Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel
Hotel Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Hotel
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop 4*
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop 4* Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Hotel
Staypineapple, An Iconic Hotel, The Loop Chicago
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
Staypineapple, An Iconic Hotel, The Loop Chicago
Hotel Staypineapple, An Iconic Hotel, The Loop 4*
Staypineapple, An Iconic Hotel, The Loop Hotel 4*
1 / 100

Staypineapple, An Iconic Hotel, The Loop Chicago

ex. Kimpton Burnham
Chicago, United States View on map
8.9 Fabulous Based on 824 reviews
Editor's Pick

"Historic architecture meets modern comfort in the heart of the Loop. Guests borrow complimentary bicycles for city outings and relax in the lobby with afternoon coffee and pineapple treats. Best for city explorers, less so for travelers needing elevator reliability."

Bianca Marsh
Senior Travel Writer · May 2026
From US$ 136 US$ 119 per night
Save 12%
Check-in
13 Sept 2026
Check-out
14 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
  • Free cancellation
    on many rooms
  • No booking fees
    Pay at the hotel
  • Secure booking
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  • Best price guarantee
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Why guests choose Staypineapple, An Iconic Hotel, The Loop

  • The Naked Experience
    Cloud-like duvets
  • Atwood Restaurant
    Seasonal American fare
  • Historic Landmark
    Daniel Burnham design
  • Pineapple Pup Package
    Free bedding & treats
  • Millennium Park
    Steps to Cloud Gate
  • Pineapple Bikes
    Chicago city rides
Staypineapple, An Iconic Hotel, The Loop 1 / 100

Overview

Along with a prime location 5 minutes by foot from the professional theater company "Goodman Theatre", the boutique-style Staypineapple, An Iconic Hotel, The Loop Chicago provides its guests with recreational facilities and a ballroom. Featuring 122 rooms with views of the park, this hotel is 1.2 miles from the skyscraper 360 Chicago Observation Deck.

The half - mile - long Navy Pier is within reach of the 4-star hotel and The Art Institute of Chicago is 13 minutes' walk away. Staypineapple, An Iconic Hotel, The Loop is situated in the Beitou district, 0.2 miles from the untitled monumental sculpture "Picasso Statue". This accommodation is also not far from Millennium Park. Along with other cultural attractions the central Harold Washington Library Center is nestled in proximity to the Chicago hotel. Staypineapple, An Iconic Hotel, The Loop Chicago is 450 feet from State & Randolph bus stop and 5 minutes' walk from Washington/Wells subway station.

The allergy-friendly rooms are equipped with a personal safe, a flat-screen TV with satellite channels, along with tea and coffee-making facilities.

There is a lounge bar on site. Walnut Room, located only steps away from, offers delectable dishes.

  • Check-in
    from 16:00 until 23:59
  • Check-out
    until 12:00
  • Hotel class
    4 stars
Staypineapple, An Iconic Hotel, The Loop
Our tips

Should you book Staypineapple, An Iconic Hotel, The Loop?

By Bianca Marsh, Senior Travel Writer.

Perfect if you
  • Want dinner at an on-site restaurant - Atwood serves American cuisine Wednesday through Sunday.
  • Prefer views of Millennium Park and Lake Michigan - select a suite for these skyline views.
Maybe skip if you
  • Need dinner on Mondays or Tuesdays - the on-site restaurant is closed those days.
Best for
  • a central Chicago location with a guest rating of 9.7

Facilities of Staypineapple

Main
  • No smoking on site
  • Parking
  • Safe deposit box
  • 24-hour reception
  • Pets allowed
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Luggage storage
  • Allergy-free rooms
  • Lift
  • Smoke detectors
  • Toilet for disabled
  • Bathroom for disabled
  • Fire extinguishers
  • Key access
Leisure
  • Fitness centre
Staypineapple Guest Services
  • Valet parking
  • Pet amenities available
  • Housekeeping
  • Meeting/ Banquet facilities
Room Comforts
  • Free Wi-Fi in rooms
  • Air conditioning
  • Heating
  • Sitting area
  • Tea and coffee facilities
  • Ironing facilities
  • Flat-screen TV

Policies

Staypineapple, An Iconic Hotel, The Loop applies these conditions to all bookings.
Check-in / Check-out
Check-in
from 16:00 until 23:59
Check-out
until 12:00
Important info
  • Children and extra beds
  • Maximum capacity of cribs in a room is 1.

Frequently asked questions

During your stay at Staypineapple, An Iconic Hotel, The Loop, you can dine at Atwood restaurant, which serves American cuisine.
Staypineapple, An Iconic Hotel, The Loop lies in the very heart of the city, 13 minutes by foot from The Art Institute of Chicago.
A room in Staypineapple, An Iconic Hotel, The Loop Chicago costs approximately $246.
It will take you a 15-minute walk to get from Staypineapple, An Iconic Hotel, The Loop to the city centre.
The closest airport is Midway International and it is placed within 13 miles from Staypineapple, An Iconic Hotel, The Loop Chicago.
Popular spots near Staypineapple, An Iconic Hotel, The Loop include 360 Chicago Observation Deck, The Art Institute of Chicago, Chicago River, among others.
Restaurants near Staypineapple, An Iconic Hotel, The Loop Chicago include Which Wich? and Latinicity.
Payment methods available in Staypineapple, An Iconic Hotel, The Loop include American Express, Visa and Mastercard.
Staypineapple, An Iconic Hotel, The Loop has such facilities as allergy free rooms, a gym and a restaurant.
Some rooms of Staypineapple, An Iconic Hotel, The Loop Chicago welcome guests with a flat-screen TV with satellite channels, climate control and Wi-Fi.
Guests of Staypineapple, An Iconic Hotel, The Loop can bring their pets along.
Yes, some rooms of Staypineapple, An Iconic Hotel, The Loop Chicago do have an workspace.

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Check-in
13 Sept 2026
Check-out
14 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
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