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Ferrari's Sebastian Vettel, the Briton's closest rival, finished only sixth after an early collision with Red Bull's Max Verstappen left the German fighting back from 19th place in a damaged car.
Mercedes asked Valtteri Bottas, who was leading, to move aside to let teammate Hamilton to take the lead and eventually win.
Lewis Hamilton held off a mid-race challenge from Red Bull's Max Verstappen to register a record-equalling fourth triumph at the floodlit Marina Bay Street Circuit track
Formula One world champion Lewis Hamilton equalled Michael Schumacher's record of five Italian Grand Prix wins on Sunday and left Ferrari feeling the pain once again in their own backyard.
Vettel is 17 points adrift of Hamilton in the standings with eight rounds remaining and can expect Raikkonen to give him every assistance when race day comes.
With this win, Vettel trimmed Lewis Hamilton's Formula One lead to 17 points with eight races remaining.
Vettel was runner-up, 17.1 seconds behind, and surviving a late collision with Hamilton's team mate Valtteri Bottas.
Vettel, now 17 points behind the Briton after starting eight ahead, led from pole position until rain caused chaos in the closing laps.
Hamilton's Finnish team mate Valtteri Bottas will start alongside on the front row.
No financial details were given in a Mercedes statement, but British media reports have suggested the new deal could be worth up to $52 million a year and was likely to make Hamilton the sport's top earner.