The term 'Trip Up' can be broken down into five crossword solutions: TRICK (5 letters), ASCENT (6 letters), ERR (3 letters), FLIGHT (6 letters), and SNAG (4 letters). TRICK is an act of deception or a clever maneuver, while ASCENT is the act of climbing or rising. ERR is to make a mistake or do something wrong, FLIGHT is the act of flying, and SNAG is an unexpected difficulty or obstacle. Together, these words suggest that Trip Up is an act of deception or a clever maneuver that leads to an unexpected difficulty or obstacle during a climb or FLIGHT.