Bryce Harper has become synonymous with the Philadelphia Phillies since signing his record-breaking contract in 2019. His thrilling performances have electrified fans and transformed the Phillies into perennial contenders. But Harper’s journey could have taken a very different turn had his original free agency wishes been fulfilled.

Bryce Harper awaits a pitch for the Phillies. (Image: Bryce Harper, 2025)

The Free Agency That Almost Changed MLB

In the winter after the 2018 season, Bryce Harper stood at the crossroads of his career. The free agent outfielder weighed offers and possibilities. Publicly, it seemed that Philadelphia was always the likely landing spot. However, as Harper himself revealed in a candid interview with The Athletic, the Chicago Cubs were actually his top choice at the time. “Going into that offseason, they were the No. 1 team on my list,” Harper explained, describing visions of playing at Wrigley Field among the league's most passionate fans.

Despite his interest, the Cubs never fully engaged in discussions. Factors like payroll constraints and existing long-term contracts put Harper out of their reach. The missed opportunity changed the course of both franchises. As Cub leadership reflected, not making a strong play for Harper is a "move that would have altered the franchise’s trajectory."

Harper’s Lasting Impact on the Phillies

After signing a 13-year, $330 million deal with Philadelphia, Harper quickly became the face of the franchise. He was the driving force behind the Phillies' resurgence, leading them to a World Series appearance and multiple playoff runs. As highlighted in this Sports Illustrated article, "the now two-time NL MVP would go on to sign a then-MLB record 13-year contract…and never looked back." The Phillies’ return to relevance can be traced directly to Harper’s arrival.

His influence extends beyond just performance on the field. Harper’s energy and personality have galvanized the fan base and inspired teammates alike. His commitment to Philadelphia endures. "I love the fan base, city, everything. It’s a blast," Harper said.

What Might Have Been in Chicago

Imagining Bryce Harper in a Cubs uniform is a favorite 'what-if' among MLB fans. Harper, who grew up in Las Vegas with current MLB stars like Kris Bryant, has long admired the unique atmosphere at Wrigley. He described Chicago as his favorite place to play on the road: "Just the vibes of Chicago and Wrigley Field and the ivy. A summer day in Wrigley, man, it’s one of the best baseball atmospheres in the league."

For the Cubs, missing out on Harper was a turning point. The franchise could have taken a very different path with an MVP-caliber star anchoring the lineup. But as Harper himself acknowledged, sports and free agency are unpredictable: "At the time, it just didn’t match or didn’t work. It just kind of happens that way."

A Legacy Still Unfolding

Bryce Harper’s legacy continues to evolve. He remains a centerpiece for the Phillies, shaping their identity and aspirations. Meanwhile, his near miss with the Cubs stands as a testament to how one signing can shift the direction of an entire league.

For fans, following Harper’s journey offers lessons in loyalty, resilience, and fate in professional sports. Whether smashing home runs at Citizens Bank Park or relishing the opportunity to play at Wrigley, Harper’s story is one of MLB’s modern legends.

For more insights into Harper's free agency and his thoughts on both franchises, check out The Athletic’s full interview and Sports Illustrated’s report.

Summary: Bryce Harper’s journey underscores how one player's decision can alter a franchise’s destiny. Whether in Philadelphia or imagined in Chicago, his impact on the game is undeniable. Keep following for more stories that shape Major League Baseball’s future.