{"id":22213,"date":"2025-07-25T04:32:41","date_gmt":"2025-07-25T10:32:41","guid":{"rendered":"https:\/\/learningturkey.com\/blog\/?p=22213"},"modified":"2025-06-26T07:47:18","modified_gmt":"2025-06-26T13:47:18","slug":"crossing-sides-of-town","status":"publish","type":"post","link":"http:\/\/learningturkey.com\/blog\/2025\/07\/crossing-sides-of-town\/","title":{"rendered":"Crossing Sides Of Town"},"content":{"rendered":"

\"\"<\/a>So far in 2025, Brad Keller, Mike Tauchman, Nicky Lopez, and Reese McGuire pushed the total of players I’ve seen take the field in person for both the Cubs and the White Sox to 47.\u00a0 With the final round of crosstown kicking off tonight at Rate Field, here’s a look at those players, in alphabetical order.<\/p>\n

\"\"<\/a>David Aardsma<\/strong><\/p>\n

After posting a decent season with the Cubs in 2006, Aardsma was traded to the White Sox for Neal Cotts. \u00a0Aardsma lasted one season with the Sox, where he was unable to duplicate his success from the year before.<\/p>\n

Jason Bere<\/strong><\/p>\n

Drafted by the White Sox in the 36th round in 1990, Bere debuted with the big-league club in 1993, finishing 2nd in Rookie of the Year voting. \u00a0After an All Star selection in 1994, injuries marred the remainder of his tenure on the South Side, which ended in 1998. \u00a0He resurfaced with the Cubs in 2001 and had a decent season, but he went 1-10 in 2002 before being let go.<\/p>\n

\"\"<\/a>Emilio Bonifacio<\/strong><\/p>\n

Bonifacio spent back-to-back partial seasons in Chicago, first for the Cubs in 2014 after signing as a free agent, where he played decently enough to be flipped at the trade deadline, along with James Russell, to the Braves for a young catching prospect by the name of Victor Caratini.\u00a0 He returned to Chicago in 2015, signing with the White Sox, where he he did not do well at all, hitting .167 in 47 games before being released in August.<\/p>\n

Welington Castillo<\/strong><\/p>\n

Debuting with the Cubs in 2010, Castillo spent time behind the plate for the Cubs until May of 2015, when, having been replaced in the starting lineup by Miguel Montero, he was flipped to the Mariners.\u00a0 He returned to Chicago in 2018 after signing with the White Sox as a free agent.\u00a0 On May 24th of that season, he was suspended 80 games for a violation of the PED policy.\u00a0 The White Sox then cut bait following the 2019 season, shipping him off to the Rangers.<\/p>\n

Neal Cotts<\/strong><\/p>\n

Acquired by the White Sox in the Billy Koch trade, he debuted with the team in 2003. \u00a0He was a key contributor in the bullpen during the 2005 championship season and was the only relief pitcher to appear in all 3 rounds of the playoffs that season. \u00a0Following the 2006 season, he was traded to the Cubs for David Aardsma, and he spent the next 3 injury filled seasons on the North Side.<\/p>\n

\"\"<\/a>Scott Eyre<\/strong><\/p>\n

Joining the White Sox organization in a 1994 trade with the Rangers, he debuted with the big-league team in 1997. \u00a0He split the next 4 seasons between the rotation and the bullpen, not to mention between Chicago and Charlotte, before being moved to the Blue Jays following the 2000 ALDS loss to the Mariners. \u00a0He joined the Cubs as a free agent for the 2006 season and enjoyed 2 seasons of relative success, before falling apart in 2008, when he was traded to the Phillies.<\/p>\n

Clint Frazier<\/strong><\/p>\n

After missing the second half of 2021 with an injury, Frazier was DFA’d by the Yankees.\u00a0 He signed a deal with the Cubs that offseason, though he notched just 45 plate appearances before being DFA’s once again.\u00a0 He chose to finish the year in the Cubs system before becoming a free agent following the season.\u00a0 After failing to catch on with the Rangers, he signed a minor league deal with the White Sox, eventually hitting .197 in 33 games with the big-league club.<\/p>\n

