Yes, the Anaconda Plan worked to some extent. The plan aimed to squeeze the Confederacy economically and militarily by blockading Southern ports and controlling the Mississippi River. The Union navy was successful in blockading Southern ports, and the Union army gained control of the Mississippi River in 1863, splitting the Confederacy in two and making it difficult for the South to transport supplies and troops. The Anaconda Plan, along with other factors such as the Union's superior industrial capacity and manpower, contributed to the Union victory in the Civil War.