Things To Do Alone In Chicago

Nestled on the shores of Lake Michigan, Chicago is the third most populous city in the United States and the home of two of the world’s tallest buildings, the Willis Tower and the John Hancock Center. It is a bustling, vibrant city jam-packed with culture, history, and attractions and is an ideal destination for solo travelers. Whether you’re looking to explore the city’s iconic architecture, take a stroll through its world-class museums and art galleries, or sample some of its signature deep-dish pizza, Chicago has something to offer everyone. Here’s our guide to the best things to do alone in Chicago.

Explore Chicago’s Iconic Architecture

Chicago is renowned for its iconic architecture, and visiting some of the city’s most famous buildings is a must-do for any solo traveler. The Willis Tower, formerly known as the Sears Tower, is the tallest building in the United States and the second-tallest in the world. Take a trip up to the Skydeck on the 103rd floor for incredible views of the city and Lake Michigan. The John Hancock Center is another iconic building located in Chicago’s Magnificent Mile. Take a trip up to the 94th floor for an incredible view of the city and beyond.

Visit the Art Institute of Chicago

The Art Institute of Chicago is one of the world’s leading art museums, with artworks spanning centuries. The museum is home to works by some of the world’s most famous artists, including Monet, Degas, Seurat, and Renoir. Take a self-guided tour around the museum to explore its permanent collections, or take part in a guided tour to learn more about its artworks.

Stroll Through Millennium Park

Millennium Park is one of Chicago’s most popular attractions and spans 24.5 acres in the heart of downtown. The park is home to a number of fantastic sculptures, including the iconic Cloud Gate, which is affectionately known as “The Bean” by locals. Take a leisurely stroll around the park and admire its beautiful gardens, art installations, and other attractions.

Shop ’til You Drop on The Magnificent Mile

The Magnificent Mile is Chicago’s premier shopping destination, with more than 460 stores and restaurants along Michigan Avenue. Shop ’til you drop at one of the area’s many stores, from luxury brands like Tiffany & Co. to thrift stores like Buffalo Exchange. You can also find plenty of dining options along The Magnificent Mile for when you need a break from shopping.

Sample Some of Chicago’s Signature Foods

No trip to Chicago is complete without sampling some of the city’s signature dishes. Try some classic deep-dish pizza from one of the city’s many pizzerias, or sample some Italian beef – a sandwich made with thinly sliced beef cooked in a savory broth and served on an Italian roll. For something sweet, try a slice of cheesecake from Eli’s Cheesecake Company or some Garrett’s Popcorn – a Chicago favorite for more than 80 years.

Take an Architecture Tour on the Riverwalk

Take an architecture tour along the Riverwalk to get an up-close look at some of Chicago’s most iconic buildings. The tour includes stops at some of the city’s most famous landmarks, including The Wrigley Building and Tribune Tower. Enjoy learning about Chicago’s history and culture while taking in the sights and sounds of the city.

Go on a Haunted Ghost Tour

For those who are brave enough, take a haunted ghost tour through some of Chicago’s most haunted spots. Hear creepy stories about the city’s past and explore some of its most haunted places. Tours are available for both day and night – so pick your preferred time!

Explore Lincoln Park Zoo

Head to Lincoln Park Zoo for a day of animal watching and exploration. The zoo is home to more than 1,200 animals from around the world and offers plenty of educational programs for visitors. You can also take part in behind-the-scenes tours or check out one of their shows or events.

Take a Journey Through Time at The Field Museum

The Field Museum is one of Chicago’s most popular attractions and offers visitors a journey through time with its collection of artifacts and specimens from around the world. Explore ancient Egypt with artifacts from mummies and papyri, or take a trip back to prehistoric times with fossils from dinosaurs like T-Rex and Triceratops.

Experience Nightlife on Rush Street

Rush Street is one of Chicago’s most popular nightlife spots and offers something for everyone. From upscale bars and lounges to lively nightclubs and live music venues, there’s something for everyone on Rush Street.

Book a Classic City Tour

For those who want to get an overview of all that Chicago has to offer, book a classic city tour that takes you around all of its major attractions. Visit Navy Pier for breathtaking views of Lake Michigan, then make your way over to Millennium Park to explore its many sculptures before taking a stroll down The Magnificent Mile for some shopping and dining. With so much to see and do in Chicago, this classic tour offers something for everyone! Book a classic city tour here.

Explore Wrigley Field

Wrigley Field is one of America’s most iconic baseball stadiums, home to Major League Baseball’s Chicago Cubs since 1916. Explore this historic stadium on a self-guided tour that takes you around all its famous landmarks including the Cubs dugout, press box, bleachers, bullpen, outfield walls and more. Learn about the history of this beloved stadium and get up close to one of America’s greatest sports traditions! Book a Wrigley Field tour here.

Take an Underground Tour at The Garfield Park Conservatory

Take an underground tour at The Garfield Park Conservatory to explore the depths beneath Chicago’s largest conservatory. Learn about the history of this incredible facility and explore its underground tunnels that were constructed during the Great Depression to protect its plants from extreme temperatures above ground. Discover fascinating facts about this hidden gem as you make your way through its maze-like tunnels! Book an underground tour at Garfield Park Conservatory here.

Chicago is truly a city like no other – offering something for everyone who visits it. Whether you’re looking for adventure or relaxation, culture or cuisine, you’ll be sure to find something that suits your taste in this vibrant city. So why not take some time out to explore all that Chicago has to offer – alone!