On the run with the bank-robbing Barrow gang, the team needs to gain the trust of ill-fated lovers Bonnie and Clyde in order to find out Flynn's target in the Depression-era South. While Agent Christopher tracks down a lead in present day, Lucy, Rufus, and Wyatt risk getting caught in the crossfire, suspecting that whatever Flynn's after may be a key piece of the whole puzzle.

Flynn travels to 1931 Chicago to partner with gangster Al Capone. Lucy, Wyatt and Rufus, meanwhile, team up with the only man who can bring Capone down: federal law-enforcement agent Eliot Ness.

When Rufus and Jiya add a fourth seat to the Lifeboat, for the first time ever, Connor Mason joins the team as they travel back to the dusty backroads and smoky juke joints of the Depression-era South to rescue the life and legacy of Robert Johnson – King of the Delta Blues, Godfather of Rock n’ Roll and a man who, legend has it, bought his musical genius from the Devil for the price of his soul. Meanwhile, Agent Christopher keeps Wyatt in the present to execute a dangerous raid on Rittenhouse headquarters.