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Visiting Chicago: The chic US city on the lake

Here’s the ultimate travel guide for experiencing the very best of Chicago in 2024.

By LLM Reporters   |  

With its captivating skyline, vibrant neighbourhoods, and rich history, Chicago is a city that never fails to leave a lasting impression.

Known as the birthplace of the modern skyscraper, this architectural marvel boasts an array of stunning buildings that dominate the skyline. From the iconic Willis Tower (formerly known as Sears Tower) to the majestic Tribune Tower, you’ll find yourself in awe at every turn.

But Chicago isn’t just about impressive architecture – it’s also a cultural hub brimming with world-class museums and galleries. Immerse yourself in art at The Art Institute of Chicago or embrace your inner science geek at the Museum of Science and Industry. History buffs will be enthralled by visits to places like Navy Pier or Millennium Park, where they can learn about Chicago’s past while enjoying breath-taking views.

And let’s not forget about food! As one of America’s culinary capitals, Chicago offers an incredible dining scene that caters to all tastes. Indulge in deep-dish pizza from Lou Malnati’s or savour mouth-watering steaks at Gibson’s Steakhouse. For those seeking international flavours, Little Italy and Chinatown are must-visit destinations for authentic cuisine.

Whether you’re strolling along Michigan Avenue shopping on the Magnificent Mile or catching a performance at one of Chicago’s renowned theatres like The Second City comedy club or Broadway In Chicago shows; there is always something exciting happening in this bustling city. And whether you’re travelling as a group, couple or enjoying a solo adventure, Chicago will please at every turn.

15 of the best things to do in Chicago in 2024

Chicago Financial District panoramic along the Chicago River
Enjoy panoramic views of the city skyline by taking a cruise along the Chicago River. Image credit: STAK/Bigstock.com

Chicago is a city that offers endless possibilities for exploration and fun, whether you’re a foodie, an art enthusiast, or an architecture lover, there’s something for everyone here. Getting around is a cinch, too, with a range of transport options, from taking a scenic water taxi to exploring on foot or bike, taking the useful CTA or arranging luxury group transportation to get you from one interesting sight to another. 

With that in mind, we take a look at 15 of the best things to do in Chicago:

1. Take a stroll along the iconic Navy Pier, where you can enjoy excellent views of Lake Michigan and indulge in delicious food from various vendors.

2. Visit Millennium Park and marvel at Cloud Gate, also known as ‘The Bean’. This reflective sculpture is a must-see attraction.

3. Explore the Art Institute of Chicago, home to one of the world’s most impressive collections of artworks spanning different eras and cultures.

4. Catch a game at Wrigley Field and experience the electric atmosphere while cheering on the beloved Chicago Cubs.

5. Immerse yourself in nature by visiting Lincoln Park Zoo, which houses over 200 species of animals within its beautifully landscaped grounds.

6. Indulge your taste buds with deep-dish pizza from renowned pizzerias like Lou Malnati’s or Giordano’s – a true Chicago culinary experience!

7. Enjoy panoramic views of the city skyline by taking a cruise along the Chicago River or venturing up to Skydeck Chicago at Willis Tower.

view of the chicago north shore
Known as the birthplace of the modern skyscraper, this architectural marvel boasts an array of stunning buildings that dominate the skyline

8. Dive into history at The Field Museum, where you can encounter Sue – the largest and most complete T-Rex skeleton ever discovered – in addition to countless other fascinating exhibits.

9. Discover Grant Park – often referred to as ‘Chicago’s Front Yard’ – featuring stunning gardens, monuments, and hosting events like Lollapalooza music festival.

10. Experience world-class theatre productions by catching a show at one of Chicago’s many renowned theatres such as The Goodman Theatre or Steppenwolf Theatre Company.

11. Wander through beautiful neighbourhoods like Wicker Park or Lincoln Square filled with unique shops, trendy boutiques, and charming cafes.

12. Explore vibrant street art in the Pilsen neighbourhood, where colourful murals adorn the walls and 18th street is lined with galleries. 

13. Shop ’til you drop on the Magnificent Mile, a stretch of Michigan Avenue featuring luxury retailers and flagship stores.

 14. Step back in time at the Museum of Science and Industry, where you can explore interactive exhibits and learn about scientific innovations throughout history.

 15. Experience the vibrant nightlife in Chicago by checking out one of the many bars, clubs, or live music venues scattered throughout the city.

Enjoying sports in Chicago

Chicago Cubs Wrigley Field
Catch a game at Wrigley Field and experience the electric atmosphere while cheering on the beloved Chicago Cubs. Image credit: Bontrager Design Inc./Bigstock.com

Chicago is a city that truly loves its sports. Whether you’re a fan of basketball, football, baseball, or hockey, there’s always something exciting happening in the Windy City for sports enthusiasts to enjoy.

First up, there’s basketball. Chicago is home to one of the most iconic NBA teams of all time – the Chicago Bulls. Catching a game at the United Center is an experience like no other; the energy in the arena is palpable as fans cheer on their beloved team and witness epic battles on the court.

Football fanatics will also find plenty to love in Chicago. The city boasts not one, but two NFL teams – the Chicago Bears and the newly formed XFL team, the Chicago Wildcats. So whether you prefer watching games at historic Soldier Field or enjoying some hard-hitting action at SeatGeek Stadium with fellow XFL fans, there’s no shortage of football excitement here.

Baseball lovers can rejoice too because Chicago has not just one but two major league baseball teams -the Cubs and White Sox! Head over to Wrigley Field or Guaranteed Rate Field for an unforgettable day at America’s favourite pastime.

Let’s not forget about hockey! The NHL’s Blackhawks have brought home multiple Stanley Cup championships and have won over legions of dedicated fans along the way. Watching a game at the United Center surrounded by passionate Blackhawks supporters creates an electric atmosphere that any sports enthusiast would appreciate.

Luxury hotels in Chicago

Chicago skyline from across a pond
Chicago is home to a wide array of upscale hotels that cater to the discerning traveller seeking comfort, style, and impeccable service. Image credit: mposke/Bigstock.com

When it comes to luxury accommodations, this city does not disappoint. Chicago is home to a wide array of upscale hotels that cater to the discerning traveller seeking comfort, style, and impeccable service.

One such hotel is The Langham Chicago, situated along the iconic Chicago River. This five-star property boasts elegantly furnished rooms with panoramic views of the city skyline or the river. Guests can indulge in luxurious amenities like an indoor pool, spa services, and award-winning dining options.

Another top-notch option is The Peninsula Chicago, located near Michigan Avenue’s prestigious shopping district. This grand hotel offers spacious rooms adorned with modern furnishings and high-tech amenities. Guests can enjoy indulgent experiences at the rooftop spa or savour delectable cuisine at one of several on-site restaurants.

For those seeking classic elegance combined with contemporary flair, The Ritz-Carlton Chicago fits the bill perfectly. With stunning views of Lake Michigan and downtown Chicago, this luxury hotel provides guests with opulent accommodations featuring marble bathrooms and plush bedding.

The Waldorf Astoria Chicago is another noteworthy choice for luxury seekers. Located in the affluent Gold Coast neighbourhood, this sophisticated hotel offers spacious suites adorned with custom-made furnishings and lavish amenities like fireplaces and whirlpool tubs.