Cubs vs Brewers Prediction, Picks & Odds — Monday, July 28

Jackson Chourio's rookie campaign showed promise, but the Brewers outfielder has established himself as one of the game's best young hitters in Year 2. He'll continue a torrid stretch as he steps in against Cubs LHP Matthew Boyd.

Neil Parker - Analyst at Covers.com
Neil Parker • Betting Analyst
Jul 28, 2025 • 11:00 ET • 4 min read

MLB

Match starts: 1 hrs
MIL
59 %
CHC
41 %
EXPERT PICK - PROP
Jackson Chourio o1.5  Hits, Runs, and RBIs (-120) Jackson Chourio o1.5 Hits, Runs, and RBIs (-120)
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Jackson Chourio Milwaukee Brewers MLB
Photo By - Imagn Images. Brewers OF Jackson Chourio is in a groove at the dish.

Not only are the Chicago Cubs and Milwaukee Brewers battling for top spot in the National League Central, they’re also sporting the two best records in the Senior Circuit.

Chicago visits Milwaukee at American Family Field to start a three-game set on Monday, July 28, and my top Cubs vs. Brewers predictions and MLB picks are calling for a trio of rising stars to show off in the series opener.

Caesars QuickPick: Our Cubs vs Brewers same-game parlay (SGP)

Jackson Chourio Over 1.5 hits + runs + RBI

Michael Busch Over 1.5 hits + runs + RBI

Jacob Misiorowski 6+ strikeouts

Cubs vs Brewers prediction

My Cubs vs Brewers best bet: Jackson Chourio Over 1.5 hits + runs + RBI (-120 at Caesars)

Cubs vs Brewers best bet analysis

Milwaukee Brewers leadoff man Jackson Chourio is cruising along a 20-game hitting streak with 31 hits, 16 runs, and 17 RBI to the tune of a monster 1.056 OPS.

He’s also been lights out all season against left-handed pitchers with an elite .417 wOBA, .235 ISO, and .980 OPS.

While this is a daunting matchup against Chicago Cubs southpaw Matthew Boyd on the surface, statistical correction looms for the first-year North Sider.

To start, Boyd’s sterling 2.22 ERA is miles below his 3.77 xFIP. Additionally, his 82% strand rate and .270 BABIP are likely unsustainable given his respective 66.4% and .294 marks over the past two seasons.

Pitching on the road has also been slightly tougher for the lefty. Boyd’s ERA, WHIP, and BB/9 are all higher on the highway, while his K/9 is lower.

Cubs vs Brewers same-game parlay analysis

Milwaukee rookie Jacob Misiorowski has been dealing since arriving in the bigs, and he’s struck out six or more batters in five of his past six starts. Innings and pitch counts coming for Misiorowski, but this is a huge game, and he only threw 64 pitches across 3 2/3 frames last time out.

He'll pitch deep enough to hit the number tonight, given his high-end 12.27 K/9 and 35.7 K%.

Turning to the final leg of this same-game parlay, Cubs first baseman Michael Busch is another rising star, and he’s teed off on right-handed pitchers this season to the tune of a .409 wOBA, .274 ISO, and .958 OPS.

Busch is also reeling along a mini 5-for-40 stretch at the dish with an unsustainably low .150 BABIP alongside a solid 45.5% hard-hit rate.

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Cubs vs Brewers odds

Cubs vs Brewers live odds

Cubs vs Brewers opening odds

  • Moneyline: Chicago -110 | Milwaukee -110
  • Run line: Chicago -1.5 (+158) | Milwaukee +1.5 (-189)
  • Over/Under: Over 7.5 (-120) | Under 7.5 (+100)

Odds courtesy of Caesars.

Cubs vs Brewers trend

The Milwaukee Brewers have hit the moneyline in 39 of their last 57 games (+19.10 Units / 25% ROI). Find more MLB betting trends for Cubs vs. Brewers.

How to watch Cubs vs Brewers and game info

Location American Family Field, Milwaukee, WI
Date Monday, 7-28-2025
First pitch 7:40 p.m. ET
TV Marquee, FDSNWI
Cubs starting pitcher Matthew Boyd
(11-3, 2.20 ERA)
Brewers starting pitcher Jacob Misiorowski
(4-1, 2.45 ERA)

Cubs vs Brewers latest injuries

Cubs vs Brewers weather

Odds are correct at the time of publishing and are subject to change.
Not intended for use in MA.
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Neil Parker - Covers
Betting Analyst

Neil Parker is, first and foremost, a sports fan. A huge supporter of the Cowboys, Cubs, and Maple Leafs, he has managed to parlay his passion into writing gigs at some of the top websites in the industry.

Neil takes a numbers-based approach to his handicapping and complements his in-depth statistical analysis with a keen eye on the markets to provide the best available odds. He loves to lean on his rolodex of idioms to offset his inner nerd. When it comes to wagering, he throws down on anything that catches his eye at bet365, Betway and BetVictor. He also keeps a close eye on CoolBet because the polar bear brand often has outlier NHL and NFL moneyline prices.

Neil graduated with honors from St. Thomas University in 2007 before completing his BEd at Acadia University in 2010. After teaching a myriad of courses and subjects, he found a groove delivering fun lessons to exceptional learners in non-traditional classroom environments. If his decade-plus teaching run taught him anything about sports betting, it’s to stay the course and use the summer – or offseason – to refresh and prepare to be better in the year to come.

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