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September’s Top UFC Fights That You Should Bet On (2021)

| September 2, 2021 7:10 am PDT

I always like to plan ahead when it comes to my UFC bets. And when it comes to the top UFC bouts you can gamble on this September, it’s a good idea to get a list of the best of the best.

We have some huge bouts coming up over the next few weeks, with title fights, returning legends, and some old scores set to be settled. Needless to say, it’s going to be a huge month for the fights.

Hoping to win money on UFC fights this month? Keep reading to find out more about the clashes to target.

UFC Vegas 36

  • Date: September 4, 2021
  • Venue: UFC Apex, Las Vegas 

This card features three of the best fights to bet on in the UFC in September.

I’ve put together my predictions for all fights at UFC Vegas 36 that will help you make your picks for the fights.

As I mentioned in that piece, there is a real British vibe on this card with the likes of Darren Till, Tom Aspinall, Jack Shore, Paul Craig, and debutant Paddy Pimblett all featuring.

The big fight, of course, is Brunson vs. Till in the main event. So, let’s start with that.

Derek Brunson vs. Darren Till

A key fight in the UFC middleweight title chase, Brunson vs. Till is one of the top UFC fights you can bet on in September.

Once regarded as a middleweight gatekeeper, Brunson’s four-fight win streak has put him in a solid position. If he can beat Till, there is every chance that the 37-year-old could campaign for the next shot at gold. And how crazy would that be?

Liverpool’s Till has previously fought for a UFC welterweight title but was submitted by Tyron Woodley at UFC 228. Will he have any chance of landing a shot at the belt currently owned by Israel Adesanya?

Can he get it done?

Collage of Darren Till

Tom Aspinall vs. Sergey Spivak

Although born and raised in Salford, Aspinall currently trains alongside Till at Team Kaobon in Liverpool.

The Englishman is one of the most exciting talents in the UFC heavyweight division and has proved to be too much for his competition.

Jake Collier, Alan Baudot, and Andrei Arlovski were all stopped by the 28-year-old. Former champion Arlovski felt the full power of the BJJ black belt’s submission game.

Spivak should be the toughest test of Apinall’s career, however. Which is a major reason why I believe this will be one of the most interesting fights to bet on in the UFC in September 2021.

Currently riding a three-fight win streak, the Moldovan-Ukrainian will see a win over Aspinall as a huge haul. If he wins, it pushes the “Polar Bear” closer to title contention.

Paddy Pimblett vs. Luigi Vendramini

If you’re looking for the best UFC fights to bet on in September, Pimblett vs. Vendramini makes the grade.

Liverpool’s Pimblett makes his UFC debut having made waves on the British and European circuits over the past few years. A former Cage Warriors featherweight champion, “Paddy the Baddy” is setting his sights on bigger and better things.

His first test comes in the form of Brazil’s Luigi Vendramini. The latest UFC odds have Pimblett as a strong favorite, but I’m not sure that he’s going to find “The Italian Stallion” an easy prospect.

Don’t miss this one.

UFC Vegas 37

  • Date: September 18, 2021
  • Venue: UFC Apex, Las Vegas 

It’s not the most highly anticipated card in history, but there are some top fights set to go down on September 18.

Top UFC fights to watch don’t always translate to the best UFC fights to bet on in September, but I’m keen on two clashes on the night.

Let’s start with the headliner.

Anthony Smith vs. Ryan Spann

Former light heavyweight title contender Anthony Smith clashes with Ryan Spann at UFC Vegas 37.

If you’re putting together a list of fights to bet on in the UFC this September, this is a definite addition. Both men are hardly shy to take the fight to the trenches, which means it should be war.

Smith took two very disheartening losses to Glover Teixeira and Aleksandar Rakic, but hit back in style with stoppage wins over Devin Clark and Jimmy Crute.

It’s not too late nor too unrealistic to suggest that “Lionheart” could land another shot at the title, but before he can think about that, he needs to get past his next opponent.

Spann is 5-1 in the UFC and has four stoppages from those five wins. His brutal TKO win over Misha Cirkunov in March really showed he means business.

Add this to your list of the best UFC fights to bet on in September 2021. Check out our MMA betting strategies for some help before betting on the bout, too.

Collage of Anthony Smith

Ion Cutelaba vs. Devin Clark

I’m not mega keen on many of the fights on this card, but Cutelaba vs. Clark should be a good one.

The bout was initially penciled in for May only for Clark to pull out with injury. Dustin Jacoby stepped in at short notice and fought to a split draw against the Moldovan. He felt he won that, and it’s at least arguable.

