City Cast Chicago logo

Get to Know the Loop

Posted on November 22, 2022   |   Updated on September 30, 2025
Sidney Madden

Sidney Madden

Bike riders riding along State Street at night

A bike ride down State Street in September 2021. (Jacoby Cochran / City Cast Chicago)

The Loop might not be what you think of as a typical Chicago neighborhood. Full of skyscrapers, museums, and shows, the city’s center can feel like a transient place where workers and tourists move in and out, especially this time of the year.

But an increasing number of residents call the Loop home. I did for most of my life.

Whether you’re headed to the Thanksgiving Parade or Christkindlmarket, here are some other spots to check out.

Something to eat
: Cafecito is one of the more affordable options in the area, serving sandwiches, platters, coffee, and cocktails. The Cuban cafe has breakfast and vegan menus! I’m partial to a jamon pressed sammie.

Something to see
: Harold Washington Library’s Winter Garden is a stunning atrium with greenery and natural light on the ninth floor of the building. It’s a great spot to work or study (hi free Wi-Fi) or have a little quiet from the business of downtown. While visiting, imagine the restaurant that once occupied the space or how much it’d cost to book a wedding there.

Something to do: Explore the Pedway, an underground network connecting 40 blocks of the city’s central business district — and a great way to get from point A to B during extreme weather.

City Cast

Your Guide to Lower Wacker, the Pedway, and Chicago’s Underground Network

00:00:00


Something on the bucket list
: Enter the Broadway in Chicago lottery to see “Wicked,” “The Lion King,” or “The Twenty-Sided Tavern” for $25. Persistence is key: I won the “Hamilton” lottery after entering every day for an entire summer.

Something for Insta
: Get stopped by What Was Breakfast, a popular photoblog account that asks Chicagoans what they had for breakfast.

Share article

Hey Chicago

Stay connected to City Cast Chicago and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.

The latest in Chicago

Chicago, ExplainedSeptember 15

The Latest Candidates Running For Mayor

Mayor Brandon Johnson officially launched his reelection campaign, joining a race that includes roughly a dozen other challengers.

A composite photo of three people. On the left is a man in glasses and a dark suit. In the middle is a man in a blue suit, on the right is a woman wearing blue feathers and with white hair
Chicago, ExplainedSeptember 11

Take This Week's Chicago News Trivia Quiz

How closely were you paying attention to this week's current events in Chicago? Test yourself in our weekly trivia quiz.

A large brick building with glass roof and intricate metal on the corners
Keep It LocalSeptember 10

Sheep Cult Comics Celebrates Local Chicago Comic Artists

Stepping into Sheep Cult Comics, you’re surrounded by whimsical, winding caverns of cloud-like shelves, presided over by sculpted sheep h...

A large entrance in a store in the shape of a sheep. There are books along both sides of it
Keep It LocalSeptember 10

Your Guide To Chicago’s Comic Book Stores

I’ve compiled a list of stores where you can find the newest graphic novels, affordable used comics, or even your next favorite board gam...

Comics on display in what looks to be a multicolored customized bookshelf
Chicago, ExplainedSeptember 8

Mayor Brandon Johnson Answers YOUR Tough Questions

Mayor Brandon Johnson told City Cast Chicago he’ll announce whether he’s running again Sept. 13. And that’s not all he said. We sat down...

Two men sitting across from each other at a table looking at the camera. The man on the left has his arms crossed and is holding a piece of paper. The man on the right has a suit on and is showing a peace sign
Keep It LocalSeptember 3

Your Guide To Karaoke Bars in Chicago

Whether your perfect karaoke night involves performing to an entire bar or renting a room for a more intimate experience, you’ve got opti...

A woman singing into a mic. A man is holding up what looks to be a tv screen
Keep It LocalSeptember 3

The Art of Karaoke

Karaoke is pretty serious business, and I want to make sure you know what you’re getting yourself into.

A woman singing into a mic with her finger pointed up. There's a man behind her holding a screen
Keep It LocalAugust 27

How To Start Growing Your Own Food

Amid a summer of foodborne illnesses, intense weather, and ever-rising grocery prices, many Chicagoans are exploring ways to grow their o...

A man in a bucket hat and glasses holding vegetables in a large garden