Staypineapple An Iconic Hotel The Loop

1 W Washington St, Chicago, IL 60602 US near Exit 51d on I-94 (~0.9mi)
View Map Reservations: +1-800-219-2797
4.0 Star Property Near Millennium Park
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Select Your Room:
03/04/2026 - 03/05/2026
Searching all hotel inventory networks
10 bookings in the last 48 hours

Standard prices by room type for the next 60 days

Rates shown are nightly rates before taxes and do not necessarily reflect all discounts available. The chart provides the cheapest public rates available by room type.

Verified Reviews of Staypineapple An Iconic Hotel The Loop

Below are the verified reviews from guests that we have booked recently:
"Definitely will come again."
Overall Score5.0/ 5
Friendly staff, clean and close to the redline.
(Individual traveler, booked 1 room), from US flag
29-Jun-2025 Verified Review, stayed from Thu Jun 26 to Fri Jun 27 2025 at a $230.30 average nightly rate.

Summary of Verified Reviews

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Property Description

Staypineapple, An Iconic Hotel, The Loop is centrally located in Chicago, a 4-minute walk from Chicago Cultural Center and 5 minutes by foot from Chicago City Hall. This boutique hotel is 0.4 mi (0.6 km) from Chicago Riverwalk and 0.5 mi (0.8 km) from Art Institute of Chicago.

Enjoy a satisfying meal at Atwood serving guests of Staypineapple, An Iconic Hotel, The Loop. Wrap up your day with a drink at the bar/lounge.

Make yourself at home in one of the 122 guestrooms featuring iPod docking stations and LCD televisions. Your pillowtop bed comes with down comforters and premium bedding. Cable television is provided for your entertainment. Private bathrooms with shower/tub combinations feature designer toiletries and hair dryers.

Distances are displayed to the nearest 0.1 mile and kilometer.

State Street - 0.1 km / 0.1 mi
Daley Plaza - 0.2 km / 0.1 mi
Richard J. Daley Center - 0.2 km / 0.1 mi
Chicago Cultural Center - 0.3 km / 0.2 mi
Goodman Theater - 0.3 km / 0.2 mi
Michigan Avenue - 0.3 km / 0.2 mi
James M. Nederlander Theatre - 0.3 km / 0.2 mi
Millennium Park - 0.4 km / 0.2 mi
CIBC Theatre - 0.4 km / 0.2 mi
Chicago Theatre - 0.4 km / 0.2 mi
Chicago City Hall - 0.4 km / 0.3 mi
Cloud Gate - 0.5 km / 0.3 mi
Cadillac Palace Theatre - 0.5 km / 0.3 mi
Marina City - 0.6 km / 0.3 mi
House of Blues Chicago - 0.6 km / 0.4 mi

The nearest airports are:
Chicago Midway Airport (MDW) - 18.8 km / 11.7 mi
Chicago O'Hare Intl. Airport (ORD) - 29.4 km / 18.3 mi
Chicago, IL (PWK-Chicago Executive) - 41.8 km / 26 mi
Chicago, IL (DPA-Dupage) - 67.4 km / 41.9 mi
Rockford, IL (RFD-Greater Rockford) - 138.3 km / 85.9 mi

Featured amenities include express check-out, complimentary newspapers in the lobby, and dry cleaning/laundry services.

Take advantage of recreation opportunities such as a fitness center, or other amenities including tour/ticket assistance and a ballroom.

