TITA Travel
Staypineapple, An Iconic Hotel, The Loop
★★★★ Check availabilityPrices depend on your dates. Choose your check-in and check-out dates to see rates and available rooms.
Staypineapple, An Iconic Hotel, The Loop is a 4-star hotel located in Chicago, United States Of America. Free cancellation is available up to 24-72h before arrival depending on the rate.
About
Take advantage of recreation opportunities such as a fitness center, or other amenities including tour/ticket assistance and a ballroom.
Amenities
- ✓ Golfing nearby
- ✓ Free newspapers in lobby
- ✓ Fitness facilities
- ✓ Valet parking (surcharge)
- ✓ Dry cleaning/laundry service
- ✓ Banquet hall
- ✓ Water dispenser use by guests actively encouraged
- ✓ Ballroom
- ✓ Food and water bowls
- ✓ Wheelchair accessible – no
Nearby hotels in Chicago
Frequently asked questions
How many stars does Staypineapple, An Iconic Hotel, The Loop have?
Staypineapple, An Iconic Hotel, The Loop is a 4-star hotel, located in Chicago. The rating is official and reflects the comfort and service level.
What facilities does Staypineapple, An Iconic Hotel, The Loop offer?
Staypineapple, An Iconic Hotel, The Loop offers parking and spa. The full list of amenities is on the hotel page.
Can I cancel my booking at Staypineapple, An Iconic Hotel, The Loop?
Yes — most rates include free cancellation up to a deadline (typically 24-72h before arrival). The exact policy is shown before confirmation and on your booking voucher.
How do I pay for my booking?
Three payment methods are available: online card (secure ClicToPay), IZI Zitouna in-branch transfer, or cash at one of our agencies.
When is the best time to book in Chicago?
For Chicago, peak season runs June-August: prices peak and availability drops. May, September, and October offer the best balance of price, weather, and crowds.
Prices and availability updated on 23 September 2026.