Andrew Benintendi

File:Benintendi Dick Howser Trophy presentation (19771896562).jpg in 2015]]

Benintendi attended Madeira High School, in Madeira, Ohio. Playing for the school's baseball team, he batted .564 with 12 home runs, 57 runs batted in (RBIs), and 38 stolen bases for the Mustangs baseball team in his senior year. Benintendi was the ABCA/Rawlings National High School Player of the Year and Ohio Gatorade Baseball Player of the Year.{{Cite web |date=June 22, 2013 |title=Arkansas Baseball Signee Named Player Of The Year |url=http://arkansasnews.com/blog/robbies-hog-blog/arkansas-baseball-signee-named-player-year.html |url-status=dead |archive-url=https://web.archive.org/web/20130702181059/http://arkansasnews.com/blog/robbies-hog-blog/arkansas-baseball-signee-named-player-year.html |archive-date=July 2, 2013 |access-date=June 17, 2015 |website=Arkansas News}} He finished his high school career with an Ohio-record 199 career runs scored.{{Cite web |date=May 15, 2015 |title=30 Years of Honoring The Future: Former POY Andrew Benintendi on a major power surge |url=http://usatodayhss.com/2015/30-years-of-honoring-the-future-former-gatorade-poy-andrew-benintendi-on-a-major-power-surge |access-date=June 17, 2015 |website=USA Today High School Sports}}{{Cite web |last=Baum |first=Adam |date=April 18, 2015 |title=Madeira grad Benintendi's blazing, leads NCAA in HRs |url=http://www.cincinnati.com/story/sports/high-school/ohio-high-school/2015/04/18/madeira-grad-benintendi-blazing/25981499/ |access-date=June 17, 2015 |website=Cincinnati.com}} He also played high school basketball, earning 2011–12 Cincinnati Enquirer Division III Co-Player of the Year honors and setting school records in career points (1,753) and season points (638), career three-pointers (180), and points per game in a season (25.5).{{Cite web |title=Andrew Benintendi Stats, Fantasy & News |url=https://www.mlb.com/player/andrew-benintendi-643217 |website=Boston Red Sox}}

The Cincinnati Reds selected Benintendi in the 31st round of the 2013 Major League Baseball (MLB) draft,{{Cite web |date=June 8, 2013 |title=Reds select Madeira's Andrew Benintendi in MLB draft |url=http://archive.cincinnati.com/article/20130608/spt030101/306080072/Reds-select-Madeira-s-Andrew-Benintendi-MLB-draft |url-status=dead |archive-url=https://web.archive.org/web/20151006230535/http://archive.cincinnati.com/article/20130608/SPT030101/306080072/Reds-select-Madeira-s-Andrew-Benintendi-MLB-draft |archive-date=October 6, 2015 |access-date=July 28, 2022 |website=Cincinnati.com}} but he did not sign with the Reds. He enrolled at the University of Arkansas to play college baseball for the Arkansas Razorbacks baseball team. As a true freshman, he played in 61 games, with 60 starts and hit .276/.368/.333 with one home run and 27 RBIs.{{Cite news |last=Allen |first=Nate |date=May 5, 2015 |title=Weights, change of stance pay off for Benintendi |url=https://www.newspapers.com/article/baxter-bulletin-weights-change-of-stanc/169844880/ |work=The Baxter Bulletin |pages=B4, [https://www.newspapers.com/article/baxter-bulletin-weights-change-of-stanc/169844898/ B5] |via=Newspapers.com}}{{Cite news |last=Holt |first=Bob |date=April 10, 2015 |title=Beefed-up Benintendi gives Hogs more bang |url=http://www.nwaonline.com/news/2015/apr/10/beefed-up-benintendi-gives-hogs-more-ba/?news-arkansas-nwa |access-date=June 17, 2015 |work=Arkansas Online}}{{Cite web |date=May 6, 2015 |title=Hot Springs Sentinel Record – Benintendi blasting off for Arkansas |url=http://www.hotsr.com/news/2015/may/06/benintendi-blasting-off-for-arkansas-20/ |access-date=June 17, 2015 |website=Hotsr.com}}

