City Cast Chicago logo
Display Ad: Children play near Chicago's Cloud Gate. "Big plans. Coming right up." with pizza graphic on left; "Enjoy Illinois. Meet in the middle." on right.

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.
Advertisement image

The latest in Chicago

Chicago's BestApril 24

Chicago Was — Is? — a Magic Town

The Hand & The Eye is a new venue marketing Chicago-style magic. But what is Chicago-style magic? And where can you find it around and th...

A self with memorabilia at the Chicago Magic Lounge.
Chicago, ExplainedApril 22

The End of an Era For Lincolnwood Town Center

Lincolnwood Town Center shuts down April 30 — depending who you ask. I went to the mall to check things out for myself.

Emmi Mack at Lincolnwood mall
Chicago, ExplainedApril 17

Take This Week's Chicago News Trivia Quiz

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

A security officer and his dog at a CTA Blue Line Station
Chicago's BestApril 15

Chicago’s Splashiest Water Activities

As we mourn the Humboldt Park swan boats, there are still plenty of Chicago water and boat activities to enjoy as the season heats up.

Swan boats dot the Humboldt Park lagoon on a sunny day. (Courtesy of J E Koonce / Flickr)
3 Questions WithApril 14

3 Questions With Chicago’s Poet Laureate

It’s National Poetry Month, and while you can find a variety of workshops and open mics in April, poets call Chicago home all year round.

A woman smiling while sitting. There is a potted plant in the back
Chicago HistoryApril 8

Who’s Preserving Chicago Family History?

If you are like me, all your family history lives within multiple photo albums and VHS tapes stored in your parents’ living room cabinets.

Group of adults and children sit in a circle around an infant lying down in a home
Chicago's BestApril 7

Celebrate Poetry in Chicago

Every month is Poetry Month in Chicago. But since April is actually National Poetry Month, consider diving in deeper.

Two level room with floor to ceiling bookshelves filled with books. On the floor level is a long table has computers on it.
Food & DrinkApril 6

New Spots To Dine & Drink in Chicago

Chicago has no shortage of good places to eat around town. Here are some of the bar, restaurant, and café openings we're watching.

Chef Jake Schneider of Schneider Deli