While Chelsea face Bayern Munich on 8 August, though Frank Lampard's side are all but eliminated after losing the first leg 3-0 at Stamford Bridge.
Paris Saint-Germain, Atletico Madrid, RB Leipzig and Atalanta have already progressed to the quarter-finals.
If they progress Pep Guardiola's side would then face Juventus or Lyon in the quarter-final, who play each other on 7 August.
Should Chelsea spring a surprise the following night in Munich they will take on Barcelona or Napoli.
Elsewhere, Atalanta meet PSG and RB Leipzig take on Atletico Madrid in the last eight.
Key Champions League dates
7–8 Round of 16 second legs
12–15 August: Quarter-finals (Lisbon)
18–19 August: Semi-finals (Lisbon)
23 August: Final (Estadio da Luz, Lisbon)