In 2015, his junior year, Benintendi led the Southeastern Conference (SEC) in batting average (.380), home runs (19), on-base percentage (.489), slugging percentage (.715), and walks (47). He was named the SEC Player of the Year.{{Cite press release |title=SEC Baseball Awards |date=May 28, 2015 |publisher=Southeastern Conference |url=http://www.secsports.com/article/12908260/sec-baseball-awards.html |access-date=May 19, 2015}} He also won the Baseball America College Player of the Year Award,{{Cite web |last=Dyer, Mike |date=June 11, 2015 |title=Andrew Benintendi named Baseball America National Player of the Year |url=http://www.cincinnati.com/story/recruiting-blog/2015/06/11/andrew-benintendi-named-baseball-america-national-player-of-the-year/71068746/ |access-date=June 12, 2015 |website=The Cincinnati Enquirer}} the Dick Howser Trophy,{{Cite web |last=Kruth |first=Cash |date=June 12, 2015 |title=Red Sox pick Benintendi wins Howser Trophy |url=https://www.mlb.com/news/red-sox-pick-benintendi-wins-howser-trophy/c-130195252 |url-status=live |archive-url=https://web.archive.org/web/20170906005416/http://m.mlb.com/news/article/130195252/red-sox-pick-benintendi-wins-howser-trophy/ |archive-date=September 6, 2017 |website=MLB.com}} and the Golden Spikes Award.{{Cite web |last=Jones, Matt |date=June 23, 2015 |title=Benintendi wins Golden Spikes Award |url=http://www.arkansasonline.com/news/2015/jun/23/benintendi-wins-golden-spikes-award/?breaking |access-date=August 14, 2015 |website=Arkansas Online}}

The Boston Red Sox chose Benintendi with the seventh overall selection in the 2015 MLB draft.{{Cite web |last=Speier |first=Alex |date=June 9, 2015 |title=Red Sox draft Arkansas OF Andrew Benintendi seventh overall |url=https://www.bostonglobe.com/sports/2015/06/08/red-sox-draft-arkansas-andrew-benintendi-seventh-overall/dsib8J6M7Zk5um6yHC3gOK/story.html |access-date=August 14, 2015 |website=The Boston Globe}} He signed with the Red Sox, receiving a $3.6 million signing bonus.{{Cite web |last=Willis, David |date=August 12, 2015 |title=Red Sox first round pick Benintendi showing why he dominated college baseball world |url=http://www.gloucestertimes.com/sports/red-sox-first-round-pick-benintendi-showing-why-he-dominated/article_f1f3731f-d5e6-51e6-9fb8-580b44a15621.html |access-date=August 14, 2015 |website=Gloucester Daily Times}} Benintendi made his professional debut with the Lowell Spinners of the Class A-Short Season New York–Penn League.{{Cite web |last=McCaffrey |first=Jen |date=August 11, 2015 |title=Boston Red Sox prospects: Andrew Benintendi impressing at Class A Short-Season Lowell |url=http://www.masslive.com/redsox/index.ssf/2015/08/boston_red_sox_prospects_andre.html |access-date=August 14, 2015 |website=masslive.com}} Andrew finished the 2015 season playing 19 games for the Class A Greenville Drive going 26/74 (.351) and posting an OPS of 1.011. He began the 2016 season with the Salem Red Sox of the Class A-Advanced Carolina League and received a promotion to the Portland Sea Dogs of the Double-A Eastern League on May 15.{{Cite web |last=Peng |first=Michael |date=May 15, 2016 |title=Red Sox promote Benintendi to Double-A: MLB.com's No. 22 overall prospect put together 23-game hit streak |url=https://www.milb.com/news/gcs-178385768 |access-date=May 16, 2016 |website=Minor League Baseball}}

The Red Sox promoted Benintendi to the major leagues on August 2, 2016, straight from Double-A, only 421 days after being selected in the draft.{{Cite web |last=Wilbur |first=Eric |date=August 2, 2016 |title=Here comes Andrew Benintendi, stamped with 'rush delivery' to the Red Sox |url=http://www.boston.com/sports/boston-red-sox/2016/08/02/comes-andrew-benintendi-stamped-rush-delivery-red-sox |access-date=August 4, 2016 |website=Boston.com}} He made his major league debut on August 2, against the Seattle Mariners as a pinch hitter, and recorded his first major league hit off of Hisashi Iwakuma on August 3.{{Cite web |title=Boston Red Sox vs Seattle Mariners Box Score: August 3, 2016 |url=https://www.baseball-reference.com/boxes/SEA/SEA201608030.shtml |access-date=May 21, 2023 |website=Baseball Reference |language=en}} Benintendi recorded both his first major league triple and home run against the Detroit Tigers on August 21 in a 10–5 loss.{{Cite web |title=Red Sox 5-10 Tigers (Aug 21, 2016) Box Score |url=https://www.espn.com/mlb/boxscore/_/gameId/360821106 |access-date=May 21, 2023 |website=ESPN.com |language=en}}

