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Rays vs Brewers Picks, Odds, Parlay for World Series Game 5

Rays vs Brewers Picks, Odds, Parlay for World Series Game 5 article feature image
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Oct 27, 2026; St. Petersburg, Florida, USA; Milwaukee Brewers outfielder Jackson Chourio (11) runs after hitting a double against the Tampa Bay Rays during the 12th inning in game four of the 2026 World Series at Tropicana Field. Mandatory Credit: Nathan Ray Seebeck-Imagn Images

The Tampa Bay Rays kept their World Series hopes alive by walking off the Milwaukee Brewers in extra innings last night. But the Rays will be in tough if they want to extend the Fall Classic to a sixth game as the Brew Crew hands the ball to ace Jacob Misiorowski, with their sights set on clinching their first championship in franchise history.

Here's my Rays vs. Brewers same-game parlay and picks for Wednesday, October 28, 2026.


Rays vs Brewers Odds

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Rays vs Brewers Parlay, Picks

Rays vs Brewers Parlay Picks +128 (DraftKings):

  • Brewers Moneyline
  • Jackson Chourio Over 1.5 Hits, Runs, and RBIs

Find the best line available on our live MLB odds page.

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Leg No. 1:Brewers Moneyline (-157)

Be confident backing the Brewers on their moneyline to clinch their first championship in franchise history. 

Milwaukee should head into Game 5 with a ton of motivation to close the series, following last night's 4-3 loss in extras, and will be sending out its ace, Jacob Misiorowski, to hopefully seal the deal. 

Misiorowski was phenomenal in the regular season, leading all pitchers in MLB in several statistical categories, including ERA (1.80), strikeouts (252 K’s), and WHIP (0.80). 

Though the Brewers’ 24-year-old has taken a slight step back statistically during the postseason, there are still plenty of reasons to have faith in Milwaukee's “young gun” to absolutely shut it down with an electric performance on Wednesday night.

The Brewers’ loss in Game 4 was just its second of the entire MLB Playoffs, and snapped their postseason winning streak at eight games.

After sweeping the two-time reigning World Series champion Los Angeles Dodgers, followed by three straight victories over Tampa Bay in the World Series, there's no doubt who the better team is in this matchup. 

The Brew Crew have been a wagon throughout the entirety of the postseason, and there's no other pitcher in all of baseball you'd rather have on the mound to start a World Series clinching game than Milwaukee's 6-foot-7 stud.


Leg No. 2: Jackson Chourio Over 1.5 Hits, Runs, and RBIs (-144)

For the second leg of this Game 5 SGP, backing the Brewers’ young superstar, Jackson Chourio, to build upon his current scorching form at the plate by exceeding his 1.5 HRR (Hits + Runs + RBIs) prop is a strong play.

The Crew’s 22-year-old outfielder has been exceptional in his first-ever trip to a World Series, posting a .500 AVG along with two RBIs, four runs, and three stolen bases. 

Chourio is on an absolute tear. Expect that to continue with another monster performance on Wednesday night as the Brewers go on to win their first World Series in the franchise’s history. 

You can back my World Series Game 5 SGP at +128 on DraftKings.


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Rays vs Brewers Same-Game Parlay

  • Brewers Moneyline
  • Jackson Chourio Over 1.5 Hits, Runs, and RBIs

Parlay Odds: +128 (DraftKings)

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Ryan graduated from Providence College in 2016 with Bachelor Degrees in Business Economics & Mathematics. It was at Providence where Ryan really first found his passion for sports betting. For a lifelong sports fan with a knack for statistical analysis, he was instantly drawn to the fundamentals of the industry, specifically how sports betting markets functioned and fluctuated. In what primarily started as a recreational hobby, Ryan began studying the ins-and-outs of sports betting markets on a daily basis. He took to Twitter (now X), where he amassed a following for writing a sports betting blog that provided statistical analysis behind his wagers. In spite of seeking employment opportunities elsewhere post graduation, Ryan continued to follow his passion for the statistical analysis of sports betting wagers, eventually deciding to pursue a career in the sports betting industry.

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