MLB Expert Picks & Baseball Predictions May 22

Josh Inglis - Betting Analyst at Covers.com
Josh Inglis • Betting Analyst 13+ years betting experience
Updated: May 22, 2026 , 09:28 AM ET • 4 min read

The Cubs have fared well when Jameson Taillon pitches at Wrigley, making the Chicago ML one of our favorite MLB picks for today's slate.

MLB expert picks May 22 Jameson Taillon
Photo By - Reuters Connect. Chicago Cubs pitcher Jameson Taillon (50) delivers a pitch at Wrigley Field.

We're starting early with our favorite MLB picks for Friday, taking a side in the lone afternoon game on the MLB schedule.

Read on to see why our baseball experts like the Cubs to hold down the fort at Wrigley, while we also have plays in Dodgers/Brewers and Rockies/Diamondbacks — plus more picks coming this morning!

  • UPDATE: Added Joe Osborne's best bet for COL/ARI.

MLB expert picks for today

Pick Odds
Josh Inglis Josh Inglis: LAD/MIL o8.5 +100
Neil Parker Neil Parker: CHC ML -138
Joe Osborne Joe Osborne: ARI -1.5 +113

Prices courtesy of Polymarket.

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Josh Inglis' expert pick: Dodgers/Brewers Over 8.5

Price: 50¢ (+100) at Polymarket

On a bad-weather slate loaded with rain concerns and heavy winds blowing in, let's target an Over 8.5 that appears as the best spot on the board. THE BAT is projecting 10.10 runs, with a fair price of -137. The pitching matchup looks appealing, if you’re only staring at the ERAs, but shaky BlastContact numbers suggest regression appears to be coming for both starters — Logan Henderson is stranding 98% of his runners over his last two starts, while Justin Wrobleski is carrying a .223 BABIP that feels due for some correction.

  • Time: 7:40 p.m. ET
  • How to watch: BREW/SNLA

Neil Parker's expert pick: Cubs moneyline

Price: 58¢ (-138) at Polymarket

Jameson Taillon is holding opposing hitters to a well-below-average .300 wOBA, leading a tidy 3.28 ERA across 250 innings at Wrigley Field since signing with the Chicago Cubs in 2023. I give the North Siders a sizable edge on both sides of the dish, especially with Astros righty Spencer Arrighetti headed to the bump, who sports a career 5.15 ERA on the road.

  • Time: 2:20 p.m. ET
  • How to watch: Apple TV

Joe Osborne's expert pick: Diamondbacks -1.5

Price: 47¢ (+113) at Polymarket

The Arizona Diamondbacks have dominated the Rockies at home, winning 10 of the last 11 meetings in the desert. Michael Soroka has been outstanding in Arizona, with a 1.59 ERA across five home starts, and allowing one earned run or fewer in four of those outings. That’s a tough matchup for a Colorado lineup sitting at 27th in OPS vs. RHP over the past two weeks. Meanwhile, Tomoyuki Sugano faces a D-backs offense that leads MLB in runs scored over the last week. Arizona also holds a major bullpen advantage, ranking sixth in bullpen ERA over the last two weeks, while Colorado is 23rd.

  • Time: 9:40 p.m. ET
  • How to watch: One national/two local

More MLB best bets for today

Pick Odds
Orioles ML -126
Read analysis in our Tigers vs. Orioles predictions

Odds are correct at the time of publishing and are subject to change.
Not intended for use in MA.
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Josh Inglis - Covers
Betting Analyst

Josh Inglis is a rising star in the sports betting content space, specializing in MLB, NHL, and NFL markets. Since joining Covers in 2019, Josh has focused his betting expertise on player props and derivative markets, finding them easier for beating the closing line compared to sides and totals. His engaging analysis and content have been showcased on major networks such as TSN, VSiN, BetMGM Network, and NBC. Josh is a prolific bettor, tracking over 2,500 bets annually and he consistently shares his results through monthly transparency reports. At Covers, he is renowned for his MLB release shows and NHL Puck Props, which are integral parts of the site's live content lineup.

Before his tenure at Covers, Josh spent a decade teaching while pursuing sports media on the side. He has also contributed to live global senior-level broadcasts for the WBSC.

Josh advocates for sports bettors to bet early, emphasizing the importance of securing better numbers by beating the public to the market. He also advises having multiple sportsbook accounts to ensure access to the best possible odds.

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