The Toronto Cup Stakes is a Canadian Thoroughbred horse race run annually on turf at Woodbine Racetrack in Toronto. Run in early July, the race is open to three-year-olds and is run over a distance of miles (9 furlongs) on turf.

Inaugurated in 1890 as the Toronto Cup Handicap at the Old Woodbine Racetrack, it was raced on dirt and open to older horses until 1935. From inception through 1898 it was raced at miles, then from 1899 to 1934 at miles. There was no race in 1918 and 1919 and was suspended in 1935 then revived in 1953 restricted to three-year-olds and competed at a distance of miles on dirt. Since 1958 the race has been run on the turf with the exception of 1968 when it had to be switched to the main dirt track. In 1987 the turf race was modified to its present miles except for 1994 when it was held at the Fort Erie Racetrack and run at its old -mile distance.

The race was run in two divisions in 1983, 1986, and 1999.

Records Speed record: 1:47.00 – Skybound (1997) (at current distance of miles on turf)

Most wins by an owner: 11 – Sam-Son Farm (1985, 1986, 1987, 1991, 1997, 2000, 2001, 2002, 2004, 2006, 2007)

Most wins by a jockey: 7 – Todd Kabel (2000, 2001, 2003, 2004, 2005, 2006, 2007)

Most wins by a trainer: 7 – Mark Frostad (1997, 2000, 2001, 2002, 2004, 2006, 2007)

