We are open tomorrow from 9:00 am. Call 020 7590 0636
Chicago, Michigan, USA

Chicago City Breaks


Short description

While away a wonderful weekend in America's Windy City

British Airways Premium Cabin Sale

Save up to £2,315 pp in the British Airways Premium Cabin Sale. Hurry – sale ends 29 October and the best fares will go quickly. Enquire now to avoid missing out.

British Airways Premium Cabin Sale


Recommended for:

In just a few days spent in Chicago you can experience world-class arts and culture, museums, galleries and a burgeoning theatre scene. Head to one of the city's famous jazz and blues venues, or explore some of the city's legendary comedy clubs that helped launch the careers of such world-renowned performers such as Steve Carrell and John Belushi.

The city also offers its visitors some truly superb and varied cuisine. From exquisite fine dining to the city's famous deep-dish pizzas and its iconic hot dog, Chicago's restaurant scene is one of the finest in world. It's no surprise that its garnered no fewer than 26 Michelin stars.

Plan your Chicago holiday to coincide with one of the city's major events, which take place throughout the year and include the World Music Festival, Chicago Jazz Festival, Lollapalooza Music Festival, Chicago Marathon, Chicago International Film Festival and Chicago Gourmet to name just a few. Wexas Travel has some fantastic accommodation options and touring suggestions to help you make the most of this fantastic American city break destination.

Contact one of our North America specialists to see how we can tailor make a Chicago city break to suit your individual requirements

Meet our 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 45 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation
  • In-depth Wexas travel guides

Every step of the way

Every step of the way

Our services are with you from start to finish:

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