us at the check in and the bar.” - Shion
Japan
“A good deal for its location and room/service quality! Love the dog toy with a pineapple hat they placed in the room. A lot of pineapple elements in the room and they add fun to the stay. Recommend to all!” - Jefferson
United Kingdom
“Very friendly staff. Ideal central location. Good facilities.” - Viliam
Czech Republic
“Central located hotel. Well positioned with walking access to park, lake and all interesting parts of the city. It is also stylish as it is a bit old school - which feels very personal. The staff is particularly friendly and helpful.” - Kathryn
Ireland
“Great location, was easy to find. The beautiful lobby was very welcoming. My rom was huge and so comfortable. I slept wonderfully. Very friendly staff who were willing to help with bags while I explored the city even after I checked out.” - Lisa
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...” - Perla
Iceland
“The staff was incredably nice and helpful, the room was very nice it had everything we needed and more. The Bed was the best !! It was so comfortable ,made me wanna cuddle in bed all day. The location was superb, we were in walking distance of...”
Hotel surroundings
Restaurants
- Atwood
- CuisineAmerican
- Open forDinner
- AmbianceModern
House rules
Child policies
Children of any age are welcome.
Children 18 years and above will be charged as adults at this property.
To see correct prices and occupancy information, please add the number of children in your group and their ages to your search.
Cot and extra bed policies
Cots and extra beds are not available at this property.






The fine print
Reservations for 10 rooms or more need to be contracted as a Group with the hotel directly.
Guests are required to show a photo identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.
In response to Coronavirus (COVID-19), additional safety and sanitation measures are in effect at this property.