
Chicago · us

Chicago · us
Check-in / Check-out
From 04:00 PM · Until 12:00 PM
Classification
4-Star Hotel
Amenities
Fitness facilities (surcharge), Parking, Non-smoking rooms, Air conditioning, Restaurant, Pets allowed
Location
Chicago, us
Walkability
Historic Architecture and Luxury Design
Experience the grandeur of historic Chicago architecture at Staypineapple, An Iconic Hotel, The Loop. Designed by renowned architect Daniel Burnham, the hotel boasts mosaic floors and marble ceilings, offering a luxurious stay in the heart of Chicago's Loop.
Modern Amenities and Stunning Views
Indulge in the perfect blend of classic elegance and modern comfort in our rooms. Enjoy white and gray decor with mahogany furnishings, flat-screen TVs, and plush bedding. Upgrade to a suite for breathtaking views of Millennium Park and Lake Michigan.
Convenient Location and Special Amenities
Explore Chicago's top attractions with ease - from shopping on Michigan Avenue to visiting Millennium Park. Take advantage of our fitness center, bicycle rental service, and special perks for your furry friends. Don't miss out on experiencing Navy Pier and other nearby entertainment venues during your stay.
Book now for an unforgettable stay at Staypineapple, An Iconic Hotel, The Loop!
Neighbourhood
An elevated train station serving the CTA Brown, Green, Orange, Pink, and Purple Lines, offering convenient access to various parts of the city.
A major commuter rail terminal serving the Metra Electric District and South Shore Line, connecting downtown Chicago with its southern suburbs and northern Indiana.
A stylish American tavern offering seasonal dishes and craft cocktails in a vibrant, architectural setting.
A renowned Chicago institution famous for its authentic deep-dish pizza, as well as other Italian classics.
An Afro-Portuguese chain specializing in flame-grilled peri-peri chicken with various heat levels.
An upscale American restaurant offering refined cuisine, an extensive beer list, and views of Millennium Park.
A 24.5-acre public park featuring iconic art installations like Cloud Gate ('The Bean'), stunning gardens, and an outdoor theater.
A stunning Beaux-Arts building offering free art exhibits, concerts, and architectural tours, known for its Tiffany stained-glass dome.
An interactive museum filled with optical illusions and holograms designed to trick the eye and provide unique photo opportunities.
A modern shopping mall featuring a variety of trendy shops, restaurants, and entertainment options, including an AMC DINE-IN movie theater.
A historic department store offering a wide selection of brand-name clothing, accessories, home goods, and cosmetics.
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FAQs
Check-in is from 04:00 PM and check-out is by 12:00 PM. Early check-in and late check-out may be available upon request.
Yes, the hotel offers fitness center for guests.
Yes, parking is available. Contact the hotel directly for current rates.
Yes, complimentary Wi-Fi is available throughout the hotel.
Yes, the hotel has an on-site restaurant for guests.
The nearest station is Washington/Wabash, 1 min walk from the hotel.
No promo codes needed. As a Dyme member, you automatically receive wholesale pricing up to 35% below public rates.
Sustainability
Every booking through Dyme directly funds clean energy infrastructure.
Staypineapple Chicago, An Iconic Hotel, has achieved Green Key Certification. The hotel implements various operational practices focused on energy and water conservation, waste reduction, and the use of eco-friendly products. [Note: Practices reported but not independently verified.]
Emissions estimates are calculated using the local electricity grid carbon intensity for the hotel’s region, sourced from the U.S. EPA eGRID database (for U.S. properties) and Electricity Maps (for international properties). All sustainability information is derived from publicly available data sources, including hotel websites and certification bodies, and may not reflect the hotel’s actual energy usage or specific sustainability measures. Figures are approximate and provided for indicative purposes only.
Location
Policies
Check-in from 04:00 PM. Check-out by 12:00 PM. Early check-in and late checkout may be available upon request.
Cancellation terms vary by rate. Flexible rates allow free cancellation up to 24–48 hours before arrival. Non-refundable rates cannot be canceled or modified.
All prices are all-inclusive with taxes and fees. A valid credit card is required at check-in. No additional resort or service fees will apply.
Reservations for 10 rooms or more need to be contracted as a Group with the hotel directly.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.
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Accommodations
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Guest Reviews
Exceptional
1,581 reviews
Highlights
Could Improve
Multiple reviews mention the hotel is well maintained and clean.
Numerous reviews highlight excellent and friendly staff.
Guests repeatedly praise the fantastic location.
Rooms described as beautiful but some mention small size.
Some concerns about missing comfort items in the room.
Some guests feel the price is high considering certain issues.
Breakfast and restaurant service received positive feedback.
Overall satisfaction is high with many positive remarks.
Geoffrey
Couple · Jun 2026
Will stay on our next trip to Chicago
via Nuitee
Olivia
Solo Traveller · Jun 2026
via Nuitee
Julie
Family With Children · Jun 2026
Happy
via Nuitee
Pauline
Couple · Jun 2026
We were comfortable and centrally located
via Nuitee
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