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CUBS FREE AGENT SIGNINGS 1991-2026
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Six-year XX(B) free agents signing with the Chicago Cubs 1991-2026, by total guarantee.
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* 196 signings (154 MLB, 42 MiLB). The Cubs' 1991-2026 free agent spending of $2.43 billion ranks sixth among all MLB clubs.
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PlayerPos'nAgeQual OfferOld ClubNew ClubYearsGuaranteeTermOptionOpt OutAAVPlayer AgentClub OwnerBaseball Ops head / club GMDetails
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Total$2,431,282,500
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Heyward, Jasonrf26
rejected
SLNCHN8$184,000,000 2016-231$23,000,000ExcelTom Ricketts
T Epstein / JHoyer
Player may opt out after 2018 & after 2019 with 550 PA in 2019.
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Swanson, Dansbyss29
rejected
ATLCHN7$177,000,000 2023-29$25,285,714ExcelTom Ricketts
JHoyer / CHawkins
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Bregman, Alex3b32BOSCHN5$175,000,000 2026-30$35,000,000Boras Corp.Tom Ricketts
JHoyer / CHawkins
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Lester, Jonlhp-s31OAKCHN6$155,000,000 2015-20mutual$25,833,333ACESTom Ricketts
T Epstein / JHoyer
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Soriano, Alfonsoof31Type AWASCHN8$136,000,000 2007-14$17,000,000SFXTribune Co.Jim Hendry
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Darvish, Yurhp-s31LANCHN6$126,000,000 2018-231$21,000,000Arn TellumTom Ricketts
T Epstein / JHoyer
player may opt out after 2019 season
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Bellinger, Codycf28
rejected
CHNCHN3$80,000,000 2024-26$26,666,667Boras Corp.Tom Ricketts
JHoyer / CHawkins
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Ramirez, Aramis3b29Type ACHNCHN5$75,000,000 2007-11player$15,000,000Paul KinzerTribune Co.Jim Hendry
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Stroman, Marcusrhp-s31NYNCHN3$71,000,000 2022-24Y$23,666,667Klutch SptsTom Ricketts
JHoyer / CHawkins
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Taillon, Jamesonrhp-s31NYACHN4$68,000,000 2023-26$17,000,000ExcelTom Ricketts
JHoyer / CHawkins
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Zobrist, Ben2b35KCACHN4$56,000,000 2016-19$14,000,000Bobby WittTom Ricketts
T Epstein / JHoyer
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Dempster, Ryanrhp-s32Type ACHNCHN4$52,000,000 2009-12$13,000,000Craig LandisTribune Co.Jim Hendry
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Jackson, Edwinrhp-s29WASCHN4$52,000,000 2013-16$13,000,000Legacy AgencyTom Ricketts
T Epstein / JHoyer
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Kimbrel, Craigrhp-c31
rejected
BOSCHN3$43,000,000 2019-21club/vest$14,333,333SportsMeterTom Ricketts
T Epstein / JHoyer
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Lilly, Tedlhp-s31Type BTORCHN4$40,000,000 2007-10$10,000,000Larry O'BrienTribune Co.Jim Hendry
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Chatwood, Tylerrhp-s28COLCHN3$38,000,000 2018-20$12,666,666RMG BaseballTom Ricketts
T Epstein / JHoyer
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Lackey, Johnrhp-s37
rejected
SLNCHN2$32,000,000 2016-17$16,000,000Steve HilliardTom Ricketts
T Epstein / JHoyer
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Bradley, Miltonof31Type BTEXCHN3$30,000,000 2009-11$10,000,000ACESTribune Co.Jim Hendry
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Boyd, Mattlhp-s34CLECHN2$29,000,000 2025-26$14,500,000Boras Corp.Tom Ricketts
JHoyer / CHawkins
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Alou, Moisesof35Type AHOUCHN3$27,000,000 2002-04$9,000,000Tribune Co.Andy MacPhail
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Maddux, Gregrhp-s38Type AATLCHN3$24,000,000 2004-06$8,000,000Boras Corp.Tribune Co.Jim Hendry
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Hundley, Toddc32Type ALANCHN4$23,500,000 2001-04$5,875,000ACESTribune Co.Andy MacPhail
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Imanaga, Shotalhp-s32
accepted
CHNCHN1$22,025,000 2026$22,025,000OctagonTom Ricketts
JHoyer / CHawkins
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Morrow, Brandonrhp33LANCHN2$21,000,000 2018-19club$10,500,000WassermanTom Ricketts
T Epstein / JHoyer
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Marquis, Jasonrhp-s28Type BSLNCHN3$21,000,000 2007-09$7,000,000ACESTribune Co.Jim Hendry
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Hammel, Jasonrhp-s32OAKCHN2$20,000,000 2015-16club$10,000,000ACESTom Ricketts
T Epstein / JHoyer
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Smyly, Drewlhp-s34CHNCHN2$19,000,000 2023-24mutualY$9,500,000FrontlineTom Ricketts
JHoyer / CHawkins
