| DATE | CATEGORY | PUZZLE | LETTERS | PRIZE | WIN |
| April 3, 2000 | Thing | BRUSH | C D M I | Volkswagen Jetta | No |
| April 4, 2000 | Person | DIGNITARY | P C M A | Trip to Spain and Morocco | |
| April 5, 2000 | Rhyme Time | SHOCK JOCK | P H C A | Toyota 4Runner | Yes |
| April 6, 2000 | Thing | GRIZZLY BEAR | B G M A | $25,000 | |
| April 7, 2000 | Phrase | I'M OFF THE HOOK | M D P A | No | |
| April 10, 2000 | Thing | PAYCHECK | M F D A | $25,000 | No |
| April 11, 2000 | LUGGAGE | C H D I | |||
| April 12, 2000 | FROG | C F M O | Yes | ||
| April 13, 2000 | Phrase | SHIP AHOY | C M D A | Ford Explorer | No |
| April 14, 2000 | Thing | JACK RABBIT | H M G A | $25,000 | |
| April 17, 2000 | On the Map | LUBBOCK | C H M O | $25,000 | Yes |
| April 18, 2000 | TAIWAN | G H P A | Saab 9-3 | ||
| April 19, 2000 | Event | CATCH A POP FLY | D M C A | Trip to Cannes | No |
| April 20, 2000 | Thing | WORKWEEK | D G F I | Trip to Paris | |
| April 21, 2000 | Phrase | CHECK IT OFF | B F G I | $25,000 | |
| April 24, 2000 | Thing | CANDLEWICK | M D H A | $25,000 | No |
| April 25, 2000 | PORCH SWING | H G M I | Chrysler 300M | ||
| April 26, 2000 | Phrase | GIVE AND TAKE | D H K A | $25,000 | Yes |
| April 27, 2000 | I GET YOUR DRIFT | B M D I | Chrysler 300M | ||
| April 28, 2000 | Thing | FABLE | H C M O | Restored 1965 Ford Mustang | No |