Henry Gerber House

The Carl Street Studios is an enclave in Chicago's Old Town neighborhood.

The Second City is an improvisational comedy enterprise. It is the oldest improvisational theater troupe to be continuously based in Chicago, with training programs and live theaters in Toronto and New York. Since its debut in 1959, it has become one of the most influential and renowned in the English-speaking world. In February 2021, ZMC, a private equity investment firm based in Manhattan, purchased the Second City. The Second City has produced television programs in both Canada and the United States, including SCTV, Second City Presents, and Next Comedy Legend. It has been a starting point for many comedians, award-winning actors, directors, and others in show business, including Del Close, Alan Alda, Alan Arkin, Harold Ramis, Bill Murray, Gilda Radner, John Candy, John Belushi, Dan Aykroyd, Eugene Levy, Catherine O'Hara, Dave Thomas, Chris Farley, Tim Meadows, Colin Mochrie, Ryan Stiles, Mike Myers, Nia Vardalos, Steve Carell, Jordan Peele, Tina Fey, Amy Poehler, Stephen Colbert, Cecily Strong, Mae Martin, and Aidy Bryant.

The Old Town Ale House is a saloon in the Old Town neighborhood of Chicago, United States, that has been operation since 1958. It is currently located at 219 W. North Avenue.

Zanies Comedy Club, located in Chicago, Illinois, was founded in November 1978 by Rick Uchwat. Since then, three other locations have been built: Nashville, Tennessee, St.Charles, Illinois, and Rosemont, Illinois.

A statue of René-Robert Cavelier, Sieur de La Salle (sometimes called Robert Cavelier de LaSalle Monument) is installed in Chicago's Lincoln Park, in the U.S. state of Illinois. The work by Count Jacques de la Laing was completed in 1889 and relocated in 1990.

A Red Orchid Theatre is an Equity theatre company located in the Old Town district of Chicago, founded in 1993 by Michael Shannon, Guy Van Swearingen IV, and Lawrence Grimm. Kirsten Fitzgerald, a long-time ensemble member, has helmed the company as Artistic Director since 2008.

The Moody Church (often referred to as Moody Memorial Church, after a sign hung on the North Avenue side of the building) is a historic evangelical Christian (Nondenominational Christianity) church in the Lincoln Park neighborhood of Chicago, Illinois.

Sedgwick is an 'L' station on the CTA's Brown Line, Purple Line Express trains also stop at the station during weekday rush hours. It is an elevated station with two side platforms, located in Chicago's Old Town neighborhood of the Near North Side community area. The adjacent stations are Armitage, which is located about one mile (1.6 km) to the northwest, and Chicago, located about one mile (1.6 km) to the south.

St. Michael's Church in the Old Town neighborhood of Chicago is a Roman Catholic church staffed by the Redemptorist order of priests. The parish was founded to minister to German Catholic immigrants in 1852 with its first wooden church completed that year at a cost of $750 (including the bell). The building stands at the intersection of Eugenie Street and Cleveland Avenue. The church was built as a haven for German immigrants who were outcasts in Old Chicago. In addition, the town's main church, St. Joseph's Church, was overcrowded. The Redemptorists were invited to administer the parish in 1860 and a large brick church was finished in 1869. When completed, its tower made it the tallest building in Chicago and the United States, a distinction it held until the old Chicago Board of Trade Building was completed in 1885.

The Carling Hotel is a historic residential hotel located at 1512 N. LaSalle Street in the Near North Side neighborhood of Chicago, Illinois. Built in 1927, the hotel was one of many residential hotels constructed to house an influx of labor to Chicago in the early 20th century. While the hotel offered rooms to both temporary and permanent residents, census records indicate that most of its residents were permanent. Architect Edmund J. Meles, who designed several large hotels and apartment buildings in Chicago, designed the building in a blend of the Classical Revival and Renaissance Revival styles. The brick building features extensive terra cotta ornamentation, including entrance and window surrounds, pilasters, and a molded cornice above the first floor.The building was added to the National Register of Historic Places on January 24, 2017.

Old Town is a neighborhood and historic district in Near North Side and Lincoln Park, Chicago, Illinois, home to many of Chicago's older, Victorian-era buildings, including St. Michael's Church, one of seven buildings to survive the Great Chicago Fire.

The Germania Club Building, located at 108 W. Germania Place in the Near North Side community area of Chicago, Illinois, is the historic headquarters of the Germania Club, the oldest German-American organization in the city. The Germania Club was founded in 1865 as the Germania Männerchor, which formed to sing at Abraham Lincoln's funeral. The club built the Germania Club Building in 1889; it was designed by August Fiedler in an eclectic style featuring neoclassical and German Renaissance influences. The five-story building has a two-story limestone base with a portico and arched doorway on the south end. The upper stories feature arched windows capped by pediments and a pilaster supporting the cornice atop the building. The building includes a grand ballroom, banquet room, and restaurant and bar. The club played an important role in Chicago's German-American community, once the largest ethnic community in Chicago.