Pirates vs. Cubs
Prediction, Odds & Props
Jun 14 | MLB AI Picks

Updated: 2025-06-12T03:31:50.923562ZBy Remi at Leans.AI — AI picks for ATS, ML, OU & props

The Pittsburgh Pirates (29–42) face the Chicago Cubs (42–28) on Saturday, June 14, 2025, at 2:20 PM EDT at Wrigley Field. The Cubs aim to extend their lead in the NL Central, while the Pirates look to rebound from recent struggles.

Get key insights, betting trends, and AI-powered predictions to help incorporate into your betting strategies.

AI Sports Betting Algorithm Remi

GAME INFO

Date: Jun 14, 2025

Start Time: 2:20 PM EST​

Venue: Wrigley Field​

Cubs Record: (42-28)

Pirates Record: (29-42)

OPENING ODDS

PIT Moneyline: +189

CHC Moneyline: -230

PIT Spread: +1.5

CHC Spread: -1.5

Over/Under: 7.5

PIT
Betting Trends

  • The Pittsburgh Pirates have a 30–37 record against the run line this season.

CHC
Betting Trends

  • The Chicago Cubs have a 33–21 record against the run line this season.

MATCHUP TRENDS

  • In their last meeting on June 13, 2025, the Cubs defeated the Pirates, covering the run line as favorites.

PIT vs. CHC
Best Prop Bet

  • Remi's searched hard and found the best prop for this matchup:

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Pittsburgh vs Chicago Cubs Prediction & Odds:
Free MLB Betting Insights for 6/14/25

Saturday’s matinee between the Pittsburgh Pirates and the Chicago Cubs at Wrigley Field showcases two National League Central rivals traveling vastly different paths as the 2025 season nears its midway point. The Cubs, at 42–28, are on a tear and sit atop the division, riding a blend of seasoned management, emerging star power, and a revitalized pitching staff that has propelled them to one of the best home records in baseball at 21–12. Chicago’s offense ranks fourth in MLB in slugging, powered by dynamic talents like Seiya Suzuki and the electric Pete Crow-Armstrong, the latter of whom has flashed elite speed and surprising power to put himself on a historic rookie pace. Saturday’s starter for the Cubs, left-hander Matthew Boyd, enters with a strong 5–3 record and an impressive 2.89 ERA, offering reliability on the mound and control in big moments, while the bullpen—boasting a 0.90 ERA over its last 23 games—has emerged as one of the most formidable in baseball. Opposing them, the Pittsburgh Pirates continue to grapple with a difficult season, sitting at 29–42 and showing troubling signs on the road with just 10 wins in 33 games away from PNC Park. The Pirates’ biggest bright spot has been rookie sensation Paul Skenes, who has dazzled with a 1.88 ERA and top-tier velocity, but the lack of run support has left him with a misleading 4–6 record.

Pittsburgh’s offense has sputtered all year, and their 9–29 record in games where they allow a home run underscores their fragility when forced to play from behind. Despite these struggles, interim manager Don Kelly has brought marginal improvement, guiding the team to a 16–15 mark since taking over and instilling some competitive fire. The lineup leans heavily on veterans like Andrew McCutchen, who recently passed Roberto Clemente for third on the Pirates’ all-time home run list, and contributions from younger players like Oneil Cruz and Ke’Bryan Hayes will be critical if they hope to challenge a surging Cubs team. The tactical matchup leans heavily toward Chicago, not just because of superior roster depth and recent momentum but also due to the clear edge in situational hitting, bullpen performance, and defensive execution. The Cubs have taken advantage of their home field all season, and their ability to manufacture runs while avoiding prolonged offensive droughts has made them a top-tier team in the National League. The Pirates will need a near-perfect pitching performance and a rare offensive breakout to even compete in this contest, especially if Boyd controls the zone early and Chicago’s bats heat up in the middle innings. With Wrigley Field expected to be buzzing and the Cubs in prime position to extend their division lead, this game serves as both a test of Pittsburgh’s resilience and another opportunity for Chicago to reinforce its legitimacy as a serious postseason threat. All signs point to another dominant showing from the North Siders unless the Pirates can disrupt the script with a much-needed upset.

