Manchester City 1-3 Chelsea (3 December, 2016)
Pep Guardiola's reputation prior to taking the Manchester City job coupled with the club's signings in the summer installed the Catalan as the odds-on favourite to win the Premier League title in his debut season.
However, after a bright start to life, the Cityzens hit a rough patch of form and this was in marked contrast to Chelsea who were enjoying a renaissance under Antonio Conte ever since switching to a back-three.
The Blues visited the Etihad on a seven-game winning streak and many saw the game as an opportunity to effectively gauge the sustainability of Chelsea's title charge.
An own-goal by Gary Cahill put them behind but the visitors responded with a second-half fightback, with goals from Diego Costa, Willian, and Eden Hazard giving them all three points and setting them on course for a record-breaking Premier League triumph.
The defeat also had far-reaching positive repercussions for Manchester City, as it highlighted that Claudio Bravo was not a sustainable long-term option in goal, while the underperformance of the City full-backs also prompted recruitment and sales the next summer.