The Detroit Tigers and Chicago Cubs meet tonight, with the in-form Jack Flaherty taking the hill for the visitors.
Behind his recent success, my Tigers vs. Cubs predictions have Detroit winning the series opener as a +101 underdog.
Read more in my MLB picks for Monday, July 20.
Who will win Tigers vs Cubs today: Tigers (+101)
Jack Flaherty has been lights out for the Detroit Tigers lately. Over his last three outings, the right-hander owns a 2.92 FIP while allowing just 0.54 HR/9, and he has surrendered only two earned runs during that span.
Flaherty’s primary offering is the four-seamer at 49%, and over half of this Chicago Cubs lineup has a Run Value of one or lower against the fastball.
Jameson Taillon counters in his first outing since early June. He owns a 6.31 FIP in 2026 and will likely be on a short leash, exposing a Cubs bullpen with a 5.20 xERA over the last two weeks.
Flaherty keeps Chicago at bay, and Detroit does damage.
I'll play this pick down to -120.
COVERS INTEL: Taillon is allowing 2.10 HR/9 at Wrigley Field this season, and he's been extremely prone to the long ball overall. 
Tigers vs Cubs Over/Under pick: Under 11.5 runs (-103)
With a total this high, there’s still value in the Under. Even though Chicago's relievers aren't dominating right now, they face a Tigers offense with a 95 wRC+ and .185 ISO over the last two weeks. Extra-base hits drive runs, and Detroit isn't showcasing a ton of power.
The Cubs offense owns a 112 wRC+ across its last nine contests, but the .180 ISO is more manageable. Detroit’s bullpen also gives this Under a strong late-game path, posting a 2.43 FIP over its last 30 innings without allowing a single home run.
I'll confidently play this pick up to -130.
- ML/RL bets: 34-37, -7.21 units
- Over/Under bets: 40-29, +5.15 units
Tigers vs Cubs weather
Conditions will be warm at Wrigley Field tonight, with temperatures around 83 degrees early, then falling to near 81 later. Winds are noticeable at roughly 15 to 16 mph, while rain chances remain low to moderate at 16% to 24%. Weather could have some impact, mainly because of the wind.
Tigers vs Cubs odds
- Moneyline: Detroit +104 | Chicago -108
- Run line: Detroit -1.5 (+156) | Chicago +1.5 (-163)
- Over/Under: Over 11.5 (-104) | Under 11.5 (-100)
Tigers vs Cubs trend
The Detroit Tigers have hit the game total Under in 21 of their last 30 games (+11.10 Units / 34% ROI). Find more MLB betting trends for Tigers vs. Cubs.
How to watch Tigers vs Cubs and game info
| Location | Wrigley Field, Chicago, IL |
| Date | Monday, July 20, 2026 |
| First pitch | 8:05 p.m. ET |
| TV | DSN, MARQ |
| Tigers starting pitcher | Jack Flaherty (3-8, 4.48 ERA) |
| Cubs starting pitcher | Jameson Taillon (2-5, 5.19 ERA) |
Tigers vs Cubs latest injuries
Odds are correct at the time of publishing and are subject to change.
Not intended for use in MA.
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