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Jones, Jacqueof31Type BMINCHN3$16,000,000 2006-08$5,333,333Dan LozanoTribune Co.Jim Hendry
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Byrd, Marlonof32Type BTEXCHN3$15,000,000 2010$5,000,000ACESTom RickettsJim Hendry
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Maton, Philrhp33TEXCHN2$14,500,000 2026-27$7,250,000Paragon SportsTom Ricketts
JHoyer / CHawkins
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Guzman, Joserhp-s30Type ATEXCHN4$14,350,000 1993-96$3,587,500Meister SportsTribune Co.Larry Himes
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Mancini, Trey1b31HOUCHN2$14,000,000 2023-24$7,000,000FrontlineTom Ricketts
JHoyer / CHawkins
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Rojas, Melrhp30Type AMONCHN3$13,750,000 1997-99$4,583,333Tribune Co.Ed Lynch
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Fowler, Dextercf30
rejected
CHNCHN1$13,000,000 2016$13,000,000Casey CloseTom Ricketts
T Epstein / JHoyer
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Cishek, Steverhp32TBACHN2$13,000,000 2018-19$6,500,000Jet SportsTom Ricketts
T Epstein / JHoyer
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Gomes, Yanc34OAKCHN2$13,000,000 2022-23club$6,500,000Jet SptsTom Ricketts
JHoyer / CHawkins
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DeRosa, Mark2b32Type BTEXCHN3$13,000,000 2007-09$4,333,333Career SportsTribune Co.Jim Hendry
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Morgan, Mikerhp32Type ALANCHN4$12,500,000 1992-95$3,125,000Joe Garagiola Jr.Tribune Co.Larry Himes
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Howry, Bobbyrhp32Type ACLECHN3$12,000,000 2006-08$4,000,000Craig LandisTribune Co.Jim Hendry
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Kelly, Carsonc29TEXCHN2$11,500,000 2025-26mutual$5,750,000ApexTom Ricketts
JHoyer / CHawkins
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Eyre, Scottlhp34Type ASFNCHN3$11,000,000 2006-08$3,666,666Tommy TanzerTribune Co.Jim Hendry
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Hawkins, LaTroyrhp31Type AMINCHN3$11,000,000 2004player$3,666,666Reynolds SportsTribune Co.Jim Hendry
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Tapani, Kevinrhp-s33Type ACHACHN3$11,000,000 1997-99$3,666,666Bronner/GilhooleyTribune Co.Ed Lynch
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Remlinger, Mikelhp37Type AATLCHN3$10,650,000 2003-05$3,550,000Tribune Co.Jim Hendry
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Jackson, Dannylhp-s29CINCHN4$10,500,000 1991-94$2,625,000Ron ShapiroTribune Co.Jim Frey
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Pena, Carlos1b33Type BTBACHN1$10,000,000 2011$10,000,000Boras Corp.Ricketts familyJim Hendry
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DeJesus, Davidof32Type BOAKCHN2$10,000,000 2012-13$5,000,000ACESTom Ricketts
T Epstein / JHoyer
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Villanueva, Carlosrhp29TORCHN2$10,000,000 2013-14$5,000,000SFXTom Ricketts
T Epstein / JHoyer
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Bell, Georgeof31TORCHN3$9,800,000 1991-93club$3,266,666Hendricks SportsTribune Co.Jim Frey
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Grace, Mark1b32Type ACHNCHN2$9,050,000 1996-97$4,525,000Barry AxelrodTribune Co.Ed Lynch
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Neris, Hectorrhp35HOUCHN1$9,000,000 2024club$9,000,000OctagonTom Ricketts
JHoyer / CHawkins
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Rodriguez, Henryof31Type BCHNCHN2$8,900,000 1999-2000$4,450,000Reich Katz LandisTribune Co.Ed Lynch
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Blauser, Jeffss32Type AATLCHN2$8,400,000 1998-99$4,200,000Boras Corp.Tribune Co.Ed Lynch
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Garciaparra, Nomarss31Type ACHNCHN1$8,000,000 2005$8,000,000Arn TellumTribune Co.Jim Hendry
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Jay, Joncf32SDNCHN1$8,000,000 2017$8,000,000CAATom Ricketts
T Epstein / JHoyer
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Grabow, Johnlhp31Type ACHNCHN1$7,500,000 2010$7,500,000Paul KinzerTom RickettsJim Hendry
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Pederson, Joccf29LANCHN1$7,000,000 2021mutual$7,000,000ExcelTom RickettsJed Hoyer
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Duensing, Brianlhp35CHNCHN2$7,000,000 2018-19$3,500,000CAATom Ricketts
T Epstein / JHoyer
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Barnhart, Tuckerc32DETCHN2$6,500,000 2023Y$3,250,000BallengeeTom Ricketts
JHoyer / CHawkins
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Arrieta, Jakerhp-s35PHICHN1$6,000,000 2021$6,000,000Boras Corp.Tom RickettsJed Hoyer
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Feldman, Scottrhp-s30TEXCHN1$6,000,000 2013$6,000,000Matt BrownTom Ricketts
