MLB Expert Picks & Baseball Predictions June 29

Robert Criscola - Betting Analyst at Covers.com
Robert Criscola • Betting Analyst 11+ years betting experience
Updated: Jun 29, 2026 , 12:42 PM ET • 4 min read

Our MLB experts lay out their best free picks for tonight's action!

Gage Jump Athletics MLB
Photo By - Reuters Connect. Gage Jump of the Athletics.

Our MLB expert picks for Monday, June 29 feature two plus-money plays!

See why the Cubs should beat the Padres in a rout, and why the total is too tall in a Golden State showdown tonight.

MLB expert picks for today

Pick Odds
Neil Parker Neil Parker: CHC -1.5 +129
Joe Osborne Joe Osborne: LAD/ATH u10.5 +100

Prices courtesy of Polymarket.

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Neil Parker's expert pick: Cubs -1.5

Price: 44¢ (+129) at Polymarket

The wind is forecast to be blistering out at Wrigley Field, and the Chicago Cubs have paced the majors with 6.6 runs per game during their 12-4 heater while also ranking fourth in wOBA and seventh in xwOBA.

So, with the San Diego Padres sending righty Griffin Canning to the bump tonight, I’m anticipating another big night from the Chicago lineup.

Canning has surrendered a 52.1% hard-hit rate, which is tied for the lowest mark in the majors among pitchers with 40 innings, after all.

  • Time: 8:05 p.m. ET
  • How to watch: Padres.TV, MARQ

Joe Osborne's expert pick: Dodgers vs A's Under 10.5

Price: 50¢ (+100) at Polymarket

Eric Lauer has settled nicely into the Los Angeles Dodgers rotation, posting a 2.82 ERA in four appearances since coming over from Toronto. He's catching the Athletics at the right time, as they rank 27th in OPS over the past week.

On the other side, Gage Jump looks like a future ace, carrying a 2.04 ERA through six starts while coming off back-to-back scoreless outings. All six of his starts have resulted in the game total going Under.

The rookie draws a Dodgers lineup that's been shockingly bad against left-handed pitching, ranking 23rd vs. southpaws over the past month.

  • Time: 9:40 p.m. ET
  • How to watch: SNLA, NBCSCA

More MLB best bets for today

Pick Odds
SEA -1.5 -103
Read analysis in our Angels vs. Mariners predictions.
CLE ML -142
Read analysis in our Rangers vs. Guardians predictions.
Tigers ML +119
Read analysis in our Tigers vs. Yankees predictions.

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Robert Criscola - Covers.com
Betting Analyst

Robert M. Criscola’s road to becoming a Covers publishing editor began with an internship at Metro New York, which eventually turned into a freelance job at MetroBet covering many sports from a wagering angle, including horse racing. He continued to focus on “The Sport of Kings” by writing for shapperdacapper.com, danonymousracing.com, and informer.fanxt.com before joining the team at the TwinSpires Edge in 2019 as a regular contributor and weekend editor. “Crisco” began writing game previews for Covers in 2022 and joined the editing team in 2023.

His best advice for sports bettors? Bet with your head, not over it.

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