Kentucky Derby Betting

Ultimate Kentucky Derby Betting Guide. Learn how to bet on the Kentucky Derby. Here are some simple bets anyone can learn. Read on.

** Important Update **
The 146th Kentucky Derby has been postponed to Saturday, September 5, 2020 due to the COVID-19 corona virus pandemic. The 146th Kentucky Oaks has been moved to Friday, September 4, 2020. This is the first time the derby has been rescheduled since 1945. The Preakness Stakes and Belmont Stakes may be rescheduled in order to contest the Triple Crown. Monitor our site closely for more updates.

Kentucky Derby 146 Schedule 2020

Date & Time: Saturday, September 5, 2020. Post Time 7:01 PM ET
Place: Churchill Downs, Louisville, KY
Live Stream: NBC Live Stream
The Kentucky Derby is always the first Saturday in May.

2021 Kentucky Derby Futures Odds - All Available Horses
Last Updated November 23, 2020 1:32 pm
Outcomebovada Bovada
1. Essential Quality
2. Life Is Good
3. Jackie's Warrior
4. Editor In Chief
5. Highly Motivated
6. Classier
7. Sittin On Go
8. Red Flag
9. Keepmeinmind
10. Calibrate
11. Caddo River
12. Reinvestment Risk
13. Hot Rod Charlie
14. Get Her Number
15. Freedom Fighter
16. Dr. Schivel
17. Swill
18. Wolfie's Dynaghost
19. Team Merchants
20. Rombauer
21. Jaxon Traveler
22. Cazadero
23. Speaker's Corner
24. Whiskey Double
25. Prisoner
26. Vittorio
27. Olympiad
28. Uncle Boogie
29. Huntsinger
30. Stayin' Out Late
31. Founder
32. Spielberg
33. Midnight Bourbon
34. Mutasaabeq
35. Sonic Brees
36. Momos
37. Second of July
38. Weston
39. Game Day Play
40. Santa Cruiser
41. Ten For Ten
42. Gagetown
43. Pickin' Time
44. Super Stock
45. Angkor
46. No Cents
47. Starrininmydreams
48. Therideofalifetime
49. Hidden Stash
50. Smiley Sobotka
51. Saffa's Day
52. Next
53. Likeable
54. Hyperfocus
55. Real Talk
56. King Fury
57. Effinity
58. Eagle Orb
59. Boca boy
60. Uno
61. Girther
62. Lugarno
63. Brooklyn Strong
64. Seminole Beach
65. Eucharist
66. Judge N Jury
67. Bolden
68. Roderick
69. Ethical Judgement
70. Waist Deep
71. Isolate
72. Bold Minister
73. Raison d'Air
74. Cousin Larry
75. Upstriker
76. Inspector Frost
77. Awesome Gerry
78. Nova Rags
79. Chicks For Free
80. Sound The Charge
81. Herd Immunity
82. Mandaloun
83. Camp Hope
84. Slashing
85. Ascot Storm
86. Tiz Handsome
87. Fauci
88. Hold The Salsa
89. Ambivalent
90. Thranduil
91. Cajun Commander
92. Work Out
93. Highway Bound
94. Run Snappy
95. Breeze On By
96. Waspirant
97. Hendrick
98. Restored Order
99. Blue Gator
100. Ultimate Badger
101. Hendavid
102. Positivity
103. Belafonte
104. Twilight Blue
105. Fury Cap
106. Kwist
107. Big Daddy Dave
108. Son Of A Beast
109. Schnell
110. It Can Be Done
111. Hercules
112. Xtreme Mayhem
113. Garoppolo
114. Tacoflavouredkisses
115. Valiant Thor
116. Big Flame
117. Poppy's Pride
118. Ampersand
119. Kenny Had A Notion
120. Wyfire
121. Al Heybay
122. Horn Of Plenty
123. What's Up Surfer
124. Dalton
125. Superman Shaq
126. Boomer
127. Seazan
128. Advance Cash
129. Lookin For Trouble
130. Famous Gent
131. Basso

Recent Graded Stakes Won by Race Entries
Horse Races
Jackie's WarriorSaratoga Special Stakes (2020 G2), Runhappy Hopeful Stakes (2020 G1), Champagne Stakes (2020 G1)
Essential QualityClaiborne Breeders Futurity (2020 G1), Breeders Cup Juvenile (2020 G1)
Get Her NumberAmerican Pharoah Stakes (2020 G1)
CazaderoBashford Manor Stakes (2020 G3)
Dr. SchivelRunhappy Del Mar Futurity (2020 G1)
Sittin On GoIroquois Stakes (2020 G3)

