Chicago - City Break

Aerial view of North Ave Beach, Chicago

City Breaks

One of the USA’s most exciting cities, Chicago sits on the shores of Lake Michigan and offers a wealth of sights and attractions that make it just perfect for a long weekend. The architecture is spectacular; not only is this the home of the skyscraper but it was here, in the suburb of Oak Park, that Frank Lloyd Wright first established his practice, and you can still visit his home and studio to this day. This fabulous four-day city break in Chicago is all about experiencing the highlights and really getting under the skin of the city. You’ll be invited on an included walking tour to get your bearings, as well as a hop on/hop off bus tour that lets you take in the sights, in your own time. There’s also a chance to enjoy an optional foodie tour, too, if you’re hankering after a slice of deep pan pizza. With private car airport transfers and your choice of standard, superior and deluxe accommodation; if you’re wondering what it feels like to be a VIP in the Windy City, all you have to do is ask.

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  • Award-winning holidays
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3 nights in hotel accommodation

Excursions and visits

  • Airport transfers in Chicago by private car
  • Three nights at a choice of well-located hotels
  • Highlights & Architecture walking tour
  • Hop on/hop off sightseeing bus tour
  • Magnificent Mile, Millennium Park and Lake Michigan
  • Optional excursions and foodie tours also available

Not included

  • International flights
  • Visas (if required)
  • Meals
  • Optional excursions
  • Resort fees (if charged locally by your chosen hotel)


Private car transfers from and to Chicago O’Hare Airport


Architecture & Highlights walking tour

Big Bus Tours: Classic Ticket


  • 3 nights

  • North America . USA . Illinois . Chicago

  • International flights not included

From £696 per person

Mon - Fri: 9am - 8pm

Saturday: 9am - 6pm

Sunday: 10am - 4pm


Duration: 4 days


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