Winners Year Winner Jockey Trainer Owner Time2018March to the Arch Gary BoulangerMark CasseLive Oak Plantation 1:48.072017Final Copy Rafael HernándezRoger AttfieldChiefswood Stables 1:49.242016Conquest DaddyoPatrick HusbandsMark CasseConquest Stables1:47.122015Conquest PacemakerEurico da SilvaMark CasseConquest Stables1:46.082014LafontaineSteve BahenElizabeth CharalambousCudney Stables1:48.862013Five IronLuis ContrerasBrian LynchFred M. Allor1:47.412012PatrioticandproudEurico da SilvaMark Casse Eclipse Thoroughbred Partners/Barber1:48.332011Clement RockLuis ContrerasMark CasseMelnyk Racing Stables1:46.982010Stormy LordJames McAleneyIan BlackHat Trick Stable/Kinghaven Farms1:49.622009Crown Isle Emma-Jayne WilsonJohn CharalambousUphill Stable1:48.862008Secret GetawayEmma-Jayne WilsonMichael StidhamSand and Cee Stables1:52.542007Windward IslandsTodd KabelMark FrostadSam-Son Farm1:49.582006French BeretTodd KabelMark FrostadSam-Son Farm1:51.032005T.D. VanceTodd KabelH. Graham MotionCourtlandt Farms1:51.392004Silver TicketTodd KabelMark FrostadSam-Son Farm1:47.352003MobilTodd KabelMike KeoghBruno Schickedanz1:49.152002PortcullisSlade CallaghanMark FrostadSam-Son Farm1:47.982001Strut The StageTodd KabelMark FrostadSam-Son Farm1:47.912000Think RedTodd KabelMark FrostadSam-Son Farm1:48.761999Appalachian ChiefRichard Dos RamosJames M. DaltonWilliam A. Sorokolit Sr.1:47.221999ZanettiDavid ClarkJames E. DayJohn R. Piconi1:47.881998Ragged KingdomDavid ClarkJosie CarrollEaton Hall Farm1:47.401997SkyboundEmile RamsammyMark FrostadSam-Son Farm1:47.001996Ok by MeCornelio VelásquezJohn B. BondRudlein Stable/Clifton Jr.1:47.401995All Firmed UpRobert LandryDaniel J. VellaFrank Stronach1:49.401994St. Clair WingerRobert King Jr.Ann KutiT. J. Molony1:45.201993Goes OnRay SabourinW. LawrenceW. Clayton1:47.601992Beverlee Hills DocRay SabourinPhil GraceyS & G Racing Stable1:47.401991Rainbows For LifeJack LauzonJames E. DaySam-Son Farm1:50.601990Thunder RegentSandy HawleyVincent E. TesoroDouglas Wilkinson1:47.001989Charlie BarleyRobin PlattsGrant PearceKing Caledon Farm1:48.401988Smart LordRobin PlattsMacdonald BensonWindfields Farm1:47.001987DuckpowerDave PennaJames E. DaySam-Son Farm1:50.801986CaroteneRichard Dos RamosDavid R. BellKinghaven Farms1:44.401986No LouderJeffrey FellJames E. DaySam-Son Farm1:42.601985Imperial ChoiceIrwin DriedgerJames E. DaySam-Son Farm1:42.601984HurontarioIrwin DriedgerEmile AllainHelen Stollery1:42.201983KingsbridgeRobin PlattsJohn J. Tammaro Jr.Kinghaven Farm1:45.001983 Pax NobiscumDan BeckonDinny DayKingfield Farm1:45.601982Son of BriarticPaul SouterJerry G. LavignePaddockhurst Stable1:43.401981Frost KingLloyd DuffyBill MarkoT. Smith & B. Marko1:44.801980Allan BlueJoey BelowusGil RowntreeStafford Farms1:44.001979Coup de ChancePaul SouterYonnie StarrJean-Louis Levesque1:42.401978Lucky Colonel S.Sandy HawleyDonnie WalkerConn Smythe1:43.401977Strategic CommandJeffrey FellJerry C. MeyerGrovetree Stable et al.1:43.801976Military BearingAvelino GomezJames C. BentleyJ. D. Corcoran1:43.001975Mystery TimeWilliam ParsonsLyle O. AndersonS. Douglas1:43.201974Sam's OwnWilliam McMahonJerry C. MeyerMr. & Mrs. S. Shapiro1:46.601973Quil's BoySandy HawleyJerry C. MeyerShefry Farm1:45.001972PresidialJohn LeBlancWilliam ReevesWindfields Farm1:44.001971Speedy ZephyrHerb HinojosaLes LearCharles I. Rathgeb1:42.601970CroquemitaineSandy HawleyYonnie StarrJean-Louis Levesque1:42.801969Jumpin JosephAvelino GomezWarren BeasleyWarren Beasley1:44.201968Big BlunderJames FitzsimmonsArthur H. WarnerLanson Farm1:44.201967GilmoreRichard GrubbRoy JohnsonGolden West Farm1:55.801966Ice WaterAvelino GomezLou Cavalaris Jr.Gardiner Farm1:44.201965Victorian EraAvelino GomezLou Cavalaris Jr.A. Case1:48.201964Return TripJames FitzsimmonsRoy JohnsonGolden West Farm1:44.201964Arctic HillsHerb DaltonW. MoorheadVernon G. Cardy1:44.201963BelfortDonald HaleJohn PasseroS. J. Santangelo1:44.401962Burnt RomanJohn R. AdamsK. NicholdsKeane & Waggoner1:48.001961RecitatifJohn R. AdamsCarl F. ChapmanT. Davis Jr.1:48.601960Hidden TreasureAl CoyJohn PasseroWilliam R. Beasley1:44.801959Anita's SonHugo DittfachArthur H. WarnerLanson Farm1:43.001958Foxy PhilC. O'BrienArthur H. WarnerLanson Farm1:46.801957Pink VelvetErnie WarmeJohn PasseroWilliam R. Beasley1:45.001956CensorAvelino GomezGordon J. McCannWinifred Taylor1:47.001955MomusL. RichardsV. ScottNorth Downs Farm1:45.001954Queen's OwnB. AlbertGordon J. McCannE. P. Taylor1:44.601953Navy PageJose VinaGordon J. McCannE. P. Taylor1:44.401934HokuaoFrank MannFrank GilpinW. I. Newmarch1:52.201933Broadway LightsJ. MattioliS. WhiteT. McCarthy1:52.401932Tred AvonJames H. BurkeWilliam IrvineSylvester W. Labrot1:55.601931FrisiusAnthony PascumaGeorge TappenBelair Stud Stable1:53.401930Son O' BattleJohn MaibenThomas H. McCreeryJ. Frederic Byers1:52.001929SunfireRoger LeonardThomas J. HealeyRichard T. Wilson Jr.1:51.601928SunfireJohn CallahanThomas J. HealeyRichard T. Wilson Jr.1:52.001927DisplayLouis SchaeferThomas J. HealeyWalter J. Salmon Sr.1:52.401926Joy SmokeJames H. ButwellWilliam IrvineEdward F. Whitney1:53.001925WildernessJ. D. MooneyJ. PryceRichard T. Wilson Jr.1:52.601924DigitT. WilsonWilliam H. BringloeSeagram Stable1:55.201923Spot CashFred J. StevensJames W. HealyHarry Payne Whitney1:51.401922Golden SphereJohn McTaggartWilliam H. BringloeSeagram Stable1:51.401921My DearThomas ParringtonFred MusanteFred Musante1:54.601920Irish KissL. MorrisRobert A. SmithSunnyland Stable1:52.601917RunesThomas ParringtonJ. EdwardsMirasol Stable1:51.601916RunesThomas ParringtonJ. EdwardsMirasol Stable1:52.401915KinglyEddie AmbroseMichael J. DalyMizpath Stable1:53.001914WaterbassJ. SmythW. MartinA. Turney1:52.001913HorronClarence TurnerW. MartinAmos Turney1:52.601912Star CharterClarence TurnerJohn F. SchorrJohn W. Schorr1:52.601911The NiggerSweeneyJohn DuffyT. R. Condran1:52.001910King JamesCarroll H. ShillingDavid J. LearySam Hildreth1:53.801909King JamesGuy BurnsDavid J. LearySam Hildreth1:56.001908Clell TurneyJ. BergenA. LewisAmos Turney1:57.801907InfernoR. McDanielBarry LittlefieldJoseph E. Seagram1:52.601906Minnie AdamsNicolF. RectorF. Cook1:52.001905TongorderEric WalshJohn Dyment Jr.Nathaniel Dyment1:56.001904Fort HunterJ. WalshJohn Dyment Jr.Nathaniel Dyment1:55.751903ClaudeM. DalyJ. DalyMichael J. Daly 1:59.001902Gold CureDaugmanFrank McCabeJoseph E. Seagram1:58.001901SannazarroJimmy BolandWilliam M. HayesWilliam M. Hayes2:02.251900MartimasBallardEd WhyteWilliam Hendrie1:57.001899SatiristMcIntyreCharles BoyleJoseph E. Seagram1:56.251898MazarineBert Knappnot foundBennington et al.2:11.251897TragedianSullivanCharles BoyleJoseph E. Seagram2:11.251896MauriceBlaken/aW. M. Barrick2:14.501895SaragossaBert KnappJ. R. WalkerJoseph E. Seagram2:10.001894SaragossaA. BrookerJ. R. WalkerJoseph E. Seagram2:17.501893CopyrightDoaneMichael J. Daly Michael J. Daly 2:12.001892FenelonCarterJ. HanningJ. W. Smythe2:17.501891My FellowWiseD. HigginsD. Higgins2:12.001890BanjoShauerB. AlcockWilliam Hendrie2:14.75

* In 1964 there was a dead heat for first.