The article analyzes the conception of love in the theology of the Great Canon. The author of the Canon is St. Andrew, Archbishop of Crete. The Canon represents the spiritual way of a penitent soul. The key topic of the Canon is repentance. It does not contain a systematic and consistent theological doctrine of love. Nevertheless, love is one of the most significant conceptions for understanding the theological meaning of the Canon. The way of a repentant sinner is a ladder like John Climacus’ “The Ladder of Divine Ascent”. Repentance is one of the lowest steps, love is the highest step as the highest virtue of a Christian. So there is a long way from repentance to a man’s love to God. In the process of repentance and deliverance from passions, a penitent soul awakens love for God, which grows and reaches fullness by the end of the path. Divine love to man accompanies a penitent soul during climbing up the Ladder. Due to his love God forgives human beings. The Canon represents apophatic way for the knowledge of God and salvation. The states of mind during the process of repentance are illustrated by the Old and New Testaments personalities. The Christology of St. Andrew rejects Monophysitism and Monothelitism. St. Andrew mentions “immaterial fire”, probably, referring to the hesychastic conception of the uncreated Tabor Light or the uncreated divine energies.