2021 Kentucky Oaks Futures Odds - All Available Horses
Last Updated November 23, 2020 1:32 pm
Outcomebovada Bovada
1. Vequist
2. Dayoutoftheoffice
3. Princess Noor
4. Girl Daddy
5. Simply Ravishing
6. Alexandria
7. Varda
8. Crazy Beautiful
9. Illumination
10. Cilla
11. Travel Column
12. Joy's Rocket
13. Thoughtfully
14. Xtrema
15. Miss Costa Rica


  1. Best Bets
  2. 2019 Kentucky Derby Replay
  3. Best Kentucky Derby Race Call
  4. Betting Tips
  5. Kentucky Derby Longshot Winners
  6. Tables/Reference
See Also
How to Bet On Horses Video
Kentucky Derby Trifecta Picks
Kentucky Derby Betting Sites and Bets

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How to Win Kentucky Derby Betting

Profit from these Kentucky Derby bets.

1. Oaks-Derby Daily Double Bet

Pick both the Kentucky Oaks and Kentucky Derby winners. Make your picks before the Kentucky Oaks begins. Post time time is 6:12 PM the Friday before Derby Day.

The 1 1/8 mile Oaks is for 3 year old fillies. Each horse must qualify during the Oaks Prep Race period between September and April.

Racebooks determine Oaks-Derby payouts from a horse’s odds of winning its respective event.

Review the Oaks-Derby will-pays after the Oaks has concluded. Payouts include the Oaks winner paired with each Derby horse. Odds may change up until Derby post time.

Review each horse’s most recent race results. Also review Prep Race results. The Kentucky Derby and Kentucky Oaks Prep Races begin in September.

2. Win-Place-Show Bet. Also called “Across the Board”.

Pick a likely top 3 finisher. Place $2 Win, Place and Show bets on this horse. $2 x 3 bets. The entire bet costs $6 total.

Ask your track teller for $2 “Across the Board”. Or select this wager from your online race book.

Race results determine your payout. There are 4 distinct outcomes. The following lists payouts from highest to lowest.

Win-Place-Show Bet Outcomes
First Win,Place,Show None
Second Place,Show Win
Third Show Win,Place
or worse
None All

All Win-Place-Show bets lose if horse finishes fourth or worse. Also called “out of the money”.

Pick from the top 6-8 contenders. Don’t bet longshot horses unless you’re extremely confident. Avoid placing multiple Win-Place-Show bets. Consider a Trifecta or Superfecta box bet instead.

3. Kentucky Derby Quinella Box

The 20 horse Kentucky Derby field makes picking a winner difficult. Bettors must carefully manage risk to profit. Play multiple horses at once with the Quinella Box Bet.

Pick 3 or more horses to finish in the first or second position. Final order doesn’t matter.

  • Your bet wins if 2 of your selections finish first and second.
  • Bet loses if one or none of your selections finish top two.

Quinella Box bets cost $2 per combination. The following table lists costs per number of horses boxed.

Quinella Box Costs, $2 Per Combination
Horses Combinations Total

Keep Quinella Box to 6 horses or less. Larger quinella boxes are both expensive and inefficient. Consider using an Exacta Wheel bet for 6 or more horses. Key small sets of horses into each finishing position.

4. Kentucky Derby Show Bet

Your horse doesn’t have to win to turn a profit. The show bet rewards bettors for making a good-enough prediction. It manages risk like the Quinella Box. But it costs less and pays out more.

How to place a Kentucky Derby Show Bet

  1. Visit your online race book.
  2. Pick your favorite horse.
  3. Select Show Bet.
  4. Minimum bet is usually $2.

The show bet wins if your horse finishes first, second or third. Also called “in the money”. Payouts are smaller than successful win or place bets.

  • Show bets on longshots pay the most.
  • Show bets on favorites or “odds on” horses pay the least.

Consider placing Show bets on multiple horses. The 20 horse Kentucky Derby field is notoriously unpredictable. Don’t hang your hat on one selection. Diversify your bets. You’ll increase the likelihood of profiting.

2019 Kentucky Derby Replay

Best Kentucky Derby Race Call

Larry Collmus, 2011 Kentucky Derby for Animal Kingdom

Kentucky Derby Betting Tips

  1. Deposit early Kentucky Derby week. Consider using Bitcoin or other cryptocurrencies. You’ll avoid last minute credit card processing glitches.
  2. Monitor Kentucky Derby Betting odds carefully. Visit your online race book’s odds page regularly. Odds will change up until post time.
  3. Shop Kentucky Derby betting odds at multiple sportsbooks.
  4. Novice bettors stick to simple +EV horse bets. Research and bet longshots carefully. Leave trifectas and superfectas to expert handicappers.

