Planning a trip to Chicago

Planning a trip to Chicago

Last updated: 06/10/2020

Chicago! In the American Midwest is located a beautiful city, full of history and present in movies, music, plays, among others. To help you plan your trip to this beautiful city, here's a guide to planning a trip to Chicago!


Planning a trip to Chicago
John Hancock, one of the most famous buildings in the city

Chicago, the largest city in the state of Illinois, is the third most populous city in the United States, with approximately 2.7 million inhabitants. The city is an important hub for the telecommunications, transport and infrastructure industries. The city is also well known for its nicknames “chi-town“, “Windy City" and "second city“. We were there at the end of winter and it was still very cold there. The “Windy City”, or “City of the Winds”, in Portuguese, mistreated us a little on some occasions. However, nothing took away from the beauty of its imposing buildings, great museums and beautiful views.


One of the city's postcards is the Lake Michigan, which is one of the 5 Great Lakes that border Canada and the only one that is entirely within American territory. With almost 58,000 km², it is the largest freshwater lake in the US, and the fifth in the world. It is possible to see Lake Michigan from different points of the city and the landscapes provided by it are beautiful and unmissable.

Planning a trip to Chicago
Lake Michigan and the city of Chicago in the background on a cloudy day


  • It seems strange, but it is in the middle of the city of Chicago that it has start the famous Route 66, or Route 66, as we speak in this post on this iconic American road.
  • And the City of Winds, “Windy City”, because it is very, very windy in the city.
  • At Chicago pizzas are super famous, with recipes that were created in the city and there are even excursions and tours to visit pizzerias.
  • In various locations in the city were filmed Scenes from the movie "The Godfather" and, formerly, the city was dominated by the italian mafia and gangsters like Al Capone.
  • THE architecture of the city is also quite famous, with imposing, tall and beautiful buildings.
Planning a trip to Chicago
In front of “The Bean”, in Millennium Park


There's so much to do in Chicago! Museums, observatories, interesting tours. The main attractions are:

  • Observatories (SkyDesk and 360 Chicago)
  • Museums (Field Museum of Natural History, Museum of Science and Industry, The Art Institute of Chicago)
  • Addler Planetarium
  • Shedd aquarium
  • Millennium Park
  • navy pier
In this post we detail several tips to know more about the city:
20 must-see attractions in Chicago
Planning a trip to Chicago
The John Hancock Building, where the 360 Chicago Observatory is located


Chicago has a lot more than you might think! It is possible to take amazing tours by boat, speedboat, helicopter, on foot and have a lot of fun! It is also possible to take super romantic walks along Lake Michigan. See some of the options:


The hotel we stayed in in Chicago was in the center, very well located and allowed us to do practically everything on foot or just a few meters to the subway station. A big advantage of this hotel is the convenience that under it is a theater with Broadway musicals! A curiosity is that the hotel lobby is on the 3rd floor.

Planning a trip to Chicago
Hotel entrance. Photo: publicity

But hotels abound in the city, in case you decide to stay elsewhere! And our tip is to try to stay very close to the center because it makes it much easier to move around and to do most of the walks on foot. See hotel options in the city of Chicago in this link from our partner

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Read more about Chicago:

 HOTEL RESERVATIONuse the to book your accommodation!
  CAR RENTAL: Get a quote at RentCars  and check the price at the main rental companies in the world!
 TICKETS & TOURSBuy tickets to the world's top attractions online with Get Your Guide!
 TICKETS & TOURSBuy tickets for tours and guided tours online at Civitatis!
  SPORTS EVENTS TICKETSBuy tickets to major US sporting events online with HelloTickets!
  TRAVEL INSURANCEQuote with the Promo insurance for different plans and destinations. Use code "VIAJONARIOS5" to guarantee 5% off!
 TRAIN IN EUROPEBuy your train tickets at the best prices at trainline!
  INTERNATIONAL CELL PHONE CHIP with the EasySim4U and leave with the chip working before travelling!
  PURCHASE OF FOREIGN CURRENCY with the best exchange rates with Exchange Now!



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