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San Diego Padres vs Chicago Cubs Prediction - 4/4/2025

San Diego Padres vs Chicago Cubs Prediction, Preview & Prop Bets – 6/29/2026

Updated June 29, 2026 • 4 min read

The Cubs and Padres open a three-game set at Wrigley Field on Monday night with both clubs sitting over .500 and scrapping for playoff positioning in the second half. Chicago enters as the home favorite behind Shota Imanaga, while San Diego turns to Griffin Canning, who has been one of the league’s most hittable starters in 2026. With the bats on both sides trending hot over the last 10 games, this series opener has the potential to be highly entertaining.

Our Padres vs Cubs Prediction

  • Pick: Cubs Moneyline (-149)
  • Confidence: 4 out of 5

Padres vs Cubs Model Projection

  • Score Projection: Cubs 7, Padres 5
  • Win Probability: Cubs 64%, Padres 36%

This game tilts toward Chicago largely because of the gap between the starting pitchers. Canning carries a 7.38 ERA and a 1.66 WHIP into Wrigley Field, and he has already allowed eight home runs in just 42.2 innings this season. Imanaga’s 4.40 ERA is not pretty either, but his 1.05 WHIP shows he limits free baserunners, and the Cubs lineup has scored in bunches lately, going 8-2 over its last 10 games while outscoring opponents by 33 runs.

San Diego still has thump in the middle of its order with Manny Machado and Fernando Tatis Jr. both swinging it well, which keeps the Padres live in this total even in a likely loss. Our model leans Cubs to win behind an offensive outburst against Canning, with the total settling above the current 11.5-run line.

Game Snapshot

  • Matchup: San Diego Padres vs Chicago Cubs
  • Date & Time: Monday, June 29, 2026, 8:05 PM ET
  • Starting Pitchers: Griffin Canning (Padres, 1-5, 7.38 ERA) vs Shota Imanaga (Cubs, 5-6, 4.40 ERA)
  • Stadium: Wrigley Field, Chicago, Illinois
  • Broadcast: MLB.TV

Padres vs Cubs Same Game Parlay

  • Leg 1: Chicago Cubs Moneyline (-149)
  • Leg 2: Total Over 11.5 Runs (-108)
  • Leg 3: Pete Crow-Armstrong Over 1.5 Total Bases (-136)

Total Parlay Odds: +310 on DraftKings Sportsbook.

The justification for this parlay leans entirely on the Canning matchup for the Cubs. Crow-Armstrong already has a home run against Canning in his career and has gone deep five times over his last two weeks while reaching well over 1.000 OPS in that stretch, making the total bases leg a strong complement to the Cubs side. Stacking the moneyline with the over and a Crow-Armstrong prop captures three separate angles on the same soft spot in San Diego’s rotation without overlapping risk too heavily.

Padres vs Cubs Home Run Prop

Pete Crow-Armstrong to hit a home run is priced at +278 on DraftKings Sportsbook, and it stands out as the top play on the board. He already has 17 home runs this season, has gone deep five times in his last two weeks, and has previously homered off Canning. Canning, meanwhile, has surrendered eight home runs in just 42.2 innings this year, a rate that ranks among the worst of any qualified starter. The matchup history, the current form, and the pitcher’s homer-prone profile all line up in Crow-Armstrong’s favor.

Betting Trends & H2H

  • Head-to-Head this season: Cubs lead 2-1
  • Cubs home record: 23-17 at Wrigley Field
  • Padres road record: 20-18 away from Petco Park
  • The Cubs are 45-38-1 to the over in their games so far this season.
  • The under is 45-36-1 in Padres games so far this year.

Stat Comparison

StatPadresCubs
Batting Average.221.240
OPS.662.736
wOBA.294.327
wRC+88109
Team ERA3.914.24
xFIP4.154.20

San Diego’s pitching staff still grades out better on a season-long basis, which keeps the Padres competitive on the run line, but the lineup’s .221 batting average is a real concern against a Cubs rotation that should hand the ball to Imanaga with confidence. Lay the price with Chicago, target the over, and let Crow-Armstrong’s bat do the rest of the heavy lifting in this series opener.

More Baseball Betting Resources

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Jay Sanin

Jay Sanin is the GM and Head of Sports at ATS.io. He has been writing about sports gambling since 2013, handicapping tens of thousands of sporting events. He plays sides and totals aggressively across most sports and is more selective in player prop markets. He does his own modeling across most sports, and his family is jealous of how much time he spends on his precious spreadsheets.

Affiliate Disclosure ATS.io uses affiliate links. If you sign up through a link on this page, we may earn a commission at no additional cost to you. Rankings are based on hands-on testing and published criteria, and affiliate relationships do not determine placement.
Tags: Chicago Cubs, San Diego Padres
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