No, never. Throughout the Old Testament, the examples of prayer were directed only towards God.
In the New Testament, Jesus Christ came specifically to be the mediator and intercessor for man, and in
their instructions on prayer, both Jesus and His apostles indicated that man can and should direct their
petitions to God. The Bible never once encouraged humans to seek or petition any other spiritual being.
The practice of praying to holy angels or saints in heaven for one's personal petitions is a controversial
issue. It does not seem to have any clear biblical evidence to support it and certainly none within the context
of the whole Bible.
There are naturally inherent dangers in such a practice, among them whether the petitioner has the ability
to discern a response as holy or demonic.