On October 6, in Game 1 of the 2016 ALDS against the Cleveland Indians, Benintendi hit a home run in his first postseason at bat, off of Indians' pitcher Trevor Bauer. With the feat, Benintendi became the youngest Red Sox player to hit a home run in a postseason game.{{Cite web |last=Hartwell |first=Darren |date=October 6, 2016 |title=Watch Andrew Benintendi Hit Huge Homer In His First Postseason At-Bat |url=http://nesn.com/2016/10/watch-andrew-benintendi-hit-huge-homer-in-his-first-postseason-at-bat/ |access-date=June 2, 2017 |website=NESN.com}} However, the Indians won the game by a score of 5–4 and swept the series in three games. Benintendi ended the 2016 season with a .295 batting average, 31 hits, 14 RBIs, two home runs, and one stolen base in 34 games played.{{Cite web |title=Andrew Benintendi 2016 Batting Game Logs |url=https://www.baseball-reference.com/players/gl.fcgi?id=beninan01&t=b&year=2016 |access-date=May 21, 2023 |website=Baseball Reference |language=en}}

Benintendi started 2017 on the Red Sox' Opening Day roster, batting second as Boston defeated the Pittsburgh Pirates by a score of 5–3.{{Cite web |last=Corcoran |first=Cliff |date=April 2, 2017 |title=Breaking down the Red Sox' Opening Day roster |url=https://www.boston.com/sports/boston-red-sox/2017/04/02/breaking-down-red-sox-opening-day-roster |access-date=June 16, 2017}}{{Cite web |last=Dillon |first=Kevin |date=April 3, 2017 |title=Boston Red Sox Opening Day 2017: Complete coverage from Monday's win over the Pittsburgh Pirates |url=http://www.masslive.com/redsox/index.ssf/2017/04/boston_red_sox_opening_day_201_2.html |access-date=June 16, 2017}} On July 4, against the Texas Rangers, Benintendi went 5-for-5 with 6 RBIs, two home runs, and a double in the 11–4 victory.{{Cite web |title=Boston Red Sox vs Texas Rangers Box Score: July 4, 2017 |url=https://www.baseball-reference.com/boxes/TEX/TEX201707040.shtml |access-date=May 21, 2023 |website=Baseball Reference |language=en}} He finished second in the American League Rookie of the Year voting, despite receiving no first-place votes due to Aaron Judge winning unanimously.{{Cite web |last=Axisa |first=Mike |date=November 13, 2017 |title=MLB Awards: Aaron Judge unanimously named 2017 AL Rookie of the Year |url=https://www.cbssports.com/mlb/news/mlb-awards-aaron-judge-unanimously-named-2017-al-rookie-of-the-year/ |access-date=January 30, 2018 |website=CBSSports.com |language=en}} Overall, during the 2017 Red Sox regular season, Benintendi batted .271 with 20 home runs, 90 RBIs and 20 stolen bases in 151 games played.{{Cite web |title=Andrew Benintendi 2017 Batting Game Logs |url=https://www.baseball-reference.com/players/gl.fcgi?id=beninan01&t=b&year=2017 |access-date=May 21, 2023 |website=Baseball Reference |language=en}} In the ALDS against the eventual World Series champions, the Houston Astros, he batted .250 (4-for-16) with a home run and two RBIs in four games.{{Cite web |title=2017 AL Division Series - Houston Astros over Boston Red Sox (3-1) |url=https://www.baseball-reference.com/postseason/2017_ALDS2.shtml |access-date=May 21, 2023 |website=Baseball Reference |language=en}}

