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Sean O'Malley knocks out Aljamain Sterling in the UFC bantamweight championship fight during the UFC 292 event at TD Garden on August 19, 2023 in Boston, Massachusetts. (Photo by Cooper Neill/Zuffa LLC)
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UFC 299 Best Bets | DraftKings Sportsbook

Tim Finnegan of DraftKings Breaks Down UFC 299 And Gives Bets To Consider On DraftKings Sportsbook.

UFC 299 is taking place on Saturday from Miami, Florida, and the card is one of the most stacked events in recent memory. The main event is a bantamweight title fight between Sean O’Malley and Marlon “Chito” Vera. The co-main event is a lightweight contenders bout between former interim champion Dustin Poirier and rising lightweight Benoit Saint Denis. The card also features the UFC debut of Michael “Venom” Page in a welterweight bout against Kevin Holland, along with exciting fights such as Petr Yan vs. Song Yadong, Gilbert Burns vs. Jack Della Maddalena, and Curtis Blaydes vs. Jailton Almeida.

At UFC 298 last month, a DraftKings Sportsbook bettor had a big win, turning $100 into over $6,000 with a UFC Parlay Bet. The bettor placed a $100 Parlay Bet on DraftKings Sportsbook featuring the following UFC picks at +6115 odds:

How To Watch UFC 299: O'Malley vs Vera 2

  • Merab Dvalishvili Moneyline
  • Miranda Maverick Moneyline
  • Ian Garry Moneyline
  • Robert Whittaker Moneyline
  • Danny Barlow Moneyline
  • Anthony Hernandez Moneyline
  • Oban Elliott Moneyline
  • Rinya Nakamura vs. Carlos Vera Over 1.5 Rounds
  • Zhang Mingyang vs. Brendson Ribeiro Under 1.5 Rounds
  • Ilia Topuria +5.5 Point Spread
  • Marcos Rogério de Lima Moneyline

As a result of all of these outcomes hitting in the Parlay Bet, the bettor took home $6,115.79.

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DraftKings is hosting a huge fantasy UFC 299 tournament that pays out $700,000 in total prizes, including $200,000 to first place. Enter the contest for only $25 here.

UFC 299 Picks

Sean O’Malley vs Marlon “Chito” Vera 2

“Chito” Vera beat Sean O’Malley in their first matchup in 2020, but an injury to O’Malley’s leg during the fight clouded the final result. O’Malley does not consider his loss to Vera to be a true loss due to his injury.

MORE O'MALLEY: Fight Week Interview | Top Finishes

O’Malley is an excellent distance striker, and his striking metrics are among the best in the UFC. Offensively, O’Malley is one of the biggest volume strikers in the UFC, landing over seven significant strikes per minute, seventh-most among all active UFC fighters. O’Malley is one of the most accurate strikers in the UFC, landing 61% of his significant strike attempts, third-best among all active UFC fighters. O’Malley’s defense is also solid, avoiding 61% of opponent significant strike attempts. These factors have contributed to an elite striking differential. O’Malley has landed about four more significant strikes per minute than he has absorbed, third-best among all active UFC fighters.

Visually, O’Malley is excellent at hiding his strikes behind feints to create openings, and he is comfortable switching stances, fighting from both southpaw and orthodox looks, which gives him different attack angles. O’Malley can fight both on the lead and on the counter, and his distance management, footwork and ringcraft are excellent. This was best on display in his title fight win over Aljamain Sterling, where O’Malley landed a beautiful slide-back right straight as Sterling was pressing forward to floor Sterling and earn a KO/TKO stoppage.

O’Malley’s striking metrics are better than Vera’s metrics, including significant strikes landed per minute (7 to 4), significant strike accuracy (61% to 50%), strikes absorbed per minute (3.5 to 5), and striking defense (61% to 51%). Most notably, O’Malley’s striking differential is substantially better, landing over twice the amount of strikes he has absorbed. Meanwhile, Vera has absorbed more strikes than he has landed, which is a major red flag in his striking metrics.