T Epstein / JHoyer
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Hammel, Jasonrhp-s31BALCHN1$6,000,000 2014$6,000,000OctagonTom Ricketts
T Epstein / JHoyer
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Harvey, Hunterrhp31KCACHN1$6,000,000 2026mutual$6,000,000Beverly Hills SCTom Ricketts
JHoyer / CHawkins
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Turner, Justindh-1b40SEACHN1$6,000,000 2025$6,000,000Vayner SptsTom Ricketts
JHoyer / CHawkins
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Uehara, Kojirhp42BOSCHN1$6,000,000 2017$6,000,000ISETom Ricketts
T Epstein / JHoyer
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Villar, Jonathan2b31NYNCHN1$6,000,000 2022mutual$6,000,000WassermanTom Ricketts
JHoyer / CHawkins
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Myers, Randylhp30Type BSDNCHN3$6,000,000 1993-95$200,000David FishofTribune Co.Larry Himes
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Baker, Scottrhp-s31MINCHN1$5,500,000 2013$5,500,000Alan NeroTom Ricketts
T Epstein / JHoyer
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Girardi, Joec35NYACHN3$5,500,000 2000-02$1,833,333Alan NeroTribune Co.Ed Lynch
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Smyly, Drewlhp-s33ATLCHN1$5,250,000 2022mutual$5,250,000FrontlineTom Ricketts
JHoyer / CHawkins
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Blanco, Henryc35Type CCHNCHN2$5,250,000 2007-08club$2,625,000Steve SchneiderTribune Co.Jim Hendry
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Fassero, Jefflhp38BOSCHN2$5,100,000 2001-02$2,550,000ACESTribune Co.Andy MacPhail
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Burnitz, Jeromyof36Type ACOLCHN1$5,000,000 2005mutual$5,000,000Howard SimonTribune Co.Jim Hendry
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Givens, Mychalrhp32CINCHN1$5,000,000 2022$5,000,000ExcelTom Ricketts
JHoyer / CHawkins
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Rea, Colinrhp35MILCHN1$5,000,000 2025club$5,000,000Sterling SptsTom Ricketts
JHoyer / CHawkins
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Descalso, Daniel2b-3b32ARICHN2$5,000,000 2019-20club$2,500,000Steve CanterTom Ricketts
T Epstein / JHoyer
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Hairston, Scottof33NYNCHN2$5,000,000 2013-14$2,500,000ExcelTom Ricketts
T Epstein / JHoyer
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Ross, Davidc38BOSCHN2$5,000,000 2015-16$2,500,000Ryan GleichowskiTom Ricketts
T Epstein / JHoyer
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Tavarez, Julianrhp28Type CCOLCHN2$5,000,000 2001-02$2,500,000Boras Corp.Tribune Co.Andy MacPhail
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Maholm, Paullhp30PITCHN1$4,750,000 2012club$4,750,000Bo McKinnisTom Ricketts
T Epstein / JHoyer
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Motte, Jasonrhp33SLNCHN1$4,500,000 2015$4,500,000ACESTom Ricketts
T Epstein / JHoyer
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Thielbar, Caleblhp39CHNCHN1$4,500,000 2026mutual$4,500,000ISETom Ricketts
JHoyer / CHawkins
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Bere, Jasonrhp30Type BCLECHN2$4,500,000 2001-02$2,250,000Tribune Co.Andy MacPhail
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Cahill, Trevorrhp28CHNCHN1$4,250,000 2016$4,250,000John BoggsTom Ricketts
T Epstein / JHoyer
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Wood, Kerryrhp31CHNCHN1$4,200,000 2008$4,200,000SFXTribune Co.Jim Hendry
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Soriano, Rafaelrhp35WASCHN1$4,100,000 2015$4,100,000Boras Corp.Tom Ricketts
T Epstein / JHoyer
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Grace, Mark1b31Type ACHNCHN1$4,050,000 1995-$4,050,000Barry AxelrodTribune Co.Ed Lynch
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Beck, Rodrhp29Type ASFNCHN1$4,000,000 1998$4,000,000Dennis GilbertTribune Co.Ed Lynch
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Fulmer, Michaelrhp30MINCHN1$4,000,000 2023$4,000,000BBI SptsTom Ricketts
JHoyer / CHawkins
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Simmons, Andreltonss32MINCHN1$4,000,000 2022$4,000,000ISETom Ricketts
JHoyer / CHawkins
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Veras, Joserhp33DETCHN1$4,000,000 2014club$4,000,000Bryce DixonTom Ricketts
T Epstein / JHoyer
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Gordon, Tomrhp33Type CBOSCHN2$4,000,000 2001-02$2,000,000Beverly Hills SCTribune Co.Andy MacPhail
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Rusch, Glendonlhp30CHNCHN2$4,000,000 2005-06player$2,000,000Tommy TanzerTribune Co.Jim Hendry
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Milner, Hobylhp35TEXCHN1$3,750,000 2026$3,750,000MVP SportsTom Ricketts
JHoyer / CHawkins