River walk/Lake front trail

The SS Eastland was a passenger ship based in Chicago and used for tours. On July 24, 1915, the ship rolled over onto her side while tied to a dock in the Chicago River. A total of 844 passengers and crew were killed in what was the largest loss of life from a single shipwreck on the Great Lakes.After the disaster, Eastland was salvaged and sold to the United States Navy.

The Trump International Hotel and Tower is a skyscraper condo-hotel in downtown Chicago, Illinois. The building, named after businessman and the 45th U.S. President Donald Trump, was designed by architect Adrian Smith of Skidmore, Owings and Merrill. Bovis Lend Lease built the 98-story structure, which reaches a height of 1,388 feet (423.2 m) including its spire, its roof topping out at 1,171 feet (357 m).

The Chicago Riverwalk is an open, pedestrian waterfront located on the south bank of the main branch of the Chicago River in downtown Chicago, Illinois managed by MB Real Estate. It spans from Lake Shore Drive to Lake Street. Called the city's 'Second Lakefront', the Riverwalk contains restaurants, park-seating, boat rentals, and other activities.

The Chicago Lakefront Trail (LFT) is a 18.5-mile-long (29.8 km) partial shared use path for walking, jogging, skateboarding, and cycling, located along the western shore of Lake Michigan in Chicago, Illinois. The trail passes through and connects Chicago's four major lakefront parks along with various beaches and recreational amenities.

333 West Wacker Drive is a highrise office building in Chicago, Illinois, noted for its reflection of the curves of the Chicago River on its river-facing side.

The Clark Street Bridge is a bascule bridge that spans the Chicago River in downtown Chicago, connecting the Near North Side with The Loop.

The Franklin–Orleans Street Bridge, commonly known as the Franklin Street Bridge, is a bascule bridge over the Chicago River, in Chicago, Illinois, United States. It was built in October 1920, and is located directly southwest of the Merchandise Mart. Connecting the Near North Side with "The Loop," is at the junction of the branches of the river, lying directly west of the Wells Street Bridge.

The Dearborn Street Bridge over the Chicago River was built in 1962. It connects the Near North Side with "The Loop." The American Institute of Steel Construction honored the bridge with the 1963 "Most Beautiful Steel Bridge" award in the Movable Span category. The first drawbridge was built at Dearborn street in 1834 when Chicago had a population of 350.

191 North Wacker is a 516 ft (157m) tall skyscraper in Chicago, Illinois. It was constructed from 2000 to 2002 and has 37 floors, 14 elevators, and 68,184 m² of floor space. Kohn Pedersen Fox Associates designed the building, which is the 77th tallest in Chicago.

North Pier was a retail and office complex located in the Streeterville neighborhood of Chicago, Illinois. The timber loft building, which lines the north side of Ogden Slip, was originally named Pugh Terminal and used as a wholesale exhibition center predating the Merchandise Mart.It was redeveloped into commercial uses as part of Cityfront Center, a 1985 master plan for 50 acres of what were industrial and port facilities in south Streeterville.