- Casino
- By State
- Alabama
- Alaska
- Arizona
- Arkansas
- California
- Colorado
- Connecticut
- Delaware
- Georgia
- Florida
- Hawaii
- Idaho
- Illinois
- Indiana
- Iowa
- Kansas
- Kentucky
- Louisiana
- Maine
- Massachusetts
- Maryland
- Michigan
- Minnesota
- Mississippi
- Missouri
- Montana
- Nebraska
- Nevada
- New Hampshire
- New Jersey
- New Mexico
- New York
- North Carolina
- North Dakota
- Ohio
- Oklahoma
- Oregon
- Pennsylvania
- Rhode Island
- South Carolina
- South Dakota
- Tennessee
- Texas
- Utah
- Vermont
- Virginia
- Washington
- West Virginia
- Wisconsin
- Wyoming
- By State
- Slots
- Poker
- Sports
- Esports
Gilbert Burns vs. Jack Della Maddalena UFC 299 Odds, Time, and Prediction
Gilbert Burns vs. Jack Della Maddalena is one of the most interesting UFC 299 fights. Burns is the underdog here, mainly because he’s 10 years older than Della Maddalena who’s looking for his 17th straight win. Will he get it on Saturday, March 9

After losing his first two professional fights, Jack Della Maddalena went on to win the next 16. This includes six fights in the UFC, three of which saw him win the Performance of the Night Bonus. All of those were finishes, but finishing Gilbert Burns won’t be easy as he’s as hard as they come.
In fact, we could see just the opposite happen – the 3rd-degree BJJ black belt might use his grappling skills to derail the Della Maddalena hype train.
Gilbert Burns vs. Jack Della Maddalena Odds
Moneyline | Odds |
---|---|
Gilbert Burns | +144 |
Jack Della | -164 |
When, Where, and How to Watch?
- Place: Kaseya Center in Miami, Florida
- Date: Saturday, March 9, 2024
- Time: 10:00 p.m. ET
- How to Watch: PPV
Reasons Why Gilbert Burns Can Upset the Odds
He’s turning 38 this year, but this guy is showing no signs that he’s going to slow down anytime soon. Last year, for example, he fought three times. It was the first time since 2019 that we saw him fight so many times in a single calendar year.
And he did alright. He defeated Neil Magny by submission and Jorge Masvidal by unanimous decision. Then, in his most recent fight, he lost to Belal Muhammad by unanimous decision.
Belal just landed way more strikes than him, which is probably what Della Maddalena plans to do at UFC 299. This is why Burns needs a different fight plan. He needs to turn this bout into a grappling duel as he probably stands a better chance of winning that way.
Although he hasn’t been too impressive grappling-wise since coming to the UFC, the fact is that he’s one of the finest grapplers in the promotion. In fact, he’s one of only a couple of active fighters who have a 3rd-degree black belt in Brazilian jiu-jitsu. None of the ranked welterweights apart from him has this belt.
Reasons Why Bookies Favor Jack Della Maddalena
Straight striking is his No.1 strongest weapon, the evidence of which is that 11 of his 16 wins happened by KO/TKO. Plus, the three fights he won by decision saw him out-strike his opponents. He also has three wins by submission, one of which happened against BJJ black belt Randy Brown.
Still, the biggest win of his career is the one that happened in his previous round. He beat Kevin Holland by a split decision last September. It was a close fight, with both fighters landing 100+ significant strikes. Holland landed more, but Della Maddalena’s strikes were far more devastating.
Gilbert Burns vs. Jack Della Maddalena Prediction
If this turns into a striking duel, Della Maddalena will win easily. However, if Burns manages to take the fight to the ground, we could see him winning.
We think there’s a good chance that this may happen. Burns is tough enough not to get KO-ed and if he can get his opponent in a clinch, his BJJ skills might help him get a submission win.
Pick: Gilbert Burns
Related Topics:
Jessie, our resident sports specialist, brings over 5 years of experience in sports journalism to our team. She has worked with several prominent online sports news outlets, gaining specialist insight across a wide range of sports markets. Her passion for sports is evident, having competed at a national level during college. Jessie aims to enhance the value of our sports coverage for readers at Gambling News with her expertise and enthusiasm.
Must Read
Sports
September 10, 2025
Greece vs. Turkey EuroBasket 2025 Odds, Time, and Prediction
Sports
September 10, 2025
Newcastle vs. Barcelona Champions League Odds, Time, and Prediction
Sports
September 11, 2025
Magomed Ankalaev vs. Alex Pereira UFC 320 Odds, Time, and Prediction
More Articles
Legal
September 15, 2025
SIGA Appeals $1.2M FINTRAC Fine
Industry
September 15, 2025
Rumors Say Polymarket Considers $9B Valuation While Kalshi Targets $5B
Business
September 15, 2025
Bragg Gaming Secures New Financing Deal to Boost Growth
Casino
September 15, 2025
Mohegan Sun Announces Two Winners of $650K+ Prizes
Legal
September 15, 2025
FanDuel to Pay $5M to the Jacksonville Jaguars Following Recent Scandal
Casino
September 15, 2025
Maryland Man Arrested with Guns, Ammo Near Casino
Casino
September 15, 2025
Airbnb, GLVSTRA, and Short-Term Rental Operators Fight Clark County
Sports
September 15, 2025
Massachusetts Sues Kalshi Over Alleged Unlawful Sports Betting
Industry
September 15, 2025
Curaçao Regulator Takes BC.Game License Revocation Off Public List
Casino
September 15, 2025
The Boring Company Suffers Setback After Worker Injured During Operations
Industry
September 15, 2025
Lawmakers Try Again to End Federal Sports Betting Tax