Pittsburgh Pirates MLB Preview

The Pittsburgh Pirates head into Saturday’s matchup at Wrigley Field with hopes of salvaging a difficult road trip and snapping a rough patch that has characterized much of their 2025 campaign, as they currently sit at 29–42 and anchored near the bottom of the NL Central standings. Despite their overall struggles, there have been glimmers of promise, most notably from rookie phenom Paul Skenes, who has quickly established himself as a future ace with a stellar 1.88 ERA and elite strikeout stuff, but even his dominance on the mound hasn’t translated to wins due to a persistent lack of run support. Skenes, projected to start again within the series, has often left games with leads or close deficits, only to see the bullpen and offense falter, resulting in a misleading 4–6 record despite top-tier underlying metrics. Offensively, the Pirates rank near the bottom in most major categories, with a particularly glaring 9–29 record in games where they allow a home run, a stat that highlights their inability to mount comebacks or match opposing firepower. Key contributors like Oneil Cruz and Ke’Bryan Hayes have shown flashes but have yet to string together consistent offensive production, and the lineup as a whole struggles to generate high-leverage hits or capitalize with runners in scoring position. Andrew McCutchen continues to be a bright spot in his return to Pittsburgh, recently surpassing Roberto Clemente for third in franchise history in home runs, but at age 38, he can’t carry the offense alone.

Interim manager Don Kelly has made a visible impact since taking over, guiding the team to a 16–15 stretch since his appointment and infusing a bit more energy into the clubhouse, especially with more aggressive baserunning and defensive shifts. Still, the Pirates’ pitching staff outside of Skenes remains an area of concern, with inconsistent performances from the back end of the rotation and a bullpen that lacks reliable late-inning options, putting additional pressure on the starters to go deep into games. Against a red-hot Cubs squad playing at home with one of the most productive offenses in the league, Pittsburgh will need to play near-flawless baseball to stay competitive, which means strong situational hitting, tighter defensive execution, and an avoidance of the long ball that has plagued them throughout the season. Saturday offers another opportunity to evaluate young talent in high-pressure environments, but it also represents a chance to earn a statement win against a division rival and begin building momentum for a team that still holds long-term promise but is learning hard lessons in 2025. If the Pirates can support their pitching staff and take early control of the game, they have the potential to pull off a much-needed upset, but anything less than a complete team effort is likely to result in another frustrating outcome on the road.

The Pittsburgh Pirates (29–42) face the Chicago Cubs (42–28) on Saturday, June 14, 2025, at 2:20 PM EDT at Wrigley Field. The Cubs aim to extend their lead in the NL Central, while the Pirates look to rebound from recent struggles. Pittsburgh vs Chicago Cubs AI Prediction: Free MLB Betting Insights for Jun 14. Credit USA TODAY/IMAGN

Credit: USA TODAY/IMAGN

Chicago Cubs Cubs MLB Preview

The Chicago Cubs enter Saturday’s home game against the Pittsburgh Pirates with momentum and confidence, sitting atop the National League Central at 42–28 and playing some of their most balanced and consistent baseball in recent years under the leadership of manager Craig Counsell. This 2025 Cubs squad has found a winning formula rooted in aggressive, high-contact hitting, reliable starting pitching, and one of the most effective bullpens in the league, all of which were on full display in Friday’s dominant victory over the Pirates, where they comfortably covered the run line. Their offensive engine has been sparked by breakout star Pete Crow-Armstrong, whose combination of elite speed, gap power, and defensive excellence in center field has made him one of the most exciting young players in the game, while Seiya Suzuki continues to anchor the middle of the order with clutch hits and timely home runs. The lineup is deep and relentless, with Cody Bellinger and Nico Hoerner providing additional production, and their ability to manufacture runs and apply pressure on opposing defenses has elevated them to top-five in MLB slugging. Saturday’s starting pitcher Matthew Boyd brings a 5–3 record and an excellent 2.89 ERA into the matchup, offering a left-handed option with experience and strikeout ability who can set the tone early and limit damage from Pittsburgh’s limited offense.

Boyd’s command and composure have been key to keeping big innings off the board, and with Chicago’s bullpen pitching to a 0.90 ERA over the last 23 games, he doesn’t need to be perfect—just efficient enough to hand off the game with a lead. That bullpen, led by Adbert Alzolay and Julian Merryweather, has shut down late rallies with consistency, helping the Cubs win a large majority of games when leading after six innings. On defense, the Cubs continue to shine with sharp infield play and an outfield that tracks down extra-base hits, giving pitchers added confidence to pitch to contact. At home, Chicago has been particularly dominant, sporting a 21–12 record at Wrigley Field, where the crowd energy and familiarity with the park’s unique dimensions often play to their advantage. Counsell has expertly managed platoons and matchups, keeping his roster fresh while leveraging favorable right-left splits in key moments, and that depth has been instrumental in navigating injuries and maintaining production throughout the lineup. Against a Pirates team that has struggled on the road and failed to consistently support their pitching, the Cubs are primed to apply early pressure, extend leads with timely hitting, and ride their superior pitching staff to another victory. With the division race heating up and playoff aspirations firmly in focus, every series matters, and Chicago is treating this homestand as a chance to create distance from the pack. If the Cubs continue executing in all facets of the game as they have in recent weeks, Saturday’s matchup looks to be another opportunity to reinforce their dominance and take one step closer to postseason baseball at Wrigley in 2025.

