May 7, 2021

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Kentucky Oaks 2021 predictions, odds, horses: Horse racing insider who nailed prep races unveils picks

Trainer Todd Pletcher can win his fourth Kentucky Oaks when he sends out the favored Malathaat in the 2021 Kentucky Oaks on Friday at Churchill Downs. The 53-year-old Pletcher won the race in 2004 with Ashado, 2007 with Rags to Riches, and 2013 with Princess of Sylmar. On Friday, Pletcher’s Malathaat is the 5-2 morning-line favorite in the 2021 Kentucky Oaks odds. Two fillies, Travel Column and Search Results, are right behind her at 3-1 in the 2021 Kentucky Oaks field.

The Kentucky Oaks 2021 post time is set for 5:51 p.m. ET. With an accomplished field set to enter the starting gate on Friday, you’ll want to see what racing insider Bob Weir has to say before making any Kentucky Oaks picks.

Based in Saratoga Springs, N.Y., Weir has been handicapping and following horse racing since reading Andy Beyer’s landmark handicapping book “Picking Winners” in the late 1980s. Weir is highly invested in the Beyer Speed Figure, a number assigned to every race run by a horse that measures how fast the horse ran. He uses the figure as the backbone of his handicapping. In fact, thanks to his proficiency with speed figures and top-tier handicapping, he landed one of just eight spots on Beyer’s figure-making team in 2017, a position he holds to this day.

Weir’s methodology has produced multiple five-figure days. In 2014, he hit a $60,000 Pick 6 at Del Mar. The following year, he nailed a $31,000 Pick 6 at Gulfstream Park. In 2016 and 2017, Weir qualified for the prestigious National Horseplayers Championship in Las Vegas.

Last year, his first for SportsLine, Weir was on fire. In June, Weir hit a $2 superfecta in the Ogden Phipps Stakes that paid a whopping $1,039. He crushed the exacta and trifecta in the Forego Stakes in August for $1,134.50. He hit the late Pick 4 at Belmont Park on June 18, June 19, June 25, July 2 and July 5, with the June 25 score returning a whopping $2,159.50.

This year, he hit the exacta in the Sam F. Davis Stakes and Tampa Bay Derby and 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 Oaks field, made his picks and constructed his bets. You can only see them here.

Top 2021 Kentucky Oaks expert picks

One shocker: Weir is almost completely fading Search Results, even though she is the second-biggest favorite at 3-1. Trained by Chad Brown, Search Results is looking to go a perfect four-for-four in her career and is coming off a victory in the Gazelle Stakes on April 3.

However, she was disadvantaged by drawing post No. 12 in the Kentucky Oaks 2021. “Breaking from the outside, she might be used hard early to get in position entering the turn or forced to drop into a new position for her,” Weir told SportsLine. “Her results can’t be ignored, but I will play against her on top.”

Another surprise: Weir is high on Millefeuille, even though she is a 20-1 long shot. Trained by Hall of Famer Bill Mott, Millefeuille has only one win in five career starts. She is coming off a second place finish in the Gulfstream Park Oaks on March 27.

However, that last performance suggests she is close to returning to her form in December, when she finished less than a length behind Malathaat at Aqueduct. “She might continue to move forward in her third start [of 2021],” Weir said. “A bullet workout at Churchill on April 24 looks good.”

How to make 2021 Kentucky Oaks bets

Weir is high on another double-digit long shot who could be “imposing at the top of the stretch.” Weir is including this horse in his 2021 Kentucky Oaks bets, and so should you. He’s sharing which horses to back only at SportsLine.

So who wins the Kentucky Oaks 2021? What double-digit long shot is a must-back? And how has Weir constructed his wagers? Check out the latest Kentucky Oaks 2021 odds below, then visit SportsLine to see Weir’s picks for the Kentucky Oaks.

2021 Kentucky Oaks odds, post positions, contenders

Program # Horse Odds
1 Pauline’s Pearl 20-1
2 Maracuja 20-1
3 Clairiere 5-1
4 Crazy Beautiful 15-1
5 Pass the Champagne 15-1
6 Travel Column 3-1
7 Ava’s Grace 50-1
8 Moraz 30-1
9 Coach 50-1
10 Malathaat 5-2
11 Will’s Secret 30-1
12 Search Results 3-1
13 Competitive Speed 50-1
14 Millefeuille 20-1