• The Chicago Cubs and Milwaukee Brewers are tied for first place in the NL Central at 62-43.
• A crucial three-game series between the Cubs and Brewers begins Monday, July 28, 2025, in Milwaukee.
• Ben Brown secured his first win since June 17, pitching five strong innings in a 5-4 victory over the White Sox.
• Pete Crow-Armstrong's first-inning, two-run double was a key offensive contribution against the White Sox.
• The upcoming series serves as a major test for the Cubs ahead of the MLB trade deadline.

After dispatching their crosstown rivals to claim the City Series, the Chicago Cubs have no time to celebrate. Their biggest test of the season begins tonight in Milwaukee, as they open a three-game series against the Brewers with both teams deadlocked atop the NL Central at 62-43. With the trade deadline looming and a key pitching target now off the market, this series isn't just a battle for first place—it's a litmus test for a team with championship aspirations.

Despite recent trades, the Cubs still have seven players on MLB's Top 100 Prospects list, tied for the most in baseball.

City Champs, But Bigger Fish to Fry

The Cubs secured city bragging rights Sunday with a tense 5-4 victory over the White Sox, but the win meant so much more. It provided a crucial momentum boost heading into the Milwaukee series and featured a vital bounce-back performance from Ben Brown. The righty notched his first win since June 17 with five strong innings, quieting concerns about his spot in the rotation for now. Offensively, Pete Crow-Armstrong's first-inning, two-run double set the tone, while Nico Hoerner chipped in with two hits and a web gem. It was a gritty win that showcased the team's resilience, even as they struck out 13 times.

The Main Event: A First-Place Showdown in Milwaukee

All eyes now turn to American Family Field. Tonight's opener pits Cubs ace Matthew Boyd (11-3, 2.20 ERA) against Milwaukee's hard-throwing Jacob Misiorowski (4-1, 2.45 ERA) in a marquee matchup. With identical records, the winner of this series will gain a significant psychological and mathematical edge in the division race. The Cubs will need their big bats, like Seiya Suzuki (26 HR, 81 RBI) and the scorching-hot Pete Crow-Armstrong (27 HR, 76 RBI), to solve the Brewers' formidable pitching staff.

The Deadline Dilemma: One Target Down, Clock Ticking

The on-field drama is matched by the tension in the front office. The Cubs' search for a top-end starting pitcher hit a snag as prime target Seth Lugo signed a multi-year extension to stay with the Kansas City Royals. Lugo, who recently dominated the Cubs at Wrigley, is officially off the board, forcing Jed Hoyer's front office to pivot. While the impending returns of Javier Assad and Jameson Taillon from injury will help, the team is still widely expected to add an external arm before Thursday's deadline.

An Ace Up the Sleeve: The Farm System Is Locked and Loaded

Just as one door closed with Lugo, the Cubs' farm system remains the key to opening another. Even after dealing top prospect Cam Smith for Kyle Tucker, the organization boasts seven Top 100 prospects, tied for the most in MLB. This incredible depth, particularly with six top-tier position players, gives the Cubs the ammunition to make a significant move. Farm director Jason Kanzler has noted the surplus of talent at Double-A and Triple-A, which could be packaged to acquire the impact pitcher needed to push this team over the top.

This is a season-defining week for the Chicago Cubs. On the field, they face their biggest rival with first place hanging in the balance. Off the field, the front office faces a crucial test to acquire the final pieces for a deep playoff run. With momentum on their side and a wealth of assets at their disposal, the team's destiny is firmly in its own hands. It's going to be a thrilling ride.