Amenities / Features

  • Check In: 4:00 PM
  • Check Out: 12:00 PM
  • Minimum age of oldest guest: 18
  • Dry cleaning/laundry service
  • Banquet hall
  • Ballroom
  • Food and water bowls
  • Number of meeting rooms - 1
  • No single-use plastic water bottles
  • Number of bars/lounges - 1
  • Free newspapers in lobby
  • Tours/ticket assistance
  • Free bicycles on site
  • Water dispenser use by guests actively encouraged
  • Luggage storage
  • Express check-out
  • Year Built - 1895
  • Total number of rooms - 122
  • Number of floors - 15
  • Property does not require health documentation at check-in
  • Professional property host/manager
  • LGBTQIA+ friendly
  • No rollaway/extra beds available
  • Beach nearby
  • Property does not offer onsite COVID-19 testing
  • Porter/bellhop
  • Multilingual staff
  • Water dispenser
  • 24-hour front desk
  • Number of restaurants - 1
  • Housekeeping on request
  • Golfing nearby
  • Smoke-free property
  • Safe-deposit box at front desk
  • Coffee/tea in common areas
  • Elevator
  • Fitness facilities
  • Valet parking (surcharge)

Airport & Shuttle Information

Midway/MDW: 12 miles; 20-30 minutes; shuttle (one way) - $24; taxi (one way) - approx. $30O'Hare/ORD: 18 miles; 30-45 minutes; shuttle (one way) - $29; taxi (one way) - approx. $40

Airport Shuttle? Sorry, no airport shuttle available.

Breakfast Information

A great selection of American favorites. PINEAPPLE QUICK BITES & BEVVIES are available! Salty, sweet, or savory? Luckily you won’t need to choose, because we offer a variety of snacks, beer, wine, and other refreshments. Simply ask an Everything Person at the front desk for assistance.IN-ROOM COFFEE AND TEA: Stay fueled with our signature blend coffee and tea for use with your in-room Keurig. We even have decaf if that’s more your style. More of your favorite is just a quick tap of the Everything Button away.PLUS...UNLIMITED BOTTLED WATER! Don’t be afraid to drink that bottle of water on the desk! Enjoy unlimited bottled water replenished daily in your room. Want more? Just use the Everything Button on your in-room phone.

Pet Friendly?

Service animals complying with ADA Title lll regulations are allowed.

Service animals are allowed

Service animals are exempt from fees/restrictions

Only dogs are allowed

Pets allowed

$29.95 pet fee, per night. We're not just dog friendly, we're dog obsessed (fee applies). Check out our Pineapple Pup Package for savings! Staypineapple Chicago takes care of all our guests in style—whatever their species. We accept any number of pets without size or weight restrictions. For people with allergies, we also have pet-free floors.

Parking Info

Valet Parking only, Rates vary.

Internet / WiFI

SURF PINEAPPLE, High-speed wireless Internet access on unlimited devices, so go ahead and use your computer, phone, and tablet anytime - all the time.

Misc Fees / Policies

  • Valet parking fee: USD 75 per night
  • Pet fee: USD 29.95 per accommodation, per night
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Resort fee: USD 29.29 per accommodation, per night
The resort fee includes:
  • Fitness center access
  • In-room bottled water
  • In-room coffee
  • In-room safe
  • Internet access
  • Sporting facilities or equipment

We have included all charges provided to us by the property.

  • Only registered guests are allowed in the guestrooms.
  • The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation.
  • Cashless payment methods are available for all transactions.
  • Contactless check-out is available.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Cleaning Policies

We go to great lengths to provide a clean and safe environment for our guests. Our daily cleaning protocols and hospital-grade cleaning products enable our guests to feel at home and have confidence in the cleaning and sanitation of our hotels.Housekeeping service is provided every other day following the 2nd night of your stay.

Contactless check-out is available

Cashless transactions are available

Essential workers only - NO

Seasonality of Hotel Rates at Staypineapple, An Iconic Hotel, The Loop

Rate fluctuations of Staypineapple, An Iconic Hotel, The Loop

The chart above shows seasonality of prices for both group rates and the best individual traveler rates we could find at the time the group/meeting bid was placed. The lowest group rate shown is 10.5% in February 2024 and the highest average individual rate is $438 in the month of August 2024. This chart will show past seasonality and also project future months. If you are flexible with dates, you may want to consider staying at Staypineapple, An Iconic Hotel, The Loop in a month when rates are lower.

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