MLB

There is never any love lost when the New York Yankees play the Boston Red Sox, even if it comes in September while both teams are virtually locked out of the postseason MLB schedule. Here you will find our detailed Yankees vs Red Sox picks and the latest updates around this exciting matchup.

While the season hasn’t been ideal for either team or their fan bases, they will both be playing for more than pride this week in the final head-to-head series of the season. As this four-game series begins for the Yankees vs Red Sox, the winner of this series will be in fourth place and keep their faint wild-card hopes alive. 

Monday’s series opener features Clarke Schmidt on the mound for the Yankees and Kutter Crawford for the Red Sox. Both MLB teams hope to be in the Shohei Ohtani sweepstakes this offseason, and finishing over .500 is key to attracting the superstar free agent.

Top Sportsbooks Odds to Bet on MLB

Get:
100% Crypto Bonus
Bonus Code “CRYPTO100”
1st Time Deposit
*with Cryptocurrencies
4.5 rating
4.5
T&Cs Apply
1st Time Crypto Bonus

If you have never made a deposit with Cryptocurrency before, use promo code CRYPTO100 on your first-ever deposit using either Bitcoin, Bitcoin Cash, Ethereum, Litecoin, Ripple, Stellar, or USD Coin, to earn a 100% Bonus.
Bonus up to:
200% Crypto Bonus
Bonus Code “JOIN200”
* New customers only. Minimum Deposit of $100
5.0 rating
5.0
T&Cs Apply
New customers only

With just a minimum deposit of $100

Bonus can go as high as $2,500
Welcome Bonus:
50% up to $250
Bonus Code “NEWELCOME”
* Apply to the first deposit
4.8 rating
4.8
T&Cs Apply
New customers only

50% of your deposit amount, up to $250. The rollover for its use in the sportsbook is 5x

Overall Game Info & Outloo

New York Yankees vs Boston Red Sox

Location of the game: Fenway Park Boston, Mass

Date & Time: September 11, 2023 – 7:10 p.m. ET

Where to watch: Amazon Prime Video and MLB Network

New York Yankees at Boston Red Sox Betting Preview

New York Yankees Preview 

The Yankees have had multiple players on the MLB injury report lately, shutting down first baseman Anthony Rizzo and then announcing Sunday that promising rookie Jasson Dominguez is out with a UCL injury.

The Yankees are 6-3 in the last nine games and are now one game under .500 at 71-72 but eight games out of the wild card race. The last time they played on the road, the Yankees swept Houston over Labor Day weekend.

Schmidt takes the ball on Monday, and the right-hander is 9-8 on the season with a 4.54 ERA. Last time out, he allowed three runs on five hits over 6⅓ innings in a win over Detroit while striking out nine. Schmidt has faced Boston three times this season with no decisions, allowing five runs over 15 ⅔ innings. 


  • The New York Yankees are 0-7 in their last seven games against the Boston Red Sox
  • The New York Yankees are 19-28 in the first game of a series this season
  • The Yankees are 1-4 in Schmidt’s last five starts
  • The Yankees are 32-36 on the road this season

Yankees’ Boom or Bust Offense: A Double-Edged Sword

The Yankees offense has an all-or-nothing approach, and that has burned them this season. They rank 14th in the AL in batting average with a .225 mark but are third in the league with 203 home runs. They average just over 4.2 runs per game, and the pitching staff is middle of the pack with a 3.99 ERA.

Aaron Judge is the offensive leader with 31 homers and 58 RBI. None of the regulars are batting above .270 as Gleyber Torres hits .269 and Judge is .261. Torres (25), Giancarlo Stanton (23), and Anthony Volpe (20) all have at least 20 home runs. 

To succes in Monday’s Yankees vs Red Sox picks, the visitors need a strong outing from Schmidt. The bullpen did extra work on Sunday with the 13-inning win, and New York allowed 27 runs in the previous three games. If Schmidt can give them six solid innings, the offense should be able to knock Crawford around. 

Boston Red Sox Preview 

The Red Sox are 4-5 in September, and they went just 13-15 in August after getting back into the playoff race in July. They are now six games out in the wild card race at 73-70 overall. Boston has swept the Yankees in two straight series and hasn’t lost to them at home since last season. 

