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Best Kentucky Derby Prop Bets: 2021 Kentucky Derby Props

The best Kentucky Derby prop bets online. 2021 Kentucky Derby betting props.

The 147th running of the Kentucky Derby goes down Saturday at Churchill Downs and although the horse race lasts just two minutes, it’s one of the most popular sports betting events of the year. Besides your win, place, show bets, there’s a lot more action to get in on.

So whether you’re new to the sport or a seasoned expert, feast your eyes on a comprehensive list of the best Kentucky Derby prop bets provided by Bovada.

For more coverage of the 2021 Kentucky Derby, check out our latest odds and our facts and trends pages. We also have the field’s top contenders and long shots.

See Odds Shark’s Best Horse Racing Betting Sites

What are the Best Kentucky Derby Prop Bets?

Kentucky Derby - Where Will The Winning Horse Start?
  • Gate 1-10 +130
  • Gate 11-20 -170
Kentucky Derby - Winning Time
  • OVER 2:02.65 -120
  • UNDER 2:02.65 -120
Kentucky Derby - Will Secretariat’s Record Time of 1:59.40 Be Broken?
  • No -10000
  • Yes +1400
Kentucky Derby - Did The Winner Win His Last Race Before the Derby?
  • No +185
  • Yes -280
Kentucky Derby - First Half Mile Time
  • OVER 46.8 Seconds -140
  • UNDER 46.8 Seconds EVEN
Kentucky Derby - First Quarter Time
  • OVER 22.9 Seconds -135
  • UNDER 22.9 Seconds -105
Kentucky Derby - How many lengths will the winner win by?
  • OVER 2.5 +115
  • UNDER 2.5 -155
Kentucky Derby - Official Win Mutuel Payoff
  • OVER $12.00 -165
  • UNDER $12.00 +125
Kentucky Derby - Total of All Parimutuel Payoff
  • OVER $70.00 -120
  • UNDER $70.00 -120

Triple Crown

Odds to win 2021 Triple Crown
  • No Triple Crown Winner in 2021 -800
  • Essential Quality +1000
  • Rock Your World +2200
  • Hot Rod Charlie +4000
  • Known Agenda +4000
  • Highly Motivated +5000
  • Soup and Sandwich +5000
  • Medina Spirit +6600 
  • Mandaloun +10000
  • Midnight Bourbon +10000
  • O Besos +12500
  • Super Stock +12500
  • Bourbonic +15000
  • Dynamic One +15000
  • King Fury +15000
  • Sainthood +17500
  • Helium +20000
  • Brooklyn Strong +30000
  • Like The King +35000
  • Hidden Stash +40000
  • Keepmeinmind +40000
Kentucky Derby - Will The Winner Of The Kentucky Derby Win The 2021 Triple Crown?
  • No -800
  • Yes +550
Kentucky Derby - Will Any Horse Win 2 of 3 Triple Crown Races?
  • No +135
  • Yes -175
Kentucky Derby - Will The Winning Horse Win The Belmont Stakes?
  • No -340
  • Yes +220
Kentucky Derby - Will The Winning Horse Win The Preakness?
  • No -230
  • Yes +160

Head-to-Head Kentucky Derby Matchups

Kentucky Derby - Head-to-Head Matchup
  • Essential Quality -160
  • Rock Your World +125
Kentucky Derby - Head-to-Head Matchup
  • Essential Quality -175
  • Known Agenda +137
Kentucky Derby - Head-to-Head Matchup
  • Rock Your World -120
  • Known Agenda -110
Kentucky Derby - Head-to-Head Matchup
  • Rock Your World -130
  • Hot Rod Charlie -101
Kentucky Derby - Head-to-Head Matchup
  • Known Agenda -125
  • Hot Rod Charlie -105
Kentucky Derby - Head-to-Head Matchup
  • Hot Rod Charlie -130
  • Highly Motivated -101
Kentucky Derby - Head-to-Head Matchup
  • Hot Rod Charlie -150
  • Medina Spirit +117
Kentucky Derby - Head-to-Head Matchup
  • Highly Motivated -118
  • Medina Spirit -112
Kentucky Derby - Head-to-Head Matchup
  • Medina Spirit -137
  • Mandaloun +105
Kentucky Derby - Head-to-Head Matchup
  • Dynamic One -115
  • Midnight Bourbon -115
Kentucky Derby - Head-to-Head Matchup
  • King Fury -115
  • O Besos -115
Kentucky Derby - Head-to-Head Matchup
  • Super Stock -130
  • Soup and Sandwich -101
Kentucky Derby - Head-to-Head Matchup
  • Bourbonic -135
  • Keepmeinmind +104
Kentucky Derby - Head-to-Head Matchup
  • Brooklyn Strong -128
  • Like The King -103
Kentucky Derby - Head-to-Head Matchup
  • Helium -115
  • Sainthood -115
Kentucky Derby - Head-to-Head Matchup
  • Known Agenda -130
  • Highly Motivated -101
Kentucky Derby - Head-to-Head Matchup
  • Midnight Bourbon -120
  • King Fury -110
Kentucky Derby - Head-to-Head Matchup
  • Dynamic One -120
  • King Fury -110
Kentucky Derby - Head-to-Head Matchup
  • Dynamic One -120
  • O Besos -110
Kentucky Derby - Head-to-Head Matchup
  • O Besos -125
  • Midnight Bourbon -105

