The Milwaukee Brewers can complete a sweep of the Chicago Cubs on Wednesday night and we like their chances to do so.
Here are my Brewers vs. Cubs predictions and MLB picks for May 20.
Who will win Brewers vs Cubs today: Brewers ML (+104)
The matchup screams Milwaukee Brewers again. They now have the lowest whiff rate in the sport and a 26% chase rate, also bottom of the league, and that contact-first profile is a problem for Edward Cabrera.
Cabrera's chase rate is elite, but Brewers hitters don't expand, which forces his game plan into the zone where his stuff plays down. When that happens, his bottom-40 % barrel rate and poor expected ERA come into play.
On the other side, Kyle Harrison has more than enough stuff to slow the Chicago Cubs. I’d play the Brewers to -120.
COVERS INTEL: Edward 
Brewers vs Cubs Over/Under pick: Under 6.5 (-115)
It's a small number, but Wrigley winds loom large again. Gusts could reach up to 25 mph, along with temperatures in the 50s. Thus, before you even get to the handicap, this is the biggest story.
Now, when you think about Kyle Harrison, it gets clearer. His hard hits will suppress ball carry even further, as they sit in the 94th percentile of the sport.
In addition, Cabrera, despite his hard-contact issues, owns a 93rd percentile offspeed run value that helps mitigate damage when the changeup is working. I wouldn't play this past 6.5, but it's good to -125.
- ML/RL bets: 19-18, +0.16 units
- Over/Under bets: 23-14, +11.54 units
Brewers vs Cubs odds
- Moneyline: Brewers +100 | Cubs -120
- Run line: Brewers -1.5 | Cubs +1.5
- Over/Under: Over 6.5 | Under 6.5
Brewers vs Cubs trend
The Milwaukee Brewers have hit the Moneyline in 15 of their last 20 games (+8.50 Units / 33% ROI). Find more MLB betting trends for Brewers vs. Cubs.
How to watch Brewers vs Cubs and game info
| Location | Wrigley Field, Chicago, IL |
| Date | Wednesday, May 20, 2026 |
| First pitch | 7:40 p.m. ET |
| TV | Brewers.TV, Marquee |
| Brewers starting pitcher | Kyle Harrison (4-1, 2.09 ERA) |
| Cubs starting pitcher | Edward Cabrera (3-1, 4.06 ERA) |
Brewers vs Cubs latest injuries
Brewers vs Cubs weather
Odds are correct at the time of publishing and are subject to change.
Not intended for use in MA.
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