This post will cover some of the most interesting things to do and see while visiting Chicago’s Loop neighborhood. Since the Loop is a vibrant community of work and play, every traveler will find something that suits their tastes!
The name derives from the circle or “loop” that the cable cars in the 1800s made in this area and currently the elevated trains run along the same circular path.
To learn more about this neighborhood and the rich history that takes place here, we have several Pay-What-You-Like tours that will appeal to every traveler.
Check out the Loop & Millennium Park Tour that explores the northern section or our Birth of the Skyscraper-Architecture Tour which delves into the history of our buildings or enjoy the West Loop Gateway Tour that ends at one of the only buildings that survived the Great Fire.
Alternatively, you can also get here using a hop-on-hop-off bus tour. All bus companies have multiple stops in the Loop.
You can reach this area easily by using Chicago’s Public transit. If you are new to Chicago, then take a read of our guide to using public transit.
While many visitors will stroll along the Riverwalk or take a boat tour to get their Chicago Architecture views- many of the architectural gems are hidden right in the Loop!
One example of a great building that also has free events is the current Chicago Public Library and the past Chicago Public Library which is now the Cultural Center.
Both of the buildings are extraordinary and both have free programming!
Another great option is to try our Downtown Self-Guided Tour.
The best way to appreciate this living history of buildings is on our architecture tour but roaming on your own is still a perfect way to spend an afternoon.
The Loop was originally an area of old movie palaces, vaudeville acts, and jazz clubs.
Today it is a bit more tame, but still famous for a few iconic movie palaces turned into concert or theatre venues.
Theatres in the Loop area include:
If you are a film-lover, visit the Gene Siskel Film Center to catch film festivals, independent films, student films, foreign films, and art films. It is located at 164 N. State Street.
If you’d like to catch the best big blockbuster, head to the AMC Movie Theatre at the Block 37 Mall. You can watch the next big hit while in a recliner and eating your dinner.
Pro-tip: Check out our self-guided Downtown Chicago Theatre Tour if you love theatre buildings. Of course, Chicago theatre is not limited to this one neighborhood and we encourage all visitors to travel outside of the Loop!
To see a full calendar of all shows or to buy tickets for shows, click here.
The Willis Tower (known as the Sear Tower to locals) was the tallest building in the world from 1973-1998 standing at 442 meters (1.450 ft) with 110 floors.
While it isn’t the tallest in the world anymore, Chicago is still fiercely proud of the Skidmore, Owings, and Merrill Building!
If you aren’t afraid of heights, check out the observation deck which is on the 103rd floor at 1353 feet (412.2 meters) You will see a spectacular view of Chicago and Lake Michigan.
For a unique experience, step out onto the “Ledge”, an included attraction where you can stand directly over the street!
While a bit outside of the official Loop, Millennium Park is still considered a part of the Loop neighborhood. This park was built to celebrate the turn of the century and opened in 2005.
Inside of Millennium Park, there are many lovely gardens and several pieces of notable public art; most recognizable is “Cloud Gate” which is more commonly referred to as “the Bean”.
This stainless steel reflective piece by Anish Kapoor is the centerpiece of Millennium Park. Learn more about it on our Loop & Millennium Park Tour.
Things to see in Millennium Park:
During the summer months, Pritzker Pavilion is an active hub of music, dance, and special events. The best part is that all of the events are free!
Mondays & Thursdays: Enjoy concerts in the park with their summer music series.
Tuesdays: You can watch movies in the park at their summer film series.
Tuesdays & Thursdays: There are early morning fitness classes with the summer work-out series.
During the winter months, it is still a lovely destination because you can appreciate the incredibly artistic structure designed by famed Frank Gehry himself.
The Art Institute in Chicago which was founded in 1879 is one of the oldest and largest art museums in the United States.
Travelers from all over the world visit to peer onto Monet’s haystacks, Van Gogh’s self-portraits, and Serat’s “Sunday in the Park.”
Inside the Art Institute you will find a unique Chicago treat- the Louis Sullivan original trading room from the original Board of Trade reassembled.
Also, behind the Art Institute is an original stock exchange arch design by Adler and Sullivan.
Pro Tip: hop-on-hop-off bus tours stop right outside of the Art Institute!
Fun Fact: The Art Institute is technically the location of the start of Route 66! Be sure to find the Route 66 start sign!
If you’d prefer to experience public art, there is plenty of that in the Loop as well.
More recently, Chicago has started an exciting mural project in the Loop as well!
Check here for details about the Wabash Arts Corridor.
More and more we are finding updated street art in the Loop, like the Muddy Waters mural memorializing the famed blues musician at 17 N. State St. by Kobra.
To visit a truly iconic Chicago establishment, you’ll need to visit the old Marshall Field’s building which is now the Macy’s on State street.
Architecturally, this building is a delight, but it is the inside that counts. There is an incredible Tiffany Glass ceiling above cosmetics that will delight every traveler passing through.
Looking for a perfect lunch destination? Head to the 7th Floor for the famous Walnut Room.
After lunch if you explore the 7th floor, you will happen upon a wall of history about Marshall Field’s. The history of this building is quite interesting and is told on our Loop & Millennium Park tour.
If you have time to wander, go to the basement which boast a tasty candy shop to sample Marshall Field’s Frango Mints.
You’ll also find a very affordable cafeteria-style lunch destination in the basement if you find yourself needing a snack. When you are ready to leave, wander out through the Pedway through the stained glass museum.
Whether you enter the Cultural Center from the street or through the Pedway System on your own or with our Pedway Tour group- it is an architectural gem.
The building itself was original Chicago’s Public library and shows it’s love for literature through etched quotes on the walls.
The Daley Plaza in Chicago is a great place to meet locals! It is a public square that is the home to the Picasso Statue which was a gift from Pablo Picasso.
It is the perfect place to enjoy local coffee while pigeon watching or to catch a special event.
While you are in Daley Plaza, things to look for in the plaza or nearby include:
Pro-Tip: Since the Loop is such a central area- there are often parades downtown- often marching right past Daley Plaza. Be sure to check out the parade schedule here.
The Loop is known for the shopping along State Street and the tourist shops on Michigan Avenue.
State Street is considered the shopping district of the Loop and is loaded with more discount shopping (unlike the Magnificent Mile with designer brands).
You’ll find shops like Macy’s, H & M, Old Navy, Nordstrom Rack, and Urban Outfitters. The largest mall in the area is Block 37 and has shops like the Disney Store, Zara, and a custom tennis shoe store.
As for food, the Loop has many delicious options for visitors who love to travel through food!
Of course, the most famous Chicago Food are: Pizza, Hotdogs, and Italian Beef Sandwiches, but Chicago is a food city and we pride ourselves on options!
See below for just a sampling of food choices in the Loop area.
While most of the things in the Loop aren’t on the Chicago City Pass- a few are! Many of Chicago’s biggest attractions have entry fees.
While you do pay for a tourist discount pass, it can give you a bulk discount and free admission into some interesting tours and museums, saving you up to 55%.
They can also save you time with skip-the-ticket-line privileges.
Each Chicago Tourist Discount Pass includes a variety of fun family-friendly activities and attractions.
Here are a few examples of what you can visit with a tourist pass, for a discount or for free.
For more details, make sure to read our full post covering Chicago tourist passes.