Having won three Premier League titles, four FA Cups and two League Cups with the Blues, the 35-year-old's place in club folklore was rubber-stamped as his eight-year association ended with his last kick being the penalty which won them their first-ever Champions League in 2012.
Fast-forward 21 months and that same competition has brought the Ivorian toe-to-toe with his former club, and he played his part in frustrating Chelsea on Wednesday night as Galatasaray drew the first leg of their last-16 tie 1-1 in Turkey.
The second leg in three weeks promises to be a special occasion, with Jose Mourinho expecting Drogba will get the "best reception of his life". However, he will be hoping to break Chelsea hearts.
"I am not there yet and I will only find out [how emotional it is] when I am at the Bridge," he said. "The only thing I know is that there is still one game to play.
"This was a good result. We still have our chances, so I am not sure how it will be in a few weeks' time.
"It will be a difficult game but I think at 1-1 the game is still open, so we're going to go there and try to create a big surprise."
Bookmakers make Chelsea overwhelming favourites to progress and, asked if he believed Roberto Mancini's side could upset the applecart, Drogba said: "Of course.
"If not, I would stay at home, I wouldn't travel. I wouldn't go to Stamford Bridge if I didn't believe."