Pittsburgh vs. Chicago Cubs Prop Picks (AI)

Remi is pouring through loads of stats on each team. In fact, anytime the Pirates and Cubs play there’s always several intriguing trends to key in on. Not to mention games played at Wrigley Field in Jun almost always follow normal, predictable patterns.
Remi's searched hard and found the best prop for this matchup:

Pittsburgh vs. Chicago Cubs Prediction (AI)

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Remi, our AI sports algorithm, has been pouring over mountains of data from every facet between the Pirates and Cubs and using recursive machine learning and industry leading AI to crunch the data to a single cover probability.

Remi has been most focused on the trending emphasis human bettors often put on coaching factors between a Pirates team going up against a possibly tired Cubs team. It appears the true game analytics might reflect a strong lean against one Vegas line specifically.

Unlock this in-depth AI prediction and all of our MLB AI picks for FREE now.

Below is our current AI Pittsburgh vs Chicago Cubs picks, computer picks Pirates vs Cubs, best bets, model edges, confidence ratings.

DATE GAME LEAN %WIN UNITS LEVEL
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These picks update as information changes—injury reports, weather, and market movement. Each line shows our model’s fair price, the edge versus the market, and a unit confidence rating (1–10). Odds and availability vary by sportsbook and time. Edges are computed against the listed price; value may change after line moves. Always shop for the best number. See the full MLB schedule.

Pirates Betting Trends

The Pittsburgh Pirates have a 30–37 record against the run line this season.

Cubs Betting Trends

The Chicago Cubs have a 33–21 record against the run line this season.

Pirates vs. Cubs Matchup Trends

In their last meeting on June 13, 2025, the Cubs defeated the Pirates, covering the run line as favorites.

Pittsburgh vs. Chicago Cubs Game Info

Pittsburgh vs Chicago Cubs starts on June 14, 2025 at 2:20 PM EST.

Spread: Chicago Cubs -1.5
Moneyline: Pittsburgh +189, Chicago Cubs -230
Over/Under: 7.5

Pittsburgh: (29-42)  |  Chicago Cubs: (42-28)

Remi's searched hard and found the best prop for this matchup:. Prices move—always shop for the best number.

In their last meeting on June 13, 2025, the Cubs defeated the Pirates, covering the run line as favorites.

PIT trend: The Pittsburgh Pirates have a 30–37 record against the run line this season.

CHC trend: The Chicago Cubs have a 33–21 record against the run line this season.

See our latest MLB picks and odds pages for 2025 to compare prices before you bet.

Pittsburgh vs. Chicago Cubs Odds

Remi is pouring through tons of stats on each player. In fact, anytime the Pittsburgh vs Chicago Cubs trends are analyzed, there’s always several intriguing angles to key in on. Not to mention games played at extreme travel distance seemingly never follow normal, predictable betting trends.

Pittsburgh vs Chicago Cubs Opening Odds

PIT Moneyline: +189
CHC Moneyline: -230
PIT Spread: +1.5
CHC Spread: -1.5
Over/Under: 7.5

Pittsburgh vs Chicago Cubs Live Odds

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+190
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O 8 (-110)
U 8 (-110)
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O 8.5 (-110)
U 8.5 (-110)
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Detroit Tigers
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O 5.5 (-105)
U 5.5 (-125)
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Chicago White Sox
Washington Nationals
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+169
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Sep 27, 2025 7:11PM EDT
Cincinnati Reds
Milwaukee Brewers
9/27/25 7:11PM
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+129
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U 7.5 (+100)
Sep 27, 2025 7:15PM EDT
Pittsburgh Pirates
Atlanta Braves
9/27/25 7:15PM
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+148
-180
+1.5 (-145)
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O 8 (-110)
U 8 (-110)
Sep 27, 2025 7:16PM EDT
Texas Rangers
Cleveland Guardians
9/27/25 7:16PM
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+138
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U 7 (+100)
Sep 27, 2025 8:40PM EDT
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9/27/25 8:40PM
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+119
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+1.5 (-180)
-1.5 (+155)
O 7.5 (-120)
U 7.5 (+100)
Sep 27, 2025 9:39PM EDT
Houston Astros
Los Angeles Angels
9/27/25 9:39PM
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-162
+136
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O 9 (+100)
U 9 (-120)
Sep 27, 2025 9:41PM EDT
Los Angeles Dodgers
Seattle Mariners
9/27/25 9:41PM
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+101
-121
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U 7.5 (-110)
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Kansas City Royals
Oakland Athletics
9/27/25 10:05PM
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+100
-120
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O 10 (-105)
U 10 (-115)
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New York Yankees
9/28/25 3:06PM
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+140
-170
+1.5 (-125)
-1.5 (+105)
O 9.5 (+100)
U 9.5 (-120)
Sep 28, 2025 3:06PM EDT
Colorado Rockies
San Francisco Giants
9/28/25 3:06PM
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+240
-300
+1.5 (+110)
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O 7.5 (-110)
U 7.5 (-110)
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Minnesota Twins
Philadelphia Phillies
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+180
-220
+1.5 (-115)
-1.5 (-105)
O 8 (-115)
U 8 (-105)

MLB Past Picks

Remi—our in-house AI—prices every game and prop using multi-season priors, tempo/efficiency, injury/usage signals, and market movement.
We publish fair prices, recommended “buy-to” numbers, and confidence so you can bet prices, not teams.

