Chicago Hotels

Perched on the picturesque shores of Lake Michigan, this urban sprawl of lofty skyscrapers is a city renowned for its parks, museums and most importantly its bold architecture.

Chicago has some of the world’s tallest buildings, a host of impressive museums and a 196 ft Ferris wheel at Navy Pier. Head to the top of the John Hancock Centre and you will be rewarded with excellent panoramic views of the city and Lake Michigan.

Our expert staff will help you create the holiday that’s right for you and make sure everything runs smoothly for you.

Call 0333 234 0922 orEnquire online

Local Guide Where to Stay

The hotels and resorts listed are those recommended by our inspectors and our customers for their location and value. To combine Chicago with other America destinations and touring options, ask for our free planning service.

Millennium Knickerbocker - Chicago

Just half a block from Michigan Avenue and a mile from popular Navy Pier, the Millennium Knickerbocker offers an ideal base from which to...

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1 night from £46 For advice or to make a booking call 0333 234 0922 or enquire online

Allegro Hotel - Chicago

The Allegro Hotel Chicago is an Art Deco boutique hotel located in the ‘Loop’, Chicago’s downtown theatre and business district ...

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1 night from £53 For advice or to make a booking call 0333 234 0922 or enquire online

Holiday Inn Mart Plaza - Chicago

This modern, upscale hotel can be found in the middle of Chicago’s bustling River North area. Perched atop the iconic Chicago Sun-T...

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1 night from £55 For advice or to make a booking call 0333 234 0922 or enquire online

Raffaello - Chicago

This striking, red brick boutique hotel with classic canopied entrance holds a prime location on the popular Magnificent Mile making it w...

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1 night from £61 For advice or to make a booking call 0333 234 0922 or enquire online

For help and advice on your America holiday

call 0333 234 0922 enquire online

Why Freedom America

America Experts

  • Expert staff who have travelled in America
  • Friendly advice and professional service
  • Make the most of your time and budget
  • Free planning service

Designed for you

  • Holidays designed around your requirements
  • Pick and choose the places you want to visit
  • Wide range of travelling and touring options
  • One consultant to make all your arrangements

Best Value

  • Tailor made service at package tour price
  • Superbly located hotels that are best in their class
  • Many extras and local charges included
  • Book now with a low deposit and pay later

Peace of Mind

  • Freedom Destinations is a leading UK travel company
  • Independent & established for over 15 years
  • Your holiday is fully ABTA and ATOL protected
  • 5 star customer reviews

What our clients say

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