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- Season 5 overviewSep 20, 1998-May 23, 199926 episodesSeason 5 episodes1. Miles to Go Before I Sleep Sep 20, 1998
- To give comfort to terminally ill patients, a misguided nurse poses as the angel of death.
- 2. Saving Grace Sep 27, 1998
- Monica and Tess counsel a self-destructive woman bent on revenge against Joe Greene.
- 3. What Are Friends For? Oct 4, 1998
- A young politician's misplaced loyalty could ruin her career.
- 4. Only Connect Oct 11, 1998
- A shared love of trains is the basis of a bond between a boy and the town eccentric.
- 5. The Lady of the Lake Oct 18, 1998
- A conglomerate wants to replace a village and lake with an outlet mall and parking lot.
- 6. Beautiful Dreamer Oct 25, 1998
- Tess recounts how Monica and Andrew met Abraham Lincoln on the day of his assassination.
- 7. I Do Nov 1, 1998
- A distraught family must cope after a tragic accident.
- 8. The Wind Beneath My Wings Nov 8, 1998
- A successful judge (Veronica Hamel) deals with the deteriorating health of her mother (Marion Ross).
- 9. Psalm 151 Nov 15, 1998
- An ailing child gets his wish to meet Celine Dion; with Wynonna.
- 10. The Peacemaker Nov 22, 1998
- A distraught couple deals with a tragedy that threatens the marriage.
- 11. An Angel on the Roof Dec 13, 1998
- The angels unite a group of lonely people to witness a Christmas miracle.
- 12. Fool for Love Jan 3, 1999
- Monica must convince a woman not to resume a destructive relationship.
- 13. The Medium and the Message Jan 10, 1999
- Monica wants a cynical TV executive (Alan Rosenberg) to produce a show about angels.
- 14. My Brother's Keeper Feb 7, 1999
- The angels intervene when the lifelong rivalry between two sibling skiers culminates in tragedy.
- 15. On Edge Feb 14, 1999
- A skater (Tara Lipinski) helps a young girl with a conniving father (Jack Wagner).
- 16. The Man Upstairs Feb 21, 1999
- A desperate salesman (Michael Jeter) signs a deal with the devil.
- 17. Family Business Feb 28, 1999
- Phil (Bill Cosby) returns to help a family cope with the death of an estranged son.
- 18. Anatomy Lesson Mar 7, 1999
- A cynical coroner (Dan Butler) holds the fate of a trapped girl.
- 19. Jagged Edges Mar 28, 1999
- The angels must help an estranged mother (Linda Lavin) and daughter reconcile.
- 20. Into the Fire Apr 4, 1999
- Monica must expose a cult leader as a fraud before his followers self-destruct.
- 21. Made in the U.S.A. Apr 11, 1999
- A hardened Vietnam veteran takes his bitterness out on Vietnamese women.
- 22. Full Circle Apr 25, 1999
- A mother's blind love for her reckless son puts her life in danger.
- 23. Black Like Monica May 2, 1999
- Monica becomes an African-American woman to help solve a hate-driven murder.
- 24. Fighting the Good Fight May 9, 1999
- A boy misuses his talent for boxing by lashing out at his family.
- 25. Hearts May 16, 1999
- A man (Travis Tritt) must decide whether to donate his wife's heart to a dying child.
- 26. Godspeed May 23, 1999
- The angels help a faltering astronaut gain courage for a dangerous mission; guest Sally Ride.