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Speak to one of our experts now about this offer

Call us on - 0800 294 9710

Or drop into your local Kuoni store to find out more

Find your nearest store

Speak to one of our experts now about this offer

Call us on - 0800 294 9728

Or drop into your local Kuoni store to find out more

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 Staypineapple, An Iconic Hotel, Chicago 

Who needs run of the mill? With its whimsical approach to design and warm welcome Staypineapple promises guests a relaxed stay in a plum location – minus the high price tag. Who needs run of the mill? With its whimsical approach to design and warm welcome Staypineapple promises guests a relaxed stay in a plum location – minus the high price tag.

The coupling of an historic 19th century building with the dare-to-be-different Staypineapple brand is a curious one but, somehow, it works. Staypineapple’s playful personality is stamped all over the restored Reliance Building, from the ‘sleep with me’ pineapple-embossed pillows to the quirky art and kitsch soft furnishings. 

4 stars

All Hotels in Chicago & Route 66

  • Chicago & Route 66
  • 3 Star

Offering small but comfy rooms in hip, designer digs, the Moxy Chicago Downtown couples a funky urban vibe with affordable prices.
  • Chicago & Route 66
  • 3 Star

Keen to base yourself at the heart of the action without breaking the bank? The AC Hotel by Marriott could be just what you’re looking for.
  • Chicago & Route 66
  • 4 Star

Set in a classic 1920s Chicago tower and designated ‘historic landmark,’ LondonHouse Chicago is a stylish riverside address affording some of the city’s best rooftop views.
  • Chicago & Route 66
  • 4 Star

You don’t have to be into baseball to appreciate the chic décor and unstuffy ambiance of this boutique hotel. It does overlook the legendary Wrigley Field however, so if you are a fan of the sport, you’ve hit a home run already by making it your pick.
  • Chicago & Route 66
  • 4 Star

Along with fabulous city views the Omni Chicago offers a supremely comfortable base at the heart of the action. The Magnificent Mile is right there outside.
  • Chicago & Route 66
  • 4.5 Star

In a landmark building just off the Magnificent Mile, close to the city’s best shopping and top attractions, the glamorous Gwen is an excellent choice for a city-break splurge, or a celebration with girlfriends.



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