Matthew Singer

Joined: May 29, 2026

Matthew Singer is a contributor for White Sox on SI. Before joining SI in 2026, he worked for Heavy as an MLB contributor and Cubs on SI. Singer has a master's degree in sports journalism from the Walter Cronkite School of Journalism and Mass Communication at Arizona State University. He loves sports more than anything in the world.

Aug 14, 2026; Detroit, Michigan, USA; Chicago White Sox designated hitter Andrew Benintendi (23) celebrates in the dugout after scoring a run against the Detroit Tigers in the fourth inning at Comerica Park. Mandatory Credit: Lon Horwedel-Imagn Images

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After a disappointing loss to the Cleveland Guardians on Thursday, the Chicago White Sox are faced with a do-or-die elimination game in Cleveland. The winner of this game will face the Tampa Bay Rays in the American League Championship Series.

Oct 8, 2026; Chicago, Illinois, USA; Chicago White Sox pitcher Grant Taylor (31) walks off the field during the sixth inning against the Cleveland Guardians in game four of the ALDS for the 2026 MLB Playoffs at Rate Field. Mandatory Credit: Matt Marton-Imagn Images

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The White Sox' pitching staff is absolutely gassed, and they have to remember that going into Game 5.

Oct 8, 2026; Chicago, Illinois, USA; Chicago White Sox pitcher Grant Taylor (31) throws a pitch during the sixth inning against the Cleveland Guardians in game four of the ALDS for the 2026 MLB Playoffs at Rate Field. Mandatory Credit: Matt Marton-Imagn Images

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This was yet another demoralizing loss for Chicago in front of their home crowd.

Oct 5, 2026; Cleveland, Ohio, USA; Chicago White Sox designated hitter Tommy Pham (21) reacts after flying out in the sixth inning against the Cleveland Guardians in game two of the ALDS for the 2026 MLB Playoffs at Progressive Field. Mandatory Credit: David Dermer-Imagn Images

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This is a must-win game for Chicago, who doesn't want to face a do-or-die situation back on the road.

Sep 29, 2026; Houston, Texas, USA; Chicago White Sox pitcher Munetaka Murakami (35) practices before game one of the Wildcard round for the 2026 MLB Playoffs at Daikin Park. Mandatory Credit: Troy Taormina-Imagn Images

News

The Chicago White Sox lost Game 3 of the American League Division Series on Wednesday to the Cleveland Guardians in what was a horribly executed game. Against Cleveland's bullpen, the White Sox struck out an astounding 19 times.

Oct 7, 2026; Chicago, Illinois, USA; Chicago White Sox pitcher Bryan Hudson (60) throws a pitch during the third inning against the Cleveland Guardians in game three of the ALDS for the 2026 MLB Playoffs at Rate Field. Mandatory Credit: David Banks-Imagn Images

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After a come-from-behind victory in Game 2 against the Cleveland Guardians, the Chicago White Sox couldn't find that same magic, losing 9-3.

Jul 12, 2026; Chicago, Illinois, USA; Chicago White Sox left fielder Sam Antonacci (17) celebrates in the dugout after hitting a home run during the first inning against the Athletics at Rate Field. Mandatory Credit: Matt Marton-Imagn Images

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The Chicago White Sox are going with a somewhat unconventional lineup for their series-clinching opportunity.

Winston-Salem’s Caleb Bonemer rounds third base after hitting a home run during their game versus the Hudson Valley Renegades on May 5, 2026.

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These top White Sox prospects are looking to potentially crack the major league roster in 2027.

Oct 3, 2026; Cleveland, Ohio, USA; Chicago White Sox pitcher Hagen Smith (32) walks off the field after a strikeout to end the second inning against the Cleveland Guardians in game one of the ALDS for the 2026 MLB Playoffs at Progressive Field. Mandatory Credit: David Richard-Imagn Images

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The Chicago White Sox are entering virtually uncharted territory by getting one game closer to an American League Championship Series just two years after losing 121 games.

Oct 5, 2026; Cleveland, Ohio, USA; Chicago White Sox pitcher Sean Newcomb (15) reacts after making a throwing error that gave up two runs against the Cleveland Guardians in game two of the ALDS for the 2026 MLB Playoffs at Progressive Field. Mandatory Credit: David Dermer-Imagn Images

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This is yet another bold but calculated move by manager Will Venable for the White Sox biggest game in years.

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The Chicago White Sox have Braden Montgomery to thank for their fourth straight playoff victory.

Oct 3, 2026; Cleveland, Ohio, USA; Chicago White Sox pitcher Anthony Kay (18) looks on after the fifth inning against the Cleveland Guardians in game one of the ALDS for the 2026 MLB Playoffs at Progressive Field. Mandatory Credit: David Richard-Imagn Images

Schedule

This game could very well decide if the White Sox will make it to the ALCS.

Matthew Singer

Joined: May 29, 2026

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3 Internal Candidates to Solve One of the White Sox' Biggest Problems

Every White Sox Player Set to Hit Free Agency This Offseason

Takeaways After White Sox Face Brutal and Historic ALDS Loss to Guardians

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White Sox vs. Guardians Lineup (ALDS Game 5): Win or Go Home, No Braden Montgomery?

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One Mistake the White Sox Can't Afford to Make With Their Season on the Line

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Takeaways After White Sox Fail to Clinch at Home, Set Up Do-or-Die ALDS Game 5

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White Sox ALDS Lineup (Game 4): Last Chance to Clinch at Home, Tommy Pham Starts? More

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The One Adjustment the White Sox Must Make Before ALDS Game 4

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Takeaways After White Sox Record 19 Ks as Guardians Steal Game 3

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White Sox ALDS Lineup (Game 3): Time to Clinch, Grichuk Starts? Antonacci at DH?

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What is Working Most for the Chicago White Sox This Postseason?

White Sox Name ALDS Game 3 Starter – Is Another Bullpen Game the Right Call?

Takeaways After White Sox Move One Win Out From ALCS with Comeback Win

White Sox ALDS Lineup [Game 2]: Benintendi and Peters Back, Kay Set to Open, More