Kosuke Fukudome<\/strong><\/p>\n

He became the first Japanese player in Cub history when he made his debut in 2008. \u00a0After an initial All-Star berth that year, he faded over the next 4 seasons until he was traded to the Indians at the deadline in 2011. \u00a0He signed with the White Sox for 2012 but was not particularly effective and was released in June.<\/p>\n

\"\"<\/a>Tom Gordon<\/strong><\/p>\n

After missing the 2000 season due to injury, he signed with the Cubs as a free agent. He saved 27 games in 2001 and then was hurt in 2002, appearing in only 19 games prior to his August trade to the Astros. He signed with the White Sox that offseason and had a good 2003 season on the South Side.<\/p>\n

Jeff Gray<\/strong><\/p>\n

Acquired by the Cubs from the A’s in the Jake Fox deal, he appeared in 7 games for the team in 2010. He signed with the White Sox as a free agent and appeared in 6 games for them in April 2011, before being claimed on waivers by the Mariners.<\/p>\n

Codi Heuer<\/strong><\/p>\n

Drafted by the White Sox in 2018, Heuer made his debut in 2020, going 3-0 with a 1.52 ERA in 21 games.\u00a0 After struggling through the first half of 2021, he was traded to the Cubs, along with Nick Madrigal, for Craig Kimbrel.\u00a0 After 25 appearances to close out the 2021 season, Heuer missed the 2022 and 2023 seasons with injuries.\u00a0 He was non-tendered following 2023.<\/p>\n

Derek Holland<\/strong><\/p>\n

Signed as a free agent prior to the 2017, Holland initially looked like just what the White Sox were looking for, posting a 2.37 ERA in his first 10 starts, but then regressed to the point that he was released in September, despite the expanded rosters.\u00a0 He came to the Cubs from the Giants at the trade deadline in 2019, appearing in 20 games with an ERA hovering around 7.00.<\/p>\n

\"\"<\/a>Bob Howry<\/strong><\/p>\n

Acquired in the infamous White Flag trade of 1997, Bob Howry debuted with the White Sox the following year, becoming a mainstay of the bullpen until his 2002 trade to the Red Sox. \u00a0He signed as a free agent with the Cubs prior to the 2006 season, where he would spend the next 3 years. \u00a0He rejoined the Cubs in 2010 for a little over 2 months to finish out his career.<\/p>\n

Austin Jackson<\/strong><\/p>\n

Acquired by the Cubs in a waiver trade on August 31, 2015, Jackson appeared in 29 games down the stretch as the Cubs snared the second Wild Card spot and propelled themselves to a NLCS appearance.\u00a0 Jackson went 0 for the post-season, making it into 6 games as a defensive replacement.\u00a0 He signed with the White Sox as a free agent the following March, but a knee injury cut his season short in June.<\/p>\n

Edwin Jackson<\/strong><\/p>\n

Acquired by the White Sox in an aborted 2010 attempt to get Adam Dunn from the Nationals, Jackson spent just under 1 calendar year with the team, being traded to the Blue Jays the following July. \u00a0He signed a 4-year deal with the Cubs prior to the 2013 season, and he has been a tremendous bust, eventually being released in 2015.<\/p>\n

Jon Jay<\/strong><\/p>\n

Jay joined the Cubs following their 2016 World Series title, hitting .296 in 379 at bats and pitching an inning of scoreless relief during a blowout loss to the Brewers.\u00a0 He joined the White Sox two years later, spending nearly the first three months of the season on the DL and appearing in only 47 games before undergoing season ending hip surgery on August 30.<\/p>\n

\"\"<\/a>Lance Johnson<\/strong><\/p>\n

Acquired by the White Sox in 1988, Lance Johnson became the team’s leadoff hitter and center fielder for most of the next 8 seasons. \u00a0In 1997, he was traded to the Cubs in the Brian McRae trade, and he would remain on the North Side until being released following the 1999 season.<\/p>\n

