The Second City is a long-running improvisational comedy enterprise which originated in Chicago's Old Town neighborhood.

The Second City Theatre opened on December 16, 1959 and has since expanded its presence to several other cities, including Toronto and Los Angeles. The Second City has produced television programs in both the United States and Canada including SCTV, Second City Presents, and Next Comedy Legend, as well as being heavily involved in the creation of the satirical 1969 sci-fi film "The Monitors." Since its debut, Second City has consistently been a starting point for comedians, award winning actors, directors, and others in show business.

Navy Pier is a 3,300-foot (1,010 m) long pier on the Chicago shoreline of Lake Michigan. It is located in the Streeterville neighborhood of the Near North Side community area. The pier was built in 1916 at a cost of $4.5 million, equivalent to $89.7 million today. It was a part of the Plan of Chicago developed by architect and city planner Daniel Burnham and his associates. As Municipal Pier #2 (Municipal Pier #1 was never built), Navy Pier was planned and built to serve as a mixed-purpose piece of public infrastructure. Its primary purpose was as a cargo facility for lake freighters, and warehouses were built up and down the pier. However, the pier was also designed to provide docking space for passenger excursion steamers, and in the pre-air conditioning era parts of the pier, especially its outermost tip, were designed to serve as cool places for public gathering and entertainment. The pier even had its own streetcar. Today, Navy Pier is Chicago's number one tourist attraction.

Lincoln Park Zoo is a free zoo located in Lincoln Park in Chicago, Illinois. The zoo was founded in 1868, making it one of the oldest zoos in the nation. The zoo is an accredited member of the Association of Zoos and Aquariums (AZA).

Lincoln Park Zoo is home to a wide variety of animals. The zoo includes big cats, polar bears, penguins, gorillas, reptiles, monkeys, and other species totalling nearly 1,250 animals. Also located in Lincoln Park Zoo is a burr oak tree which dates to 1830, three years before the city was founded. Lincoln Park Zoo is one of five zoos in the Chicago area, the others being the Brookfield Zoo, and the minor Phillips Park Zoo, Cosley Zoo and Indian Boundary Park. Lincoln Park Zoo is the main zoo within the Chicago city limits.

The John Hancock Tower, officially named Hancock Place and colloquially known as The Hancock, is a 60-story, 790-foot (241 m) skyscraper in Boston. The tower, the tallest in the city, was designed by Henry N. Cobb of the firm now known as Pei Cobb Freed & Partners and was completed in 1976. In 1977, the American Institute of Architects presented the firm with a National Honor Award for the building. It has been the tallest building in Boston for more than 30 years, and is the tallest building in New England, as well as the 198th tallest building in the world.

Its street address is 200 Clarendon Street. The company uses both "Hancock Place" and "200 Clarendon Street" as mailing addresses for offices in the building. John Hancock Insurance was originally the main tenant of the building, but the insurance company announced in 2004 that some offices will relocate to a new building at 601 Congress Street, in Boston's Back Bay.

The Magnificent Mile, sometimes referred to as The Mag Mile, is the portion of Michigan Avenue in Chicago, Illinois extending from the Chicago River to Oak Street in the Near North Side community area. The district is located adjacent to downtown; it is also one block east of Rush Street, which is known for its nightlife. The Magnificent Mile serves as the main thoroughfare between Chicago's Loop business district and its Gold Coast. It also serves as the western boundary of the Streeterville neighborhood.

The Art Institute of Chicago (AIC) is an encyclopedic fine art museum located in Chicago, Illinois's Grant Park. The Art Institute has one of the world's most notable collections of Impressionist and Post-Impressionist art in its permanent collection. Its diverse holdings also include significant Old Master works, American art, European and American decorative arts, Asian art and modern and contemporary art. It is located at 111 South Michigan Avenue in the Chicago Landmark Historic Michigan Boulevard District. The museum is associated with the School of the Art Institute of Chicago and is overseen by Director and President James Cuno. At one million square feet, it is the second largest art museum in the United States behind only the Metropolitan Museum of Art in New York

Harbors, beaches, and the lake itself serve as the backdrop for a dazzling skyline. Some sections of this path provide just a seawall with a walkway, while other parts run through wide grassy parks. There are numerous options for combining this hike with other activities, such as renting bicycles or in-line skating or a trip to Navy Pier, the zoo, or one of the nearby theaters. Especially during the summer, this stretch of the Lakeshore Path serves as a place where many parts of the city come together. Beneath the high rises and along the beaches, elderly couples stroll with their poodles, teenagers zoom by on in-line skates, fishermen cast into the harbors, and the yacht owners gather on their docked boats. Along with top-notch people-watching, the path offers stellar views of the skyline and the lake.

Read more at Trails.com: Chicago Lakeshore Path: North Hike | Chicago Illinois Hikes

Wrigley Field is a baseball stadium in Chicago, Illinois, United States that has served as the home ballpark of the Chicago Cubs since 1916. It was built in 1914 as Weeghman Park for the Chicago Federal League baseball team, the Chicago Whales. It was called Cubs Park between 1920 and 1926 before being renamed for then Cubs team owner and chewing gum magnate, William Wrigley, Jr.. Between 1921 and 1970, it was also the home of the Chicago Bears of the National Football League. In addition, it hosted the second annual National Hockey League Winter Classic on January 1, 2009.

Located in the community area of Lakeview, Wrigley Field sits on an irregular block bounded by Clark (west) and Addison (south) Streets and Waveland (north) and Sheffield (east) Avenues. The area surrounding the ballpark contains residential streets, in addition to bars, restaurants and other establishments and is called Wrigleyville. The ballpark's mailing address is 1060 W. Addison Street.

The Brookfield Zoo is a zoo located in the Chicago suburb of Brookfield, Illinois. The zoo covers an area of 216 acres (874,124 m²) and houses around 450 species of animals.

Brookfield Zoo, also known as Chicago Zoological Park, opened on July 1, 1934, and quickly gained international recognition for using moats and ditches, instead of cages, to separate animals from visitors and from other animals. The zoo was also the first in America to exhibit giant pandas, one of which (Su Lin[3]) has been taxidermied and put on display in Chicago's Field Museum of Natural History. In 1960, Brookfield Zoo built the nation's first fully-indoor dolphin exhibit, and in the 1980s the zoo introduced Tropic World, the first fully-indoor rain forest simulation and the then-largest indoor zoo exhibit in the world.

The Brookfield Zoo is owned by the Cook County Forest Preserve District and managed by the Chicago Zoological Society. The Society sponsors numerous research and conservation efforts globally.