Through the first half of the 2018 season, he was the team's regular left fielder, usually batting second, behind Mookie Betts. On July 8, Benintendi was named as a candidate in the American League's All-Star Final Vote for a spot in the 2018 MLB All-Star Game.{{Cite news |date=July 8, 2018 |title=Andrew Benintendi Makes Ballot For All-Star Final Vote |url=https://boston.cbslocal.com/2018/07/08/all-star-roster-red-sox-andrew-benintendi-final-vote/ |access-date=July 9, 2018 |work=WBZ-TV}} At that time, Benintendi had a slash line of .293/.379/.515 with 14 home runs and 55 RBIs. Instead, fans voted in Jean Segura of the Seattle Mariners.{{Cite news |last=Adler |first=David |date=July 11, 2018 |title=Segura, Aguilar win MLB Final Vote |url=https://www.mlb.com/news/jean-segura-jesus-aguilar-win-mlb-final-vote/c-285357362 |access-date=July 11, 2018 |work=MLB.com}}

For the season Benintendi appeared in 148 games hitting .290 with 41 doubles, 103 runs scored, 16 home runs, 87 RBIs, and stealing 21 bases.

In the MLB playoffs, Benintendi recorded the final outs to seal victories for the Red Sox in Games 4 and 5 of the American League Championship Series, the first of the two a diving effort to prevent a bases-loaded hit in a two-run game.{{Cite news |date=October 19, 2018 |title=Andrew Benintendi makes final out of ALCS for Red Sox, heads to his first World Series |url=https://www.cincinnati.com/story/sports/high-school/ohio-high-school/2018/10/19/andrew-benintendi-boston-red-sox-head-2018-world-series/1692555002/ |access-date=October 19, 2018 |work=Cincinnati.com |language=en}} The Red Sox won the World Series over the Los Angeles Dodgers, giving Benintendi a championship title.{{Cite web |last=Castrovince |first=Anthony |date=October 28, 2018 |title=Boston Red Sox win 2018 World Series. |url=https://www.mlb.com/news/red-sox-win-2018-world-series-title/c-299876586 |access-date=October 29, 2018 |website=MLB.com}} In the World Series, Benintendi had four hits in Game 1 and hit .333 in series.{{Cite web |title=2018 World Series Game 1, Los Angeles Dodgers vs Boston Red Sox: October 23, 2018 |url=https://www.baseball-reference.com/boxes/BOS/BOS201810230.shtml |access-date=May 21, 2023 |website=Baseball Reference |language=en}}{{Cite web |title=2018 World Series - Boston Red Sox over Los Angeles Dodgers (4-1) |url=https://www.baseball-reference.com/postseason/2018_WS.shtml |access-date=May 21, 2023 |website=Baseball Reference |language=en}}

Benintendi began the 2019 season as Boston's regular left fielder. Manager Alex Cora initially made him the team's leadoff hitter,{{Cite news |last=Walker |first=Ben |date=December 11, 2018 |title=Red Sox moving Mookie Betts from leadoff to second slot |url=https://www.boston.com/sports/boston-red-sox/2018/12/11/red-sox-al-mvp-mookie-betts-second-slot-hit |access-date=December 12, 2018 |work=Boston.com |agency=Associated Press}} until the start of June when Cora moved Benintendi to second in the order, with Mookie Betts batting first, as was the team's usual order in 2018.{{Cite news |last=Mastrodonato |first=Jason |date=June 2, 2019 |title=Cora: Mookie Betts to lead off for Red Sox for 'rest of the season' |url=https://www.bostonherald.com/2019/06/01/cora-mookie-betts-to-lead-off-for-red-sox-for-rest-of-the-season/ |access-date=June 2, 2019 |work=Boston Herald}} On June 11, Benintendi was ejected for the first time in his MLB career for a comment he made about home plate umpire Ángel Hernández that was heard by first base umpire Vic Carapazza.{{Cite news |last=Princiotti |first=Nora |date=June 11, 2019 |title=Red Sox fall to Rangers |url=https://www.bostonglobe.com/sports/redsox/2019/06/11/redsox/O4J7K49khCibmv8lnwhzKI/story.html |url-access=limited |access-date=June 12, 2019 |work=The Boston Globe}} For the season, Benintendi appeared in 138 games, batting .266 with 40 doubles, 13 home runs and 68 RBIs.{{Cite web |title=Andrew Benintendi 2019 Batting Game Logs |url=https://www.baseball-reference.com/players/gl.fcgi?id=beninan01&t=b&year=2019 |access-date=May 21, 2023 |website=Baseball Reference |language=en}}

