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Chicago

Visit Chicago

Introduction

The 'windy city' of Chicago got its nickname from its unique politics, not the weather, so you can expect a laid back city built for all seasons, with world-class museums, miles of lakefront vistas, award-winning restaurants and luxury hotels. The 'Magnificent Mile' of Michigan Avenue has plenty to keep you entertained with lots of shops, as will the 250 local designers to be found in neighbourhood boutiques.

As the home of the legendary blues, expect free downtown and neighbourhood festivals with some of the world's best musicians. Chicago is the city where the skyscraper was born and you can take a tour to discover the architecture of Chicago's buildings and historical hotels or take advantage of plenty of free tourist attractions.

 

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Top places to stay in Chicago

The Thompson

The Thompson, Chicago

Contemporary hotel

This boutique hotel is set in one of Chicago’s hippest neighbourhoods, having won several Condé Nast awards.

Peninsula

The Peninsula, Chicago

Designer hotel

One of the city’s best-regarded hotels, the Peninsula has consistently been awarded the Forbes Five Star and AAA Five Diamond awards year on year.

Park Hyatt Chicago

Park Hyatt, Chicago

Contemporary hotel

Bringing residential living and gorgeous city views to guests, this hotel is centred around many of the city’s best attractions.

Chicago articles

Chicago Skyline

Illinois: The ultimate introduction to Route 66

Home to the most Route 66 national historic sites of any other state, learn why Illinois is the perfect introduction to the Mother Road.

Meet our Chicago experts

Speak to a tailor-made specialist on 020 7590 0636

Meet the team

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0636 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 50 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ATOL & ABTOT protected