Nearly 18 years since he was appointed to succeed Bruce Rioch, the Frenchman brings up the milestone in a huge match at the top, with Jose Mourinho's home record astonishing.
Wenger has since gone on to win three Premier League titles, qualify for 16 consecutive Champions League tournaments and lift four FA Cups but claims that the time has flown by.
He told the club's official website: "It makes you feel: 'Where did the time go?' It looks to me like I started yesterday, I can't believe it is such a long time.
"Why? Because you're always focused on looking forward to the next game and, when you look back, you think: 'I made quite a distance there.' Despite that, your only interest is the next game, our drug is the next game, the hope for the next game, the desire to win the next one."
Wenger's "drug" this time is a trip to the league leader and, while Arsenal has a game in hand over Jose Mourinho's men, defeat would be a bitter pill to swallow as he chases his first silverware in nine years.
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The Portuguese has since been charged with improper conduct for encroaching on the field of play and has been given until Monday to respond but declared in the build-up to Saturday's game that he would be delighted to emulate his opposite number's achievement.
"If Chelsea give me the chance to arrive to 1,000 matches, I'll be the happiest manager in the world," he told reporters.
Arsenal's midfield injury troubles continue with Aaron Ramsey (thigh), Mesut Ozil (hamstring) and Jack Wilshere (foot) all ruled out but Kim Kallstrom could be in line for his first inclusion in the matchday squad since joining the club on loan in January.
David Luiz was fit enough to make the bench for Tuesday's Champions League triumph and may take his place in the starting XI, while Ashley Cole (knee) remains a doubt after missing out in midweek. Brazilian duo Willian and Ramires are both suspended following their dismissals against Villa.