Staypineapple, An Iconic Hotel, The Loop

–Excellent location - show map
+37 photos
Scored 9
Rated superb

Excellent location!

9.7

Property highlights

Enjoy some extra space with 2 rooms for 2 adults, 1 child

2 × Deluxe Queen Room
Price for:
Max adults: 2
, 
Max adults: 2
Each unit has:
Bed: 1 large double bed
Costs 1st night to cancel
No prepayment needed – pay at the property
We have 2 left
US$465 per night
Original price
US$1,735.70
Bonus savings
- US$190.32
You’re getting a reduced rate because this property is offering a discount.
Total before taxes
US$1,545.38
US$465 is the average price per night. This excludes taxes and charges.
3 nights, 2 adults, 1 child
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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
  • Restaurant
  • Facilities for disabled guests
  • Free WiFi
  • Private parking
  • 24-hour front desk
  • Bar
  • Daily housekeeping
  • Tea/coffee maker in all rooms
StayPineapple Hotels
Hotel chain/brand

Perfect for a 3-night stay!

  • Situated in the real heart of Chicago, this hotel has an excellent location score of 9.7

  • Want a great night's sleep? This hotel was highly rated for its very comfy beds.

  • Top pick by families with children

  • Private parking available

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Availability

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Please select one or more options you want to book

All available rooms

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Deluxe Queen Room
  • Costs 1st night to cancel
  • No prepayment needed – pay at the property
  • 1 large double bed
US$773 for 3 nights
Reserve
  • You won't be charged yet

Error: Please select one or more options you want to book

Select a room type and the number of rooms you want to reserve.
Room type Number of guests Today's price Your choices

How many rooms will you need for your stay? Please select here.

Select rooms
Deluxe Queen Room
To fit 2 adults, 1 child, you'll need to select 2 of these
  • 1 large double bed
175 feet²
Flat-screen TV
Free WiFi
  • Shower
  • Safety deposit box
  • Streaming service (like Netflix)
  • Desk
  • Refrigerator
  • Ironing facilities
  • Tea/Coffee maker
  • Heating
  • Hairdryer
Max adults: 2
US$233 per night
Original price
US$867.85
Bonus savings
- US$95.16
You’re getting a reduced rate because this property is offering a discount.
Total before taxes
US$772.69
US$233 is the average price per night. This excludes taxes and charges.
11% off
11% off
You’re getting a reduced rate because this property is offering a Bonus savings.
Included: US$ 24.95 Resort fee per night
Excluded: 17.39 % Tax
  • Costs 1st night to cancel
  • No prepayment needed – pay at the property
  • discount may be available
  • •
    We have 2 left
  • You won't be charged yet
Limited supply in Chicago for your dates: 9 four-star hotels like this are already unavailable on our site

Guest reviews

Categories:

Staff
Facilities
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Comfort
Value for money
Location
Free WiFi

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Guests who stayed here loved

Anna
Poland 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 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 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 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 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 United Kingdom
“Very friendly staff. Ideal central location. Good facilities.”
Viliam
Czech Republic 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 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 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 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

1 restaurant on site
Atwood
  • Cuisine
    American
  • Open for
    Dinner
  • Ambiance
    Modern

Facilities of Staypineapple, An Iconic Hotel, The Loop

Great facilities! Review score, 8.9

Most popular facilities

  • Non-smoking rooms
  • Fitness centre
  • Restaurant
  • Facilities for disabled guests
  • Free WiFi
  • Private parking
  • 24-hour front desk
  • Bar
  • Daily housekeeping
  • Tea/coffee maker in all rooms

House rules

Staypineapple, An Iconic Hotel, The Loop takes special requests - add in the next step!
Check-in
From 16:00
Guests are required to show a photo identification and credit card upon check-in
Check-out
Until 12:00
Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Please check what conditions may apply to each option when making your selection.
Children and beds

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.

Age restriction
The minimum age for check-in is 18
Pets
Pets are allowed. Charges may be applicable.
Groups
When booking more than 9 rooms, different policies and additional supplements may apply.
Cards accepted at this hotel
American ExpressVisaMastercardDiners ClubDiscoverUnionPay credit card Cash is not accepted

The fine print

Need-to-know information for guests at this property

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.