Matt Karchner<\/strong><\/p>\n

Matt Karchner was acquired by the White Sox from the Royals via the minor league draft in 1993, making his major league debut on July 18, 1995. \u00a0He would remain in the White Sox bullpen until 1998 when the Cubs, in the midst of a battle for the NL Wild Card, sent a young pitcher named Jon Garland to the White Sox for Karchner. \u00a0He disappointed the Cubs until he was released in September of 2000.<\/p>\n

Brad Keller<\/strong><\/p>\n

Brad Keller signed a minor league deal with the White Sox in March of 2024, making his way to the big-league club in late April.\u00a0 He lasted less than a month, making five appearances before being designated for assignment on May 20.\u00a0 He signed another minor league deal with the Cubs in January of 2025 and earned his way on to the opening day roster coming out of spring training.<\/p>\n

\"\"<\/a>Craig Kimbrel<\/strong><\/p>\n

After draft pick compensation left him unsigned into June of 2019, the Cubs gave him a three-year deal, with an option for 2022.\u00a0 With no spring training and a balky knee, Kimbrel struggled for the remainder of the year and into 2020, before rediscovering the form that made him one of the best closers in baseball history.\u00a0 That improvement led to him being traded to the White Sox as part of the Cubs’ fire sale at the deadline in 2021.<\/p>\n

Vance Law<\/strong><\/p>\n

Vance Law was acquired by the White Sox in a 1982 trade with the Pirates. \u00a0He would become their primary third baseman until his trade to the Expos following the 1984 season. \u00a0He signed as a free agent with the Cubs prior to the 1988 season, where he would remain for 2 seasons, becoming one of the few modern players to appear in the post-season for both organizations.<\/p>\n

\"\"<\/a>Darren Lewis<\/strong><\/p>\n

Darren Lewis signed with the White Sox as a free agent prior to the 1996 season, and he spent the next year and a half with the team until his August 1997 trade to the Dodgers. \u00a0He joined the Cubs as a free agent in 2002, before being traded to the Pirates at the deadline.<\/p>\n

Brent Lillibridge<\/strong><\/p>\n

Brent Lillibridge joined the White Sox in the deal that sent Javier Vazquez to the Braves following the 2008 season. \u00a0He spent the next 3 1\/2 years with the Sox, hitting\u00a0the 10,000th home run in franchise history in 2011,\u00a0until being traded to the Red Sox in 2012. \u00a0He signed as a free agent with the Cubs for 2013, but appeared in only 9 games with them.<\/p>\n

Kenny Lofton<\/strong><\/p>\n

Kenny Lofton spent half a season on each side of town, spending the first half of 2002 on the South Side until being traded to the Giants, and then the second half of 2003 on the North\u00a0Side after being acquired from the Pirates.<\/p>\n

Nicky Lopez<\/strong><\/p>\n

A native of Naperville, Nicky Lopez came home following the 2023 season when he was traded to the White Sox as part of the “haul” received for Aaron Bummer from the Braves.<\/p>\n

Nick Madrigal<\/strong><\/p>\n

The fourth player drafted in 2018, Madrigal made his debut with the White Sox in 2020.\u00a0 Five days later, he separated his shoulder, limiting him to just 29 games.\u00a0 A hamstring injury in early June ended his 2021 season early.\u00a0 At the trade deadline, he was sent to the Cubs, along with Codi Heuer, for Craig Kimbrel.\u00a0 Madrigal’s Cubs career continued to be marred by injuries as he went back and forth between Chicago and Iowa.\u00a0 A broken hand ended his 2024 season and, once it completed, he was non-tendered.<\/p>\n

Jake Marisnick<\/strong><\/p>\n

Marisnick signed with the Cubs as a free agent prior to the 2021 season.\u00a0 He appeared in 65 games before being traded to the Padres at the trade deadline.\u00a0 Two years later, he signed a minor league deal with the White Sox, making nine whole appearances with the big-league club without getting a hit.<\/p>\n

