Tangled Web may refer to:
Literature A Tangled Web (Montgomery novel), a 1931 novel by L. M. Montgomery A Tangled Web (Blake novel), a 1956 novel by Cecil Day-Lewis, written under the pen name of Nicholas Blake Spider-Man's Tangled Web, a 2001–2003 comic book series Tangled Webs, a novel by Elaine Cunningham "Oh, what a tangled web we weave/When first we practise to deceive!", a line from Marmion, an epic poem by Walter Scott
Television "The Tangled Web", an episode of Yes, Prime Minister "A Tangled Web" (Degrassi High), a 1990 episode "Tangled Web" (Xiaolin Showdown), a 2003 episode "Tangled Web" (Your Friendly Neighborhood Spider-Man), a 2025 episode
Other uses Operation Tangled Web, a raid conducted in 2007 by the U.S. Immigration and Customs Enforcement