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Chicago Destination Guide

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Your guide from the Luxury Travel Experts

Welcome to the Elegant Resorts Destination Guide for Chicago , created to help make your choice of luxury holiday as easy as possible. Here, you will find more detailed factual information about the destination you have selected.

If you require further information, not featured on this page, please call one of our Travel Consultants.


Enjoy a luxury holiday to Chicago with Elegant Resorts and you'll find a city of firsts and world records. It is home to America's oldest skyscrapers, it is the birthplace of America's finest writer, Ernest Hemingway and it is where America's most famous architect, Frank Lloyd Wright, still chooses to make his home.

It's is an excellent starting point for exploring the legendary Route 66 - a 4004 kilometre stretch of highway linking Chicago with Los Angeles on the west coast. The city buzzes with a unique energy of its own, and is home to world-class dining, shopping and entertainment. There are plenty of vibrant jazz and blues venues that stay open until the not-so-early hours of the morning - if you visit the legendary Green Mill you might be able to sit in Al Capone's favourite booth, ideally placed so that he could keep his eye on both doors. Keep your diary open because, our featured property, The Peninsula, Chicago  hosts 'Chocolate at the Pen' every Friday and Saturday night, when the lobby transforms into a sophisticated chocolate bar complete with live entertainment.

General Information
CapitalState: Illinois. Capital: Springfield. Largest City: Chicago.
Time Difference-9 hours
CurrencyUS Dollar


Health facilities, hygiene and disease risks vary worldwide and you should take health advice about your specific needs as early as possible. We highly recommend that you seek specialist advice from your Doctor and, where recommended, obtain vaccinations or tablets for protection against, for example: Malaria, Hepatitis A, Polio and Typhoid. In some cases, treatments for Malaria should begin well in advance of travel. Travellers may also be required to show Yellow Fever Certificates on arrival in certain destinations ie, some African countries. Please note that you are strongly advised against scuba-diving for 24 hours before travelling by air. We would also like to draw your attention to the risk of DVT (Deep Vein Thrombosis) and recommend that you consult with your doctor before travelling.


Visa and Advance Passenger Information

All passengers must ensure they have valid, acceptable passport, any required visa and any other documentation for both the final destination and any stop-off points en route. Please make sure that Advance Passenger Information is submitted in advance to travel for all destinations. Failure to hold correct documentation or submitting incorrect details with Advance Passenger Information or Visa applications may result in refusal of carriage or entry into a country. Please check with the relevant Embassy regarding visa requirements well in advance of your travel date. Charges may apply for some visas.

Travelling With Children or Without an Adult

Children travelling without both parents should be aware that some countries require documentary evidence of parental responsibility before allowing lone parents to enter the country (for example, South Africa) or, in some cases, before permitting the children to leave the country. Please contact the relevant Embassy for the county you are travelling to for further information.

Travelling to the USA - Travel Authorisation (ESTA)

US Customs and Border Control has introduced an Electronic System for Travel Authorisation (ESTA). The system is web-based only and requires all passengers (including infants) travelling via or to the USA to apply for authority to travel a minimum of 72 hours prior to travel. You may be denied boarding or refused entry to the USA if you have not registered and obtained authorisation. To apply, please visit the official website: A charge of 14 USD per person (subject to change) will apply.


Whilst largely undeserving of its nickname, the `Windy City', Chicago is nevertheless rather brisk during the winter months and the gales, snow and low temperatures keep most sensible people indoors. In the summer months, Chicago gets extremely hot, whilst spring can be unpredictable, making autumn (September to November), when it’s sunny and mild, probably the best time to visit.

Temperature Guide

These figures show monthly average maximum temperatures and monthly average rainfall for Chicago.

  Temp °C Rain mm


The Magnificent Mile
World renowned as one of the finest retail and dining destinations, this stylish stretch of avenue is lined with some 460 stores, 275 restaurants, hotels and entertainment venues.

Lakeshore Drive
This road borders the edge of Lake Michigan its lakeside beaches and pretty parkland. You can also walk or jog along the designated Lakefront Trail.

The Navy Pier
One of the city's top tourist attractions, the historic Navy Pier is the perfect place to enjoy Lake Michigan. there are parks and gardens, promenades and shops, restaurants and a beer garden, sightseeing boat trips and dinner cruises that leave from the South Dock, a Ferris wheel, an IMAX Theatre, stage shows and a dedicated family pavilion.

Willis Tower
Formerly the Sears Tower, Willis Tower was once the world's tallest building and visitors can travel to the 103rd floor Skydeck observatory for fantastic city views. Those feeling brave can stetp outside into a glass box and look down to the ground - if they dare!

Art Institute of Chicago
There are some fascinating art galleries and museums to visit, including the Art Institute - one of Chicago's leading cultural attractions and the State's second largest art museum. The collections include a mixture of art, drawings, photographs and textiles created by artists from around the world.

Getting There+

Flight Information
Emirates direct from Dubai to Chicago.
Etihad Airways direct from Abu Dhabi to Chicago.
Qatar Airways direct from Doha to Chicago.

Flight Time
From Dubai to Chicago: 14 hours, 50 minutes.

Travel Gems+

Chicago River
Take a sightseeing boat ride along the Chicago River and marvel at the scale of the state-of-the-art, high-rise design that the city encapsulates, as well as the outstanding architecture that the city is known for, with points of interest including Tribune Tower, the Wrigley Building, Marina City, Trump Tower and Willis Tower. Alternatively, you could head up to The Peninsula Chicago's  Spa which boasts views of Lake Michigan and the Gold Coast.

Sightseeing Tours
A great way to acquaint yourself with the city and take in the sights without doing too much walking is to hop on and off one of the city's classic Green or Red Trolleys or double-decker buses.

Jazz/Blues Festivals
If you love jazz and/or the blues, time your visit to coincide with one of the hundreds of festivals and parades that take place each year - feel free to ask your Travel Consultant for the most up-to-date details.

Talk to our Americas Experts

Our Travel Consultants visit our luxury hotels, villas and resorts personally.

Our dedicated Americas Experts are ready to help you design your luxury holiday to Chicago.

Why Choose Elegant Resorts

As the foremost British pioneer of luxury travel – and boasting an ever-increasing collection of prestigious accolades that celebrates this – Elegant Resorts is a tour operator with the expertise, knowledge and reputation to deliver only the very finest tailor-made luxury holidays to our clients, honed by almost thirty years of experience in this niche travel business.

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