\"\"<\/a>Dave Martinez<\/strong><\/p>\n

Drafted by the Cubs in the 3rd round of the 1983 draft, he made his debut with the big-league club in June of 1985.\u00a0 He was traded to the Expos in July of 1988, after allegedly having his way with Ryne Sandberg’s wife.\u00a0 He joined the White Sox as a free agent in 1995 and spent the next 3 seasons on the South Side.\u00a0 He returned to the Cubs in 2000 for 18 games between stints with the Rays and the Rangers.<\/p>\n

Chuck McElroy<\/strong><\/p>\n

Acquired by the Cubs in April of 1991 in the deal that sent Mitch Williams to the Phillies, McElroy became a mainstay of the Cub bullpen for the next 3 seasons until being traded to the Reds in December of 1993.\u00a0 In May of 1997, he was traded by the Angels to the White Sox, and he finished out the year\u00a0on the South Side before being lost in the expansion draft.<\/p>\n

Dioner Navarro<\/strong><\/p>\n

Navarro signed a free agent deal with the Cubs for the 2013 season, notching his first multi-HR game in May against the cross-town White Sox.\u00a0 3 years later, he signed on with the White Sox, where he hit a disappointing .210 with 6 home runs in 85 games.<\/p>\n

\"\"<\/a>Jaime Navarro<\/strong><\/p>\n

Jaime Navarro signed a free agent deal with the Cubs in 1995 and spent the next 2 years toiling on the North Side.\u00a0 In December of 1996, he\u00a0became one of, if not the worst free agent signing in White Sox history, putting up an ERA over 6 until he was mercifully traded to the Brewers in 2000.<\/p>\n

Will Ohman<\/strong><\/p>\n

Drafted by the Cubs in the 1998 draft, he\u00a0debuted\u00a0with the team in 2000 and spent 5 of the next 7 seasons with the big league club.\u00a0 He signed with the White Sox as a free agent in 2011 and spent the next year and a half in their bullpen, until being released.<\/p>\n

Mike Olt<\/strong><\/p>\n

Olt, among others, was acquired by the Cubs near the trade deadline in 2013 from the Rangers for Matt Garza.\u00a0 Olt made the opening day roster in 2014 and split time with Luis Valbuena, before being sent back down to Iowa.\u00a0 He started the 2015 season as the primary third baseman, until a broken wrist in April led to the promotion of Kris Bryant.\u00a0 He was DFA’d at the end of August and claimed off of waivers by the White Sox.\u00a0 He hit .203 in 24 games and became\u00a0the only player in MLB history to hit a home run for both Chicago teams in the same season.\u00a0 He was then waived by the White Sox the following spring.<\/sup><\/p>\n

Rafael Ortega<\/strong><\/p>\n

Ortega signed a minor league deal with the Cubs in early 2021.\u00a0 After starting the year at the team’s alternate site in South Bend, he joined the big-league team in late May.\u00a0 Ortega set career highs in games played in both seasons he spent with the team, but after a broken finger ended his 2022 season early, he was non-tendered.\u00a0 He signed a minor league contract with the White Sox in 2024, getting a single hit in fourteen games in the big leagues.\u00a0 He became a free agent following the season.<\/p>\n

\"\"<\/a>Josh Paul<\/strong><\/p>\n

The Chicago area native was drafted by the White Sox in the\u00a02nd round of the 1996 draft and made his\u00a0major league debut with the team in 1999.\u00a0 He stayed with the team until being let go in 2003.\u00a0 He signed with the Cubs a week later and appeared in 3 games for the North Siders.<\/p>\n

Juan Pierre<\/strong><\/p>\n

Juan Pierre was traded by the Marlins to the Cubs prior\u00a0to the 2006 season.\u00a0 He spent one year on the North Side before leaving as a free agent.\u00a0 He\u00a0returned to Chicago\u00a0after the 2009 season, when he was traded by the Dodgers to the White Sox.\u00a0 He spent the next 2 seasons leading off and playing left field for the South Siders.<\/p>\n