Exotic Kentucky Derby Betting Props

Kentucky Derby - Winning Horse’s Name Will Start With Which Letter?
  • A-H -120
  • I-Z -120
Kentucky Derby - Last-Place Horse’s Saddlecloth Number Will Be?
  • 1-10 -140
  • 11-20 EVEN
Kentucky Derby - Will There Be An Inquiry?
  • Yes +350
  • No -600
Kentucky Derby - Was The 2021 Winner Bred In Kentucky?
  • Yes -1600
  • No +700
Kentucky Derby - Last-Place Horse’s Saddlecloth Number Will Be Odd or Even?
  • Odd -120
  • Even -120
Kentucky Derby - How Many Words Will Be in The Name of the Derby Winner?
  • 1 +700
  • 2 -275
  • 3 or More +190
Kentucky Derby - Brad Cox Trains Kentucky Oaks/Derby Winner?
  • Yes +900
  • No -1500
Kentucky Derby - Kentucky Derby/Preakness Double?
  • Yes +250
  • No -350
Kentucky Derby - Best Finishing Position?
  • Brooklyn Strong +350
  • Helium +350
  • Hidden Stash +350
  • Like The King +350
  • Sainthood +350
Kentucky Derby - Best Finishing Position?
  • Essential Quality +165
  • Rock Your World +260
  • Known Agenda +450
  • Hot Rod Charlie +500
  • Highly Motivated +850
Kentucky Derby - Best Finishing Position?
  • Medina Spirit +250
  • Mandaloun +300
  • Dynamic One +425
  • King Fury +425
  • Midnight Bourbon +425
Kentucky Derby - Best Finishing Position?
  • O Besos +230
  • Soup and Sandwich +350
  • Super Stock +350
  • Bourbonic +375
  • Keepmeinmind +525
Kentucky Derby - Bob Baffert Trains The Kentucky Derby Winner 2021?
  • Yes +1200
  • No -2000
Kentucky Derby - Brad Cox Trains The Kentucky Derby Winner 2021?
  • Yes +200
  • No -250
Kentucky Derby - Essential Quality To win the 2021 Kentucky Derby?
  • Yes +250
  • No -350
Kentucky Derby - Rock Your World To Win The 2021 Kentucky Derby?
  • Yes +500
  • No -750
Kentucky Derby - Todd Pletcher Trains The Kentucky Derby Winner 2021?
  • Yes +375
  • No -600
Kentucky Derby - To Finish Last
  • Like The King +800
  • Brooklyn Strong +900
  • Helium +900
  • Hidden Stash +900
  • Sainthood +900
  • Keepmeinmind +1000
  • Bourbonic +1200
  • Soup and Sandwich +1200
  • Super Stock +1200
  • King Fury +1400
  • O Besos +1400
  • Dynamic One +1800
  • Midnight Bourbon +1800
  • Mandaloun +2000
  • Medina Spirit +2200
  • Highly Motivated +2500
  • Hot Rod Charlie +2800
  • Known Agenda +2800
  • Rock Your World +3300
  • Essential Quality +5000
Kentucky Derby - Will The Winner Go Wire To Wire?
  • Yes +500
  • No -900
Kentucky Derby - Will There Be A US Triple Crown Winner 2021?
  • Yes +550
  • No -800
Kentucky Derby - Winning Distance
  • OVER 2.5 Lengths +115
  • UNDER 2.5 Lengths -155
Kentucky Derby - How Long Will It Take To Sing My Old Kentucky Home?
  • OVER 100 seconds -120
  • UNDER 100 seconds -120
Kentucky Derby - Winning Horse Saddlecloth Number - Odd Or Even
  • Odd -155
  • Even +115
Kentucky Derby - Winning Horse Saddlecloth Number - Groups
  • 11-15 EVEN
  • 6-10 +233
  • 16-20 +350
  • 1-5 +450
Kentucky Derby - Margin Of Victory
  • 1 To 2.75 Lengths +150
  • 3 To 5.75 Lengths +290
  • 0.5 To 0.75 Lengths +550
  • 6 To 7.75 Lengths +800
  • 8 To 10.75 Lengths +900
  • Head +1000
  • Neck +1000
  • 11 To 14.75 Lengths +1400
  • Nose +1400
  • 15 Or More Lengths +1800
  • Dead Heat +5000
Kentucky Derby - State Or Country The 2021 Derby Winner Last Raced Prior To Winning The Derby?
  • Kentucky +115
  • California +290
  • Louisiana +325
  • Florida +500
  • New York +2200
  • Arkansas +2500
Kentucky Derby - What Will Be The Color Of The Winning Horse?
  • Dark Bay +150
  • Gray +225
  • Bay +270
  • Chestnut +350
Kentucky Derby - Who Will The Winning Jockey Mention First After The Race?
  • Horse -110
  • God +275
  • Owner Or Owners +400
  • Trainer +450
  • Family +650
Kentucky Derby - Will Anybody On The NBC Broadcast Team Hit A Trifecta Bet On The Kentucky Derby?
  • Yes +500
  • No -900
Kentucky Derby - Will It Be A First-Time Kentucky Derby Win For The Winning Trainer?
  • Yes -340
  • No +220
Kentucky Derby - Will The Winner Win Via A Disqualification?
  • Yes +1200
  • No -7500
Kentucky Derby - Will This Year’s Winner Have A Better Time Than The 2020 Kentucky Derby Winner?
  • Yes +300
  • No -500

Kentucky Derby Props and Specials

Kentucky Derby prop bets are fun horse racing wagers where you bet on things that aren’t directly related to the result of that specific horse race. As seen in the tables above, online sportsbooks let you wager on who the winning jockey will mention first in his post-race victory speech, or whether it will be a trainer’s first time winning the Kentucky Derby.

If you’d like to learn more about how to bet on the Kentucky Derby, check out our Kentucky Derby betting guide for tips and strategy on the Run for the Roses.