Old Town

Bridging the gap between the young, professional near-North and the riche Gold Coast is the Old Town Triangle area. It was settled in the mid 1800’s when Chicago absorbed a wave of German farmers and semi-skilled laborers leaving Germany for the greener pastures of the New World. During the 1960’s, Old Town became the center of the “Bohemian Renaissance” movement. In recent years, the development of several highrises and the award-winning conversion of the Dr. Scholl shoe factory into luxury residential lofts (Cobbler Square), coupled with the emergence of new town homes, has brought upscale retail and dining establishments with a vengeance. Neighboring Cabrini-Green is rapidly being eaten-away, providing contractors with blocks to build on and buildings to renovate. Probably the brightest star to come out of Old Town’s recent development is the Walter Payton College Prep High School. Named after the late Hall of Fame Chicago Bear, the school selects its elite students from a large applicant pool and features a planetarium, greenhouse, ten science labs, and a host of high tech equipment.

The annual Old Town art fair has grown into the largest juried art fair in the country. Wells Street, once a strip of hippie head shops and boutiques, now offers upscale shops. Nearby on Halsted Street is the impressive new home of the Steppenwolf Theater, the epitome of storefront or, specifically, church basement theater, all grown up. Today, Old Town remains one of the most lively and picturesque neighborhoods in Chicago. Piper’s Alley, the local theater, features films out of the mainstream and adds to the neighborhood’s “edgy” aura. Old Town provides Chicago with some of its largest late-night club venues, as well as several comedy clubs, including the world-renowned “Second City” comedy troupe. This interesting neighborhood can found between Division Street north to Armitage Avenue and east from LaSalle Street to Sheffield Avenue. The Old Town Triangle area was designated a Chicago landmark district in 1977, and is listed in the National Register of Historic Places.

City of Chicago Vehicle Stickers

All Chicago residents driving, parking, leasing and/or owning a vehicle for which they are responsible in the City of Chicago are subject to the Chicago Wheel Tax and must purchase a Chicago City Vehicle Sticker. This includes Chicago residents that maintain their registration outside of the City of Chicago, but use the vehicle in the City. We want motorists to avoid costly tickets: You must purchase a Chicago Vehicle Sticker within 30 days of residing in the City or acquiring a new vehicle to avoid late fees and fines.

Click Here for more details.

Residential Parking Permits

Chicago’s Residential Parking Permit program is designed to restrict parking on designated residential streets during specified hours, except for the residents of that street, guests of the residents or those who provide a service to the residents. This program helps to ensure that residents of densely populated areas have reasonable access to parking near their residences. Cars parked in violation of this ordinance are ticketed.

The City of Chicago does not mess around. The city has a dillignet parking patrol staff that will ticket you if you are in a spot where a permit you don’t have is required. All spots that require permits are marked with white street signs. Please look out for them!

For more information, contact the city clerk at 312-744-6861 or email info@chicityclerk.com. We also recommend that you ask your Real Estate Agent, Leasing Agent, or Land Lord about parking permit requirements in your area.