#2. Yair Rodriguez vs. Jeremy Stephens β UFC Fight Night 159

When the UFC headed to Mexico City in September 2019, they booked a clash between featherweight action heroes Jeremy Stephens and Yair Rodriguez in the eventβs main slot.
To say that the fans in attendance were excited would be an understatement. Not only were they buzzing to see their countryman βEl Panteraβ in action, but the fight sounded like it would guarantee fireworks. Sadly, that wasnβt the case.
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Instead, after a brief exchange, Rodriguez reached out with his hand to gage distance and promptly poked Stephens directly in the eye. It was immediately clear that this was a bad poke, and despite ref Herb Dean giving βLil Heathenβ five minutes to recover, he was unable to continue.
Incredibly, despite Stephens being unable to open his eye due to the injury, the Mexican fans didnβt seem to buy it at all, instead booing wildly and pelting the octagon with trash β something that bizarrely, Rodriguez appeared to be encouraging.
Other UFC headliners over the years were also stopped due to eye pokes, including the bout between Leon Edwards and Belal Muhammad in 2021, but this one remains the most memorable and disappointing due to the shocking crowd reaction that it garnered.
#1. Chris Weidman vs. Anderson Silva β UFC 168

The worst injury to ever end a UFC headline bout β and the most grisly from a visual perspective, too β remains the leg break suffered by Anderson Silva in his rematch with Chris Weidman at UFC 168.
Not only did the finish end Silvaβs hopes of regaining his middleweight title, it also largely ended his career as a top-level fighter, too.
The rematch was one of 2013βs most highly anticipated clashes, as Weidman had famously ended Silvaβs near-seven year reign as middleweight kingpin a few months beforehand, catching βThe Spiderβ with a knockout blow as he attempted to bait him in with some odd taunting.
Coming into the fight, the fanbase appeared to be split between those who thought a more serious Silva would deal with Weidman easily, and those who thought the first fight wasnβt a fluke and that βThe All-Americanβ would find a way to win again.
Nobody saw the ending coming, though. After an excellent first round that saw Weidman knock Silva down with a punch and beat him up on the ground, the second began with βThe Spiderβ attempting to work in some leg kicks.
However, as he threw one with his left leg, Weidman raised his own knee to check it. Silvaβs shin connected awkwardly, and snapped in two, leaving his lower leg swinging around like a flipper.
Referee Herb Dean immediately stepped in with the Brazilian in absolute agony, and everyone watching was left shocked. Sure, Weidman had arguably caused the injury with his check, but nobody expected Silvaβs leg to snap in such nasty fashion.
βThe Spiderβ ended up taking more than a year away to heal from the injury, and when he returned, he wasnβt the same fighter, going just 1-5-1 before stepping away from the octagon in 2020.