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MLB Best Bets Today: Predictions & Picks for Rays vs Orioles, Rockies vs Dodgers, More for Wednesday, May 27

MLB Best Bets Today: Predictions & Picks for Rays vs Orioles, Rockies vs Dodgers, More for Wednesday, May 27 article feature image
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May 25, 2026; Los Angeles, California, USA; Los Angeles Dodgers designated hitter Shohei Ohtani (17) on deck during the first inning against the Colorado Rockies at Dodger Stadium. Mandatory Credit: Jayne Kamin-Oncea-Imagn Images

We have a full 15-game slate today, starting early with Marlins vs Blue Jays at 1:07 PM ET at Rogers Centre on MLB.TV, and closing with Rockies vs Dodgers at 10:10 PM ET on MLB.TV.

Our experts have analyzed the matchups and found great options for Wednesday, May 27.

Below are 4 expert MLB best bets today.


MLB Best Bets Today

The team logos in the table below represent each matchup our MLB betting staff is targeting from today's slate of games. Click on the team logos for any of the matchups below to navigate to a specific bet discussed in this article.

GameTime (ET)Pick
Miami Marlins LogoToronto Blue Jays Logo
1:07 PM
Philadelphia Phillies LogoSan Diego Padres Logo
4:10 PM
Tampa Bay Rays LogoBaltimore Orioles Logo
6:35 PM
Colorado Rockies LogoLos Angeles Dodgers Logo
10:10 PM
Specific betting recommendations come from the sportsbook offering preferred odds as of writing. Always shop for the best price using our MLB Odds page, which automatically surfaces the best lines for every game.


Tanner McGrath's Marlins vs Blue Jays Prediction

Miami Marlins Logo
Wednesday, May 27
1:07 PM ET
MLB.TV
Toronto Blue Jays Logo
Marlins ML (+120 or Better)
FanDuel Logo

By Tanner McGrath

This game triggered one of our Action PRO betting systems, powered by Evan Abrams:

In Major League Baseball, road underdogs playing interleague games have historically been undervalued by oddsmakers.

Since 2016, despite winning only 43.3% of these games, these teams have generated a consistent positive ROI.

This trend has proven reliable across five consecutive seasons, indicating market inefficiencies in how these specific matchups are priced — likely due to lack of familiarity between leagues and public overconfidence in home and favorite teams.

I think Eury Perez is undervalued. He’s still having issues with command and batted balls, but he has elite stuff (118 Stuff+, 25% striekout rate, 3.31 botERA).

Is he as good or better than Kevin Gausman? Probably not.

But the Fish have been as good in the batter’s box as the Jays this season. And while Toronto has a top-five bullpen, Miami has a top-10 bullpen, and both units are fully rested.

Go Fish.

Pick: Marlins ML (+120 or Better)



Sean Zerillo's Phillies vs Padres Best Bet

Philadelphia Phillies Logo
Wednesday, May 27
4:10 PM ET
MLB.TV
San Diego Padres Logo
Phillies ML (-160 or Better)
FanDuel Logo

By Sean Zerillo

While the consensus Phillies ML sits around -160, I project the Phils are -174 ML favorites, representing around a 2% edge against the market.

As a reminder, you can see all of Zerillo's MLB game projections with an Action PRO Subscription. Find his projected lines every day on the PRO Projections tab.

I’m always looking for at least a 2% edge to make any wager, so I’ll be betting the Phils ML at -160 or better.

Pick: Phillies ML (-160 or Better)



Sean Paul's Rays vs Orioles Best Bet

Tampa Bay Rays Logo
Wednesday, May 27
6:35 PM ET
MLB.TV
Baltimore Orioles Logo
Rays ML (-120 or Better)
FanDuel Logo

By Sean Paul

The first-place Rays dropped the first two games of this series against the Orioles. We'll see if they can salvage it with a win on Wednesday.

Steven Matz is on the bump for the Rays — and his journey back to the rotation has been a bumpy ride.

Matz is pitching to a 3.70 ERA, but his 4.44 xERA and 4.52 FIP paint a less rosy picture. Tough days could be coming for Matz if his predictive metrics are an indicator.

In fairness to Matz, he allowed two or fewer earned runs in six of his eight starts. The Rays have asked Matz to be a reliable innings eater, and he's done just that.