This preview covers Pittsburgh Pirates vs. Chicago Cubs Cubs on June 14, 2025 at Wrigley Field.
Odds shown reflect widely available numbers and may update closer to kickoff.

Want more? Check live edges, player props, and line moves on our MLB odds pages, and compare prices before you place a bet.

    LEAN     %WIN     UNITS RESULT
ARI@SD SD -131 57.3% 4 WIN
DET@BOS BOS -115 56.4% 5 WIN
NYM@CHC NYM -110 54.1% 3 WIN
HOU@ATH ATH +118 50.8% 4 WIN
NYM@CHC OVER 7 54.5% 3 WIN
STL@SF OVER 7.5 55.9% 5 LOSS
KC@LAA TYLER TOLBERT UNDER 1.5 BASES 54.4% 4 WIN
MIL@SD UNDER 9 54.7% 4 WIN
MIA@PHI KYLE SCHWARBER OVER 1.5 HITS+RUNS+RBIS 53.3% 3 WIN
WAS@NYM OVER 8.5 56.1% 6 LOSS
LAA@COL COL +108 50.5% 3 WIN
TOR@KC UNDER 9 54.7% 4 LOSS
SEA@KC KC +1.5 62.3% 5 LOSS
NYY@MIN OVER 9 55.1% 4 WIN
MIA@COL OVER 10.5 55.0% 4 WIN
MIA@COL AGUSTIN RAMIREZ OVER 1.5 HITS+RUNS+RBIS 54.3% 4 WIN
SEA@KC BOBBY WITT UNDER 0.5 SINGLES 54.4% 4 LOSS
PHI@LAD LAD -113 54.7% 4 LOSS
NYY@BOS OVER 7.5 54.3% 3 WIN
KC@PHI PHI -130 58.3% 4 WIN
LAD@SF OVER 7.5 54.7% 4 LOSS
NYM@PHI PHI -122 55.6% 4 WIN
KC@CLE KC -104 52.0% 3 WIN
CIN@SD JAKE CRONEWORTH OVER 0.5 HITS 53.1% 3 WIN
WAS@MIA MIA -123 55.2% 4 LOSS
LAA@KC UNDER 9.5 54.9% 3 WIN
TEX@ARI UNDER 9 54.2% 4 WIN
SF@COL UNDER 11.5 56.4% 6 LOSS
SF@COL RAFAEL DEVERS OVER 1.5 BASES 56.1% 6 WIN
MIA@WAS WAS -110 54.4% 4 WIN
NYM@DET OVER 8.5 54.5% 4 WIN
TEX@ARI UNDER 9.5 56.4% 6 WIN
TEX@ARI ALEJANDRO OSUNA UNDER 1.5 BASES 54.1% 4 LOSS
ATL@CHC CHC -116 55.1% 3 WIN
PHI@MIL OVER 8.5 55.0% 3 WIN
ARI@LAD SHOHEI OHTANI OVER 2.5 BASES 54.2% 4 WIN
SEA@CLE CLE +1.5 57.2% 3 WIN
CHC@SF CHC -105 54.1% 4 LOSS
NYY@CHW RYAN MCMAHON OVER 0.5 BASES 54.1% 4 WIN
PHI@NYM OVER 8.5 55.6% 4 LOSS
LAA@TEX LOGAN OHOPPE OVER 1.5 HITS+RUNS+RBIS 54.1% 4 LOSS
KC@CHW KC -109 54.2% 4 WIN
SD@SEA DYLAN CEASE OVER 16.5 OUTS 53.9% 3 LOSS
SD@SEA UNDER 8.5 54.4% 4 LOSS
MIN@TOR JOE RYAN UNDER 2.5 EARNED RUNS 54.1% 4 LOSS
SF@MIL MIL +100 54.0% 6 LOSS
TOR@MIA MIA +1.5 62.0% 6 WIN
CHC@LAA OVER 9.5 54.9% 4 LOSS
BOS@NYY CARLOS RODON UNDER 4.5 HITS ALLOWED 54.2% 4 WIN
KC@DET DET -115 56.1% 5 WIN
CHC@LAA LAA +1.5 57.6% 5 LOSS