Top Kentucky Derby Longshot Winners

1. 2009 Mine That Bird 50 to 1

Jockey: Calvin Borel
2009 Kentucky Derby Winner Mine That Bird

Mine that Bird’s 2009 Kentucky Derby win was the most stunning upset in recent memory. He was the second gelding to ever win the derby, just one of nine to ever enter. It seems this unruly horse knew how to run!

A muddy start against a formidable field offered little hope. Then, as the horses broke for home, Mine that Bird surged ahead. He confidently dispatched frontrunners and late closers alike. His final time was 2:02.66, some 6+ lengths ahead of the second finisher.

Jockey Calvin Borel and trainer Bennie Woolley, Jr. were the only two people confident in this horse’s ability. Their beliefs paid off. A $2 bet paid an incredible $103.20.

Mine that Bird later finished second at the Preakness and third at the Belmont Stakes.

2. 2005 Giacomo 50 to 1

Jockey: Mike E. Smith

It was still anyone’s race down the homestretch of Kentucky Derby 131. Afleet Alex, Giacomo and Closing Argument were jockeying for the win. Ultimately Giacomo persevered in the final seventy yards defeating Closing Argument, another 50 to 1 longshot.

This improbable victory has been the only Derby win for both jockey Mike E. Smith and trainer John Shirreffs.

Giacomo’s official time was 2:02.75. He later finished third at the Preakness and seventh at the Belmont Stakes. He came back to win the 2006 San Diego Handicap, then finished fourth in the 2006 Breeders’ Cup Classic.

3. 1940 Gallahadion 36 to 1

Jockey: Carroll Bierman

Bimelech was the odds on favorite at 2 to 5 in the 1940 Kentucky Derby. Few had interest in Gallahadion, owned by the Mars candy company family.

But this 36 to 1 longshot seized the day, driving past Bimelech and Dit at the finish. He clocked a respectable 2:05.00 while time was still being marked in 1/5 seconds.

After a third place Preakness finish, Gallahadion’s luck ran out. He didn’t finish the Belmont Stakes, officially recorded as “unplaced”. Attempts to win subsequent summer races were unsuccessful.

Still, this one hit wonder makes the record books for his incredible win. Jockey Carroll Bierman and trainer Roy Waldron never won another Derby.

4. 1913 Donerail 91 to 1

Jockey: Roscoe Goose

Donerail is the biggest longshot winner of the Kentucky Derby in history. His odds were 91 to 1.

Donerail started slowly and hung with the leaders until the final stretch. There he surged to take the lead. He made his break in the final 1/16 mile leading Ten Point and Gowell to the finish.

His 2:04.8 was a record at the time. Equally impressive was the $184.90 payoff for a $2 Win bet. A Greek man named Elias Dimakos was the prescient and lucky winner.

Donerail started 62 races and won 10 before retiring in 1917. Other notable wins included the Canadian Sportsmen’s Handicap and Hamilton Cup. He appeared once again in 1918 for a turf race but dropped out before the finish.

5. 1999 Charismatic 31 to 1

Jockey: Chris Antley

Perhaps Charismatic should have been a favorite. His pedigree included Secretariat. His jockey was future hall of famer Chris Antley, who won the 1991 Derby riding Strike the Gold. Charismatic’s trainer D. Wayne Lukas had already captured 3 Derby wins. Would 1999 be his 4th?

Running to the finish, it was Cat Thief on the rail with Charismatic charging ahead. Menifee caught up on the outside, attempting to close on both horses. But Charismatic held off both as Menifee’s late surge ran out of track.

Charismatic’s 2:03.20 win cemented the legacies of both Antley and Lukas in horse racing history. He later won the Preakness.

Charismatic’s Triple Crown dreams ended painfully at the Belmont Stakes. He slowed suddenly with about 1/8 mile to go after taking the lead. Jockey Antley eased him up and dismounted, quickly grabbing Charismatic’s front-left leg. A veterinarian determined it was fractured.

Subsequent surgery returned use of the leg. But Charismatic could no longer race. He became a stud until retirement in October 2016. He died in 2017.

