McGregor vs Holloway Expert Picks for UFC 329

Joe Osborne: Senior Betting Analyst at Covers
Joe Osborne • Senior Betting Analyst 16+ years betting experience
Updated: Jul 9, 2026 , 03:03 PM ET • 4 min read

UFC 329 expert picks for the July 11 rematch between Conor McGregor and Max Holloway, featuring fight predictions and our favorite prop picks for this marquee welterweight showdown.

Max Holloway reacts after defeating Justin Gaethje during UFC 300.
Photo By - Reuters Connect. Max Holloway reacts after defeating Justin Gaethje during UFC 300.

All eyes will be on the Octagon on Saturday night as Conor McGregor makes his long-awaited return to the cage to face Max Holloway at UFC 329.

UFC 329 odds at Kalshi currently list Holloway as a -178 favorite, and our MMA specialists have you covered with their best Conor McGregor vs. Max Holloway expert picks ahead of the July 11 showdown.

McGregor vs Holloway expert picks

Writer Who Will Win Favorite Prop
Joe Osborne: Senior Betting Analyst at Covers Joe Osborne Holloway -178 Holloway by TKO/KO -104
Danny Howard - Contributor at Covers.com Danny Howard Holloway -178 Over 2.5 rounds -105
Cody Saftic - Contributor at Covers.com Cody Saftic Holloway -178 Over 2.5 rounds -105

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Joe Osborne: Senior Betting Analyst at Covers Joe Osborne's expert picks 

Who Will Win: Holloway

Kalshi probability: 64%
American odds:
-178

Conor McGregor is 1-3 in his last four UFC fights.

The last time we saw him, his leg literally snapped in half in a fight he was well on his way to losing against Dustin Poirier.

An upset win over Max Holloway would make for a fun story, but after a five-year layoff, expecting an improved McGregor at 37 is unrealistic.

Favorite Prop: Holloway by TKO/KO

Kalshi probability: 49%
American odds:
-104

While McGregor’s power could still be there in the early part of the fight, he won’t be able to match Holloway’s volume, pace, or durability. 

The longer the fight goes, the worse McGregor will look, and when he loses, it tends to be in devastating fashion as he’s been finished in all six of his career defeats. 


Danny Howard - Contributor at Covers.com Danny Howard's expert picks

Who Will Win: Holloway

Kalshi probability: 64%
American odds:
-178

I can't trust that McGregor has much left after a five-year layoff caused by a gruesome injury, coupled with the documented controversies that have only further derailed his career.

In his last four fights, McGregor lost three by stoppage after the opening round. Holloway's relentless pace, elite boxing, and legendary durability should allow him to weather McGregor's early offense before taking over as the fight progresses.

I expect Holloway to wear McGregor down and earn the victory.

Favorite Prop: Over 2.5 rounds

Kalshi probability: 51%
American odds:
-105

McGregor will likely come out aggressively looking for an early finish, but Holloway has only been stopped once in his professional career and has already proven he can survive McGregor's power.

Considering Holloway's durability and McGregor's tendency to fade after a fast start, this fight should extend beyond the midway point before Holloway takes control.


Cody Saftic - Contributor at Covers.com Cody Saftic's expert picks

Who Will Win: 

Kalshi probability: 64%
American odds:
-105

Conor hasn’t fought in five years since breaking his ankle in gruesome fashion, and Holloway has been consistently mixing it up with the best fighters on the planet during that same stretch.

Don’t overthink this one and let your emotions come into play; take Holloway to get his revenge and win this fight.

Favorite Prop: Over 2.5 rounds

Kalshi probability: 51%
American odds:
-105

I fully expect Max to take control of this fight and possibly score a late finish, but both of these fighters are former featherweight greats who are now rematching at 170 pounds.

Punching power tends to diminish the higher you go up in weight class, and I don’t expect a quick ending for either side.

Odds are correct at the time of publishing and are subject to change.
Not intended for use in MA.
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Joe Osborne Senior Betting Analyst Covers.com
Senior Betting Analyst

Joe is an industry veteran who loves the entertainment aspect of the sports betting industry. His opinions are always backed by data and he enjoys digging into the numbers and coming up with interesting nuggets to share with sports bettors.

Joe takes a high-energy and fun approach to covering his favorite sports which include the NFL, MLB, UFC, NBA and NHL, and there’s no bet type he loves more than an NFL six-point teaser. Joe is the host of our daily sports betting program, Before You Bet, while he also leads our weekly UFC show, P4P Picks, and our 'Covers on the Ground' series where he's covered many UFC, NFL and NBA games in person. A monthly highlight for Joe is conducting interviews with UFC legend Georges St-Pierre ahead of every UFC PPV.

Outside of his work at Covers, Joe has appeared on many top media brands including ESPN Radio, Mad Dog Sports Radio, VSIN, TSN, and SportsNet. He always recommends not reading too much into narratives when placing your bets as those factors are already cooked into the lines set by oddsmakers.

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