| DATE | CATEGORY | PUZZLE | LETTERS | PRIZE | WIN |
| December 1, 1998 | Place | VILLAGE | H C P A | Hunter 240 sailboat | No |
| December 2, 1998 | Thing | PICKLE | D C G A | Yes | |
| December 3, 1998 | Event | COUNTY FAIR | C B D A | $25,000 | |
| December 4, 1998 | Thing | BEAR CUB | G C D I | ||
| December 7, 1998 | Thing | FOLK MUSIC | C P M A | Trip to Canada + Chevrolet Camaro | No |
| December 8, 1998 | HYMN | P B K A | Trip to Colorado + Volvo | ||
| December 9, 1998 | PAINTBRUSH | M C D I | Trip to Canada + Chevrolet Camaro | ||
| December 10, 1998 | Things | DOG'S PAWS | C P D A | Trip to Austria + Saab 9-5 | Yes |
| December 11, 1998 | BACON BITS | C B P A | Trip to Canada + Chevrolet Camaro | ||
| December 14, 1998 | Event | NEW JOB | C D H O | Grand piano | Yes |
| December 15, 1998 | Thing | KEY CHAIN | B M P O | Trip to Lake Tahoe | No |
| December 16, 1998 | THUMBTACK | H M C A | |||
| December 17, 1998 | BISCUIT | C H M A | Trip for eight family members on American Airlines | Yes | |
| December 18, 1998 | SHOE SIZE | V M D I | Econoline van | No | |
| December 21, 1998 | Person | CHAMPION | P C M A | Chevrolet Camaro | Yes |
| December 22, 1998 | Place | LOG CABIN | P D C A | Christmas stocking package | No |
| December 23, 1998 | Phrase | BIG AS LIFE | C F M I | Chevrolet Tahoe | |
| December 24, 1998 | Thing | DOORKNOB | M C H O | Christmas stocking package (John Tesh CDs, tour jackets, Kenwood stereo, and Toyota Camry LE) |
Yes |
| December 25, 1998 | Event | NIGHTFALL | M P C A | $25,000 | No |
| December 28, 1998 | Event | FINAL SPIN | G C D O | BMW Z3 | No |
| December 29, 1998 | Phrase | LOW-KEY | G M D I | Infiniti G20 | |
| December 30, 1998 | Thing | SHRUB | G D M O | Infiniti QX4 | |
| December 31, 1998 | Things | OFFICE HOURS | B P D O | Trips to Hawaii and New Zealand | |
