JourneyHero

Finding the Best of Chicago, The Windy City

The Windy City, a metropolis of more than 10 Million people, is one of my favourite places for a city break!

Chicago is strategically located because it is close to a natural portage linking the Great Lakes with the Mississippi River. A portage is an area where water flows in one direction on one side and a different direction on the other (“portage” is another name for a “continental divide”). Travellers carrying their light boats over the portage could move quickly from one place to another. In the case of Chicago, the link between the Great Lakes and the Mississippi river allowed for vast cargos to be shipped to and from the Midwestern areas to the East Coast of the USA, allowing expansion and opening up the economy of the growing country.

Jean Baptiste Point du Sable, a man of French and African descent recognized the importance of the area and founded Chicago on the site in the 1780s. Today, the Illinois and Michigan Canal, a 154 kilometre (96 mile) construction, travels across the portage and allows large cargo ships a quick route for transporting about anything! Because of this geological feature, Chicago became a natural marketplace. Today, 20% of the world’s commodities and financial derivatives trade through the Chicago Board of Trade!

Chicago offers a myriad of fun and exciting attractions; too many to list in this short blog. Still, here are some of my favourite “must-sees” in this exciting place:

Navy Pier is great for family fun!

  • Navy Pier is an entertainment area located on the shores of Lake Michigan and includes theme parks, restaurants, shops and exhibition spaces.
  • The Magnificent Mile is the main shopping area of Chicago lined with high-end stores and boutiques. You can find everything on the “Mag Mile”!
  • The Loop is the downtown area containing most of the city’s skyscrapers but is also a vibrant neighbourhood full of restaurants, parks and exciting venues. It is home to the Willis Tower (formerly called the “Sears Tower”) once the world’s tallest.
  • The Art Institute of Chicago is a fantastic art museum and exhibition facility.
  • The Museum of Science and Industry displays artefacts that show the development of our modern world.
  • The Lincoln Park Zoo is a world-class facility that houses an incredible collection and is linked to the Lincoln Park Conservatory with exotic plants from around the world.

Here’s a pro-tip: Chicago has incredible parks packed with artwork. Works by Marc Chagall, Pablo Picasso, Juan Miro, Alexander Calder, Henry Moore, Claes Oldenburg, Anish Kapoor and many, many others grace this cityscape. Because Chicago is easy to walk during good weather, the artwork is a great reason to walk the city!

Reaching Chicago could not be easier. In fact, Chicago is the third largest inter-modal port in the world behind Hong Kong and Singapore! O’Hare International Airport is one of the busiest and most popular airports linking Chicago to nearly every major metropolitan area in the entire world. Midway Airport provides domestic connections and is an easy link to the Loop. Almost all of the rail-links in North America originate or terminate in Chicago. Within the city, “the Metra” has eleven lines that link the entire area and much of the Metra is on elevated tracks that give it the nickname, “The El”. Taxis and most ride-sharing services are ubiquitous within the area

The El allows easy access to the entire city!

Here’s another pro-tip: Chicago’s streets are mostly laid out in a grid pattern because so much of the city was destroyed in the Chicago Fire of 1871. This means that the city is easy for visitors to explore by car.

Chicago offers a plethora of hotels that meet any price and comfort range required. In fact, for being such a large place, hotels are inexpensive. You should choose a hotel that is close to the attractions that interest you the most. For example, I like the Sofitel Chicago when I want to shop on the Magnificent Mile. The Sophy Hyde Park is convenient for that neighbourhood that used to be the home of Barrack Obama, and the London House Chicago is my home when I’m meeting in the Loop.

Soul food is a delight to the senses!

The food scene in Chicago is vibrant because of the different cultures that migrated to the city. For example, it is the first place where I tasted sushi many years ago before it became a modern staple. Regardless of your dietary restrictions, the food will not disappoint. Some of my favourites include Oriole which has an incredible “American food” tasting menu. Virtue offers soul food with recipes and ingredients from the deep south. Lula Café provides the freshest farm-to-table food and has done so before that was cool! Most of all though, Chicago is beef country and you can find few better restaurants than Gibson’s Bar and Steakhouse

When you are looking for nightlife, Chicago offers some popular and exciting venues. It is the home of jazz, blues, soul, hip-hop, gospel and house styles of music. When I visit the city, I can often be found at Scofflaw, a gin bar in Logan Square. Hopleaf offers an incredible craft beers selection with sixty on tap and an encyclopaedia of options in cans and bottles. The Green Mill is the atmospheric home of jazz in Chicago. It was once the hangout of the notorious gangster, Al Capone, and has been renovated to that period with a high standard.

The Green Mill: Al Capone’s favourite and one of mine too!

A trip to Chicago would not be complete, however, without a stop at one or more of its sports stadiums to catch a game. Chicago has world-class teams in sports including: two baseball teams, the White Sox and the Cubs; the Bears American football team, the Bulls basketball team, the Blackhawks ice hockey team, and the Fire FC soccer team. Their team jerseys can be found all over the world and attest to the popularity of sports in the Windy City!

Here’s a final pro-tip: A visit to Wrigley Field on the north side of Chicago is great fun. If you can catch a game, that’s even better, but the view from Wrigley Field of downtown Chicago is iconic!

Love,

Isabella

Wrigley Field is home to Chicago Cubs Baseball

 

 

Isabella’s Checklist

What to see: Wrigley field, Navy Pier, The Loop and the Museum of Science and Industry (https://www.mlb.com/cubs, https://www.choosechicago.com, https://navypier.org,) 

Where to stay: The Sofitel Chicago, the London House Chicago (https://all.accor.com/hotel/2993/index.en.shtml, https://www.hilton.com/en/hotels/chilhqq-londonhouse-chicago

Where to party:   Scofflaw, The Green Mill (https://www.scofflawchicago.com, http://greenmilljazz.com)  

Where to eat: Oriole, Virtue and Gibson’s Bar and Steakhouse (http://www.oriolechicago.com, https://www.virtuerestaurant.com, https://www.gibsonssteakhouse.com)  

What to buy: Anything on the Magnificent Mile!

Enjoy partying in the Windy City!
Isabella’s Checklist

What to see: Wrigley field, Navy Pier, The Loop and the Museum of Science and Industry (https://www.mlb.com/cubs, https://www.choosechicago.com, https://navypier.org,) 

Where to stay: The Sofitel Chicago, the London House Chicago (https://all.accor.com/hotel/2993/index.en.shtml, https://www.hilton.com/en/hotels/chilhqq-londonhouse-chicago

Where to party:   Scofflaw, The Green Mill (https://www.scofflawchicago.com, http://greenmilljazz.com)  

Where to eat: Oriole, Virtue and Gibson’s Bar and Steakhouse (http://www.oriolechicago.com, https://www.virtuerestaurant.com, https://www.gibsonssteakhouse.com)  

What to buy: Anything on the Magnificent Mile!

Enjoy partying in the Windy City!

Leave A Comment

Your email address will not be published. Required fields are marked *.

Join our newsletter to find the latest information on new releases, features of the app and more! You will also find all the inspiration you need to plan your next trip. And remember, we don’t share your data. Never ever!