Volpe Sparks Yankees Comeback, Caballero's Daring Walk-off Seals Playoff Berth - Pinstripes Nation
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Home News Aaron Judge

Volpe sparks Yankees comeback, Caballero’s daring walk-off seals playoff berth

Sara Molnick by Sara Molnick
September 24, 2025
in Aaron Judge, Anthony Volpe, Cody Bellinger, Jose Caballero, Luis Gil, News
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New York Yankees’ Trent Grisham celebrates with teammates after hitting a walk-off RBI single during the ninth inning of a baseball game against the Chicago White Sox Tuesday, Sept. 23, 2025, in New York.

AP Photo/Frank Franklin II

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NEW YORK — The New York Yankees clinched a playoff berth with a 3-2 walk-off win over the Chicago White Sox on Tuesday night at Yankee Stadium.

José Caballero drove in the winning run with a single in the ninth inning. The hit capped a comeback that secured the Yankees’ eighth postseason berth in nine years.

Anthony Volpe tied the game earlier in the inning. He scored from third base on a wild pitch with two outs. Caballero then battled through a nine-pitch at-bat before sending Aaron Judge home with the decisive run.

A WILD PITCH WALK TO BELLI AND VOLPE SCORES pic.twitter.com/Oa92mXg2wA

— Talkin' Yanks (@TalkinYanks) September 24, 2025

The Yankees trailed 2-1 entering the ninth against reliever Brandon Eisert. Volpe and Austin Wells singled to start the inning. A double play slowed the rally, but Judge was walked intentionally to load the bases.

With Cody Bellinger at the plate, Eisert’s pitch got away. Volpe slid home to even the score at 2-2 as 38,318 fans erupted.

“I tell the guys all the time: The good guys always win in the end,” Judge said. “There’s going to be some good times and bad times throughout this drive, but in the end, we’re going to pull it out.”

Caballero’s clutch hit caps remarkable at-bat

New York Yankees’ José Caballero follows through on a walk-off RBI single during the ninth inning of a baseball game against the Chicago White Sox Tuesday, Sept. 23, 2025, in New York.
AP Photo/Frank Franklin II

Judge advanced to second base on the wild pitch. Caballero fouled off five pitches before making contact with a sweeper. His flare dropped in front of center fielder Michael A. Taylor, and Judge crossed the plate for the win.

POSTSEASON CLINCHED! THE YANKEES WALK IT OFF!#RepBX #Yankees pic.twitter.com/TP4ktglh22

— Pinstripes Nation (@pinstripesnat) September 24, 2025

“I gotta get the job done,” Caballero said. “That’s the only thing I was thinking of.”

Caballero, acquired at the trade deadline, has added versatility and delivered in pressure moments for New York. His walk-off reinforced his role as a key late-season addition.

Early deficit tests Yankees’ resilience

Luis Gil started for the Yankees and held Chicago scoreless for five innings. The right-hander relied on his fastball and slider to keep hitters off balance.

Wells doubled home a run in the second inning to give New York a 1-0 lead. Gil carried that advantage until the sixth.

Colson Montgomery turned the game with a two-run homer off Gil. The blast followed an outfield misplay that allowed an extra runner, giving the White Sox a 2-1 edge.

Postseason picture comes into focus

postseason-clinched-new-york-yankees
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The win improved the Yankees to 89-68. They remain atop the American League wild-card race and trail Toronto by one game in the AL East.

The Blue Jays own the head-to-head tiebreaker, but New York is not out of the division race with five games left.

October Baseball. Coming to the Bronx. #RepBX pic.twitter.com/qhxD5oye6l

— Pinstripes Nation (@pinstripesnat) September 24, 2025

“Our ultimate goal is to win our division,” Judge said. “It’s still right there for us.”

Manager Aaron Boone praised his team’s surge since mid-August. The Yankees have gone 27-12 since Aug. 11, the best record in baseball during that stretch.

“I think we’re a really good club,” Boone said. “It doesn’t guarantee anything, but I’ll certainly take our chances up against anyone.”

Championship expectations drive Yankees forward

Players celebrated in the clubhouse with champagne, but the tone was measured. The team emphasized that bigger goals remain.

“We want to win the division. This isn’t it for us,” Jazz Chisholm Jr. said. “This is only a small step. Step two is winning the division, and step three is winning the World Series.”

The Yankees extended their record with a 60th postseason appearance. The Dodgers are second in MLB with 39.

Caballero, wearing the team’s championship belt, summed up the mindset.

“We’re going for everything, man,” he said. “We’re going for the trophy.”

New York will finish the season with three more games against the White Sox and a weekend set in Baltimore. With their postseason spot secured, the Yankees now chase playoff positioning.

What do you think? Leave your comment below.

Tags: aaron judgeAL Wild Cardanthony volpejazz chisholm jrJosé Caballeroluis gilMLB playoffsToronto Blue Jayswhite soxyankees
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Sara Molnick

Sara Molnick

A digital technocrat-turned-baseball buff, Sara is an ardent follower of the New York Yankees. Born and brought up in New York City, she is a regular to games since she was a kid. Despite working as media strategist, baseball is her first love. She has been covering baseball games in the city as well as MLB and MiLB games involving the Yankees, the Mets, and their minor affiliates as a freelancer for different web and media publications. She works as a lead author for the Yankees-centered PinstripesNation since its very inception.

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