On February 8, 2020, the Red Sox announced signing Benintendi to a two-year contract worth $10 million, avoiding arbitration.{{Cite news |last=Smith |first=Christopher |date=February 8, 2020 |title=Andrew Benintendi, Boston Red Sox agree to two-year contract, avoid arbitration hearing |url=https://www.masslive.com/redsox/2020/02/andrew-benintendi-boston-red-sox-agree-to-two-year-contract-avoid-arbitration-hearing.html |access-date=February 8, 2020 |work=masslive.com}} On July 29, he recorded the 500th hit of his major league career, a ground rule double off of New York Mets pitcher Jeurys Familia.{{Cite news |last=Penney |first=Sean |date=July 30, 2020 |title=Red Sox outfielder Andrew Benintendi records 500th career hit |url=https://bosoxinjection.com/2020/07/30/red-sox-andrew-benintendi-500-hits/ |access-date=August 12, 2020 |work=bosoxinjection}} Benintendi was placed on the 10-day injured list on August 12, with a right rib cage strain.{{Cite web |date=August 2020 |title=Red Sox Roster & Staff – Transactions |url=https://www.mlb.com/redsox/roster/transactions/2020/08 |access-date=August 12, 2020 |website=MLB.com}} Benintendi's 2020 campaign came to an end on September 8, after being transferred to the 45-day injury list.{{Cite news |date=September 8, 2020 |title=Red Sox Shut Down Andrew Benintendi For Rest Of 2020 Season |url=https://boston.cbslocal.com/2020/09/08/red-sox-shut-down-andrew-benintendi-for-rest-of-2020-season/ |access-date=September 8, 2020 |work=WBZ-TV}} With the 2020 Red Sox, Benintendi was 4-for-39 at the plate (.103) with one RBI.{{Cite web |title=Andrew Benintendi 2020 Batting Game Logs |url=https://www.baseball-reference.com/players/gl.fcgi?id=beninan01&t=b&year=2020 |access-date=May 21, 2023 |website=Baseball Reference |language=en}}

On February 10, 2021, the Red Sox traded Benintendi and cash to the Kansas City Royals as part of a three-team trade in which the Red Sox acquired Franchy Cordero, Josh Winckowski, and three players to be named later (identified in June as minor league prospects: outfielder Freddy Valdez from the New York Mets, and pitchers Grant Gambrell and Luis De La Rosa from the Royals){{Cite web |date=June 4, 2021 |title=Red Sox get 3 prospects to complete Andrew Benintendi trade |url=https://news.yahoo.com/red-sox-3-prospects-complete-234014068.html |access-date=June 4, 2021 |website=Yahoo! News |agency=Associated Press}} while the Mets received Khalil Lee.{{Cite web |date=February 10, 2021 |title=Boston Red Sox send Andrew Benintendi to Kansas City Royals in 3-team deal |url=https://www.espn.com/mlb/story/_/id/30876960/sources-boston-red-sox-sending-andrew-benintendi-kansas-city-royals-3-team-deal |access-date=February 11, 2021 |website=ESPN.com |agency=Associated Press}} In his first year with the Royals, Benintendi batted .276/.324/.442 with 17 home runs and 73 RBIs in 134 games. He led all left fielders with 1,116 innings played and a .987 fielding percentage, and won his first Gold Glove Award.{{Cite web |last=Rogers |first=Anne |date=November 7, 2021 |title=Royals' outfield duo takes home Gold Gloves |url=https://www.mlb.com/news/andrew-benintendi-michael-a-taylor-2021-gold-gloves |access-date=November 8, 2021 |website=MLB.com}}

