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

StayPineapple Hotels
Hotel chain/brand

Property highlights

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.

  • Private parking available


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Availability

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Please select one or more options you want to book

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Executive King Suite
  • Costs 1st night to cancel
  • No prepayment needed – pay at the property
  • 1 extra-large double bed
US$936 for 3 nights
  • 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

To save you time, we’ve selected this property’s typical room type for two people. You can always change room type or quantity below.

Select rooms
  • 1 extra-large double bed
Private suite
395 feet²
Flat-screen TV
Free WiFi

  • Safety deposit box
  • Streaming service (like Netflix)
  • Bath or shower
  • Desk
  • Seating Area
  • Refrigerator
  • Ironing facilities
  • Tea/Coffee maker
  • Heating
  • Hairdryer
Max persons: 2
US$287 per night
Original price
US$1,053.85
Bonus savings
- US$117.48
You’re getting a reduced rate because this property is offering a discount.

Total before taxes
US$936.37

US$287 is the average price per night. This excludes taxes and charges.
11% off
11% off
You’re getting a reduced rate because this property is offering a Bonus savings.
Included: US$ 24.95 Resort fee per night
Excluded: 17.39 % Tax
  • Costs 1st night to cancel
  • No prepayment needed – pay at the property
  • We have 1 left
  • You won't be charged yet
Limited supply in Chicago for your dates: 6 four-star hotels like this are already unavailable on our site

Guest reviews

Categories:

Staff
Facilities
Cleanliness
Comfort
Value for money
Location
Free WiFi

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Guests who stayed here loved

Roy
United Kingdom United Kingdom
The hotel is the Reliance Building, the precursor to the modern skyscraper which would be familiar to architecture buffs such as myself. The lobby and the rooms were well furnished in keeping with the historical heritage of the building. The bed...
Daryl
Ireland Ireland
The location was fantastic with Macy's, Primark etc all nearby! Very walkable to a lot of landmarks and if course soldier field! Cosy bed and great views from the higher floors! The staff are exceptional and would definitely stay again on my next...
Kevin
Ireland Ireland
Lovely building with character. Fantastic location. Two free drinks was a great perk. Small gym on the 3rd floor was a great bonus.
Slavomír
Slovakia Slovakia
Booked during Chicago marathon. Location is very close to the start - recomend. Beautiful cosy designed hotel.
Jihyung
Germany Germany
Perfect location, in the middle of downtown. Blue and red line subways were easily accessible and bus stations were close as well. The room/bed was comfortable and surprisingly not noisy!
Ant
United Kingdom United Kingdom
We stayed there on a Saturday and Sunday night on 4th floor, in a corner suite The trains were noisy 'til they stopped running at about 1.00am. and began again very early morning. Did manage to sleep some time. The suite was very comfortable and...
Sally
United Kingdom United Kingdom
Really enjoyed our stay at Staypineapple! The room was ideal for a weekend in Chicago and the staff couldn't have been more helpful, great advice given! A good idea to have complimentary water bottles and coffee/biscuits! Ideal location for...
Mirko
Italy Italy
Very nice hotel, and wonderful staff! Special shoutout to Shashon who welcomed us at check-in ♎️. Perfect location for visiting the city.
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.

Hotel surroundings

Restaurants

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

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 enter the dates of your stay and check the conditions of your required option.
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.