Derby Matchups Props

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There are lots of different ways to bet on the Kentucky Derby. There’s the traditional win, place and show wagers, the prop bets, the exotics such as exactas and trifectas, and then Our favorite, the head to head matchups. Here, the sportsbooks and racebooks simply pit two horses against each other and put a moneyline on each one. Similar to a boxing match.

For example, lists Big Brown -220 over underdog Pyro who is +170. The beauty of this type of wager is that your horse doesn’t have to win the race. He simply has to beat the horse he or she is matched up against. There are several sportsbooks with matchups posted and the lines can differ from book to book. You may even find some that differ enough to give you a guaranteed win by scalping. Also known as arbitrage. For example, take +155 on the underdog and lay -150 on the favorite.

Prop bets are also offered by most sportsbooks. For example, will there be a Triple Crown winner this year? If you want to bet yes, you wager $100 to win $500. If you say no, you lay $900 to win $100. Or how about,  WIll the Kentucky Derby winner also win the preakness? Yes is +180 while No is -240. Or Will the Derby winner also win the Belmont? Yes is +400 while no is -600.

So if you like action, and like the Kentucky Derby, there are enough wagers to keep you busy all day long. You can even wager on all the preliminary races leading up to the Derby, most of which will be broadcast on either ESPN or NBC.


2008 Kentucky Derby Head to Head Matchups – Both Must Start for Action

5/3/08 205

Colonel John -160
Pyro +130

MoNBA even
Adriano -130

Cool Coal Man-160
Big Truck +130

COurt Vision +130
Z Fortune -160

Gayego +120
Z Fortune -150

Visionaire -140
Smooth Air +110

Big Brown -180
Colonel John +150

Big Brown -220
Pyro +170



Check out Our Kentucky Derby Coverage:

Kentucky Derby Picks

Kentucky Derby Contenders

Kentucky Derby Predictions

Kentucky Derby Matchups

Kentucky Derby Trifecta – Exacta – Win Place Show Bets

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