In salary arbitration, Benintendi was awarded a salary of $8.5 million for the 2022 season.{{Cite web |last=Worthy |first=Lynn |date=May 13, 2022 |title=Benintendi wins arbitration case against Kansas City Royals, set to make $8.5 million |url=https://www.kansascity.com/sports/mlb/kansas-city-royals/article261381202.html |access-date=July 28, 2022 |website=KansasCity.com}} He began the season batting .317 en route to being named the Royals' lone representative to the 2022 MLB All-Star Game.{{Cite web |last=Rogers |first=Anne |date=July 18, 2022 |title=Rediscovering swing unlocks All-Star form for Benintendi |url=https://www.mlb.com/news/andrew-benintendi-makes-first-all-star-team |access-date=July 28, 2022 |website=MLB.com}} In July 2022, Benintendi was one of several Royals players who was unable to play against the Toronto Blue Jays due to Benintendi's refusal to be vaccinated against the COVID-19 virus (and would have been denied entry to Canada due to health requirements at the time).{{cite web |title=Andrew Benintendi Addresses Vaccination Status After Trade to Yankees |url=https://www.si.com/mlb/2022/07/28/andrew-benintendi-addresses-vaccination-status-after-trade-to-yankees |website=SI |date=28 July 2022}}{{cite web |title=Andrew Benintendi Was Too Dumb To Get Vaccinated, And The Royals Were Too Bad To Make Him Care {{!}} Defector |url=https://defector.com/andrew-benintendi-was-too-dumb-to-get-vaccinated-and-the-royals-were-too-bad-to-make-him-care |website=defector.com |language=en |date=28 July 2022}} In 93 games with Kansas City prior to being traded, Benintendi batted .320/.387/.398 with 3 home runs and 39 RBIs.

On July 27, 2022, the Royals traded Benintendi to the New York Yankees in exchange for minor league prospects T. J. Sikkema, Chandler Champlain, and Beck Way.{{Cite web |last=Hoch |first=Bryan |date=July 28, 2022 |title=Yankees get 'boost of energy' with deal for Benintendi |url=https://www.mlb.com/news/andrew-benintendi-yankees-trade |access-date=July 28, 2022 |website=MLB.com}} On September 2, 2022, Benintendi was hit by a pitch on the right wrist and left the game. The next day, he was put on the 10-day injured list due to right wrist inflammation. Further evidence revealed that Benintendi had a broken hook in the hamate bone of his right wrist, which required surgery.{{Cite web |last=Rivera |first=Marly |date=September 4, 2022 |title=Benintendi needs surgery on broken wrist bone |url=https://www.espn.com/mlb/story/_/id/34525413/new-york-yankees-andrew-benintendi-broken-wrist-bone-status-uncertain |access-date=May 21, 2023 |website=ESPN.com}} In 2022 with the Yankees he batted .254/.331/.404 with 2 home runs in 114 at bats.{{Cite web |title=Andrew Benintendi Stats, Height, Weight, Position, Rookie Status & More |url=https://www.baseball-reference.com/players/b/beninan01.shtml |website=Baseball Reference}}

On January 3, 2023, Benintendi signed a five-year, $75 million contract with the Chicago White Sox.{{Cite web |last=Neveau |first=James |date=January 3, 2023 |title=White Sox announce signing of Benintendi |url=https://www.nbcsports.com/chicago/white-sox/white-sox-announce-signing-outfielder-andrew-benintendi |access-date=May 21, 2023 |website=RSN |language=en}} Benintendi hit his first home run with the White Sox on June 16 against the Seattle Mariners off of Bryan Woo. In 2023, he batted .262/.326/.356 with five home runs and 45 RBI in 562 at-bats while leading all AL left fielders with four errors.{{Cite web |title=Andrew Benintendi 2023 Batting Game Logs |url=https://www.baseball-reference.com/players/gl.fcgi?id=beninan01&t=b&year=2023 |access-date=December 27, 2024 |website=Baseball Reference |language=en}}{{Cite web |title=Andrew Benintendi 2023 Fielding Game Logs |url=https://www.baseball-reference.com/players/gl.fcgi?id=beninan01&t=f&year=2023 |access-date=December 27, 2024 |website=Baseball Reference |language=en}}

Benintendi had a power resurgence in the 2024 season, hitting 20 home runs to match his career high set in 2017. However, by other metrics, 2024 was Benintendi's least productive season. His batting average (.229) and on-base percentage (.289) were career lows for a full season. Coupled with below-average defense in left field, Benintendi registered a negative wins above replacement for the first time in his career, excluding the 2020 COVID-shortened season.{{Cite web |title=Andrew Benintendi Stats, Height, Weight, Position, Rookie Status & More |url=https://www.baseball-reference.com/players/b/beninan01.shtml |access-date=October 12, 2024 |website=Baseball Reference |language=en}}

