The Israeli international midfielder sustained the injury whilst on international duty last week and will undergo an operation on Monday to limit the damage done to the Achilles tendon.
The injury presents a blow to the Premier League champions, as they look to compete on three fronts this season with the league, the cup and the Champions League all realistic ambitions.
Benayoun adds to the injury worries that already face manager Carlo Ancelotti, as both Alex and Saloman Kalou face spells on the sidelines with thigh injuries. Promising young cente-back Jeffrey Bruma is suffering from tight hamstrings.
Benayoun only joined Chelsea from Liverpool for a fee in the region of £5.5 million in the summer, with Englishman Joe Cole subsequently moving in the other direction on a free transfer.
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