How To Spend Time In Chicago: The Ultimate Guide

Brightening up the heart of the Midwest, Chicago is a vibrant city that combines the best of city life with its skyscrapers and growing tech industry, along with the heartwarming hospitality and lovely people of the Midwest. It truly has something for everyone - from towering skyscrapers to historically significant cultural attractions, some of the best sports teams in baseball, football, and basketball, and delicious food.

In terms of dining, Chicago, also known as the 'Windy City' is a food lover's paradise. The city is home to a variety of delicious cuisines, from deep-dish pizza and Italian beef sandwiches to artisanal doughnuts and Chicago-style hot dogs. And for those looking for a taste of the city's history, there's no better place to start than at one of the many historic taverns and Speakeasies that dot the city.

When you're visiting Chicago, you shouldn't miss visiting the Chicago cultural center, Grant Park's Museum Campus, going on an architecture river cruise, taking your kids to the Chicago children's museum, and visiting the Crown Fountain. One of the most iconic landmarks in the city is the Willis Tower, formerly known as the Sears Tower, which stands tall at 1,451 feet and offers breathtaking views of the city from its Skydeck. Another must-see attraction is the Cloud Gate, a massive metallic sculpture in Millennium Park that has become a symbol of the city. Here are some of our best ideas on how to spend time in Chicago.

9 Things To Do In Chicago

Relax Along The Shores Of Lake Michigan

Chicago is located on the popular Lake Michigan and one of the most popular ways to enjoy Chicago is to spend some time by the water. Lake Michigan is a vast body of water that stretches for over 200 miles, offering plenty of opportunities for swimming, boating, and fishing. Or, simply take a stroll along the lakefront and take in the breathtaking views of the city skyline. There are several places to visit along the shores of Lake Michigan such as the Navy Pier, Shedd Aquarium, Lincoln Park, North Avenue Beach, and Adler Planetarium. We recommend visiting the Navy Pier, Shedd Aquarium, and North Avenue Beach to be able to get a thorough experience of the beauty and vastness of Lake Michigan.

Have A Family Day Out At Lincoln Park Zoo

Suppose you're looking for a fun and educational way to spend the day, head to the Lincoln Park Zoo. This beautiful park is home to over 1,100 animals, including gorillas, lions, and polar bears. The zoo also offers a variety of educational programs and events, making it a great destination for families with children. This unique zoo prioritizes the well-being of every single animal with a team of scientific researchers caring for them, playing a huge role in animal welfare and in the conservation of endangered animals. The zoo is free and accessible to all and has been this way for 150 years now owing to the members and donors of the zoo. From gorillas to polar bears, expect to find all your favorite animals at this zoo!

Explore Downtown Chicago

The downtown area of Chicago is a bustling hub of activity, with a variety of shopping, dining, and entertainment options. Take a stroll along the Magnificent Mile, a stretch of Michigan Avenue known for its high-end shops and department stores. Or, visit one of the many theaters, music venues, and art galleries that dot the downtown area. It's the perfect place to explore on a Saturday night. Michigan Avenue, Skydeck Chicago, 360 Chicago Observation Deck, Buckingham Fountain, and the Field Museum are other must-visit places in Downtown Chicago.

Admire The Chicago Skyline

The skyline of Chicago is one of the most iconic in the world, with towering skyscrapers and iconic landmarks that have come to define the city. There are many places where you can enjoy views of Chicago's skyline. Head to one of the city's many rooftop bars or restaurants to take in the views, or visit the Skydeck at the Willis Tower for an unparalleled perspective.

Take A Stroll At Chicago Riverwalk

The Chicago River winds its way through the city, offering a unique way to see the city from a different perspective. Take a boat tour or rent a kayak to explore the river and see the city from a different angle. The Chicago Riverwalk is a 1.2-mile pedestrian walkway built along the shores of the Chicago River and is the perfect place to take a stroll when the weather is perfect. You can go boating or kayaking, grab a bite to eat at one of the restaurants or bars that overlook the river, or even admire the gardens here. You can also enjoy the famous Chicago hot dogs here.

Absorb Culture Through Art At The Art Institute Of Chicago

If you're an art lover, visiting the Art Institute of Chicago is a must. This world-renowned museum is home to an impressive collection of art, including works by Monet, Van Gogh, and Picasso. They house over 300,000 pieces of art collected from around the world including art that was created Byzantine era. They feature both impressionist and post-impressionist art pieces. If you get a CityPass, this attraction is included in the pass.

Spend An Afternoon At Millennium Park

Millennium Park is a popular destination in the heart of the city, featuring a variety of public art installations, including the iconic Cloud Gate sculpture, also known as The Bean. The park also hosts a variety of concerts and events throughout the year, making it a great place to spend a sunny afternoon. Located near the Art Institute of Chicago, right on the Loop, no trip to Chicago is complete without dropping by Millennium Park.

Go To The Top Of John Hancock Center

The John Hancock Center is a towering 10-story skyscraper that offers breathtaking views of the city from its observation deck. Take a trip to the top of the building and see the city as you've never seen it before. John Hancock Center was recently renamed 875 North Michigan Avenue. Here is where the 360 Chicago Observation Deck from where you can admire the skyline of the city.

Have A Picnic At Grant Park

Grant Park is a beautiful green space in the heart of the city, featuring a variety of lawns, gardens, and public art installations. The park is also home to a number of popular events and festivals throughout the year, making it a great place to spend a sunny day. Grant Park is often called 'Chicago's Front Yard', and rightly so. Many of the previously mentioned attractions such as the Field Museum Campus and the Art Institute Of Chicago are located here. Millennium Park is right next to Grant Park.