Crawford has struggled mightily in recent starts, allowing 13 runs on 14 hits and six walks over his last 11 ⅓ innings. He gave up five runs in just 3⅔ innings while losing to Tampa Bay on Tuesday. Crawford helped Boston beat the Yankees on August 19, allowing just one run on one hit over six innings while striking out five.


  • The Boston Red Sox are 37-35 at home this season
  • The over is 8-1-1 in the last 10 Red Sox games
  • The Red Sox are 0-3 in Crawford’s last three starts, and the over has hit each time
  • Boston is 25-22 in the first game of a series this season

Run Factory: Red Sox Average 5.1 Runs per Game

Boston’s offense ranks second in the American League with a .264 team average, and they lead the league with 312 doubles. They are only eighth in home runs, though, with 169, and in the bottom three in walks. The Red Sox average 5.1 runs per game, and the pitching staff ranks 11th with a 4.62 ERA.

Masatka Yoshida leads Boston with a .293 average, and five of their likely starting nine on Monday are batting at least .270, higher than any Yankees regular. Rafael Devers has 29 home runs, 34 doubles, and 93 RBI, while Justin Turner has 23 homers, 28 doubles, and 94 RBI. Triston Casas hit his 24th home run of the season in Sunday’s win, and he has 64 RBI on the season. 

Boston needs to score early on Monday and get Schmidt out of the game, forcing the Yankees to use a tired bullpen. Boston’s pen has struggled, so if they get into a tight game late, they could be in trouble. Getting Crawford to pitch like he did earlier in the season also goes a long way to a Red Sox win.

Top Sportsbooks Odds 

Betonline: Boston Red Sox -122. New York Yankees +112

Bovada: Boston Red Sox -130. New York Yankees +108

MyBookie: Boston Red Sox -131. New York Yankees +108

BetUS: Boston Red Sox -130. New York Yankees +120

BetNow: Boston Red Sox -130. New York Yankees +120

New York Yankees vs Boston Red Sox Odds & Picks 

Looking at the MLB odds at BetOnline baseball, the Red Sox are a -122 moneyline favorite at a -1.5 run line favorite. The Yankees are +112 moneyline underdogs and +1.5 on the run line. The run total for MLB matchups is over ten runs at -105 and under ten at -115.

Odds for this Matchup

Those betting on baseball late in the season look for trends. Crawford has been very shaky lately, and the Boston bullpen has been overused this week. Look for the visiting bats to keep their streak going as they finally grab a win at Fenway in this Yankees vs Red Sox series.

Check out the best betting sites to wager online at Online Betting Sports. Stay with us to keep up with the best offshore sportsbooks reviews and sports betting bonusesFollow us on Twitter.

Top Sportsbooks
4.5 rating
Betonline was already considered a platform with immense integrity, and as such, was trusted by bettors everywhere.
5.0 rating
BetUS is a Costa Rica based offshore sports betting company. Launched in 1994, it is one of the oldest sports betting sites in the world.
4.8 rating
Bovada is a trusted online gambling site offering sports betting, poker, casino games and betting on horse racing.
4.8 rating
MyBookie bonuses are some of the best in the business, both in terms of quality and variety. This is an area that put MyBookie up.
4.8 rating
In our review, Betnow.eu emerges as a standout online sportsbook and casino. It offers an engaging betting experience where users can log in, place bets, and potentially reap significant rewards, distinguishing itself from the usual online sports betting platforms.
Top Casinos
5.0 rating
Experience the thrill of casino gaming from the comfort of your home with Vegas Aces. With a variety of popular games, secure withdrawal methods, and commitment to responsible gambling, Vegas Aces is your premier destination for a secure and enjoyable online casino experience.
5.0 rating
The Wild Casino is indeed living up to its name. The operators of this online casino didn't make a naming mistake, from the wild payouts to wild game offerings to fast gameplay.
5.0 rating
Slots Paradise casino is a new casino, but the operators are fantastic. It will soon be a big name in the betting industry committed to offering quality games to its players.
Online Betting Sports - Sports Betting Sites Reviews, Odds, News and Picks
© Copyright 2024 Online Betting Sports - Sports Betting Odds, News, Picks & Predictions