Kentucky Derby 2021 payouts: Medina Spirit scores huge upset over Mandaloun and favorite Essential Quality

A 12/1 and a 26/1 on the board means there was an opportunity for some big winners

In a stunner at Churchill Downs, Medina Spirit (12/1) is the winner at the 147th Kentucky Derby. What's not s stunner at the 2021 Run for the Roses is that Bob Baffert is back in the winner's circle. Its the seventh time the Hall of Fame trainer has won the Kentucky Derby, which is all alone as the most all-time.

Medina Spirit wasn't the only surprise on the board as Mandaloun (26/1) finished second, ahead of Hot Rod Charlie (5/1) in third. Morning line favorite Essential Quality, which closed as a 3/1 favorite finished fourth. 

2021 Kentucky Derby results

8 - Medina Spirit WIN: $26.20 PLACE: $12.00 SHOW: 7.60
7 - Mandaloun PLACE: 23.00 SHOW: $13.40
9 - Hot Rod Charlie: SHOW: $5.20

$2.00 Exacta 8-7 $503.60
$1.00 Trifecta 8-7-9 $1,696.90
$1.00 Superfecta 8-7-9-14 $9,456.40

2021 Kentucky Derby Order of Finish

1. 8 - Medina Spirit
2. 7 - Mandaloun
3. 9 - Hot Rod Charlie
4. 14 - Essential Quality
5. 6 - O Besos
6. 10 - Midnight Bourbon
7. 4 - Keepmeinmind
8. 12 - Helium
9. 1 - Known Agenda
10. 17 - Highly Motivated
11. 5 - Sainthood
12. 2 - Like the King
13. 20 - Bourbonic
14. 13 - Hidden Stash
15. 3 - Brooklyn Strong
16. 18 - Super Stock
17. 15 - Rock Your World
18. 11 - Dynamic One
19. 19 - Soup and Sandwich

2021 Kentucky Oaks results

10 - Malathaat WIN: $7.00 PLACE: $4.60 SHOW: $3.40
12 - Search Results PLACE: $6.80 SHOW: $5.60
11 - Will's Secret SHOW: $9.60

$1.00 Exacta 10-12 $18.90
$0.50 Trifecta 10-12-11 $232.25
$1.00 Superfecta 10-12-11-3 $2,808.70

[May 1, 2021 at 7:05 pm ET · R.J. White]

We'll have the final results above momentarily. For continuing Kentucky Derby coverage, head over to our main Kentucky Derby live blog. 

[May 1, 2021 at 7:02 pm ET · R.J. White]

Medina Spirit holds off Mandaloun to earn the win in the Kentucky Derby!

[May 1, 2021 at 6:59 pm ET · R.J. White]

And they're off!

[May 1, 2021 at 6:59 pm ET · R.J. White]

We're just seconds from getting underway. Good luck on your bets!

[May 1, 2021 at 6:47 pm ET · R.J. White]

Essential Quality moves to 3/1 and remains the favorite. Rock Your World is still at 9/2, with Hot Rod Charlie at 5/1. Known Agenda down to 9/1, with Highly Motivated holding at 10/1.

[May 1, 2021 at 6:43 pm ET · R.J. White]

Riders up! This is your last chance to get your bets in, but which horse to back?

Handicapping champion Jonathon Kinchen nailed two exactas on Friday, including the Kentucky Oaks to cap a profitable day for SportsLine subscribers following his plays. He followed that up with another winning exacta play in the Pat Day Mile earlier today. His Derby-Oaks double is also live, so you'll want to see who he likes for the Run for the Roses:

We can tell you Kinchen is completely fading Rock Your World, even though he is one of the top favorites! "In the Santa Anita Derby, he got loose on a speed-favoring track and didn't have a ton of competition behind him," Kinchen told SportsLine.

Instead, one of Kinchen's top contenders is an appealing double-digit long shot with "a big price!" Kinchen is including this horse prominently in his wagering, and so should you.

Get all of Kinchen's Derby analysis and wagering strategy by heading over to SportsLine.

