Bernardo Silva and Mateo Kovacic both missed from the spot as City were beaten 4-3 in a shoot-out.
The Champions League quarter-final tie is in the balance after a six-goal thriller in Spain last week
MANCHESTER, England (AP) — Real Madrid advanced to the semifinals of the Champions League after beating Manchester 4-3 on penalties at Etihad Stadium on Wednesday. Antonio Rudiger struck the decisive spot kick after the game had finished 1-1 through extra time and 4-4 on aggregate. Bernardo Silva and Mateo Kovacic both saw their penalties saved in the shootout as defending champion City was eliminated by record 14-time winner Madrid. Rodrygo fired Madrid ahead in the 12th minute with a twice-tak
The Champions League semifinals are set.