Matthew Wootten, 44, was nearly three times over the limit when he deliberately hit the Victory Gate at the Prime Minister’s country estate.
Security footage from the June 25 incident shows his VW Scirocco steer towards the entrance, smashing through it like matchsticks before coming to a stop thanks to the concrete bollards.
Rishi Sunak, who was prime minister at the time, is not believed to have been at the property at the time as he was in London hosting the Emperor of Japan.
Wootten has now appeared at Reading Crown Court which heard he caused more than £38,000 in damage.
He was seriously injured in the crash and had to be cut out of the vehicle where police later found several cans of alcohol.
Wootten admitted three offences including dangerous driving and was jailed for over two years. He was also banned from driving for more than three years.
Passerby Ian Longthorne described the immediate aftermath of the crash.
He said: ‘We’d gone for a walk and stopped at a nearby pub. We saw an ambulance car, a fire engine and then an unmarked police car go past, but didn’t think much of it.
‘We carried on with our walk and my friend showed me a public path that goes through Chequers where you can look back to the entrance.
‘We could see the car and I took a couple of shots from there, before I left and took some from outside the front entrance.
It’s always a shock to see a crash and this was one was quite an unusual one.’
Celia Mardon, a Senior Crown Prosecutor with CPS Thames and Chiltern, said: ‘CCTV footage showed that Wootten intentionally drove at speed towards the gates of the Chequers estate.
‘The strength of this evidence, along with a significantly high alcohol blood reading, gave him little choice but to admit his guilt to the charges we authorised against him.
‘Not only did Wootten cause significant damage to the Victory Gate, but he could also have put the lives of others at risk with his reckless driving.’
