Boston Red Sox vs New York Yankees Prediction, Preview and Odds - 09/30/2026

Game Time: 8:00 pm ET, Wednesday, September 30, 2026

Venue:  Yankee Stadium, Bronx, NY

Where to Watch:  NBC

DraftKings:  Moneyline odds:  Red Sox +120, Yankees -144; 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)

Do not miss out on our expert handicapper analysis! Tom Stryker is on a HOT STREAK in MLB on a 28-13 MLB RUN for +$12,540 PROFIT! Make sure you check out his picks and many more from the expert handicappers featured in the Shop Picks section.

Boston Red Sox:  4-6 last 10

New York Yankees:  6-4 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 2nd game of a best 2 out of 3 game series with the Yankees on Wednesday for the American League Wild Card Series. The Red Sox lost game 1 of this series on Tuesday. Their offense ranks 19th in the MLB with a .716 OPS. Payton Tolle was their starting pitcher on Tuesday while Sonny Gray is making his start in this game on Wednesday. He is 18-5 with a 2.72 ERA this season. His team won their last 2 straight games this season with him making an appearance. In his last MLB start, he allowed 0 ER, 0 HR, and 1 BB with 3 Ks on 4 hits through 6 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 2nd game of a best 2 out of 3 game series with the Red Sox on Wednesday for the ALWC. The Yankees won the 1st game of this series on Tuesday. Their offense ranks 11th in the MLB with a .720 OPS. Cam Schlittler was their starting pitcher on Tuesday while Max Fried is making his start in this game on Wednesday. He is 5-5 with a 2.80 ERA this season. His team won 2 of their last 3 games this season with him making an appearance. In his last MLB start, he allowed 4 earned runs, 0 homers, and 2 BB with 4 strikeouts on 6 hits through 6.2 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. The Yankees have a 1-0 series lead after winning game 1 of this series by a score of 9-0. They are now 6-4 in their last 10 games while the Red Sox are 4-6 in their last 10 games and the momentum in this series is with the Yankees now. The Yankees are going with Fried in this one and he has looked great this season. He is 5-5 with a 2.80 ERA and he hasn't been giving up many runs all year. He did give up 4 earned runs in his last start, but that hasn't been a common theme for him lately and the team has won 2 of their last 3 games with him starting too. The Red Sox are going with Gray in this one and he has looked great this season too. He is 18-5 with a 2.72 ERA and he hasn't been giving up many runs lately either. He gave up no runs in his last start which has been a common theme for him and the team has won 2 games in a row now with him starting. The Red Sox haven't had a great offense this season though and they haven't been putting up runs lately while the Yankees have been getting really hot lately and can take advantage of this pitching matchup with the momentum in this series on their side. Look for the Yankees to close out this series with the home advantage. The best way to place a bet here is on the Yankees to win this game. 

Red Sox Yankees Prediction:  Our MLB Pick for Wednesday, September 30, 2026 (8:00 pm ET start time) is Yankees 5 Red Sox 2.

Don't miss our champion handicappers free picks, best bets, and expert baseball picks today.  And if you enjoyed this Boston Red Sox New York Yankees prediction, be sure to drop by every day for our daily MLB projections and previews.

Boston Red Sox: 132-116 (+19.5 units) on the moneyline in road games. 84-93 (+10.1 units) on the moneyline as an underdog of +100 or higher. 82-77 (+4.6 units) on the moneyline against division opponents. 33-19 UNDER against division opponents.

New York Yankees: 292-214 (-11.6 units) on the moneyline in all games. 148-107 (-22 units) on the moneyline in home games. 245-168 (-19 units) on the moneyline as a favorite of -110 or higher. 31-23 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) Sixty Day IL - Elbow. M. Yoshida (DH) Ten Day IL - Hamstring. C. Mead (3B) Ten Day IL - Hand. Z. Kelly (RP) Sixty Day IL - Elbow. 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. K. Castro (RP) Sixty Day IL - Elbow. R. Weathers (SP) Fifteen Day IL - Forearm.

“Cam was obviously awfully good. The fastball shapes are well-documented. He's throwing hard. He also had a good curveball today that you know it's there, but he used it a little bit more often. He landed it if he wanted to for strikes. He was able to get it beneath for swing and miss. We weren't able to do much with him.” - Chad Tracy after his team’s loss against the Yankees in game 1 of this series on Tuesday.

“It’s one win, so we’ve got the blinders on. But it’s a confident group, knowing that if we play our game, we can beat anyone.” - Aaron Boone after his team’s win against the Red Sox in the 1st game of this series on Tuesday.

Roman Anthony (L) DH

Adley Rutschman (S) C

Willson Contreras (R) 1B

Wilyer Abreu (L) RF

Ceddanne Rafaela (R) CF

Nick Sogard (S) 2B

Jarren Duran (L) LF

Trevor Story (R) SS

Caleb Durbin (R) 3B

Paul Goldschmidt (R) 1B

Ben Rice (L) DH

Heliot Ramos (R) RF

Cody Bellinger (L) LF

George Lombard Jr. (R) SS

Amed Rosario (R) 3B

Anthony Volpe (R) 2B

Spencer Jones (L) CF

Austin Wells (L) C

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)