Boston Red Sox vs New York Yankees Prediction, Preview and Odds - 09/29/2026

Game Time: 8:00 pm ET, Tuesday, September 29, 2026

Venue:  Yankee Stadium, Bronx, NY

Where to Watch:  NBC

DraftKings:  Moneyline odds:  Red Sox +118, Yankees -142; Over/Under:  6.5 runs

Bet365:  Moneyline odds:  Red Sox +120, Yankees -140; Over/Under:  6.5 runs

BetMGM:  Moneyline odds:  Red Sox +120, Yankees -140; Over/Under:  6.5 runs

Boston Red Sox:  87-75 (3rd place, AL East)

New York Yankees:  93-68 (2nd place, AL East)

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Boston Red Sox:  5-5 last 10

New York Yankees:  5-5 last 10

The Red Sox are entering this series off a loss and won their 3-game series against the Chicago Cubs 2-1 to end the regular season. They finished the regular season with an 87-75 record overall and had a road record of 46-35. This is the series opener of a best 2 out of 3 game series with the Yankees on Tuesday for the American League Wild Card Series. Their offense ranks 19th in the MLB with a .716 OPS. Tanner Houck was their starting pitcher on Sunday while Payton Tolle is making his start in this game on Tuesday. He is 9-6 with a 3.03 ERA this season. His team won 4 of their last 5 games this season with him making an appearance. In his last MLB start, he allowed 2 ER, 0 HR, and 2 BB with 5 Ks on 8 hits through 5.2 IP against the Cleveland Guardians.

The Yankees are entering this series off a win and split their 2-game series against the Baltimore Orioles 1-1 in their final series of the regular season. They finished the regular season with a 93-68 record overall and had a home record of 46-34. This is the 1st game of a best 2 out of 3 game series with the Red Sox on Tuesday for the ALWC. Their offense ranks 11th in the MLB with a .720 OPS. Ryan Yarbrough was their starting pitcher on Sunday while Cam Schlittler is making his start in this game on Tuesday. He is 14-6 with a 1.95 ERA this season. His team won 6 of their last 7 games this season with him making an appearance. In his last MLB start, he allowed 1 earned run, 0 homers, and 2 BB with 5 strikeouts on 3 hits through 3 innings played against the Tampa Bay Rays.

The current betting odds have the Yankees listed as a favorite in this game according to Draftkings Sportsbook. The Yankees have looked great in their games this season with their 93-68 record overall which had them right near the top of the AL East. They have looked good in their own ballpark too with their 46-34 home record this season. Meanwhile, the Red Sox have looked good in their games this season with their 87-75 record overall which had them right in the middle of the AL East. They have been a good road team too with their 46-35 road record this year. Neither team finished the regular season hot, both going 5-5 in their last 10 games respectively, but the Yankees are going to have the better pitching matchup here and they can take advantage of that. The Yankees are going with Schlittler in this one and he has looked great this season. He is 14-6 with a 1.95 ERA and he has been their ace this year. He is coming off another great start giving up 1 earned run which has been a common theme for him all season and the team has been having a ton of success with him lately too, winning 6 of their last 7 games with him starting. Tolle is on the mound for the Red Sox in this one and he has looked good this season too. He is 9-6 with a 3.03 ERA and the team has been having success with him lately. They have won 4 of their last 5 games with him starting and he only gave up 2 earned runs in his last start too. The Yankees are going to have the edge here with one of the best starters in the league on the mound, but the Yankees also have a great bullpen to help him out. The Red Sox do have a good bullpen themselves, but the Yankees also have the better offense to lean on and should edge the Red Sox out at home in this 1st game. The best way to place a bet here is on the Yankees to win this game. 

Red Sox Yankees Prediction:  Our MLB Pick for Tuesday, September 29, 2026 (8:00 pm ET start time) is Yankees 3 Red Sox 1.

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Boston Red Sox: 132-115 (+20.5 units) on the moneyline in road games. 84-92 (+11.1 units) on the moneyline as an underdog of +100 or higher. 82-76 (+5.6 units) on the moneyline against division opponents. 33-18 UNDER against division opponents.

New York Yankees: 291-214 (-12.6 units) on the moneyline in all games. 147-107 (-23 units) on the moneyline in home games. 244-168 (-20 units) on the moneyline as a favorite of -110 or higher. 31-22 UNDER after 3 or more consecutive home games.

Boston Red Sox:  M. Gasper (DH) Ten Day IL - Biceps. T. Guerrero (RP) Fifteen Day IL - Shoulder. E. White (CF) Sixty Day IL - Foot. A. Seigler (2B) Ten Day IL - Wrist. E. Rivera (SP) Sixty Day IL - Back. J. Slaten (RP) Fifteen Day IL - Elbow. M. Yoshida (DH) Ten Day IL - Hamstring. C. Mead (3B) Ten Day IL - Hand. Z. Kelly (RP) Sixty Day IL - Elbow. G. Crochet (SP) Sixty Day IL - Shoulder. K. Crawford (SP) Sixty Day IL - Wrist. T. Casas (1B) Sixty Day IL - Knee. J. Oviedo (SP) Sixty Day IL - Elbow.

New York Yankees:  F. Cruz (RP) Sixty Day IL - Elbow. C. Schmidt (SP) Fifteen Day IL - Biceps. A. Judge (RF) Ten Day IL - Leg. T. Grisham (CF) Ten Day IL - Hamstring. K. Castro (RP) Sixty Day IL - Elbow. G. Stanton (DH) Sixty Day IL - Calf. R. Weathers (SP) Fifteen Day IL - Forearm.

“Just felt like with his power stuff, that that was the best choice for Game 1.” - Chad Tracy on Payton Tolle starting in game 1 of the AL Wild Card Series.

“We love his makeup. He's obviously super talented and really skilled, but he's also really tough and able to focus. It seems like the bigger the game, the better he seems to be.” - Aaron Boone on Cam Schlittler starting in game 1 of the ALWC.

Roman Anthony (L) LF

Adley Rutschman (S) C

Willson Contreras (R) DH

Wilyer Abreu (L) RF

Ceddanne Rafaela (R) CF

Nick Sogard (S) 2B

Caleb Durbin (R) 3B

Trevor Story (R) SS

Andruw Monasterio (R) 1B

Ben Rice (L) DH

Cody Bellinger (L) LF

Heliot Ramos (R) RF

Luis García Jr. (L) 1B

Spencer Jones (L) CF

Jazz Chisholm Jr. (L) 2B

Anthony Volpe (R) SS

Austin Wells (L) C

Ryan McMahon (L) 3B

Batting Average:  Jake Rogers (.500)

Hits:  Ceddanne Rafaela (153)

Home Runs:  Willson Contreras (27)

RBI:  Willson Contreras (81)

Stolen Bases:  Jarren Duran (21)

Wins:  Sonny Gray (18)

Saves:  Aroldis Chapman (35)

ERA:  Wyatt Olds (1.15)

Batting Average:  Luis García (.264)

Hits:  Ben Rice (151)

Home Runs:  Ben Rice (41)

RBI:  Ben Rice (97)

Stolen Bases:  Jazz Chisholm (41)

Wins:  Cam Schlittler (14)

Saves:  David Bednar (35)

ERA:  Clarke Schmidt (0.00)

Managers:

Boston Red Sox: Chad Tracy (Interim)

New York Yankees: Aaron Boone (9th season)