Kentucky Derby Betting Tables and Reference

Kentucky Derby Winners 1900 to Present

Kentucky Derby Winners
2020AuthenticJohn VelazquezBob Baffert2:00.61
2019Country HouseFlavien PratBill Mott2:03.93
2018JustifyMike E. SmithBob Baffert2:04.20
2017Always DreamingJohn VelazquezTodd Pletcher2:03.59
2016NyquistMario GutierrezDoug O'Neill2:01.31
2015American PharoahVictor EspinozaBob Baffert2:03.02
2014California ChromeVictor EspinozaArt Sherman2:03.66
2013OrbJoel RosarioClaude McGaughey III2:02.89
2012I'll Have AnotherMario GutierrezDoug O'Neill2:01.83
2011Animal KingdomJohn VelazquezH. Graham Motion2:02.04
2010Super SaverCalvin BorelTodd Pletcher2:04.45
2009Mine That BirdCalvin BorelBennie L. Woolley, Jr.2:02.66
2008Big BrownKent DesormeauxRichard E. Dutrow, Jr.2:01.82
2007Street SenseCalvin BorelCarl Nafzger2:02.17
2006BarbaroEdgar PradoMichael R. Matz2:01.36
2005GiacomoMike E. SmithJohn Shirreffs2:02.75
2004Smarty JonesStewart ElliottJohn Servis2:04.06
2003Funny CideJose A. SantosBarclay Tagg2:01.19
2002War EmblemVictor EspinozaBob Baffert2:01.13
2001MonarchosJorge F. ChavezJohn T. Ward, Jr.1:59.97
2000Fusaichi PegasusKent DesormeauxNeil Drysdale2:01.00
1999CharismaticChris AntleyD. Wayne Lukas2:03.20
1998Real QuietKent DesormeauxBob Baffert2:02.20
1997Silver CharmGary StevensBob Baffert2:02.40
1996GrindstoneJerry BaileyD. Wayne Lukas2:01.00
1995Thunder GulchGary StevensD. Wayne Lukas2:01.20
1994Go for GinChris McCarronNick Zito2:03.60
1993Sea HeroJerry BaileyMacKenzie Miller2:02.40
1992Lil E. TeePat DayLynn S. Whiting2:03.00
1991Strike the GoldChris AntleyNick Zito2:03.00
1990UnbridledCraig PerretCarl Nafzger2:02.00
1989Sunday SilencePat ValenzuelaCharlie Whittingham2:05.00
1988Winning ColorsGary StevensD. Wayne Lukas2:02.20
1987AlyshebaChris McCarronJack Van Berg2:03.40
1986FerdinandBill ShoemakerCharlie Whittingham2:02.80
1985Spend A BuckAngel Cordero, Jr.Cam Gambolati2:00.20
1984SwaleLaffit Pincay, Jr.Woody Stephens2:02.40
1983Sunny's HaloEddie DelahoussayeDavid C. Cross, Jr.2:02.20
1982Gato Del SolEddie DelahoussayeEdwin J. Gregson2:02.40
1981Pleasant ColonyJorge VelasquezJohn P. Campo2:02.00
1980Genuine RiskJacinto VasquezLeRoy Jolley2:02.00
1979Spectacular BidRonnie FranklinBud Delp2:02.40
1978AffirmedSteve CauthenLaz Barrera2:01.20
1977Seattle SlewJean CruguetWilliam H. Turner, Jr.2:02.20
1976Bold ForbesAngel Cordero, Jr.Laz Barrera2:01.60
1975Foolish PleasureJacinto VasquezLeRoy Jolley2:02.00
1974CannonadeAngel Cordero, Jr.Woody Stephens2:04.00
1973SecretariatRon TurcotteLucien Laurin1:59.40
1972Riva RidgeRon TurcotteLucien Laurin2:01.80
1971Canonero IIGustavo AvilaJuan Arias2:03.20
1970Dust CommanderMike ManganelloDon Combs2:03.40
1969Majestic PrinceBill HartackJohnny Longden2:01.80
1968Forward PassIsmael ValenzuelaHenry Forrest2:02.20
1967Proud ClarionBobby UsseryLoyd Gentry, Jr.2:00.60
1966Kauai KingDon BrumfieldHenry Forrest2:02.00
1965Lucky DebonairBill ShoemakerFrank Catrone2:01.20
1964Northern DancerBill HartackHoratio Luro2:00.00
1963ChateaugayBraulio BaezaJames P. Conway2:01.80
1962DecidedlyBill HartackHoratio Luro2:00.40
1961Carry BackJohnny SellersJack A. Price2:04.00
1960Venetian WayBill HartackVictor J. Sovinski2:02.40