The Rays dropped the series opener due to a bullpen implosion in extras. But game two was odd, the Rays had nine hits but scored just one run and punched out NINE times. They strike out the fewest of any team in MLB at just an 18% rate. So, that was an odd game.

I expect better days from this Tampa Bay offense. In May, the Rays have a 111 wRC+, good for fourth best in the league. They walk 9.4% of the time, in addition to their elite strikeout rate. That will make pitchers work and take starters out of the game early.

The trio of Jonathan Aranda, Junior Caminero, and Yandy Diaz carries this Rays offense. Each of the three has a wRC+ better than 140 in May with a slugging percentage over .480.

The Orioles are still in fourth place in the American League East, but picking up a pair of wins over the Rays will help them from a confidence standpoint.

On the mound is Trey Gibson, a 24-year-old rookie who'll make his second career start. He started one game and came out of the bullpen in one, posting a 5.40 ERA in 6 2/3 innings.

In the minor leagues, Gibson had a 3.69 ERA with a 4.44 FIP in eight starts at AAA Norfolk. He has a big fastball, ranging from 94-97 mph, which looks even faster because of his extension.

However, Gibson walked 5.40 batters per nine in Triple-A and struck out 9.05 per nine. In his couple of big league outings, he walked three hitters and struck out four.

May has been a tough month for the Orioles lineup. They have a woeful 90 wRC+, putting them 20th in MLB. Another issue for Baltimore is swinging and missing, as it has a 24% strikeout rate this month — the second worst.

The harsh reality is that this Orioles offense has a capped ceiling if Gunner Henderson doesn't start hitting. He went 0-13 in his last three games and has an OPS below .600 in May. The only two consistent hitters have been Samuel Basallo, who cracked a three-run homer on Tuesday, and Pete Alonso.

I see real value in taking the Rays at -115. You could argue the Rays might be a bit fraudulent. There's a case for that, given their bat-to-ball DNA being most of their offensive approach. The reason to back the Rays is because of Gibson taking the mound for Baltimore. The Rays will make him work, and his lack of command has stung him at all levels.

Pick: Rays ML (-120 or Better)



Ryan Minion's Rockies vs Dodgers Prediction

Colorado Rockies Logo
Wednesday, May 27
10:10 PM ET
MLB.TV
Los Angeles Dodgers Logo
Dodgers F5 -1.5 (-130 or Better)
FanDuel Logo

By Ryan Minion

The Dodgers and Rockies will wrap up a three-game set in Los Angeles on Wednesday night as baseball’s biggest superstar, Shohei Ohtani, will look to build upon his shocking dominance on his return to the mound this season.

Ohtani had undergone multiple surgeries to repair a torn labrum in his non-throwing left shoulder following Tommy John surgery towards the end of 2023, and it remained to be seen how effective Major League’s first two-way player since the great Babe Ruth would fare on his return to the bump.

To say that the Dodgers’ superstar has been impressive on his return to the mound would be an understatement, as Ohtani has recorded a ridiculous 0.73 ERA over his first eight starts of the season.

Los Angeles’ right-hander has allowed just four earned runs thus far across his 49 frames on the mound in 2026.

While the Dodgers’ star has actually taken a slight step back at the plate over the first 45 games of the season, Ohtani has quickly reminded baseball fans how much of a unicorn he is, given his remarkable efficiency on the bump this season.

In a pitching duel featuring two Japanese starters, the Rockies will send out their 36-year-old righty Tomoyuki Sugano, who has been very solid in his first season playing in Colorado.

The former-Oriole has recorded a 3.86 ERA to go along with a 1.23 WHIP over his first ten starts of the season.

Sugano will look to continue his impressive form on Wednesday night in what will be an extremely difficult matchup, pitching on the road against baseball’s most deadly lineup: the Los Angeles Dodgers.

Though the first-year Rockie has been fairly impressive in 2026, the Dodgers have a clear advantage on the mound ahead of Wednesday’s NL West clash, so I will be looking to attack that angle in betting markets.

That said, I feel great backing the Dodgers to prevail on their first five innings run line (-1.5) in what should be another magnificent start for Ohtani, who is making an early case for 2026’s National League Cy Young Award.

Pick: Dodgers F5 -1.5 (-130 or Better)



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