You know a good deal when you see it (you’re smart that way). Check out our special offers at Staypineapple Chicago. Each one comes with unrivaled hospitality, stylish furnishings and comfortable amenities you’ve come to expect from a Staypineapple hotel.
Your next great Chicago adventure awaits. Start packing.
Celebrate yellow as a feeling when you book early and save up to 20% or save 10% off a last-minute deal.
Stay 2 nights and get the 3rd night free. Stay longer, sleep in later, and enjoy more time away. You deserve it!
Enjoy a bottle of sparkling wine on ice and an assortment of artisan truffles delivered to your room! Plus Free Parking*
There’s no need to ruff it without your furry friend. Bring your pup and we'll give you 50% off our daily pet fee.
Auto club member? Save now on a Staypineapple room.
Are you an AARP member? Take advantage of exclusive savings now!
Enjoy a special rate if you work for the US government