BLACK FRIDAY: Save up to $1,322 on our trips! Limited spots. Book Now.

Best Things To Do And See In Old Town, Chicago

Outside of Second City
Outside of Second City | © Benita Gingerella

Old Town, located on the north side of the city, is one of Chicago’s most historic neighborhoods – home to some of the city’s older Victorian buildings as well as numerous things to see and do. Here are some can’t-miss places to see while exploring this fascinating area of Chicago.

The Second City

Theater

Small square with flower beds and a fountain surrounded by brick residentail buildings in old town Chicago on a cloudy spring day
Albert Pego / Shutterstock
Second City is considered one of the most popular comedy clubs in the world. It was started by students at the University of Chicago in 1959 and is known for improv comedy. Many famous comedians got their start at Second City, including Tina Fey, Stephen Colbert, and John Belushi, just to name a few. There are often several shows to choose from on a regular basis.

Old Town Pour House

Bar, Restaurant, American

Outside of Old Town Pour House
© Benita Gingerella
Although it looks like your typical bar on the outside, Old Town Pour House should not be skipped, especially by beer connoisseurs. The bar has 90 craft beers on tap, one of the biggest and best beer selections in the city. Non-beer drinkers will be happy to know that Pour House also has a selection of wine and whiskey, as well as a full menu.

Zanies

Theater

Outside of Zanies
© Benita Gingerella
Zanies has been providing comedy to the 21+ crowd for 31 years. Located a block from Second City, the club often features up-and-coming comedians, as well as well known comics like Aziz Ansari. It is the third-longest-running comedy club in the United States.

The Fudge Pot

Shop

Outside of The Fudge Pot
© Benita Gingerella
Chocolate lovers will not want to miss The Fudge Pot. This chocolate and candy shop is known for its intricate chocolate creations; everything from the Statue of Liberty to merry-go-rounds have been molded into delicious chocolate, sometimes too pretty to eat.

The Spice House

Shop, Store

Spice mixes at The Spice House
© Benita Gingerella
The Spice House opened in Old Town in 2001 and is the third spice shop run by Patty and Tom Erd. The shop is known for its vast array of spices from all over the world, as well as its own homemade spice mixes. Don’t be surprised if you are drawn to the shop’s scents from a block away.

Old Town Aquarium

Aquarium, Shop

CHICAGO ILLINOIS UNITED STATES 06 23 2003; The Shedd Aquarium in Chicago. The aquarium opened in the year 1930
meunierd / Shutterstock
Can’t make it to the Shedd? While the Old Town Aquarium may be a lot smaller, it still features numerous fresh- and salt-water fish and invertebrates to view and even buy. The aquarium has been a fixture in the Old Town community since 1975 and has a knowledgeable staff.

About the author

Benita is a recent graduate of Loyola University Chicago where she majored in journalism and minored in photography. She has lived in Chicago for over 10 years and loves to explore all that the city has to offer (especially when it comes to finding the best brunch spots). An avid traveler starting at a young age, she has made it a goal to see as much of the world as possible. In her free time, she likes to blog, read, cook, and watch Disney movies.

If you click on a link in this story, we may earn affiliate revenue. All recommendations have been independently sourced by Culture Trip.
close-ad