1959Tomy LeeBill ShoemakerFrank E. Childs2:02.20
1958Tim TamIsmael ValenzuelaJimmy Jones2:05.00
1957Iron LiegeBill HartackJimmy Jones2:02.20
1956NeedlesDavid ErbHugh L. Fontaine2:03.40
1955SwapsBill ShoemakerMesh Tenney2:01.80
1954DetermineRaymond YorkWilliam Molter2:03.00
1953Dark StarHenry E. MorenoEddie Hayward2:02.00
1952Hill GailEddie ArcaroBen A. Jones2:01.60
1951Count TurfConn McCrearySol Rutchick2:02.60
1950MiddlegroundWilliam BolandMax Hirsch2:01.60
1949PonderSteve BrooksBen A. Jones2:04.20
1948CitationEddie ArcaroBen A. Jones2:05.40
1947Jet PilotEric GuerinTom Smith2:06.80
1946AssaultWarren MehrtensMax Hirsch2:06.60
1945Hoop Jr.Eddie ArcaroIvan H. Parke2:07.00
1944PensiveConn McCrearyBen A. Jones2:04.20
1943Count FleetJohnny LongdenDon Cameron2:04.00
1942Shut OutWayne D. WrightJohn M. Gaver, Sr.2:04.40
1941WhirlawayEddie ArcaroBen A. Jones2:01.40
1940GallahadionCarroll BiermanRoy Waldron2:05.00
1939JohnstownJames StoutJim Fitzsimmons2:03.40
1938LawrinEddie ArcaroBen A. Jones2:04.80
1937War AdmiralCharley KurtsingerGeorge Conway2:03.20
1936Bold VentureIra HanfordMax Hirsch2:03.60
1935OmahaWillie SaundersJim Fitzsimmons2:05.00
1934CavalcadeMack GarnerBob Smith2:04.00
1933Brokers TipDon MeadeHerbert J. Thompson2:06.80
1932Burgoo KingEugene JamesHerbert J. Thompson2:05.20
1931Twenty GrandCharley KurtsingerJames G. Rowe, Jr.2:01.80
1930Gallant FoxEarl SandeJim Fitzsimmons2:07.60
1929Clyde Van DusenLinus McAteeClyde Van Dusen2:10.80
1928Reigh CountChick LangBert S. Michell2:10.40
1927WhiskeryLinus McAteeFred Hopkins2:06.00
1926Bubbling OverAlbert JohnsonHerbert J. Thompson2:03.80
1925Flying EbonyEarl SandeWilliam B. Duke2:07.60
1924Black GoldJ. D. MooneyHanley Webb2:05.20
1923ZevEarl SandeDavid J. Leary2:05.40
1922MorvichAlbert JohnsonFred Burlew2:04.60
1921Behave YourselfCharles ThompsonHerbert J. Thompson2:04.20
1920Paul JonesTed RiceBilly Garth2:09.00
1919Sir BartonJohnny LoftusH. Guy Bedwell2:09.80
1918ExterminatorWillie KnappHenry McDaniel2:10.80
1917Omar KhayyamCharles BorelCharles T. Patterson2:04.60
1916George SmithJohnny LoftusHollie Hughes2:04.00
1915RegretJoe NotterJames G. Rowe, Sr.2:05.40
1914Old RosebudJohn McCabeFrank D. Weir2:03.40
1913DonerailRoscoe GooseThomas P. Hayes2:04.80
1912WorthCarroll H. ShillingFrank M. Taylor2:09.40
1911MeridianGeorge ArchibaldAlbert Ewing2:05.00
1910DonauFrederick HerbertGeorge Ham2:06.40
1909WintergreenVincent PowersCharles Mack2:08.20
1908Stone StreetArthur PickensJ. W. Hall2:15.20
1907Pink StarAndy MinderW. H. Fizer2:12.60
1906Sir HuonRoscoe TroxlerPete Coyne2:08.80
1905AgileJack MartinRobert Tucker2:10.75
1904ElwoodShorty PriorCharles E. Durnell2:08.50
1903Judge HimesHal BookerJohn P. Mayberry2:09.00
1902Alan-a-DaleJimmy WinkfieldThomas C. McDowell2:08.75
1901His EminenceJimmy WinkfieldFrank B. Van Meter2:07.75
1900Lieut. GibsonJimmy BolandCharles Hughes2:06.25

Tables and Reference

Exacta Box Costs, $2 Per Combination
Horses Combinations Total
Trifecta Box Costs, $1 Per Combination
Horses Combinations Total
Superfecta Box Costs, $1 Per Combination
Horses Combinations Total
Daily Double Wheel Costs, $1 Per Combination
Key 1 Horses Key 2 Horses Total