It happened around 1:30am Sunday at Smiley's Sports Bar in the 9900 block of Texas 6 South in the Sugar Land area.
Three men had entered the bar together earlier that night. Fort Bend County Sheriff's Office officials said one of the men was asked to leave after exhibiting inappropriate behavior.
As two security guards escorted the man out of the building, the suspect threatened them, saying he was going to get a gun.
The suspect got into his vehicle outside and it appeared he was trying to run down one of the guards who was walking back into the bar.
The guard turned and began firing his weapon at the vehicle, deputies said.
According to investigators, the suspect drove to the parking lot exit and opened the car door. Officials said the security guard fired a few more shots, and the man left.
It was unknown whether the suspect was struck by any bullets. He remains at large.
Officials said he was believed to be driving an older model Honda Civic with tinted windows. Anyone with any information about this incident is urged to call FBCSO at 281-341-4665.