Staypineapple, An Iconic Hotel, the Loop Chicago
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Staypineapple, An Iconic Hotel, the Loop Chicago

No. 8 of Cultural Hotels in Chicago
1 W Washington St, Chicago, Illinois 60601, United States
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hotel overview picture
Highlights
Ideal location
Lots to do
Pets welcome
Amenities
Fitness Room
Private parking
24-Hour Front Desk
Bar
Restaurant
Taxi booking service
Bicycle Rentals
Meeting Room
All amenities
Property Description
StayPineapple Hotels are all unique and special. Staypineapple An Iconic Hotel The Loop is waiting for you in downtown Chicago. We are located in a National Historic building that mingles with the loops most legendary architecture entertainment and business centers. There is no shortage of big city energy at our corner of the street. But when you walk through our doors we turn down the hustle and bustle and play up the intimate old world charm. Stayclean with Staypineapple. Enhanced cleaning with hospital-grade disinfectants zero contact check-in and rooms sealed for your protection.
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9.1/10
Great
The location of the hotel is excellent, with old aristocratic style
All 106 reviews
Surroundings
Metro: Washington
(100m)
Metro: Lake
(200m)
Airport: Midway International Airport
(18.0 km)
Airport: O'Hare International Airport
(28.3 km)
Train: Millennium Station
(440m)
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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

4

Burnham Two Double Mobility Accessible W/Roll-in Shower

2 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
5

Burnham 2 Two Queen

2 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
4

Atwood Queen Mobility Accessible W/Tub

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
9

Mobility Accessible Deluxe Queen Room with Roll in Shower

1 Queen bed
Has window
Free Wi-Fi
Non-smoking
Refrigerator
Movies
Wardrobe
Heating
Room Details
Check Availability
5

Reliance King Suite Mobility Accessible W/Tub

1 Sofa bed and 1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
15

King Suite with Millennium Park View

1 King bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Bathtub
Refrigerator
Movies
Room Details
Check Availability
3

Burnham Two Double Mobility Accessible W/Tub

2 Double bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
5

Burnham King

1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
13

Executive King Suite

1 King bed
Has window
Free Wi-Fi
Non-smoking
Private bathroom
Refrigerator
Movies
Wardrobe
Room Details
Check Availability
5

Atwood Queen

1 Queen bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
7

Reliance King Suite

1 King bed
Free Wi-Fi
Non-smoking
Air conditioning
Private bathroom
Refrigerator
Movies
Room Details
Check Availability
Hide Room Types

Guest Reviews

9.1/10
Great
106 reviews
  • Cleanliness9.2
  • Amenities9.0
  • Location9.2
  • Service9.2
Average for similar properties in Chicago
Most Mentioned
Review summary
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Room Comfort: Rooms are described as clean and spacious, with comfortable bedding that enhances the overall stay experience. The old aristocratic style of the hotel adds a unique charm to the accommodation.(based on 1 review)
G‍u‍e‍s‍t‍ ‍U‍s‍e‍r
October 6, 2025
I had a pleasant stay at Staypineapple. The hotel was conveniently located in the heart of town. It was walking distance to major tourist attractions and 2 train stations. Checking in and out was easy and smooth. The room was clean and spacious. I appreciated the welcome drink and afternoon cookies and coffee. Highly recommended! 
가‍을‍빛‍좋‍아
April 14, 2024
Convenient and safe location for travelling in Chicago. Definitely we will choose and stay again when we visit Chicago again. And wheelchair accessibility was also good. My daughter could stay well by the good and kind people at the hotel.
g‍j‍7‍5‍2
March 22, 2025
床上用品完美,太舒服了,但是Wi-Fi壞了好幾天,以至於我沒網絡,其他都很好,還送了2杯酒
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K‍u‍a‍i‍l‍e‍d‍e‍a‍n‍l‍i‍b‍a‍o‍b‍e‍i
October 15, 2023
酒店位置很好,離湖邊很近,馬路對面就是梅西百貨,塔吉特超市,the baby shop,優衣庫等,離密歇根大街,華麗一公里,博物館也就1-2公里距離,走走就到了。
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w‍u‍g‍e‍n‍y‍o‍u
April 12, 2023
酒店地點極佳,有老貴族風範
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喻‍生
July 25, 2025
酒店服務周到細緻,行李送上門,代客泊車取車。酒店地理位置十分優越,離各大景點基本在步行30分鐘之內,無需開車。唯一美中不足是沒有酒店自己的停車均
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S‍h‍a‍n‍n‍o‍n
July 29, 2025
Love staying at this hotel due to stellar location, service, and cleanliness! I am a repeat customer and will be back again soon.
B‍r‍a‍y‍a‍n
July 28, 2025
Great property for experiencing Chicago. All of the L stations are just a few blocks away, giving access to anywhere you could want to go. One block down from Michigan Ave and Millennium Park. Beautiful city views, nothing beats the Chicago Skyline

