The FA Cup fifth-round draw provided two huge ties as Manchester City were paired with Chelsea and Arsenal drawn at home to Liverpool.
The Premier League's current top four will face-off as the Blues received scant reward for their 1-0 fourth-round victory over Stoke City on Sunday.
A trip to the Etihad Stadium now awaits Jose Mourinho, who won the FA Cup in 2007 during his first spell at Chelsea.
Premier League leaders Arsenal, whose hunt for a major trophy stretches back to 2005, also face a tricky tie as seven-time FA Cup winners Liverpool visit the Emirates Stadium.
Elsewhere, Everton boss Roberto Martinez faces former club Swansea at Goodison Park, while holders Wigan go to Cardiff and either Sheffield Wednesday or Charlton Athletic will ensure there is a lower-league presence in this season's quarterfinals.