DE 71 was built as a state highway during the 1920s and 1930s. By 1938, the route was designated to run from US 13 south of Townsend to US 13 in Tybouts Corner roughly along its present-day alignment. In the 1950s, DE 71 was rerouted to head to the Maryland border southwest of Middletown to connect to Maryland Route 71 (MD 71), with the former route south of Middletown becoming an extended DE 896. Between the 1950s and 1980s, DE 71 was signed with various alignments of US 301 and US 301S. In the 1980s, DE 71 was truncated to DE 896 in Summit Bridge before being extended back along its 1930s alignment to US 13 by the 1990s. The US 301 concurrency between Middletown and Summit Bridge was removed in 2019.