MLB Playoffs Same Game Parlay: Cubs vs. Brewers – The Cubs look to even the NLDS in game 2, Monday night in Milwaukee.
Game 2 of the NLDS features the Cubs at the Brewers, with Shōta Imanaga drawing the start for Chicago and Aaron Ashby on the mound for Milwaukee. The Brewers are slight favorites at home, and their offense will look to build a commanding lead in the series. We’re locking in on some top prop candidates, including Imanaga to record under 3.5 strikeouts and William Contreras to hit a home run.
It’s an unusual two-prop same game parlay for us, but it really plays in this scenario. We’ll combine those two prop angles into a correlated two-leg same game parlay: Imanaga Under 3.5 Ks + Contreras Home Run. Let’s get into it!
Shota Imanaga reallllly struggling vs RHH over his last 30 days:
7 HR
10 XBH
16% Barrel
14% Crush
44% HR/FBLooking for Jackson Chourio or William Contreras to run into one tonight 🧘 pic.twitter.com/caSVZ30xt8
— baseballenjoyer (@baseballenjoyr) October 6, 2025
MLB Playoffs Same Game Parlay: Cubs vs. Brewers
Leg 1: Shōta Imanaga Under 3.5 Strikeouts
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Imanaga is ranked in the 44th percentile in whiff rate and the 34th percentile in strikeout rate.
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He recorded just three strikeouts in his Wild Card start, and analysts view him as “fade-worthy” in this spot.
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In his three starts against Milwaukee this year, Imanaga allowed 12 runs in 15 innings (4.80 ERA average), displaying his clear vulnerability against their lineup.
Leg 2: William Contreras Home Run
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Contreras has been effective vs lefties and Imanaga: in 11 plate appearances, Contreras logged a .300 AVG, .900 SLG, and two home runs.
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The projection is that if Imanaga struggles (low Ks), Milwaukee’s offense will attack him early, giving Contreras more opportunities to let it loose, early.
If Imanaga is unable to generate punchouts, it suggests he’s in trouble, either with early traffic or high contact volume. That benefits Milwaukee hitters like Contreras, especially in prime home run spots. The two props reinforce one another: weak strikeout performance often aligns with increased baserunner density and a higher number of long balls.
| Leg | Pick | Line / Odds* |
|---|---|---|
| 1 | Imanaga Under 3.5 Ks | −139 |
| 2 | William Contreras Home Run | +400 |
| Estimated Combined SGP Odds | +760 | |
| *Lines as of Oct 6. SGP pricing varies by sportsbook. Confirm before placing bets. | ||
Top Home Run Props for tonight’s MLB playoff action:
⚾️ Shohei Ohtani (+250)
⚾️ Kyle Schwarber (+270)
⚾️ Andrew Vaughn (+375)
⚾️ Michael Busch (+390)
⚾️ Seiya Suzuki (+390)
⚾️ William Contreras (+390)
⚾️ Teoscar Hernández (+425)Gambling Problem? Call 1-800-GAMBLER pic.twitter.com/udJNDXxZV3
— BetRivers Sportsbook (@BetRivers) October 6, 2025
This parlay leans into two high-leverage prop plays: fading Imanaga’s strikeout ability and backing a power bat with a solid track record against him. The correlation is clear: if Imanaga can’t generate Ks, Milwaukee’s hitters get more chances to inflict damage. In a home game with bullpen depth, the Contreras HR leg gives upside without needing a blowout scenario.
It’s a high-risk play anytime you play a home run prop, but I love this one tonight.