Services & Amenities

Fitness Room
Bar
Restaurant
Meeting Room
Restaurant
Restaurant
No additional info available
More Amenities
Internet
Parking
Private (exclusively for guests) is available Off-site parking, and Charge, US$75.00 (approx. NZD 131.03) Daily. Reservation not needed.
Transportation
Front desk services
Languages spoken
Food & drink
Health & wellness
Public areas
Cleaning services
Business services
Accessibility
Safety & security

Property Policies

Check-in and Check-out Times
Check-in: after 16:00
Check-out: Before 12:00

Front desk hours: 24/7

Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cots and Extra Beds
For all room types, extra beds cannot be added. Cot policies vary according to room type. Please refer to the relevant room type policy.

Pets
Pets are allowedAdditional charge
Types of pets allowed: dogs
Fee: US$25.00 (approx. NZD 43.68) per room per night

Service animals
Service animals are allowed

Age Requirements
The main guest checking in must be at least 18 years old

Paying at the hotel

  • Cash

Property Description

  • Opened: 1999
  • Number of Rooms: 122
Phone:+1-312-9407997
Email:info@staypineapple.com
StayPineapple Hotels are all unique and special. Staypineapple An Iconic Hotel The Loop is waiting for you in downtown Chicago. We are located in a National Historic building that mingles with the loops most legendary architecture entertainment and business centers. There is no shortage of big city energy at our corner of the street. But when you walk through our doors we turn down the hustle and bustle and play up the intimate old world charm. Stayclean with Staypineapple. Enhanced cleaning with hospital-grade disinfectants zero contact check-in and rooms sealed for your protection.

Frequently Asked Questions

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

Check-in at Staypineapple, An Iconic Hotel, the Loop Chicago is from 16:00 and check-out is by 12:00.

Are pets allowed at Staypineapple, An Iconic Hotel, the Loop Chicago?

Yes, pets are welcome at Staypineapple, An Iconic Hotel, the Loop Chicago, but it is best to call ahead to confirm.

Does Staypineapple, An Iconic Hotel, the Loop Chicago provide breakfast?

No, Staypineapple, An Iconic Hotel, the Loop Chicago does not include breakfast. You can find nearby restaurants and cafés that serve breakfast.

How much does it cost to stay at Staypineapple, An Iconic Hotel, the Loop Chicago?

Prices at Staypineapple, An Iconic Hotel, the Loop Chicago may change depending on dates, hotel policy, and other factors. Enter your travel dates to see the latest prices.

Which airport is closest to Staypineapple, An Iconic Hotel, the Loop Chicago?

The nearest airport is Midway International Airport, just about 24 mins from hotel by car (18.0 km) away.

What is the cancellation policy for Staypineapple, An Iconic Hotel, the Loop Chicago?

The cancellation policy for Staypineapple, An Iconic Hotel, the Loop Chicago depends on the room type and booking terms.

About This Property

Nearest AirportMidway International Airport
Distance to Airport18.46KM
Nearest Train StationMillennium Station
Distance to Train Station0.44KM
Nearest Metro StationWashington
Distance to Metro Station0.1KM
Average Price FromNZD386
Hotel Star Rating4