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Contact our team and visit Chicago today
Located on the banks of the vast Lake Michigan in Illinois, the sophisticated city of Chicago is one of the largest and most vibrant cities in the entire U.S., famous for soaring skyscrapers and a wonderful heritage of sports, industry, and effervescence.
Known as the ‘Windy City’ and home to the skyscraper, the city is instantaneously identifiable for its high-end culinary delights, stunning architecture, wonderful green parks, and numerous shopping opportunities; it is a truly spectacular city to visit.
Freezing in the winter and hot in the summer, the ‘Windy City’ doesn’t do things by halves. We recommend visiting either during the Spring or the Autumn months. The temperatures are cooler than the summer months however, they are still mostly warm and dry (in the mid 20 degrees celsius) and perfect for exploration. This is also when the city comes to life with festivals and the tourist crowds are more manageable.
Departures November 2022
Fly from Manchester or London where you will spend 4 nights at the Millennium Knicker Bocker Hotel.
This hotel is ideally located near Magnificent Mile in downtown Chicago – a famous stretch that’s home to over 400 retailers and high-end shops. Links to the public transport network, shops, restaurants, bars and pubs are situated within easy walking distance of the hotel, and you are [...]
Departures September/October 2023
This twin center Chicago and Las Vegas Holiday will see you spend 9 nights exploring the best of these two cities, from sightseeing to nightlife.
Start this amazing adventure by flying from the UK to Chicago were you will spend 3 nights in a centrally located hotel. Whilst in Chicago why not take a visit to the 360 Chicago which has one of the best views of Chicago and also features a TI [...]
Departures September - November 2022
Pillinger World Travel are pleased to offer this exciting Chicago & New Orleans 2022 Twin Centre holiday.
Start your adventure by flying from London to Chicago where you will find a city full of culture, fine dining and beautiful scenery, explore this cosmopolitan city and relax by one of the beautiful lake-side parks, here you will spend 5 nights at the 4* Freehand Chicago Hotel.[...]
Departures 16th March 2022
Depart from London Heathrow to Chicago direct with American Airlines!
Spend 4 nights at the Millennium Knicker Bocker Hotel. Located near Magnificent Mile in downtown Chicago – a famous stretch that’s home to over 400 retailers and high-end shops. You’ll be nestled into the retail haven of Magnificent Mile, proximity to some of the city’s most iconic landmarks like Cloud Gate and [...]
Departures November 2022
This Chicago & Toronto holiday will see you visit Chicago for 3 nights, Toronto for 3 nights finishing with 2 nights at Niagara Falls.
Flying from regional UK airports you will fly to Chicago for 3 nights at the Faimont Hotel. Chicago is a city of variety, from parks and beaches to live jazz and blues clubs. You will be sure to spend the 3 nights exploring all that is available to se [...]