Staypineapple Chicago is a boutique four-star hotel located in downtown Chicago within an historic building that dates back to 1895. It offers a much-loved on-site restaurant, a gym and complimentary bicycle rentals for the duration of your stay.

The hotel is situated in the heart of The Loop, home to restored old movie theatres and hundreds of restaurants and shops. Millennium Park and Michigan Avenue are within a few minutes’ walk, and two different “L” train lines are just a block away. Plus, several bus stops provide easy access to all parts of the city. O’Hare International Airport is approximately 17 miles from the hotel.

There are 122 compact rooms within Staypineapple Chicago, all equipped with luxurious toiletries, signature light-weight bathrobes, 50-inch flat-screen TVs and iPod docks. Beds are super comfy and come complete with individual duvets – whose popularity propelled them into Staypineapple's online shop.

Accommodation details


The Loop Downtown

Check-in Details:

Normal Check-in: 16:00
Normal Check-out: 12:00


0.3 mi / 0.5 km from city centre

General facilities

  • Laundry/Valet service
  • Exercise gym
  • 24-hour front desk
  • Air conditioning
  • High speed wireless
  • Safe deposit box

Other facilities

Go and explore Chicago and Millennium Park on one of the beach cruiser bicycles, which are complimentary for guests staying at Staypineapple Chicago.

Dining information

The Atwood restaurant is a long-time Chicago favourite, set in a grand dining room at street-level, where you can enjoy your food while people-watching. All-American comfort food is served for breakfast, brunch, lunch and dinner. Take a seat at the bar for a perfectly mixed cocktail or try a daily pineapple treat in your room with an afternoon coffee. You can also grab a range of snacks and refreshments from the Pineapple Quick Bites & Bevvies cooler.

Additional information

A resort fee is applicable and includes unlimited bottled water replenished daily in your room, high speed Wi-Fi on an unlimited quantity of devices and the use of hotel bikes – ask at the front desk for more information.

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