Alexis Sanchez maintained the visitors' excellent record against the Three Lions, scoring six minutes into the first half, and the Barcelona striker repeated the heroics of Chile icon Marcelo Salas by sealing a 2-0 win at the end.
Indeed, had they taken their chances, this could have been a real goal glut for the Chileans, who passed the ball with finesse and never looked troubled.
England made their task easy. The simple things seemed to evade the home side throughout the night.
Sanchez, Eduardo Vargas and Jean Beausejour - a man who struggles to get into the Wigan team - found it easy to stretch and pierce the England back four. Phil Jones and Gary Cahill looked unsteady at centre-back, while Leighton Baines' defensive shortcomings were highlighted when he was beaten to the ball by Sanchez for Chile's opening goal.
Wayne Rooney worked tirelessly, but was starved of supply. Adam Lallana offered glimpses of skill on debut, but no one else - including debutant Jay Rodriguez - stood out on a morale-sapping night in front of nearly 63,000 fans at Wembley.
If England put on the same kind of performance when Thomas Muller, Mesut Ozil and Andre Schurrle come to town on Tuesday, then the Three Lions will be bracing themselves for a real battering.
A sense of euphoria had surrounded the team after the wins over Poland and Montenegro, but it is clear from tonight's game that much work still has to be done ahead of next year's World Cup.
Captain Frank Lampard looked emotional as he collected his golden cap before kick off, and for five minutes after the whistle, all went to plan.
Lallana, keen to impress, found space on the right and flung in a deep cross to the back post where Jones tested Claudio Bravo.
James Milner then drilled a low cross in to the Chile box that was cleared off the line.
The Wembley crowd were on the edge of their seats, but they were scratching their heads moments later.
Chile surged forward on the counter, Cahill put his body on the line to block a shot from Vargas but the danger had not passed.
Chile moved the ball out to Eugenio Mean on the left. Cahill missed the full-back's cross and Sanchez sneaked in front of Leighton Baines to head beyond Forster.
Jorge Sampaoli rejoiced while Hodgson sat despondent.
Jones frayed the England manager's nerves further with a pass that Chile capitalised on. Beausejour gained a yard on his marker but Forster saved well.
Hodgson jumped out of his seat and quickly moved to the edge of his area, barking at his players.
Lampard raised spirits briefly with a fierce long-range free-kick.
Bravo's theatrical save made the shot look better than it was, however, and the momentary lift the crowd experienced soon made way for more groans.
England could not get Chile off the ball. Gary Medel in particular was having a superb game, passing the ball out of danger through his wing-backs whenever England applied pressure.
Rooney was the next person to yell at his own team-mates.
Defence remained England's weakest point. Cahill somehow managed to lose the 5ft 7in Medel, but he put his free header over.
Chile had one over on the break on the half hour, but Forster came out to usher Beausejour wide.
Rodriguez's limp shot trickled in to Bravo's arms, summing up England's first half.
England were all at sea just before the break, with Sanchez breaking through twice, although Lallana pierced the Chile defence only to be thwarted with a last-ditch tackle.
A few boos rang out at half-time.
England's issues continued after the restart. Baines failed to find Milner with a simple 10-metre pass from a corner, which did not go down well with the home fans.
The biggest cheer of the night came when Andros Townsend came on for Rodriguez on the hour.
The Tottenham winger had an immediate impact, finding Wilshere, who was fouled on the edge of the box by Medel.
The home crowd held their breath as Baines stepped up to take the free-kick, but he found the wall.
Jermain Defoe, Tom Cleverley, Ross Barkley and Jordan Henderson came on, but they had little impact. Chile were still running the show. Even with 10 England players camped out in their half, they still passed the ball without fear as their fans chanted "Ole!".
And Sanchez hammered the final nail in to England's coffin in injury time when he lifted the ball over Forster after a mix-up at the back.
- Sports & Recreation
- Leighton Baines
- Alexis Sanchez
- Gary Cahill
- Jean Beausejour