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Staypineapple An Iconic Hotel The Loop Chicago — exterior view
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4-star property · CHICAGO

Staypineapple An Iconic Hotel The Loop Chicago

1 W Washington Street, CHICAGO

4 star rating 4-star
What stands out
Wi-fi
Gym
Restaurant
Bar
Valet parking
Newspapers
About this hotel

Located in the heart of Chicago's Theater District, the Staypineapple Chicago at One West Washington Street offers a unique experience. Situated on the corner of Washington and State, it's steps from the Magnificent Mile and Loop Business District, with easy access to McCormick Place and Navy Pier. This iconic hotel, housed in a historic building, blends seamlessly with the city's vibrant energy. Inside, however, you…

Located in the heart of Chicago's Theater District, the Staypineapple Chicago at One West Washington Street offers a unique experience. Situated on the corner of Washington and State, it's steps from the Magnificent Mile and Loop Business District, with easy access to McCormick Place and Navy Pier. This iconic hotel, housed in a historic building, blends seamlessly with the city's vibrant energy. Inside, however, you'll find a tranquil escape with old-world charm. Enhanced cleaning protocols, including hospital-grade disinfectants and zero-contact check-in, ensure a safe and comfortable stay.

Your stay
Check-in
29 Aug 2026
From 16:00
Check-out
01 Sep 2026
Until 12:00
Guests
2A · 0C · 1R
3 nights

Available at the property for an extra charge (payable at the hotel where applicable):

Car park USD 58.00 Small pets allowed (under 5 kg) USD 25.00 Large pets allowed (over 5 kg) USD 25.00 Hotel safe charge applies Bar charge applies Room service charge applies Bicycle hire service charge applies Wi-fi charge applies Valet parking charge applies Audio-visual equipment rental charge applies
Amenities & services

44 facilities across 8 categories.

Facilities
27
  • Wi-fi
  • Car park
  • Gym
  • Multilingual staff
  • Newspapers
  • Bellboy service
  • Small pets allowed (under 5 kg)
  • Large pets allowed (over 5 kg)
  • Bikes available
  • Clothes dryer
  • Local and international calls
  • Dining area (1)
  • Luggage room
  • Valet parking
  • Towels and bed linen
  • Toaster (1)
  • Smoke detector
  • Lift access
  • Hotel safe
  • Newspaper stand
  • Bicycle hire service
  • 24-hour reception
  • Mobile phone coverage
  • Air conditioning in public areas
  • Room service
  • Laundry service
  • Wheelchair-accessible
Business
6
  • Fax
  • Meeting room (1)
  • Business centre
  • Audio-visual equipment rental
  • Conference room (1)
  • Printer
Catering
4
  • Restaurant (1)
  • Bar
  • Café
  • Banquet hall
Location
3
  • Total number of rooms (122)
  • Year of most recent renovation (2015)
  • Number of floors (main building) (15)
Hotel type
1
  • hotel
Green Programmes - Worldwide
1
  • Green Key Global Eco-Rating
Meals
1
  • Snacks
Sports
1
  • Fitness
Room types at this hotel

75 room categories — choose live availability and pricing on the right.

Apartment · B2
Sleeps 1–10
Double · 2d Dx
Sleeps 1–2
Double · 2q
Sleeps 1–4
Double · 2q Dx
Sleeps 1–4
Double · Deluxe
Sleeps 1–4
Double · Deluxe · King
Sleeps 1–4
Double · Ej Kg
Sleeps 1–4
Double · Gr
Sleeps 1–4
Double · Gr Kg
Sleeps 1–4
Double · Gr Qn
Sleeps 1–4
Double · H6
Sleeps 1–4
Double · H6 Dx
Sleeps 1–4

+ 63 more room categories — full list appears in the rates panel

Location

1 W Washington Street, CHICAGO

Distance from key points
  • Airport
  • Bus/Train station
  • Entertainment Area
  • Nearest Bus / Metro Stop
  • City centre
Good to know
House rules
  • Check-inFrom 16:00
  • Check-outUntil 12:00

Times as published by the property — confirmed on your voucher.

Payment at the hotel
  • American Express
  • Visa
  • Diners Club
  • MasterCard

When you book through Green Apple, you pay in AED via Paymob — Visa, Mastercard, Amex, Apple Pay, 3DS-secure.

Things to keep in mind
  • Minimum check-in age
  • Non-smoking establishment
  • Deposit on arrival
  • Identification card at arrival
Why book through Green Apple
Same hotel · better price

Net rates negotiated directly with Hotelbeds — often lower than the property's own site, always all-in.

Real humans on WhatsApp

Mid-trip change? Late arrival? Message +971 4 284 6712 — a person replies.

Established 2012

A DTCM-licensed Dubai travel house. IATA TIDS registered. 13+ years of arranging stays.

Guests also considered
Frequently asked

What are the check-in and check-out times at Staypineapple An Iconic Hotel The Loop Chicago?

Most properties check guests in from around 14:00 and check out by around 12:00 — the exact times are set by the hotel and appear on your voucher. Early check-in or late check-out can be requested, subject to availability — message our concierge on WhatsApp and we'll arrange it where the property allows.

Can I cancel my booking at Staypineapple An Iconic Hotel The Loop Chicago?

Cancellation policy is set per rate. Each rate card in the booking widget shows whether it is refundable and the exact deadline. Free-cancellation rates can be cancelled in seconds from your confirmation email. Non-refundable rates are clearly flagged before payment.

Is breakfast included?

Some rates include breakfast and others don't. The board basis (Room Only / Bed & Breakfast / Half Board / Full Board / All Inclusive) is shown on every rate card, so the choice is yours.

What payment methods does the hotel accept?

At the property, Staypineapple An Iconic Hotel The Loop Chicago accepts American Express, Visa, Diners Club, MasterCard. When you book through Green Apple, payment is handled in AED via Paymob (Visa, Mastercard, Amex, Apple Pay) — secure 3DS checkout, no surprises.

What amenities does Staypineapple An Iconic Hotel The Loop Chicago offer?

Key amenities at Staypineapple An Iconic Hotel The Loop Chicago include Wi-fi, Gym, Restaurant, Bar, Valet parking. A full list of facilities is available in the amenities section of this page.

Why book through Green Apple Travel?

Green Apple is a Dubai-rooted travel house, established 2012 and IATA TIDS registered. We negotiate net rates directly with global suppliers (Hotelbeds) so you book the same hotel — often at a lower all-in price — and you get a real human on WhatsApp if anything changes mid-trip.
Need a hand?

Talk to a Dubai-based concierge.

Not sure on dates, room type, or rate? A real person replies on WhatsApp — same-day, in English, Arabic, or Russian.

Message on WhatsApp