Anthony Rizzo and Kris Bryant maintain a close, enduring friendship that was cemented during their unforgettable years together as foundational superstars for the Chicago Cubs, where they helped break a historic 108-year championship drought in 2016. Although professional baseball careers eventually carried them to different organizations via trades, free agency, and new chapters, their personal bond remains exceptionally strong. They frequently stay in touch, support each other's families, and share a mutual brotherhood forged through the intense pressure of winning a World Series together on the North Side of Chicago.