Ultimate Guide to the Perfect Chicago Vacation

Chicago is one of the most famous names in the world, let alone the United States, and welcomes a massive 50 million tourists every year.

From its memorable landmarks and iconic theatre to its incredible green spaces and welcoming neighborhoods, the Windy City offers visitors a huge range of things to see and do.

This article will point you in the direction of the Chicago activities which will make for a perfect trip.

Explore the iconic attractions

Chicago is vibrant city with a vast array of attractions to explore. Visit Millennium Park to see the famous Cloud Gate sculpture, while also taking in the beautiful gardens, outdoor art installations and the Jay Pritzker Pavilion.

Navy Pier is another popular destination home to the Centennial Wheel, Chicago Children’s Museum and a range of boat tours. The landmark offers entertainment, dining, shopping and stunning views of Lake Michigan.

The Willis Tower Skydeck, meanwhile, offers breathtaking views of the city from its Skydeck, located on the 103rd floor. Visitors can step out onto ‘The Ledge’, which is a glass balcony that extends out from the building. 

These are just some of the landmarks to visit in Chicago. Whether you’re interested in art, architecture, history or simply enjoying the city’s vibrant atmosphere, there’s something for everyone to enjoy in the Windy City.

Indulge in Chicago Cuisine 

When you’re in the Windy City, you simply have to feast on the deep-dish pizza, Chicago-style hot dogs and Italian beef sandwiches.

Exploring the diverse food scene, you can enjoy a varied food experience, from Michelin-starred restaurants to local diners.

What’s more, if your Chicago holiday is also incorporating a family event or wedding, you must think about full service catering as Chicago boasts some excellent culinary services which can served right to the door of your event.

Chicago is there to be enjoyed, so take some of the hassle away and relax during your trip.

Immerse yourself in culture

There is so much to do to enjoy the full Windy City experience. Check out the Art Institute of Chicago, catch a show at the Chicago Theatre and explore the vibrant neighborhoods like Wicker Park and Logan Square. 

If you like the outdoors, you can take a bike ride along the Lakefront Trail, relax at the beaches of Lake Michigan or explore the beautiful parks like Grant Park and Lincoln Park.

Taking the time to relax in such a busy and bustling city can be a great way to see an alternate part of Chicago that tourists may not ordinarily see.

Chicago also has a thriving nightlife scene with bars, clubs, and live music venues. Check out the jazz clubs in the South Side or the trendy bars in River North. 

Attend a Sports Event

Chicago boasts a rich sports culture and offers a variety of events throughout the year.

Some popular sports events to attend during your visit should include the Chicago Cubs or Chicago White Sox baseball games at Wrigley Field or Guaranteed Rate Field.

The Chicago Bulls basketball team also play at the United Center while you can also watch the Chicago Blackhawks in the National League.

There is also a soccer team in the city, Chicago Fire and marathons held at different times of the year and so whatever your sporting preference, you’re likely to find a game to suit your preference here.

Wrapping Up

Chicago is bursting with great experiences and by following these tips you can have an unforgettable stay in the Windy City. From visiting the famous landmarks to checking out the food scene in the city and exploring some of the natural wonders, Chicago has so much to offer and so its important to plan your vacation ahead of time to ensure you fit every attraction and landmark into youe time in the city.