| Title | Season | Episode # | First Aired |
|---|---|---|---|
| Monkeyman! / Buses, Bikes, and Subways | 5 | 77 | Saturday March 4, 2000 |
| Helga's Masquerade / Mr. Green Runs | 5 | 78 | Saturday March 11, 2000 |
| Sid the Vampire Slayer / Big Sis | 5 | 79 | Saturday March 18, 2000 |
| Bag of Money / Principal Simmons | 5 | 80 | Wednesday April 5, 2000 |
| New Bully on the Block / Phoebe Breaks a Leg | 5 | 81 | Wednesday April 12, 2000 |
| Parents Day | 5 | 82 | Wednesday April 12, 2000 |
| Helga's Locket / Sid and Germs | 5 | 83 | Wednesday April 19, 2000 |
| Suspended / Ernie in Love | 5 | 84 | Wednesday April 26, 2000 |
| Summer Love (a.k.a. Beach Story) | 5 | 85 | Thursday May 25, 2000 |
| Stuck in a Tree / Rhonda Goes Broke | 5 | 86 | Friday January 5, 2001 |
| Beaned / Old Iron Man | 5 | 87 | Friday January 12, 2001 |
| Arnold Visits Arnie / Chocolate Boy | 5 | 88 | Friday January 26, 2001 |
| Harold vs. Patty / Rich Guy | 5 | 89 | Sunday February 3, 2002 |
| April Fool's Day | 5 | 90 | Monday April 1, 2002 |
| Gerald's Game / Fishing Trip | 5 | 91 | Saturday April 27, 2002 |
| Married | 5 | 92 | Saturday May 11, 2002 |
| On the Lam / Family Man | 5 | 93 | Saturday June 1, 2002 |
| The Racing Mule / Curly's Girl | 5 | 94 | Monday October 14, 2002 |
| The Journal (1) | 5 | 95 | Monday November 11, 2002 |
| The Journal (2) | 5 | 96 | Monday November 11, 2002 |
| Timberly Loves Arnold / Eugene, Eugene! | 5 | 97 | Tuesday January 28, 2003 |
| Ghost Bride / Gerald v.s. Jamie O. | 5 | 98 | Tuesday November 11, 2003 |
| Simmons' Documentary / Big Bob's Crisis | 5 | 99 | Saturday November 15, 2003 |
| Grandpa's Packard / Phoebe's Little Problem | 5 | 100 | Tuesday June 8, 2004 |