MORE UFC 299: Main Event Spotlight | Fight By Fight Preview | Coach Conversation

Despite absorbing more strikes than he has landed, Vera has strengths. Vera is extremely tough and has a great chin, and his durability combined with his pop gives him a chance to win the fight at any moment, even if he’s behind on the scorecards. Vera’s kicks are dangerous, which was best on display with his brutal knockouts of Frankie Edgar and Dominick Cruz. Vera also appeared to damage O’Malley’s injured leg during their first fight with low kicks, which accelerated the stoppage.

Vera has never been finished in his MMA career, with all eight of his career losses coming by decision. O’Malley’s superior striking combined with Vera’s toughness could create an avenue for O’Malley to win this fight either by decision (+120) or in the later rounds, and taking O’Malley to win in over 2.5 rounds in a Same Game Parlay (SGP) is a way to get more favorable odds on O’Malley.

Another option to create a plus money bet is to pair O’Malley in a Parlay Bet with Benoit Saint Denis. Dustin Poirier is coming off a brutal head-kick KO loss to Justin Gaethje, which is alarming considering his age. Fighters coming off brutal KO losses, especially in their mid-30s, can frequently never return to their prior form. This was on display most recently with Alexander Volkanovski and Kamaru Usman, two fighters in their mid-30s who suffered head-kick KO losses and have not looked the same since returning.

MORE "CHITO" VERA: Top Finishes | Fight Week Interview

DraftKings Sportsbook Bets to Consider:

Main Event Same Game Parlay (SGP):

  • Sean O’Malley Moneyline (3 Way)
  • Over 2.5 Total Rounds

Odds: -130

Parlay Bet:

  • Benoit Saint Denis Moneyline (vs. Dustin Poirier)
  • Sean O’Malley Moneyline (vs. Marlon Vera)

Odds: +106

DraftKings Fantasy UFC

Benoit Saint Denis ($8,900) has displayed excellent fantasy scoring due to a blend of volume striking and volume grappling. Saint Denis is averaging nearly five takedowns per 15 minutes, a huge number, and has landed nearly six significant strikes per minute, also a strong rate. As a result, Saint Denis is averaging 109 DraftKings fantasy points (DKFP) per fight, second-best on the slate. Saint Denis has scored over 100 DraftKings fantasy points in each of his last five fights. Saint Denis could be in line for another strong fantasy scoring performance in his matchup against Dustin Poirier, especially with the 35-year-old Poirier coming off a knockout loss.

Benoît Saint Denis | 2023 Résumé
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Unlock MORE of your inner combat sports fan with UFC Fight Pass! Fighting is what we live for. And no one brings you MORE live fights, new shows, and events across multiple combat sports from around the world. With a never-ending supply of fighting in every discipline, there’s always something new to watch. Leave it to the world’s authority in MMA to bring you the Ultimate 24/7 platform for MORE combat sports, UFC Fight Pass!

Unlock MORE of your inner combat sports fan with UFC Fight Pass! Fighting is what we live for. And no one brings you MORE live fights, new shows, and events across multiple combat sports from around the world. With a never-ending supply of fighting in every discipline, there’s always something new to watch. Leave it to the world’s authority in MMA to bring you the Ultimate 24/7 platform for MORE combat sports, UFC Fight Pass!

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Benoît Saint Denis | 2023 Résumé
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The main DraftKings fantasy UFC tournament has a massive prize pool of $700,000 this week, with the winner getting $200,000. Enter the contest for only $25 here.

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All odds provided by DraftKings Sportsbook, lines and odds subject to change.

UFC 299: O'Malley vs Vera 2 took place live from Kaseya Center in Miami, Florida on March 9, 2024. See the final Prelims & Main Card Results, Official Scorecards and Who Won Bonuses - and relive the action on UFC Fight Pass