\"\"<\/a>Jose Quintana<\/strong><\/p>\n

Originally signed by the White Sox as a minor league free agent after the 2011 season, Quintana and made his major league debut on May 7, 2012.\u00a0 He became a steady, if unlucky, member of the starting rotation, putting together a a career mark of 50-54 with an unbelievable 65 no decisions.\u00a0 In July of 2017, with the Cubs looking to defend their World Series title and the White Sox looking to rebuild, the two teams pulled off a trade, sending Quintana to the Cubs and\u00a0Eloy Jimenez and Dylan Cease amongst the haul for the White Sox.\u00a0 In 3+ seasons with the Cubs, he improved his career winning percentage, but wasn\u2019t the difference maker the team thought they were getting.\u00a0 He became a free agent following the 2020 season.<\/p>\n

Clayton Richard<\/strong><\/p>\n

Drafted by the White Sox in 2005, he debuted in 2008, splitting time between the rotation and the bullpen.\u00a0 At the trade deadline in 2009, he was part of the package that brought Jake Peavy to the south side from San Diego.\u00a0 In 2015, Richard was traded to the Cubs, where he started, relieved, and was DFA’d twice, the first time accepting an outright assignment to Iowa and the second, electing to become a free agent.\u00a0 He resigned with the Cubs two days later and finished the season with the team.\u00a0 He returned to the Cubs in 2016, though was released when they acquired Aroldis Chapman.<\/p>\n

\"\"<\/a>David Robertson<\/strong><\/p>\n

Robertson signed as a free agent with the White Sox prior to the 2015 season.\u00a0 He spent 2 1\/2 seasons as the White Sox closer before being traded back to the Yankees as the White Sox committed to a full rebuild.\u00a0 In 2022, he signed a one-year deal with the Cubs.\u00a0 The highlight of his season was getting his first major league at bat, in his 696th career game.\u00a0 In August, he was traded to the Phillies.<\/p>\n

Jeff Samardzija<\/strong><\/p>\n

Drafted by the\u00a0Cubs in 2006, he debuted in 2008 and remained with them until his in July 2014 to the A’s.\u00a0 The following offseason, the A’s flipped him to the White Sox, where he spent one disappointing season.<\/p>\n

\"\"<\/a>Sammy Sosa<\/strong><\/p>\n

Acquired by the White Sox in the 1989 trade that sent Harold Baines to the Rangers, Sosa roamed the outfield for the Sox until the end of spring training in 1992, when he was traded to the Cubs for George Bell.\u00a0 He became\u00a0a superstar with the Cubs, surpassing 60 home runs 3 times, until becoming a pariah in 2004.<\/p>\n

Geovany Soto<\/strong><\/p>\n

Drafted by the Cubs in the 2001 draft, he made his major league debut with the team in 2005 and became the NL Rookie of the Year in 2008.\u00a0 He remained with the Cubs until the trade deadline in 2012, when he was sent to the Rangers.\u00a0 He joined the White Sox in\u00a0 2015 on a minor league deal and earned the backup catcher spot in spring training.\u00a0 He had a second stint with the White Sox in 2017.<\/p>\n

\"\"<\/a>Ryan Sweeney<\/strong><\/p>\n

The 2nd round pick of the White Sox in the 2003 draft, Ryan Sweeney debuted with the White Sox in 2006. He had cups of coffee in 2 straight Septembers before being sent to the A’s in the horrible Nick Swisher deal. Sweeney signed with the Cubs as a free agent prior to the 2013 season and spent 2 years with the North Siders before being released.<\/p>\n

Ryan Tepera<\/strong><\/p>\n

Acquired by the Cubs as a free agent prior to the 2020 season, Tepera spent the pandemic-shortened season on the North Side, picking up an inadvertent MVP vote thanks to a point and click error.\u00a0 He was non-tendered in the offseason, but eventually resigned with the Cubs.\u00a0 Following a successful start to the 2021 season, he was dealt to the White Sox at the deadline, where, to date, he has had an inauspicious start.<\/p>\n

Luis Vizcaino<\/strong><\/p>\n

Acquired by the White Sox from the Brewers in the Carlos Lee deal, he spent the 2005 season with the team, earning a World Series ring in the process. Following the season, he was traded to the Diamondbacks. In January of 2009, he was traded by the Rockies to the Cubs for Jason Marquis. He appeared in 4 games before being released in early May.<\/p>\n","protected":false},"excerpt":{"rendered":"

