Old Town
One of the most storied comedy clubs in the world may be found there; it is the origin of contemporary American improv. We also adore Old Town for its
quaintness from bygone eras, lovely shops, and lively nightlife.
The Second City, a comedy institution that helped launch the careers of Bill Murray, Chevy Chase, Gilda Radner, Aidy Bryant, Cecily Strong, Mike Myers,
Chris Farley, Key & Peele, John Belushi, Jane Lynch, Tina Fey, Steve Carell, and... well, you get the idea. The Second City is located in Old Town. Every
night of the week, a live performance showcasing the best emerging talent in the city is available.
The Second City isn't the only attraction in this area, either. Shopping at trendy boutiques, dining at charming inns, and seeing some of Chicago's most
opulent residences can all be done in this historic area. The main strip, Wells Street, has a ton of lively restaurants and bars, and it's where young people
go to go bar hopping.
A popular hangout for Second City actors and alumni is Old Town Ale House, where you can find locals at the bar and the owner's artwork on the walls.
Grab some barbecue ribs at Twin Anchors, a historic speakeasy where Frank Sinatra was a regular, for another traditional Old Town experience.
Additionally, the Old Town Art Fair, which attracts 30,000 art enthusiasts, brings together a huge number of nationally recognized artists every June
to exhibit their work.
A New Leaf is a stunning garden shop and studio where you should stop and smell the flowers. Enjoy the "Old Town Classic" chocolate treat from
The Fudge Pot, which has been manufacturing everything on the premises since 1963. Visit The House of Glunz for a glass of wine; it was founded more
than 120 years ago and is Chicago's oldest wine retailer.