Gussie's busy restaurant in the evening with a view of a dining room and bar
Overhead table shot of multiple Gussie's menu dishes, including many pastas

Unexpected Italian. Pure Chicago.

Handmade Italian Before Some Homegrown Laughs

Second City is as Chicago as the EL train. We’re the Old Town neighborhood restaurant that gets your night started just as originally.


Food and Drinks To Start Your Night

The Perfect Food for Belly Laughs

Gussie's Pappardelle Wild Boar Ragu


Every meal made from scratch

Gussie's Aperol Spritz


Handcrafted cocktails, carefully selected wines

Gussie's Affogato


The perfect end (or start!) to your night

Enjoy Dinner Near Second City The Easy Way

It’s easy to get to Gussie’s and Second City. It’s the only way we’d do things.

  • Convenient parking garage near Second City and Gussie’s
  • Blocks from the Sedgwick Brown Line
  • Limited street parking

No matter how you get here, we’re going to treat you the way Grandma Gussie taught us: like family.

Picture of patrons dining in a booth, smiling and talking
Gussie's Spaghetti Amatriciana

In Everything We Do

There’s Love

You’re looking for a night of laughs. That kind of night starts out best with great food, a glass of wine, and quality time with people.

That’s what we’re doing here at Gussie’s. Recipes are inspired by my grandmother and from trips to Italy. Our meals aren’t improvised. They’re inspired by love. It’s how we made a neighborhood restaurant that feels like home.

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