Staypineapple, An Iconic Hotel, The Loop

Not to be outdone by the amazing city around it, this award-winning hotel is housed in a National Historic Landmark building and is the perfect jumping-off spot for exploring downtown Chicago.

Your Hotel Stay Includes:

• 5 nights accommodation in an Atwood Queen

Rate is based on two guests for travel 25 – 30 October 2026

Other travel dates and room types available, surcharges apply

Atwood Queen

Ideal for business travellers or out-and-about city adventurers, the Atwood Queen wraps you up in a classic cozy space fitting of Midwestern hospitality. It has all the comforts of a Staypineapple hotel room mixed perfectly with the old world charm of historic Chicago.

Rate is in AUD based on 25-10-2026 for 2 guests. Other travel dates available. Please note that this booking is non-refundable and non-amendable. All bookings are subject to availability. Minimum nights stay may apply. Some block out dates may apply. Rates may alter depending upon the dates requested and surcharges if applicable. Final booking confirmation only provided once payment has been processed. Contact our travel team for more details. Our Vacation Centre reserves the right to withdraw this promotion without notice at any time. Pricing correct as at 04-05-2026.