Cubs vs. Pirates Pick: Taillon’s 2.75 HR/9 Meets Ashcraft’s Curveball

by | Jul 26, 2026 | MLB Picks

Braxton Ashcraft Pittsburgh Pirates is key to our MLB prediction & analysis

Taillon’s 2.75 HR/9 and a .448 xwOBA against his four-seamer put Saturday’s 11-0 Cubs blowout in a very different light — that was the matchup, not Sunday’s. Ashcraft’s 39.8% whiff rate on the curve and a 2.17 BB/9 represent a genuine pitching gap the -132 line has only partially absorbed.

Jameson Taillon vs Braxton Ashcraft: Chicago Cubs at Pittsburgh Pirates Betting Preview

The Cubs walked into PNC Park on Saturday and dismantled Pittsburgh 11-0, which makes today’s number a bit of a puzzle. Chicago sits at +112 on the moneyline — a team that just dropped double digits on this same roster — while Pittsburgh comes back at -132 with one of the more underrated starters in the NL Central on the hill. The market is giving you the Cubs at a price that feels like it’s still riding Saturday’s momentum, but the pitching matchup Sunday is a completely different equation.

The core thesis here is straightforward: Braxton Ashcraft versus Jameson Taillon is not a coin-flip. One pitcher has built a legitimate case as a mid-rotation ace. The other is posting a 5.38 ERA and has surrendered 22 home runs in 72 innings. The market knows this, which is why Pittsburgh is a modest favorite — but at -132, the juice is right at the edge of where the value lives.

Let me be clear about the framing here: I like Pittsburgh’s side. I don’t love the price. This is a lean, not a hammer.

Game Info & Betting Lines

  • Date/Time: Sunday, July 26, 2026 — 1:35 PM ET
  • Venue: PNC Park — Park Factor 0.96 (slight run suppressor)
  • Probable Starters: Jameson Taillon (CHC) vs Braxton Ashcraft (PIT)
  • Moneyline: Chicago Cubs +112 / Pittsburgh Pirates -132
  • Run Line: Pittsburgh Pirates -1.5 (+155) / Chicago Cubs +1.5 (-188)
  • Total: 8.5 (Over -122 / Under +100)

Why This Number Is Close

The market is set at -132 for Pittsburgh, and I understand exactly why. You just watched the Cubs put up 11 runs in this park. Pete Crow-Armstrong was a triple short of the cycle. The Chicago lineup — led by Crow-Armstrong’s .913 OPS and Seiya Suzuki’s .829 — has real teeth, and the market isn’t going to ignore a shellacking like that, regardless of the pitching change.

There’s also the standings context: Chicago is 59-45, eight games better than Pittsburgh’s 53-52 mark, and they’ve won seven of their last ten. The Cubs are the better overall team in this division race, and road favorites don’t typically sit at plus money without reason.

But here’s where I think the market is slightly off: the -132 price doesn’t fully capture how badly Taillon has pitched this season, particularly his home run problem. A 2.75 HR/9 rate in a ballpark that suppresses runs slightly still produces a matchup where the Pirates’ lineup can do damage. The market is balancing Saturday’s blowout against the pitching reality of Sunday, and I think it’s over-indexing on recent results. The pitching gap is real, and -132 actually represents fair-to-slightly-thin value on the side that has it.

What Separates the Pitching

The gap between these two starters is about as wide as you’ll find in a game where neither team is priced like a heavy favorite. Start with Ashcraft’s arsenal: his 97.2 mph four-seam fastball sits at 30.6% usage and holds hitters to a .330 xwOBA — solid, not dominant, but the weapon that sets up everything else. The pitch that separates him is the curveball: deployed 26% of the time, it generates a 39.8% whiff rate and a microscopic .231 xwOBA against. His slider adds another layer at 23.3% usage with a 30.4% whiff rate and .282 xwOBA. Ashcraft is 9-4 with a 3.95 ERA, a 10.06 K/9, and has issued just 28 walks in 116.1 innings — a 2.17 BB/9 that puts him in elite company for command. His WAR of 1.81 reflects a pitcher creating easy innings, not surviving them.

Taillon is a different story. His 4-seam fastball sits at 91.7 mph — down in velocity relative to the harder arms in this division — and carries a bloated .448 xwOBA against. His sinker is worse at .467 xwOBA. The one pitch that plays is his sweeper, generating a 30.0% whiff rate and .179 xwOBA, but at only 16% usage it’s not enough to carry a start. The HR/9 of 2.75 isn’t just bad — it’s dangerous in a lineup context where Esmerlyn Valdez is sitting at a .555 xwOBA with a 12.8% barrel rate. Taillon’s -0.55 WAR tells the story: he’s been a net negative to the Cubs’ rotation all season.

The innings each pitcher creates look completely different. Ashcraft generates swing-and-miss deep in counts; Taillon is fighting through contact, and too often that contact leaves the yard.

The Pushback

Here’s what genuinely concerns me about this play. Pittsburgh’s lineup is beat up. Oneil Cruz (60-day IL, hand) and Spencer Horwitz (10-day IL, hamstring) and Endy Rodriguez (10-day IL, lower body) are all out. Cruz’s .822 OPS and power profile against left-handed and right-handed pitching is a significant absence — the lineup that faces Taillon is thinner than the season numbers suggest.

The Cubs also have the better overall roster by record and run differential. Chicago’s +77 run differential dwarfs Pittsburgh’s +39, which tells you something about how these teams have performed across a full sample. One good pitching matchup doesn’t erase that gap.

I’m also aware that Saturday’s 11-0 result — while not predictive — does reflect something real about what this Chicago offense can do against a shaky Pittsburgh staff when things go sideways. The bullpen dependency after six innings matters here, and Pittsburgh’s relief corps has had its own instability this season with multiple arms on the injured list.

Finally, Valdez’s Statcast numbers are compelling but come in a small sample (117 AB). The barrel rate and xwOBA are eye-catching; the sample is not large enough to treat as a certainty.

Game Shape and Run Environment

PNC Park’s 0.96 park factor nudges run scoring down slightly, and with Ashcraft on the mound, this figures to be a lower-scoring game from Pittsburgh’s side of the ledger. The numbers project this as a Pittsburgh 4.7 – Chicago 4.2 game, which puts the total right around the posted 8.5. That’s not a clean edge on the total in either direction — the over is priced at -122 for what amounts to a projected push, which I won’t touch.

The game shape supports a Pittsburgh win without necessarily supporting a multi-run margin. Ashcraft controls the pace, Taillon is the vulnerability, and the run environment at PNC keeps blowouts off the table unless something breaks badly for Chicago early.

Joe Jensen’s Pick

I looked hard at alternatives here. The -1.5 on Pittsburgh Pirates (+155) prices in well for the return, but the projected margin doesn’t support counting on a multi-run win — a one-run Pittsburgh victory is a perfectly plausible outcome here, and I’m not giving away a cover by chasing the run line when the win probability is already doing the heavy lifting.

That leaves the moneyline, and -132 is right at my ceiling for a play of this type. The numbers back Pittsburgh’s side — the pitching gap is real, the win probability sits at 67.5%, and Taillon’s HR/9 and xwOBA-against numbers are legitimately ugly. But at -132, I’m not getting paid enough to make this a full-unit play. This one goes in the parlay leg or beer money column: Pittsburgh Pirates ML, small, with the understanding that the price exceeds the value threshold for a standalone full-unit bet.

Pick: Pittsburgh Pirates ML — parlay leg or beer money only at -132

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