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The Kentucky Derby Betting Guide 2019

The biggest horse racing event of the year also means (potentially) the biggest payouts in horse racing. Read our guide for Kentucky Derby Betting and find the bookmakers with the best odds! Keep reading for our picks on The Kentucky Derby this year.

Latest Updates

May 6th, 2019

Well, this year’s Derby is over, and what a race it was! After the last minute exit of Omaha Beach, Kentucky Derby betting saw new odds two days before the race. And if that wasn’t enough, we saw a huge upset at the finish line. Maximum Security raced across the finish line in 1st place. Unfortunately for owners Gary and Mary West, a jump over a puddle in the muck-filled track was deemed a foul by stewards (derby referees for those not in the know).

Maximum Security impeded rival War of Will with the jump, almost knocking rider Tyler Gafalione off his colt. As a result, the 1st place horse was disqualified. This is the first time a 1st place finisher has been disqualified in the Kentucky Derby. Unless the Wests’ appeal goes through, the 2019 Kentucky Derby winner is Country House.

For bettors, this can be a windfall. Country House had longshot odds of 61-1. Crowned the winner, anyone who bet on him to win will take home a pretty penny. We hope you enjoyed betting on the Kentucky Derby this year. Can’t wait to see you all next year!

May 3rd, 2019

Well, this wouldn’t be the most exciting horse race of the year without some last minute upsets! Omaha Beach, one of the leading favorites to win this year’s Derby, has come down with a sore throat. That’s right, “Breathing Beauty” is suffering from an entrapped epiglottis. The dark bay colt was a 4-1 favorite but unfortunately will have to sit out this year.

With the change, Game Winner, from trainer Bob Baffert, is the new crème de la crème tipped to win the Kentucky Derby. At 9-2 odds, Game Winner is offering bettors a fantastic – while still reasonable – shot at seeing a return on race day.

Likewise, Omaha Beach’s unfortunate defection gives Bodexpress a spot in the top 20 post positions. Will he use this new starting block to surprise Derby fans on race day? We’ll have to wait to find out. In the meantime, don’t forget to place your bets with a trusted racebook, such as BetAmerica.

The Kentucky Derby Best Bets

Post PositionHorse NameBreederTrainerOdds (as of Tue, Nov 12, 2019)
1War of WillFlaxman Holdings LimitedMark E. Casse15-1
2TaxClaiborne Farm & Adele B. DilschneiderDanny Gargan20-1
3By My StandardsDon LaddW. Bret Calhoun15-1
4Gray MagicianTwin Creeks FarmPeter Miller50-1
5ImprobableSt. George Farm LLC & G. Watts Humphrey Jr.Bob Baffert5-1
6VecomaAlpha Delta Stables, LLCGeorge Weaver15-1
7Maximum SecurityGary & Mary West Stables, Inc.Jason Servis8-1
8TacitusJuddmonte Farms Inc.William I. Mott8-1
9Plus Que ParfaitCalloway Stables, LLCBrendan P. Walsh30-1
10Cutting HumorDell Hancock & Bernie SamsTodd A. Pletcher30-1
11HaikalShadwell Farm, LLCKiaran P. McLaughlin30-1
12Omaha BeachCharming SyndicateRichard E. MandellaScratched
13Code of HonorW. S. FarishClaude R. McGaughey III12-1
14Win Win WinLive Oak StudMichael J. Trombetta12-1
15Master Fencer (JPN)Katsumi YoshizawaTsunoda K50-1
16Game WinnerSummer Wind EquineBob Baffert9-2 ⭐
17RoadsterStone FarmBob Baffert5-1
18Long Range ToddyWillis Horton Racing LLCSteven M. Asmussen30-1
19SpinoffWertheimer et FrereTodd A. Pletcher30-1
20Country HouseJ.V. Shields Jr.William I. Mott30-1
AE-21BodexpressMartha Jane MulhollandGustavo Delgado30-1

We’ll be updating this article regularly with the latest information about the participating horses. We want our users to get access to experts picks and tips for which every horse and jockey combo has the best odds in the Kentucky Derby.

Betting on horses at the Kentucky Derby can be big business. It’s the first race a horse has got to win to take home the prestigious Triple Crown. So, if you do your research early and you pick the winning horse, you might be positioned to make a lot of money if your pick wins the coveted Triple Crown. This is especially true if you can find an under-rated horse with good odds that might be overlooked by bookmakers and other punters.

Horse racing Kentucky Derby Betting

How to bet on The Kentucky Derby?

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  1. You need to make your research. Our picks for the Kentucky Derby are a good place to start but there are also many other experts out there. Consider their advice as well.
  2. Find a horse racing bookmaker. There are a lot of online horse racing books to choose from and you want the one with the best bonus and the best odds on the horse you think will win.
  3. Register at your chosen bookmaker. You’ll have to be prepared to give them some personal details and banking information if you want to make a deposit and bet.
  4. Search for the horse you think will win The Kentucky Derby and place your bet!

Take care when betting. It can be very enticing to go big with Kentucky Derby betting because it’s the kick-off race of the Triple Crown. If you make that bet and your horse wins, that can be a lot of money. But always only bet with what you can afford to lose. Remember, gambling is a way to enhance entertainment and not a way to make money. Sure it’s nice when you win but never count on gambling as a source of income.

The history of the Triple Crown and Kentucky Derby Betting

Triple Crown is quite similar to a “hat trick” in soccer or hockey in that someone must win three prestigious events in a row. However, in the United States, The Triple Crown of Thoroughbred Horse Racing is the most widely known. It’s sometimes shortened to just the American Triple Crown. In this series, a horse and jockey must win three of the biggest horse racing events in the country. Starting with the Kentucky Derby, moving to the Preakness Stakes, and finally the Belmont Stakes. If you bet on the Triple Crown winner before the start of the Kentucky Derby, expect big earnings!

The races, beginning with the Kentucky Derby, always start around the end of spring and go into early summer. This year, the Kentucky Derby kicks off on May 3rd and 4th; the other events in Triple Crown follow shortly after. This event, unsurprisingly, takes place in Kentucky annually at the Churchill Down racetrack in Louisville. The event is exclusively for three-year-old thoroughbred horses. The winner of this race gets a drape of roses put around their horse’s neck which is why it’s also often referred to as “The Run for the Roses.”

Throughout the races’ history, only 13 horses have even won the Triple Crown. You might remember the horse Justify from 2018, he and jockey Mike Smith were the latest to earn the achievement.

What are the kinds of horse race bets?

There are a lot of horse race bets you can make on The Kentucky Derby. Maybe you don’t want to take the risk of betting a lot on a Triple Crown winner (that’s fairly unlikely anyway). You might find some of these types of best more to your liking:
  • Select to Win just when you make your pick of who you think will win. This is far less risky than picking the winner of The Kentucky Derby and then two other races.
  • Show bets mean that your horse must place in at least the 3rd position. Not too hard to win, but not huge payouts either.
  • Place means that you’re betting on your horse finishing in either first or second place.
  • Exacta bets are where it gets pretty difficult. Here, you’re choosing the 1st and 2nd place finishers in the correct order.
  • Trifecta bets are even more difficult (and higher paying than the previous bets. Here, you must correctly select the 1st, 2nd, and 3rd place finishers.
  • Supertrifecta bets imply choosing the horses which will finish the race first, second, third, and fourth, in the proper order.
  • Pentafecta / Super Hi- 5 bets are predictions of the horses that will finish first, second, third, fourth and fifth, in the correct order, of course.


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