Cutelaba is winless since 2019 and is in danger of finding himself on the chopping block if he loses this one. A big performance is crucial.

Although the bout should be one for the fans, it’s also a big one for bettors. It’s one of the top UFC fights to wager on in September, so make sure to check out the prop bet markets for this one.

UFC 266

  • Date: September 25, 2021
  • Venue: T-Mobile Arena, Las Vegas 

There was never any doubt that the biggest UFC event in September is UFC 266.

With two major title fights, as well as the return of MMA legend Nick Diaz, fans are fawning over this card.

Let’s check it out.

Alexander Volkanovski vs. Brian Ortega

These two starred in The Return of The Ultimate Fighter: Team Volkanovski vs. Team Ortega, and will finally get to go at it on the night.

I don’t need to justify why Volkanovski vs. Ortega is one of the top UFC bouts to gamble on in September.

In one corner is Volkanosvski, the incumbent UFC featherweight champion of the world. A fighter that has back-to-back wins over arguably the greatest 145-pounder of all time, Max Holloway, and a winning streak that goes back to December 2013.

Volkanovski Tale of the Tape Ortega
23 Fights 17
22 Wins 15
1 Losses 1
32 Age 30
5’6” Height 5’9”
71” Reach 69”

In the other corner is Ortega, a former title challenger with some impressive credentials, including a 15-1-1 (NC) record. He has only ever lost to Holloway and is coming off the back of one of the most impressive performances of his career against The Korean Zombie.

This is one of the top UFC fights to wager on this September.

Valentina Shevchenko vs. Lauren Murphy

I will never get tired of discussing the strengths and weaknesses of Valentina Shevchenko. It’s clear there are far more strengths than weaknesses to discuss, but that’s for another day.

Shevchenko puts her UFC women’s flyweight title on the line against Lauren Murphy, who clearly deserves her shot. The Alaskan-born fighter has really come a long way in recent years and it’s incredible to see it all pay off.

Murphy took her son to a BJJ lesson in 2009 and fell in love with the sport. Having trained on the mats for three months, she eventually moved into MMA and took her first professional fight in June 2010.

When “Lucky” won the Invicta FC bantamweight title in December 2013, the UFC came calling. Results were up and down, but a five-fight win streak saw her land a bout with the champion.

It’s highly unlikely that Murphy will bring anything Shevchenko has never seen before, but Murphy will make it one of the top UFC fights you can bet on in September.

Collage of Valentina Shevchenko

Nick Diaz vs. Robbie Lawler 2

It’s all a bit surreal, isn’t it? A rematch more than 17 years in the making, Diaz vs. Lawler 2 will be one of the most popular UFC fights to wager on this month.

Diaz hasn’t competed since losing to Anderson Silva in January 2015. The fight was eventually overturned to no contest but was infamous for both men testing positive for banned substances.

Silva copped a minor suspension for his use of both drostanolone and androsterone. Diaz was slapped with a five-year ban for marijuana metabolites, but there was more than a little politics behind that decision.

Either way, Diaz’s rematch with Lawler will be huge for fans and bettors alike. Read more about it, below.

Early Betting Odds for Diaz vs. Lawler 2 With Analysis of Both Fighters

When Nick Diaz returns to the UFC at UFC 266 on September 25, he’s going to be a little rusty.  Instead of throwing the Stockton legend in there with the top dogs at welterweight, he’s been matched up against old foe, Robbie Lawler. This is a...

Read More

Curtis Blaydes vs. Jairzinho Rozenstruik

The last of my top UFC fights to bet on in September 2021 is a straight-up clash of styles.

Will the wrestling-heavy game of Blaydes overcome the kickboxing style of Rozenstruik, or will we see “Bigi-Boy” earn another vicious knockout?

It’s an interesting prospect, for sure. One that will have UFC betting fans scratching their heads for answers.

Betting on UFC Fights in September 2021

That brings an end to my list of the UFC fights you can bet on this September.

If you’re looking to gamble on the bouts, I’d recommend checking out the best UFC betting sites for the latest odds and markets available. You can always compare odds across the different betting sites and get your hands on the best prices available. 

To get my take on the big fights, check out our UFC Picks section.

Adam Haynes

Adam is a sports writer and tipster with a strong background in MMA, boxing, and combat sports.

When Adam isn't writing about those, as well as politics, rugby, and Gaelic Games, he can be found working on methods and strategies to beat the bookies.

For his troubles, Adam is a fan of Leinster Rugby, Glasgow Celtic, and trusting the process.

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