Red Sox vs Cubs: Prediction, Odds, & Best Bets (July 14)

Nate Hornung

Written by: Nate Hornung

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Red Sox vs Cubs: Prediction, Odds, & Best Bets (July 14) cover


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Two teams with some rich MLB history take the field tonight in one of the most timeless ballparks in all of baseball. The Red Sox take on the Cubs at Wrigley Field.

We’re so excited to be betting on baseball once again, so we looked at all the betting odds and came up with our prediction and best bets for this contest!

Let’s breakdown tonight’s matchup!

Check out our expert’s thoughts on our MLB Picks Page!

Matchup History

Being in separate leagues, these teams do not face each other very often. However, they did play a three game series last year at Wrigley.

The Cubs took the first two games but the Red Sox were able to win the last one of the series.

Prior to that, these squads had not seen each other since the 2017 season, but thanks to new MLB rules, they will now play each other every single season!

Red Sox vs Cubs Game Information

Red Sox Cubs Prediction Best Bets July 14

Matchup Information

  • Venue & Location: Wrigley Field (Chicago, IL)
  • Date: Friday, July 14th, 2023
  • First Pitch: 8:05pm Eastern
  • Broadcast: MARQ

Pitching Matchup

  • Boston Red Sox: Brayan Bello (6-5, 3.04 ERA)
  • Chicago Cubs: Kyle Hendricks (3-3, 3.04 ERA)

Betting Odds

Odds courtesy of Bovada.


  • Red Sox -1.5 (+125)
  • Cubs +1.5 (-145)


  • Red Sox -133
  • Cubs +111


  • Over 9.5 (+100)
  • Under 9.5 (-120)

Can the Red Sox Stay Hot?

Red Sox Cubs Prediction Best Bets July 14

The Red Sox have been one of the most interesting stories of the MLB this year. Despite being 5 games above .500, they are currently last in the AL East.

Boston is 48-43, which would put them in 1st place of the division if they played in the AL Central. They would also be 3rd in the AL West, which goes to show you how much of a gauntlet the AL East has been this year.

On the Cubs side, they are 42-47 and are 3rd in the NL Central. The Cubs are 7 games out of 1st place, and are only 21-22 at Wrigley Field this year.

With Brayan Bello on the mound and the way he’s been pitching, backing the Red Sox seems like the way to go in this one.

With this short of a line, I’d rather take the plus money on the runline and bet on them to win this game by two.

The Pick: Red Sox -1.5 (+125) Bovada

Player Props

Alex Verdugo over 1.5 Total Bases (+112) BetOnline

Red Sox Cubs Prediction Best Bets July 14

While Verdugo doesn’t necessarily clear this line a huge majority of the time (only 45% of games), he absolutely rakes against right-handed pitchers.

Verdugo, a lefty, bats nearly .300 against RHP. He has 20 of his 27 doubles this year against righties, and all 7 home runs.

Not to mention he bats .333 against Hendricks in his career.

Before the All Star Break, Verdugo had back to back games with multiple bases totaling 7 in just two games.

Verdugo has hit this line in 3 of his last 6 road games, and he had 4 bases in all 3 of those instances.

Tonight against Hendricks, I think we see some offense. Batting 2nd in the lineup, I like Verdugo to get at least 5 at bats and hopefully 2 bases tonight.

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Nate Hornung
Nate Hornung

Nate has been a recreational sports bettor for about 5 years. In that time, he has grown to love the pursuit of winners and sticking it to The Man. Nate loves data and uses his understanding of numbers to help him be a more profitable sports gambler, however he will be the first to tell you this game is about more than just stats.

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