A New Era in Chicago: Alex Bregman Signs $175 Million Deal with the Cubs, Bringing Star Power to Wrigley Field

In a monumental move that has sent ripples through Major League Baseball, veteran infielder Alex Bregman is set to begin a new chapter in his illustrious career with the Chicago Cubs. The 31-year-old recently inked a staggering $175 million deal, marking the start of his first season with the Cubs after a successful run with the Boston Red Sox. This signing has not only given the Cubs a formidable player but also added another layer of excitement for the team and their fans as they look to make another playoff push in 2026.
On Wednesday, a highly anticipated announcement confirmed that Bregman would be taking on a new identity with the Cubs, one that features a significant change — his jersey number. Known for wearing No. 2 throughout his entire career, Bregman will now don the No. 3 jersey as a Chicago Cub, a number that carries its own historical weight. This transition will officially be recognized during a press conference at the iconic Wrigley Field on Thursday, an event that has fans eagerly anticipating the next phase of Bregman’s career.
This change marks an exciting time for both Bregman and the Cubs. Having spent the last season with the Boston Red Sox, Bregman posted impressive stats, batting .273 with 18 home runs, 62 RBIs, and 118 hits. Despite a solid performance, his time in Boston was relatively brief, leading to his eventual trade to Chicago. This move, however, is poised to elevate Bregman’s legacy even further as he embarks on what is shaping up to be one of the most pivotal years of his career.
Bregman’s MLB journey began in 2016 when he was selected second overall by the Houston Astros in the first round of the 2015 MLB Draft out of LSU. Since then, he has solidified himself as one of the top third basemen in the league. Over the course of his career, Bregman has earned three MLB All-Star selections, with appearances in 2018, 2019, and 2025. He also won the prestigious Silver Slugger Award in 2019, a recognition of his offensive prowess, and the Gold Glove Award in 2024 for his defensive excellence.
The journey that led Bregman to this point has been nothing short of remarkable. From his first at-bat with the Astros to his time as one of the league’s most feared hitters and defenders, Bregman’s growth has been exponential. His success with the Astros, which includes two World Series titles in 2017 and 2022, further cemented his place in MLB history. Bregman’s ability to perform on the sport’s biggest stage has not gone unnoticed, and as he transitions to the Cubs, the expectations will be higher than ever.
From Houston to Boston: A Transition That Shook MLB
For Bregman, the road to Chicago was not a straight path. After spending nearly a decade with the Houston Astros, he was traded to the Boston Red Sox in February 2025, a move that marked the end of an era in Houston. The trade sent shockwaves through the baseball community, as Bregman had been a cornerstone of the Astros’ success for years. During his time with Houston, Bregman was a key part of their dynamic lineup, contributing significantly to the team’s success.

However, his tenure in Boston was relatively short-lived. Despite the Red Sox offering him a $120 million contract, Bregman ultimately chose to turn down a five-year deal with the team. This decision led him to the Cubs, who were coming off a promising 2025 season. The Cubs’ recent playoff appearance marked their first postseason berth since 2020, a welcome return to relevance after years of rebuilding. Chicago finished the season with a 92-70 record, finishing second in the National League Central. They defeated the San Diego Padres in the NL Wild Card Series, but their playoff run was cut short when they were eliminated by the Milwaukee Brewers in the National League Division Series (NLDS).
The Cubs’ Postseason Push and Bregman’s Impact
As the Cubs enter the 2026 season, they are poised to make another strong push for the postseason, and Bregman’s addition will be a key factor in that effort. With a deep lineup, a promising pitching staff, and the experience Bregman brings, the Cubs are looking to build on their playoff appearance from the previous year and make a serious run at the World Series. Bregman’s leadership both on and off the field will undoubtedly play a significant role in shaping the team’s culture and overall success.
In Chicago, Bregman will join a squad that already boasts a mix of young talent and experienced veterans. Players like Willson Contreras, Nico Hoerner, and Ian Happ will provide Bregman with the support he needs to thrive in his new environment. The addition of Bregman to the Cubs’ roster strengthens their infield and provides them with a legitimate power bat in the heart of their lineup.
Bregman’s offensive abilities will be crucial as the Cubs look to improve their run-scoring in 2026. Known for his ability to hit for power and average, Bregman will be a key contributor to the Cubs’ offensive success. His consistency and clutch performances in high-pressure situations will make him a fan favorite in Chicago, especially as the team looks to make a deep playoff run.
The Historical Significance of No. 3
One of the most notable aspects of Bregman’s arrival in Chicago is his decision to wear No. 3. While Bregman is known for his time wearing No. 2, the switch to No. 3 marks a significant shift in his career. The number holds particular significance in Chicago Cubs history, as it was worn by one of the most iconic players in the team’s history, former catcher and manager David Ross.
Ross, who served as the Cubs’ manager during their historic 2016 World Series victory, was a beloved figure in Chicago, and his association with No. 3 makes it a number filled with great legacy. By choosing to wear No. 3, Bregman is not only following in the footsteps of Ross but also embracing the rich history of the Cubs organization. It’s a number that carries with it a sense of tradition and a reminder of the team’s past triumphs.
As Bregman prepares to make his debut for the Cubs, the team’s fans are eager to see how he will fit into the lineup and contribute to the team’s success. The pressure will be on, but Bregman has shown time and again that he thrives under pressure. Whether it’s in the postseason or in the middle of a regular-season grind, Bregman has proven to be one of the most reliable players in the league.
The Cubs’ Future with Bregman
Looking ahead, the Cubs’ acquisition of Bregman represents a pivotal moment in the team’s rebuilding efforts. With Bregman in the fold, the Cubs are poised to remain competitive for years to come. His veteran presence and experience will be invaluable as the team continues to develop young players and build a championship-caliber roster.
Bregman’s arrival also signals the Cubs’ commitment to winning. The team has made significant strides in recent years, and with a roster that now includes one of the league’s premier third basemen, the Cubs are aiming higher than ever before. The future looks bright in Chicago, and with Bregman leading the charge, the Cubs could be a serious contender for years to come.
As the 2026 MLB season approaches, the excitement surrounding Alex Bregman and his new chapter with the Chicago Cubs is palpable. Fans at Wrigley Field can’t wait to see their new star take the field and continue to build on his already impressive career. The stage is set, and all eyes are on Bregman as he prepares for what is sure to be an unforgettable season in Chicago.

A Legacy in the Making
As Bregman begins his Cubs journey, there’s no doubt that his legacy is far from complete. The years ahead will be filled with new challenges, but also new opportunities for greatness. Whether it’s leading the Cubs to a World Series title or continuing to solidify his place among the all-time greats, Bregman is ready to write the next chapter of his storied career in Chicago.
In the coming years, Chicago will become the stage for Bregman’s next act, and the fans at Wrigley Field will undoubtedly be there to witness it all. The city of Chicago has long been a home to baseball legends, and now, Bregman is set to make his mark in the annals of Cubs history.