Brewers vs Cubs Same Game Parlay Picks for MLB (Aug 21st, 2025)

By Bookies.com Staff Aug 21st, 2025 11:48 AM EDT

Mandatory Credit: David Banks-Imagn Images

Offensive surges have shaped the Cubs–Brewers rivalry this summer, with Wrigley Field hosting another key divisional meeting August 21. The Cubs’ lineup pushed over four runs per game in their last three clashes against Milwaukee. Meanwhile, Matt Shaw’s presence at the plate has been hard to ignore—he notched a hit in ten of his past twelve games. Christian Yelich also enters as one to watch after racking up multiple total bases frequently this month. All eyes turn to Chicago for MLB same game parlay picks.

Brewers vs Cubs Same Game Parlay Picks (Aug 21st, 2025)

This combination leverages aggressive bats and a pitching limit scenario for added value across markets. Matt Shaw's knack for singles pairs well with Yelich’s extra-base upside on total bases props. Shota Imanaga may find strikeouts harder than usual given opponent trends, complementing anticipated run scoring by the Cubs offense.

Pick 1: Player Bases – Christian Yelich Over 1.5 – +165

Christian Yelich excels when it comes to generating offensive pressure through multi-hit efforts or extra-base knocks lately for Milwaukee. Seven occasions out of his previous ten games saw him cross two-plus bases—a trend that holds relevance versus right-handed arms like those likely deployed by Chicago here on August 21st especially if bullpen fatigue factors arise late innings at Wrigley Field.

Pick 2: Player Hits – Matt Shaw Over 0.5 – -149

Matt Shaw is showing sharp discipline and timing at the plate lately for Chicago. With hits recorded in ten out of his last twelve appearances, he demonstrates consistency regardless of pitcher matchups or venue conditions at Wrigley Field. His current approach makes him tough to retire early in counts and boosts chances against Milwaukee’s starting staff depth issues midweek. Given these patterns, backing him to reach base safely once feels supported by both form and context.

Pick 3: Player Strikeouts – Shota Imanaga Under 4.5 – -115

Shota Imanaga draws intrigue under five strikeouts due mostly to similar performance dips from other Cub starters lately during home series stretches including Ben Brown falling short four times over five starts only adding weight behind an under outcome even if Imanaga navigates early frames cleanly since Brewers hitters tend toward deep counts lacking free-swing tendencies overall making prolonged whiff tallies less likely within standard pitch limits.

Pick 4: Team Total – Chicago Cubs Over 3.5 – -110

Chicago has averaged close to five runs per outing when seeing Milwaukee’s pitching staff most often during their latest trio meetings so expecting them above three-and-a-half appears reasonable factoring offensive profiles taking advantage situationally combined with steady top-of-order productivity especially with supporting contributors resembling Shaw heating up prior weeks keeping rally opportunities alive deeper into games Wednesday night.

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