So far in 2025, Brad Keller, Mike Tauchman, Nicky Lopez, and Reese McGuire pushed the total of players I’ve seen take the field in person for both the Cubs and the White Sox to 47.\u00a0 With the final round of crosstown kicking off tonight at Rate Field, here’s a look at those players, in alphabetical […]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[34],"tags":[78,6980,123,299,2180,110,6990,113,5939,3022,119,1509,12049,125,582,121,5568,2314,2348,4940,1504,11679,9662,4042,120,1749,895,5148,7496,122,5954,116,2501,7512,571,7511,5741,259,2213,143,256,47,115,8817,1668,5567,9882,145,627,2479,5572,1492,2681,626,886,9714,2396,5571,139,2449,623,5046,4238,2203,1679,124,615,3460,5172,8818,5570,2244,79,117,2206,8489,501,1647,231,59,254,112,111,255,258,53,257,6580,126,3548,9705,900,397,3366,5154,5063,9118,7982,2595,49,5569,575,51],"class_list":["post-22213","post","type-post","status-publish","format-standard","hentry","category-baseball","tag-2005-world-series","tag-2016-world-series","tag-as","tag-adam-dunn","tag-alds","tag-angels","tag-aroldis-chapman","tag-astros","tag-austin-jackson","tag-billy-koch","tag-blue-jays","tag-bob-howry","tag-brad-keller","tag-braves","tag-brent-lillibridge","tag-brewers","tag-brian-mcrae","tag-carlos-lee","tag-charlotte-knights","tag-chuck-mcelroy","tag-clayton-richard","tag-clint-frazier","tag-codi-heuer","tag-craig-kimbrel","tag-cubs","tag-darren-lewis","tag-dave-martinez","tag-david-aardsma","tag-derek-holland","tag-diamondbacks","tag-dioner-navarro","tag-dodgers","tag-draft","tag-dylan-cease","tag-edwin-jackson","tag-eloy-jimenez","tag-emilio-bonifacio","tag-expos","tag-george-bell","tag-geovany-soto","tag-giants","tag-harold-baines","tag-indians","tag-iowa-cubs","tag-jaime-navarro","tag-jake-fox","tag-jake-marisnick","tag-jake-peavy","tag-james-russell","tag-jason-bere","tag-jason-marquis","tag-javier-vazquez","tag-jeff-gray","tag-jeff-samardzija","tag-jon-garland","tag-jon-jay","tag-jose-quintana","tag-josh-paul","tag-juan-pierre","tag-kenny-lofton","tag-kosuke-fukudome","tag-kris-bryant","tag-lance-johnson","tag-luis-valbuena","tag-luis-vizcaino","tag-mariners","tag-matt-garza","tag-matt-karchner","tag-miguel-montero","tag-mike-olt","tag-mitch-williams","tag-mlb","tag-mvp","tag-nationals","tag-neal-cotts","tag-nick-madrigal","tag-nick-swisher","tag-nlcs","tag-padres","tag-peds","tag-phillies","tag-pirates","tag-rangers","tag-rays","tag-red-sox","tag-reds","tag-rockies","tag-rookie-of-the-year-award","tag-royals","tag-ryan-sweeney","tag-ryan-tepera","tag-ryne-sandberg","tag-sammy-sosa","tag-scott-eyre","tag-tom-gordon","tag-vance-law","tag-victor-caratini","tag-welington-castillo","tag-white-flag-trade","tag-white-sox","tag-wild-card","tag-will-ohman","tag-yankees"],"_links":{"self":[{"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/posts\/22213","targetHints":{"allow":["GET"]}}],"collection":[{"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/comments?post=22213"}],"version-history":[{"count":4,"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/posts\/22213\/revisions"}],"predecessor-version":[{"id":22888,"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/posts\/22213\/revisions\/22888"}],"wp:attachment":[{"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/media?parent=22213"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/categories?post=22213"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/learningturkey.com\/blog\/wp-json\/wp\/v2\/tags?post=22213"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}