Little Giant Encyclopedia
by Klaus VollmarIf seen as a chalice, it always indicates something extraordinary (it is not just a simple mug or a glass used every day!). It may either represent suffering or death (the “hemlock cup” of antiquity, for example) or the search for a higher goal (legend of the Grail and the magnificent interpretation by Emma Jung in her book The Legend of the Grail As Seen in Depth Psychology).
A chalice holds the liquid that is the equivalent of our emotions and needs.
The image of the chalice implies that these emotions and needs are spiritual in nature. Figuratively speaking, it is a matter of nurturing the soul and cultivating the emotions. That was precisely the task of the search for the Grail in the Middle Ages. In Christianity, the chalice is connected with the heart and blood of Christ.
A Dictionary of Dream Symbols
by Eric Ackroyd(2) Is the wine in the chalice, rather than the chalice itself, given the limelight in your dream? Red wine may be a symbol of life (blood) and fullness of life (water turned into wine represents an enrichment of life). Your dream may, then, be trving to get you to attend to something in your unconscious that can enrich your life; or even pointing you towards the source of life within you.
Ten Thousand Dream Dictionary
by Pamela Ball2- The chalice is associated with the symbolism of the heart, containing the lifcblood. In the chalice this is represented by wine wine and blood having the same meaning.
3- The source of inexhaustible sustenance, abundance, the Holy Grail.