New York Yankees vs Boston Red Sox Prediction & Picks - MLB

USA - MLB

New York Yankees
9/29/26 20:00
Boston Red Sox

Prediction:

 

New York Yankees to win.

-142
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 by Stephen Abiola in MLB Picks

New York Yankees and Boston Red Sox will meet in MLB Wild Card Day 1 on Tuesday night at Yankee Stadium. Despite finishing behind the Rays in the AL East, it has been a successful regular season for the Yanks, who saw the reigning AL MVP, Aaron Judge, play only seven games since May. Giancarlo Stanton has also been out since April. Still, they managed to bag 93 wins, setting up a playoff date with a daunting division rival. The Yankees are the -143 favorites tonight.

Boston Red Sox, meanwhile, are the +115 betting underdogs tonight. The Red Sox finished the regular season in third place in the AL East, 6.5 games behind the Yankees. They began the year slowly before turning things around with a home mop against the Yankees. The Red Sox went on a mind-blowing 32-5 record between July and August, putting them back into contention. They should fancy their chances in this series, starting tonight.

New York Yankees vs Boston Red Sox Form

New York Yankees and Boston Red Sox Latest Matches

New York Yankees
New York Yankees Latest matches
W L W W L W
Victories

4/6 (67%)

Defeats

2/6 (33%)

Sep 25, 2026 - MLB

New York Yankees
6 :  3
Baltimore Orioles

Sep 25, 2026 - MLB

New York Yankees
2 :  10
Baltimore Orioles

Sep 24, 2026 - MLB

New York Yankees
6 :  4
Tampa Bay Rays

Sep 23, 2026 - MLB

New York Yankees
9 :  2
Tampa Bay Rays

Sep 22, 2026 - MLB

New York Yankees
1 :  6
Tampa Bay Rays

Sep 22, 2026 - MLB

New York Yankees
2 :  0
Tampa Bay Rays
W L W W L W
Victories

4/6 (67%)

Defeats

2/6 (33%)

Sep 25, 2026 - MLB

New York Yankees
6 :  3
Baltimore Orioles

Sep 25, 2026 - MLB

New York Yankees
2 :  10
Baltimore Orioles

Sep 24, 2026 - MLB

New York Yankees
6 :  4
Tampa Bay Rays

Sep 23, 2026 - MLB

New York Yankees
9 :  2
Tampa Bay Rays

Sep 22, 2026 - MLB

New York Yankees
1 :  6
Tampa Bay Rays

Sep 22, 2026 - MLB

New York Yankees
2 :  0
Tampa Bay Rays
W W L W L L
Victories

3/6 (50%)

Defeats

3/6 (50%)

Sep 20, 2026 - MLB

Arizona Diamondbacks
8 :  4
New York Yankees

Sep 19, 2026 - MLB

Arizona Diamondbacks
5 :  3
New York Yankees

Sep 18, 2026 - MLB

Arizona Diamondbacks
2 :  9
New York Yankees

Sep 16, 2026 - MLB

Minnesota Twins
5 :  4
New York Yankees

Sep 15, 2026 - MLB

Minnesota Twins
1 :  8
New York Yankees

Sep 14, 2026 - MLB

Minnesota Twins
3 :  8
New York Yankees
Boston Red Sox
Boston Red Sox Latest matches
L W L W W L
Victories

3/6 (50%)

Defeats

3/6 (50%)

Sep 27, 2026 - MLB

Boston Red Sox
2 :  6
Chicago Cubs

Sep 25, 2026 - MLB

Boston Red Sox
2 :  0
Chicago Cubs

Sep 25, 2026 - MLB

Boston Red Sox
4 :  3
Chicago Cubs

Sep 24, 2026 - MLB

Boston Red Sox
0 :  1
Cleveland Guardians

Sep 23, 2026 - MLB

Boston Red Sox
1 :  0
Cleveland Guardians

Sep 22, 2026 - MLB

Boston Red Sox
2 :  3
Cleveland Guardians
L W L W W L
Victories

3/6 (50%)

Defeats

3/6 (50%)

Sep 27, 2026 - MLB

Boston Red Sox
2 :  6
Chicago Cubs

Sep 25, 2026 - MLB

Boston Red Sox
2 :  0
Chicago Cubs

Sep 25, 2026 - MLB

Boston Red Sox
4 :  3
Chicago Cubs

Sep 24, 2026 - MLB

Boston Red Sox
0 :  1
Cleveland Guardians

Sep 23, 2026 - MLB

Boston Red Sox
1 :  0
Cleveland Guardians

Sep 22, 2026 - MLB

Boston Red Sox
2 :  3
Cleveland Guardians
L L W W L L
Victories

2/6 (33%)

Defeats

4/6 (67%)

Sep 20, 2026 - MLB

Tampa Bay Rays
5 :  1
Boston Red Sox

Sep 19, 2026 - MLB

Tampa Bay Rays
2 :  1
Boston Red Sox

Sep 18, 2026 - MLB

Tampa Bay Rays
2 :  4
Boston Red Sox

Sep 17, 2026 - MLB

Texas Rangers
3 :  4
Boston Red Sox

Sep 16, 2026 - MLB

Texas Rangers
7 :  3
Boston Red Sox

Sep 15, 2026 - MLB

Texas Rangers
4 :  2
Boston Red Sox

New York Yankees against Boston Red Sox : Head to Head (H2H)

New York Yankees

50 %

Boston Red Sox

50 %

Aug 30, 2026 - MLB

New York Yankees
16 :  1
Boston Red Sox

Aug 29, 2026 - MLB

New York Yankees
9 :  2
Boston Red Sox

Aug 29, 2026 - MLB

New York Yankees
0 :  6
Boston Red Sox

Aug 28, 2026 - MLB

New York Yankees
1 :  0
Boston Red Sox

Jun 28, 2026 - MLB

Boston Red Sox
5 :  4
New York Yankees

Jun 27, 2026 - MLB

Boston Red Sox
4 :  1
New York Yankees
New York Yankees vs Boston Red Sox Picks

New York Yankees - Boston Red Sox Key Points

  1. The Yankees are 4-1 in their last five home games against Boston.
  2. The Yankees are 3-1 in their last four meetings with Boston.
  3. The Yankees are 3-1 in their last four matches all-time.
  4. The Red Sox are 2-4 in their last six away matches.

Our New York Yankees vs Boston Red Sox Prediction

The starting pitchers suggest that we shouldn’t expect a big scoreboard. The Yankees will start Cam Schlittler, who boasts a 14-6 record with a 1.95 ERA. He has even been more impressive in his last nine starts, posting an ERA of 1.95. Boston will respond by starting Sonny Gray, who is 17.5 with a 2.76 ERA. He had an average of 2.37 in his last five starts, which is commendable. However, let’s mention that New York has arguably the deepest starting staff in the league, which should give them an edge. They should do just enough to win if Schlittler, Cole, and Fried turn up for the occasion. We think the total runs will stay under 6.5 in this match.

Our prediction for New York Yankees vs Boston Red Sox: New York Yankees to win.

Prediction:

 

New York Yankees to win.

-142
$350 offered for betting!

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All tips are fully researched and given in good faith, but profits cannot be guaranteed.