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Cubs vs. Padres Prediction, MLB Picks for Monday, April 27

Chicago Cubs CF Pete Crow-Armstrong runs during a game against the Milwaukee Brewers.
AP Photo/Erin Hooley

The Chicago Cubs vs. San Diego Padres game is set for a first pitch at 9:40 p.m. ET on Monday, April 27, with Chicago returning a 1.85x payout to win via PrizePicks. 

Chicago remains out west after dropping two of three games at the Los Angeles Dodgers. The Cubs rallied from a 4-0 deficit in Friday’s 6-4 victory but lost the final two contests.

The Padres split a pair of games in Mexico with the Arizona Diamondbacks, capped off by blowing a 6-0 lead in Sunday’s 12-7 setback.

Below, we'll break down our Cubs vs. Padres prediction and picks for Monday's MLB game, including the winner, over/under, and key player picks for PrizePicks.

Make your picks for Cubs vs. Padres on PrizePicks now.

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Cubs vs. Padres Prediction, Winner Payout, Over/Under – Monday, April 27

The Cubs (17-11) extended their winning streak to 10 games on Friday. With that said, Chicago was outscored 18-4 in the final two contests of the series, marking consecutive losses for the first time since April 10-11.

The Padres (18-9) sit a half-game behind the Dodgers for first place in the National League West. San Diego started 2-5 but has won 16 of the last 20 games.

In this weekend’s two-game set against Arizona, both the Padres and D-backs squandered substantial leads.

The Cubs and Padres split six regular-season matchups in 2025, including San Diego taking two of three meetings at Petco Park. Chicago eliminated San Diego in the NL Wild Card round, 2-1, as the winning team never scored more than 3 runs. 

Cubs vs. Padres Winner Payout, Over/Under – Monday, April 27

The Cubs enter Monday’s game as a slight road favorite against the Padres, returning a 1.85x payout if they win outright, via PrizePicks Team Picks.

Here are the full payouts for the Cubs vs. Padres game on PrizePicks.

  • Spread: Cubs -1.5 (2.43x payout)
  • Over/Under: 7.5 (1.75x payout on Over)
  • Game Winner Payout: Cubs 1.85x | Padres 1.88x

Play the Cubs vs. Padres winner or over/under on PrizePicks Team Picks to earn real money — available in 35 states!

Team Picks data is live at the time of writing and is subject to change.


Cubs vs. Padres Prediction on Winner – Monday, April 27

Here are the key game stats and trends behind our Cubs vs. Padres prediction on the over/under for Monday, April 27.

Lock in your Cubs vs. Padres prediction on PrizePicks before the line moves.

  • The Cubs have struggled in road series openers, losing in three of four opportunities. The lone victory came in the comeback against the Dodgers last Friday night.
  • The Padres are 5-0 in P Randy Vasquez’s five starts and are 14-2 in his past 16 outings since last June.
  • Chicago is averaging 5.6 runs per game in P Matthew Boyd’s three starts.
  • The Padres are 8-0 at home since losing four of their first five at Petco Park.
  • Boyd is allowing a hard-hit rate of 58.1%, while the San Diego offense ranks third in that category at 45.1%.

Cubs vs. Padres Player Picks, Stats for PrizePicks: 4/27/26

Here are top Cubs vs. Padres picks to target on PrizePicks for Monday, April 27. Today’s MLB picks for PrizePicks include SP Randy Vasquez and CF Pete Crow-Armstrong.

Padres P Randy Vasquez vs. Cubs Projection: 4 Strikeouts

  • Vasquez is shining in the strikeout department, posting a career-high 26.3% K-rate.
  • In four of five starts, the right-hander produced at least 5 Ks while averaging 7.3 strikeouts in three home outings.
  • The Cubs are 20th in strikeout rate at 21.4% but struck out at least five times against each of the three Dodgers’ starting pitchers this past weekend.
  • The top strikeout victim for the Cubs against Vasquez is SS Dansby Swanson, who has struck out four times in six at-bats.

Add Randy Vasquez to your PrizePicks Lineup now.

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Cubs CF Pete Crow-Armstrong vs. Padres Projection: 4.5 Hitter Fantasy Score

  • It’s been a struggle early on for PCA, fresh off his 2025 breakout season with 31 home runs and 95 RBI.
  • Crow-Armstrong has 5 extra-base hits in the first 28 games while going deep only once.
  • He barely eclipsed this projection on Sunday, putting up 5 points with a single and a walk.
  • Since April 17, the 24-year-old is 8-for-33 (.242) with 2 RBIs. He's driven in a total of 2 runs in 47 road at-bats.
  • Despite his bad fortune at the plate, Crow-Armstrong owns career-bests in exit velocity (90.7 mph) and hard-hit rate (47.2%).

Add Pete Crow-Armstrong to your PrizePicks Lineup now.


Make Cubs vs. Padres Picks on PrizePicks

The Padres return home after a rough finish in Mexico on Sunday. Can San Diego keep its winning streak at Petco Park going against a Chicago team off consecutive blowout losses?

Don’t wait until lock — make your Cubs vs. Padres picks on PrizePicks now and earn real money if you’re right.

Pick players, predict More or Less on their stats, and cash in if you’re right. With Team Picks, you can make predictions on game winners, spreads, and over/unders, now available in 35 states.

Stay locked in on Playbook for daily MLB predictions, picks, and news every day all the way through the 2026 World Series.

Get in the game! Sign up for PrizePicks and cash in on your sports predictions. Play $5 and get $50 instantly in Lineups with promo code PLAYBOOK.

Team Picks and Culture Picks are event contracts offered by Performance Predictions II, LLC d/b/a PrizePicks Predict, a CFTC-registered FCM and NFA Member. All event contract customers must be U.S. residents and 18+. Some event contracts may not be available in every state. Event contract trading carries significant risk and is not appropriate for everyone. No guarantee against loss is offered. Past results are not necessarily indicative of future results. Void where prohibited by law. Restrictions apply. For full terms of service see prizepicks.com/predict-regulatory. Team and Culture Pick Early Payouts subject to market liquidity. The content provided is for informational and educational purposes only and does not constitute investment advice, or a recommendation to trade any commodity interest.

about the author

Kevin has spent the last 15 years in the sports gambling space. He covered all major sports at VegasInsider both as a writer and handicapper from 2009 until 2024. He has also covered college basketball and MLB for the Action Network.

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