On February 27, 2025, it was announced that Benintendi would miss 4-6 weeks with a non-displaced fracture in his right hand, an injury suffered when he was hit by a pitch during a spring training game.{{Cite web |title=Andrew Benintendi To Miss Four To Six Weeks Due To Hand Fracture |url=https://www.mlbtraderumors.com/2025/02/andrew-benintendi-to-miss-four-to-six-weeks-due-to-hand-fracture.html |access-date=February 27, 2025 |website=mlbtraderumors.com |date=February 27, 2025 |language=en}} He returned in time for opening day on March 27, hitting a three-run home run in the White Sox's 8–1 win over the Angels.{{Cite web |title=White Sox ready to embrace "clean slate" after Opening Day victory |url=https://chicago.suntimes.com/white-sox/2025/03/27/white-sox-ready-to-embrace-clean-slate-after-opening-day-blowout-win |access-date=March 27, 2025 |website=Chicago Sun Times |language=en}} On March 31, Benintendi hit his 100th career home run with a 3-run home run off Minnesota Twins starter Chris Paddack.{{Cite web |title=Homers and history for White Sox in blowout win |url=https://www.mlb.com/news/white-sox-martin-perez-flirt-with-no-hitter-in-rout-of-twins |access-date=March 30, 2025 |website=MLB.com |language=en}} On April 9, Benintendi was placed on the 10-day injured list due to a left adductor strain.{{Cite web |title=White Sox OF Andrew Benintendi (adductor strain) heads to IL |url=https://www.espn.com/mlb/story/_/id/44605418/white-sox-andrew-benintendi-adductor-strain-heads-il |date=April 9, 2025 |access-date=April 17, 2025 |website=ESPN.com |language=en}} He made his return on April 17 versus the Athletics where he went 0–of–2.{{cite web |url=https://www.espn.com/mlb/game/_/gameId/401695192/athletics-white-sox |title=Athletics vs. White Sox - Box Score - April 17, 2025 |website=ESPN |date=April 17, 2025 |access-date=April 20, 2025}} On April 18, 2025, Benintendi recorded his 500th RBI when he hit a solo home run off of Hunter Dobbins in the top of the fourth inning.{{cite web |url=https://www.espn.com/mlb/game/_/gameId/401695193/white-sox-red-sox |title=White Sox vs. Red Sox - Box Score - April 18, 2025 |website=ESPN |date=April 18, 2025 |access-date=April 20, 2025}} On May 7, Benintendi was placed on the 10-day injured list for the second time in the season due to a left calf strain.{{Cite web |title=White Sox place Andrew Benintendi on IL with left calf strain |url=https://www.espn.com/mlb/story/_/id/45042506/white-sox-place-andrew-benintendi-il-left-calf-strain |date=May 7, 2025 |access-date=May 28, 2025 |website=ESPN.com |language=en}} He made his return on May 23 versus the Texas Rangers where he went 0–of–2 with a RBI walk.{{cite web |url=https://www.espn.com/mlb/game/_/gameId/401695670/rangers-white-sox |title=Rangers vs. White Sox - Box Score - May 23, 2025 |website=ESPN |date=May 23, 2025 |access-date=May 29, 2025}}

Benintendi's paternal grandparents immigrated to the United States from Castellammare del Golfo, Sicily, Italy, where they settled and lived on Lama Court in Gravesend, Brooklyn.{{Cite news |last=McCaffrey |first=Jen |date=April 18, 2017 |title=Andrew Benintendi's family following Red Sox outfielder's rise from the 'Garage Mahal' to Fenway Park |url=http://www.masslive.com/redsox/index.ssf/2017/04/andrew_benintendi_family_father_red_sox.html |access-date=February 26, 2018 |work=The Republican}} He grew up a Cincinnati Reds fan.{{Cite news |last=Fay |first=John |date=September 23, 2017 |title=Fay: Red Sox rookie Andrew Benintendi is still a Madeira hometown boy |url=https://www.wcpo.com/news/insider/fay-red-sox-rookie-andrew-benintendi-is-still-a-madeia-hometown-boy |access-date=May 21, 2023 |work=WCPO-TV}}

Benintendi resides in St. Louis during the offseason and, during the 2019 Stanley Cup Finals, he supported the St. Louis Blues.{{Cite news |last=Hartwell |first=Darren |date=May 30, 2019 |title=Why Andrew Benintendi is rooting against Bruins in Stanley Cup Final |url=https://www.nbcsports.com/boston/red-sox/why-andrew-benintendi-rooting-against-bruins-stanley-cup-final |access-date=May 21, 2023 |work=NBC Sports}}

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