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  • Writer's pictureWalter Ponce

How To Spend 48 Hours In Chicago

Updated: Jan 12, 2023

Of the many incredible destinations in the United States, Chicago is undoubtedly one of the most surprising. “The Windy City” welcomes you with tons of experiences and activities for all travelers, from a great cultural scene to world-class cuisine, outdoor adventures and much more.

But if you only have two days available, here we tell you what you can visit in Chicago in 48 hours to enjoy the city to the fullest. I had the chance to visit the windy city in 2022 for a business trip and this is what I enjoyed the most:

Millennium Park

The unmissable visit to do in 48 hours in Chicago is Millennium Park, the heart of The Loop and the most famous park in the city. Here is the iconic Cloud Gate, better known as "The Bean" by artist Anish Kappor. After taking the obligatory photo, go visit the rest of its attractions, such as the Crown Fountain, the Jay Pritsket Pavilion or the McCormick Plaza ice rink, if you travel in winter.


If you love heights and strong emotions, then one of the things that cannot be missed in your 48 hours in Chicago is to go up to the Skydeck, located in the Willis Tower, one of the tallest skyscrapers in the country.

This viewpoint is located on the 103rd floor and allows you to enjoy the city from above, as well as learn more about its history in its interactive exhibitions and take the emblematic photo on The Ledge, which consists of four glass balconies that extend outside. of the building.

If there are a lot of people on your visit or you simply prefer another option, the 360 ​​Chicago is another great alternative, as it not only has "The Tilt" attraction (a transparent platform that leans out of the building) but also its Bar 94, where you can enjoy a drink while enjoying the view.

Break the diet

Chicago is one of America's most foodie cities, offering you everything from specialties like the famous Deep Dish Pizza and Chicago-style Hot Dogs, to haute cuisine at some of the best restaurants in the country, global flavors from Italy to India , fast food, healthy options and new proposals. So, even if you are going to spend 48 Hours In Chicago, you should eat as much of their specialties as possible.

Enjoy the night life

Chicago is a city that never sleeps, so after sunset you will find thousands of options to have fun, from exclusive Speakeasy with a great atmosphere to nightclubs, craft breweries, lounges, terraces with great mixology and even better views, sports bars and plus. 48 Hours In Chicago is still possible to enjoy one night out and visit some of the bars and nightclubs, try not to sleep early and enjoy the night!

The Chicago Theater

An institution in the city, don't tell me that red sign with white letters doesn't ring a bell! It has offered performances since 1921 when it was the most expensive and largest theater in the country. The greatest artists of each moment have passed through here and it has been the venue for important film festivals. Currently you can visit it at one of its events or with a tour that for about €16 takes you to know this legendary corner (even only spending 48 Hours in Chicago).

Chicago River Walk

Chicago is one of the most "walkable" cities in the United States, to reinforce this theory is the Riverwalk, a pedestrian walkway that runs along part of the banks of the Chicago River, neither more nor less than in downtown itself. Although it's hard to forget that you're in a big city (skyscrapers will never go away), it's quite nice to walk around here, plus there are plenty of seating areas, restaurants and cafes. Look at the twin buildings of the Marina Towers, and especially their first floors: they are the ones for parking and you will only see the back of the cars, apparently they have professional valet to nail the car in place, to that no clumsy stays with the accelerator full and goes flying.

Here are some of my suggestions for the best things to see and do in Chicago in 48h. But, as you can imagine, this American city has much much more to see. (Next time, don't spend only 48 Hours In Chicago :P).



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