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 812 reviews
Editor's Pick

"Guests borrow bicycles from the lobby to reach Lake Michigan. The hotel occupies a historic 1895 landmark building in the Loop, featuring signature pineapple-themed decor. Best for city explorers, less so for anyone needing daily housekeeping."

Reid Callahan
Travel & Hospitality Writer · October 2026
From US$ 136 US$ 119 per night
Save 12%
Check-in
14 Sept 2026
Check-out
15 Sept 2026
Guests
2 guests

Adults:

2

Children:

0
  • Free cancellation
    on many rooms
  • No booking fees
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Why guests choose Staypineapple, An Iconic Hotel, The Loop

  • Historic Landmark
    Daniel Burnham architecture
  • The Naked Experience
    European-style duvets & robes
  • Atwood Restaurant
    Seasonal American fare
  • Pet-Friendly
    Pineapple Pup Package
  • Millennium Park
    5-min walk to the Bean
  • Pineapple Bikes
    Free cruisers
Staypineapple, An Iconic Hotel, The Loop 1 / 100

Overview

Situated around 5 minutes by foot from The Chicago Theatre, the 4-star non-smoking Staypineapple, An Iconic Hotel, The Loop Chicago offers recreational facilities and a ballroom. Centrally located in the Beitou district of Chicago not far from the public Cloud Gate Sculpture, this Chicago hotel has 122 rooms.

Museum of Broadcast Communications is a mere 0.6 miles from the hotel, and Millennium Public Park is a mere 0.6 miles from it. Staypineapple, An Iconic Hotel, The Loop Chicago stands right around the corner from Washington/Wells metro station. The Art Institute of Chicago is a 13-minute stroll away, while Chicago Union train station is situated about 15 minutes' walk from the accommodation. State & Randolph bus stop is also right near the hotel.

Coffee/tea making facilities along with a flat-screen TV with satellite channels are provided in each of the allergy-friendly rooms at the property. Guests can enjoy views of the park from Staypineapple, An Iconic Hotel, The Loop.

The lounge bar provides you with a place to unwind. Dining options also include Walnut Room, located a stone's throw from the Chicago hotel.

  • 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 Reid Callahan, Travel & Hospitality Writer.

Perfect if you
  • Want on-site dining - Atwood serves American cuisine for dinner Wednesday through Sunday.
  • Want a room with a view - select suites overlook Millennium Park and Lake Michigan.
Maybe skip if you
  • Expect an on-site breakfast - Atwood serves dinner only.
Best for
  • The historic Daniel Burnham architecture with mosaic floors and marble ceilings.

Facilities of Staypineapple

General
  • 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 & Sports
  • Fitness centre
Staypineapple Guest Services
  • Valet parking
  • Pet amenities available
  • Housekeeping
  • Meeting/ Banquet facilities
Room Amenities
  • 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.

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

Adults:

2

Children:

0
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