Staypineapple, An Iconic Hotel, The Loop
Staypineapple An Iconic Hotel The Loop offers a unique and dog-friendly experience, accepting any number of pets without size or weight restrictions. They even have pet-free floors for guests with allergies.
Friendly staff, clean and close to the redline.
Check-In 4:00 PM - midnight
Check-Out 12:00 PM
Year of Last Renovation: 2017
Floors: 15
Rooms: 122
Corridors: All Rooms Have Interior Hallways
Non Smoking Rooms: 122
Handicap Rooms: 8
Suites: 19
Room Windows: Windows Don't Open
Cleaning Frequency: As Needed
Meeting Rooms: 1
Dist. to Food/Bars: On-site
Dist. to 24hr Restaurant: 1.0 Mi
Dist. to Nearest Gym: On-site
Nightly Parking: $72
Total Taxes: 17.40%
Total Misc Fees: $19.95 USD
Cancellation: Group Cancellation: See Contract Clause. Individual Cancellation: 48 hours prior to arrival. Early Departure Fee: 24 hours prior to new departure date.
Check-In Instructions:
- Extra-person charges may apply and vary depending on property policy
- Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
- Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
- Special cancellation policies or charges may apply for group reservations (more than 8 rooms for the same property / stay dates)
- This property accepts credit cards; cash is not accepted
- Cashless transactions are available
- Safety features at this property include a fire extinguisher and a smoke detector
- 24-hour front desk
- Ballroom
- Banquet hall
- Check In: 4:00 PM - midnight
- Check Out: 12:00 PM
- Coffee/tea in common areas
- Dry cleaning/laundry service
- Express check-out
- Fitness facilities
- Food and water bowls
- Free bicycles on site
- Free newspapers in lobby
- Golfing nearby
- Green Key Global
- Housekeeping on request
- LGBTQIA+ friendly
- Luggage storage
- Multilingual staff
- No elevators
- No rollaway/extra beds available
- No single-use plastic water bottles
- Number of meeting rooms - 1
- Only dogs are allowed
- Pets allowed
- Porter/bellhop
- Professional property host/manager
- Property does not offer onsite COVID-19 testing
- Property does not require health documentation at check-in
- Recycling
- Reusable cups only
- Safe-deposit box at front desk
- Service animals are allowed
- Service animals are exempt from fees/restrictions
- Smoke-free property
- Tours/ticket assistance
- Valet parking (surcharge)
- Water dispenser
- Water dispenser use by guests actively encouraged
- Wheelchair accessible – no
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.
Valet Parking only, Rates vary.
SURF PINEAPPLE, High-speed wireless Internet access on unlimited devices, so go ahead and use your computer, phone, and tablet anytime - all the time.
Contactless check-out is available
Essential workers only - NO
Cashless transactions are available
Day 1
Day 2
Day 3
FAQs about Staypineapple, An Iconic Hotel, The Loop
What time is check in?
Check in time is 4:00 PM - midnight based on the hotel's local time. Early check in may be available if requested at the front desk on the day of check-in.
What time is check out?
Check out time is 12:00 PM based on the hotel's local time. Late check out may be available if requested at the front desk during your stay.
How many rooms does Staypineapple, An Iconic Hotel, The Loop have?
There are 122 rooms in the property.
Is there any meeting space at Staypineapple, An Iconic Hotel, The Loop?
Yes, they have 1 meeting room that can support various table layouts.
What kind of breakfast is at Staypineapple, An Iconic Hotel, The Loop?
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.
What parking is available at Staypineapple, An Iconic Hotel, The Loop?
Valet Parking only, Rates vary.
How much does internet cost?
SURF PINEAPPLE, High-speed wireless Internet access on unlimited devices, so go ahead and use your computer, phone, and tablet anytime - all the time.
Is there a gym at Staypineapple, An Iconic Hotel, The Loop?
Yes, there is a gym/fitness area available on-site at the property.
Is Staypineapple, An Iconic Hotel, The Loop pet friendly?
Yes, pets are 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.
Is there shuttle service at Staypineapple, An Iconic Hotel, The Loop?
Midway/MDW: 12 miles; 20-30 minutes; shuttle (one way) - $24; taxi (one way) - approx. $30 O'Hare/ORD: 18 miles; 30-45 minutes; shuttle (one way) - $29; taxi (one way) - approx. $40
Meeting Rooms and Banquet Rooms at Staypineapple, An Iconic Hotel, The Loop
Below are the meeting, banquet, conference and event spaces at Staypineapple, An Iconic Hotel, The Loop.
Feel free to use the Staypineapple, An Iconic Hotel, The Loop meeting space capacities chart below to help in your event planning. Hotel Planner specializes in Chicago event planning for sleeping rooms and meeting space for corporate events, weddings, parties, conventions, negotiated rates and trade shows.






Room Details
- Picasso Statue - 0.1 mi
- Ford Center for the Performing Arts Oriental Theatre - 0.2 mi
- Haskell Building - 0.2 mi
- Goodman Theater - 0.2 mi
- Chicago Cultural Center - 0.3 mi
- The Loop - 0.3 mi
- Children's Memorial Hospital - 0.3 mi
- Chicago Gospel Music Festival - 0.3 mi
- Millennium Park - 0.3 mi
- Chicago Theater - 0.3 mi
- Jay Pritzker Pavilion - 0.3 mi
- Chicago City Hall - 0.4 mi
- Theatre District - 0.4 mi
- Art Institute of Chicago - 0.5 mi
- Worth - 0.5 mi
- Symphony Center - 0.5 mi
- Monadnock Building - 0.6 mi
- Aon Center - 0.6 mi
- Fisher Building - 0.6 mi
- Magnificent Mile - Michigan Ave - 0.7 mi
- Old Colony Building - 0.7 mi
- Chicago Public Library (Harold Washington Library Center) - 0.7 mi
- Michigan Avenue Bridge - 0.7 mi
- Taste of Chicago - 0.7 mi
- Civic Opera House - 0.7 mi
- Fine Arts Building - 0.7 mi
- Merchandising Mart - 0.8 mi
- Wrigley Building - 0.8 mi
- Roosevelt University - 0.8 mi
- Willis Tower (formerly Sears) - 0.8 mi
- Chicago Blues Festival - 0.8 mi
- Auditorium Building and Theatre - 0.8 mi
- Tribune Tower - 0.9 mi
- Chicago Jazz Festival - 0.9 mi
- 311 South Wacker Parking - ParkChirp - 0.9 mi
- Lollapalooza - 1.0 mi
- Grant Park - 1.0 mi
- Union Station - 1.0 mi
- Buckingham Fountain - 1.0 mi
- Museum of Contemporary Photography - 1.0 mi
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Friendly staff, clean and close to the redline.
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What is cool about this hotel?
Staypineapple An Iconic Hotel The Loop offers a unique and dog-friendly experience, accepting any number of pets without size or weight restrictions. They even have pet-free floors for guests with allergies.