San Diego Padres vs Chicago Cubs Picks and Prediction for Monday June 29 2026
Use Code SSWC The San Diego Padres travel to Wrigley Field in Chicago, Illinois, to take on the Chicago Cubs on Monday, June 29, 2026. First pitch is scheduled for 8:05 PM ET, and the game will be televised on MLB.TV. At the time of this writing the odds were not released. Be sure to check out our free MLB picks before placing any wagers.
Starting Pitchers Take the Spotlight
Griffin Canning gets the start for San Diego. He enters Monday’s game with a 1-5 record, a 7.38 ERA, a 1.66 WHIP, 42.2 innings pitched, 45 hits allowed, 43 strikeouts, 26 walks, and 8 home runs surrendered. Chicago counters with Shota Imanaga, who is 5-6 with a 4.40 ERA, a 1.05 WHIP, 92.0 innings pitched, 74 hits allowed, 88 strikeouts, 23 walks, and 20 home runs allowed. Based on the provided statistics, Imanaga owns the advantage in ERA, WHIP, innings pitched, strikeouts, and walks, while Canning has allowed fewer home runs.
San Diego Looks to Continue Its Strong Overall Season
The Padres come into this matchup with a 43-38 overall record and a 20-18 road record. San Diego recently suffered a lopsided loss to Los Angeles after previously winning four consecutive games, including victories over Atlanta three straight times and another win over Los Angeles. The Padres have won four of their last five games despite the most recent setback.
San Diego is batting .221 with 319 runs, 583 hits, 83 home runs, a .297 on-base percentage, and a .366 slugging percentage. The pitching staff owns a 3.91 ERA, a 1.30 WHIP, 283 walks, 669 strikeouts, and a .243 opponent batting average. The Padres are also 19-13 in day games.
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The biggest strength for San Diego is its pitching. The Padres have the lower team ERA than Chicago and have held opponents to a .243 batting average. Even though the offense has produced fewer runs and hits than the Cubs, the pitching staff has consistently helped keep games within reach.
Chicago Returns Home After a Productive Road Trip
The Cubs enter Monday’s contest with a 45-38 overall record and a 23-17 mark at home. Chicago recently defeated Milwaukee, previously lost once to Milwaukee, and before that won three straight games against New York. The Cubs have won four of their last five contests and have carried that momentum back home.
Chicago owns a .242 batting average with 409 runs, 685 hits, 99 home runs, a .336 on-base percentage, and a .404 slugging percentage. The Cubs have posted a 4.27 ERA, a 1.25 WHIP, 257 walks, 650 strikeouts, and a .239 opponent batting average. They are also 17-17 in day games.
Chicago’s biggest advantage is its offense. The Cubs lead San Diego in batting average, runs scored, hits, home runs, on-base percentage, and slugging percentage. That balanced production has helped offset a pitching staff with a slightly higher ERA.
San Diego Padres vs Chicago Cubs Picks and Prediction
San Diego Padres vs Chicago Cubs Pick
- Pick: Chicago Cubs Moneyline
Chicago is my selection in this matchup. The Cubs have the better overall record, the stronger home record, and have won four of their last five games. They also hold clear offensive advantages across nearly every major category, while Shota Imanaga enters with the stronger starting-pitching numbers. San Diego’s pitching staff has performed well as a whole, but Chicago’s combination of offense and the projected starting pitcher gives the Cubs the edge.
San Diego Padres vs Chicago Cubs Total Pick
- Pick: Over 8
I would take the over if the total is set at 8. Chicago has scored 409 runs this season while producing 99 home runs, and San Diego has won four of its last five games despite an offense that has been less productive overall. The Cubs’ higher-scoring lineup combined with starting pitchers carrying ERAs of 4.40 and 7.38 makes me lean toward a game that reaches the over.
Final Score Prediction: Chicago Cubs 6 – San Diego Padres 4
This prediction was written before the completion of game play on Sunday.
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