The history of the city began in 1836, when John Amie Merle and Mathais Comstock purchased 160 acres (65 ha) of land from the American Government in Grant County.

[11] The village incorporated as a city in 1925[12] and annexed into Lafayette County between 1960 and 1970.

[13] According to the United States Census Bureau, the city has a total area of 1.08 square miles (2.80 km2), all of it land.

Though the school is small in terms of attendance (250-300 students), it stands out in its academic and athletic performance.

[15] The Cuba City Varsity Women's Basketball team has qualified for and won the Wisconsin Interscholastic Athletic Association's state basketball tournament more times than any other team since the tournament began in 1976.

Students that attend Cuba City High School matriculate from Cuba City Middle School, St. Rose of Lima Catholic School in Cuba City (serving grades K-8), and Immaculate Conception in Kieler, Wisconsin (serving grades 4-8).

29.4% of all households were made up of individuals, and 15.4% had someone living alone who was 65 years of age or older.

The racial makeup of the city was 99.49% White, 0.05% Native American, 0.23% Asian, and 0.23% from two or more races.

29.7% of all households were made up of individuals, and 15.4% had someone living alone who was 65 years of age or older.