Here is the Pickwatch BetSmart Preview for the Chicago Cubs vs. Milwaukee Brewers in Game 1 of the NL Divisional Round in the 2025 MLB Playoffs.

Chicago Cubs vs. Milwaukee Brewers Game Info

Date: Monday, October 6, 2025
Time: 9:08 PM ET
Location: American Family Field — Milwaukee, Wisconsin
TV: TBS / truTV

Cubs vs. Brewers Betting Info

Spread / Run Line
- Cubs +1.5 (-184)
- Brewers -1.5 (+152)
Moneyline
- Cubs +114
- Brewers -134
Total (Over/Under)
- Over 7.5 (-110)
- Under 7.5 (-110)

*Odds via FanDuel

Season Betting Trends

Moneyline
- Cubs: 94-72
- Brewers: 98-65
Run Line
- Cubs: 78-88
- Brewers: 90-73
Totals (Over-Under)
- Cubs: 75-78-13
- Brewers: 77-86-6

Chicago Cubs @ Milwaukee Brewers Game 2 Preview

Chicago arrives still riding the confidence from their Wild Card series victory, having shown clutch bullpen depth and timely hitting when needed. Meanwhile, Milwaukee is without key starter Brandon Woodruff due to a lat strain, putting extra pressure on their rotation and bullpen.

The Brewers will likely open with Aaron Ashby in Game 2 after using him in relief in Game 1, while Chicago counters with Shōta Imanaga, who has historically fared well against Milwaukee’s lineup. If Chicago can neutralize the Brewers’ offense early (especially without Woodruff), they’ll carry a strong chance to force momentum shift at Milwaukee.

Milwaukee still maintains advantages in rest, home field, and a lineup loaded with lefty/righty balance. But Chicago’s collective season-long offensive metrics (150+ homers, strong OPS) suggest they can compete in a tight, low-scoring game. Expect pitching execution, bullpen management, and situational hitting to decide this matchup more than power swings.

Cubs vs. Brewers Head-to-Head Stats and Analysis

The Milwaukee Brewers lead the all-time series 231-226 against the Chicago Cubs. Here are the last 5 matchups:

Brewers 9, Cubs 3 — October 4, 2025
Brewers 7, Cubs 0 — August 18, 2025
Cubs 6, Brewers 4 — August 19, 2025
Cubs 4, Brewers 3 — August 20, 2025
Cubs 5, Brewers 2 — August 21, 2025

BetSmart Betting Rundown

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Arbitrage

Our Arbitrage Betting Tool is currently not identifying any arbitrage betting opportunities for guaranteed profit. The tool scans all major sportsbooks in real-time, though, so be sure to check back often as odds and lines change often, as arbitrage bet opportunities could still become available before the first pitch.

Middles

Our Middle Betting Tool is currently not identifying any middle betting opportunities. The tool scans all major sportsbooks in real-time, though, so be sure to check back often as odds and lines change often, and additional middle bet opportunities could still become available before the first pitch.

Positive EV

Our Positive EV Betting Tool has identified 2 different positive expected value wagers, and provided data on the expected value percentrage, suggested Kelly Stake, and how often the bet has hit in the last 5, 10 and 15 games.

Player Props

Our Prop Finder Tool has identified over 200 different player prop bets, and provided data on how often each player has hit the specific prop in the last 5, 10 and 15 games.

Cubs vs. Brewers: Expert Picks

Visit our Expert Picks page to view picks and data from experts to see where the consensus is on the Cubs vs. Brewers moneyline, run line and total.