[May 1, 2021 at 6:37 pm ET · R.J. White]

Same odds on the top three horses -- Essential Quality at 5/2, Rock Your World at 9/2, Hot Rod Charlie at 5/1. But Known Agenda and Highly Motivated are now down to 10/1 with about 20 minutes left until post. Next up: Medina Spirit and Midnight Bourbon at 12/1. No other horses are lower than 25/1.

[May 1, 2021 at 6:28 pm ET · R.J. White]

Before the Kentucky Derby kicks off in about half an hour, you need to see what legendary handicapper Hammerin' Hank Goldberg has to say. The former horse racing analyst for ESPN and NBC, Goldberg became a legendary handicapper by going straight to the source. In 2004, he had dinner before the Belmont Stakes with trainer Nick Zito at a pizzeria in Queens. The dinner led Goldberg to play Zito's 36-1 monster longshot Birdstone to win and on top of his exacta, trifecta and superfecta bets. When Birdstone shocked the world, Goldberg won $24,000!

Before last year's Kentucky Derby, trainer Bob Baffert told Goldberg that Authentic was his best Derby runner. As a result, Goldberg listed him among his top horses, and Authentic held off Tiz the Law by almost four lengths.

For the 147th Run for the Roses, we can tell you Goldberg is completely fading Rock Your World, even though he is one of the top favorites and won the Santa Anita Derby. Another shocker: Goldberg is backing Dynamic One, even though he's a big long shot. He's a target for anyone looking for a huge payday.

After getting the inside scoop from the horse's trainer, Goldberg's top pick will shock you. He's also backing an underdog who drew the "perfect post." Get all of Goldberg's Derby picks and analysis by heading over to SportsLine.

[May 1, 2021 at 6:17 pm ET · R.J. White]

Jody Demling has hit the Derby-Oaks double nine times in the last 12 years and has a double live after Malathaat's win in the Oaks yesterday. A fixture in the horse racing world who has been writing about, talking about and betting on races for years, Demling at one point last year picked the winners of six straight races: the Saudi Cup, Gotham Stakes, Rebel Stakes, Louisiana Derby, Florida Derby and Belmont Stakes.

For the 2021 Kentucky Derby, we can tell you Demling is fading Known Agenda, even though that horse is one of the top Vegas favorites. In fact, Demling says Known Agenda doesn't even hit the board. Instead, Demling is also especially high on another huge double-digit long shot who has "looked amazing" during training. If you include him in your exotics, you could be looking at a colossal payday.

Get Demling's Derby picks as well as his projected leaderboard by heading over to SportsLine.

[May 1, 2021 at 6:12 pm ET · R.J. White]

Rock Your World is now the sole second favorite at 9/2 behind Essential Quality, who remains the 5/2 favorite. Hot Rod Charlie comes in third in the current odds table at 5/1, with Known Agenda and Highly Motivated next at 11/1.

You can see the odds for all 19 Kentucky Derby horses as well as our projected order of finish by heading over to SportsLine.  

[May 1, 2021 at 6:05 pm ET · R.J. White]

Beyer Speed Figure maker Bob Weir has had multiple five-figure days at the track and has dominated Derby prep races. This year, he hit the exacta in the Sam F. Davis Stakes and Tampa Bay Derby! He also nailed the trifecta in the Risen Star Stakes and Blue Grass Stakes! Those are just some of his scores in 2021.

Now, he has handicapped the 2021 Kentucky Derby horses, made his picks and constructed his bets.

One shocker: Weir is largely fading Essential Quality, even though he is a perfect 5-for-5 in his career and is the clear-cut favorite! "He's far from a sure thing and does not hold a clear advantage on this field," Weir told SportsLine.

Instead, Weir is high on a double-digit long shot who has been training "extremely well" at Churchill Downs! In fact, Weir says this horse is a "must-use" in your bets.

Get Weir's Kentucky Derby wagering strategy and analysis over at SportsLine.

[May 1, 2021 at 5:55 pm ET · R.J. White]

About an hour until post and Essential Quality is still holding strong as the 5/2 favorite. Rock Your World and Hot Rod Charlie both sit at 5/1, though the latter briefly moved to 6/1 earlier this afternoon. Next up are Known Agenda and Highlight Motivated, both at 11/1.

You can see the odds for all 19 Kentucky Derby horses as well as our projected order of finish by heading over to SportsLine.